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Jolynn Enjoys Her Unique Sex Life 
by Obmuj (address withheld)
Edited by Vzenx 

***

From a cute teen, to a charming and lovely 40-year-old 
woman, Jolynn recalls her first sexual experiences, 
which were actually at the age of nine. Experiences she 
had forgotten until something happened to remind her. 
(M/f, M+/F, ped, orgy)

***

All her life, from the time she first heard of the 
alleged difference between white and black, as it 
pertained to humans, Jolynn Jayne Bovee wondered if the 
stories of black men having bigger things, was truth or 
simply an urban legend.

She first discovered sex as a 14-year-old girl. From 
then till now Jolynn had only known one black man in an 
intimate way. She had been with him when she was very 
young. . Jolynn had never allowed her forbidden sexual 
past to be a part of her life, especially after meeting 
her husband, Al. 

One crazy night in Las Vegas, after meeting him while 
playing poker, and a wild courtship of a few hours, she 
married Al. When they made love on her wedding night, 
Jolynn was just ending her period. When Jolynn cried 
out from the emotion of having sex with the man who was 
now her husband, and not pain, Al believed he had just 
captured her virginity. When Al pulled out of her sex, 
saw the blood, he was firmly convinced he was the first 
man to have taken Jolynn's precious cherry.

Two years later, Jolynn discovered she was married to 
an extremely wealthy young entrepreneur, who was truly 
devoted to her. Time passed, they had twins, and now at 
the age of 40 her children in college, and her husband, 
Al, away for a week in Canada fishing Jolynn decided it 
was time to explore.

*****

She thought about the times in the past when each year, 
after their marriage, Al, and his two best friends, 
Wilfred Banks, and David Hetcher, would take this trip 
to the beautiful woods in Canada. Most of the time they 
went by themselves. Three years ago, they took their 
wives. Jolynn, Maxine, super attractive wife of 
Wilfred, and Elli, David's wife. Elli was very nice but 
she was a few pounds heavier than the other women. Elli 
was a vivacious and buxom woman, and she had hinted to 
Jolynn several times that she had affairs on the side.

When she, Elli, and Maxine would be out shopping or 
having cocktails together, the two would listen as Elli 
would speak of the men she met. Often Jolynn fantasized 
about having sex with these men. Elli’s descriptions of 
the men she met were so exact that Jolynn and Maxine 
finally concluded Elli was relating real liaisons. The 
two of them conspired to set Elli up and really 
question her about one, anyone of her encounters. One 
afternoon at lunch they were able to do it. Her answers 
to their questions were so identical to the first time 
they heard the story, they could only conclude she had 
been stepping out on her husband. 

Jolynn remembered the Canadian fishing trip and took 
out her pictures. She smiled as she reminisced. After 
pitching the large tent about ten feet from the lake’s 
shoreline, the six of them hiked along the lake. Later 
the guys fished and brought the catch back to camp, 
where they scaled, filleted, and prepared the fish for 
dinner. As evening approached and they were all 
preparing for bed, Al, with a silly grin on his face 
stated, "Hey, David, Wilfred, guess we will finally get 
to see what each of our wives have been hiding from 
us."

"Yeah," "David replied, "Come on, Maxine honey, and you 
also, Jolynn and Elli, time to take off those clothes, 
and give us big game fishermen a nudie show, like the 
show we all saw a couple years ago when we went to the 
strip club."

"At last I will get to see that cute bod you have been 
hiding from the rest of us, Jolynn," Wilfred laughingly 
said, as he took off his shirt and was now removing his 
Levis.

Jolynn looked at her two friends and asked, "What say 
we give the guys a great show, but they have to stuff 
$5 bills in our panty tops?"

That’s easy for you to suggest, but I’m not wearing any 
panties," Elli replied. Thinking for a moment, she 
added, "So if were going to put on a strip tease, it 
has to be all off, all three of us, and to hell with 
the five-bucks."

Maxine, looked at the other two women, and began to 
take off her sweater, and then her blouse. She stood 
before the five, unsnapped her bra, letting her 36 D-
cup breasts hang out on display. Jolynn was somewhat 
surprised. Her breasts had little sag to them despite 
their size. She watched Elli strip off her slacks, 
which confirmed her earlier statement she was panty 
less. Across her mons, and part way up onto her 
stomach, was a thick black mass of pubic hair. Studying 
her friend closely, Jolynn gazed at the thick muff she 
had covering her pussy.

Before Jolynn could think, Maxine started to remove her 
shirt, and then her shorts, and she was standing before 
them in her bra and panties. "Come on Jolynn, you’re 
the only one of us not undressed," Maxine said as she 
removed her bra, and slid her panties down over her 
legs.

"Guys, start undressing, as we ladies want to see what 
each of you has that makes us happy housewives." said 
Elli. Maxine added, "You guys ashamed of what you’ve 
got? We gals have to show our creases and dimples. You 
show us those big things you are always bragging about, 
right girls?"

Jolynn removed the tee-shirt she was wearing, then her 
Levis, then matching bra and panty set. "Now are you 
happy? Wilfred would you like a lap dance?"

"You best believe I’m ready for your lap dance. Is it 
ok with you Al?"

"Why not, hell I say we get a lap dance from all three 
girls, but the wives have to switch partners," Al 
replied.

"Girls, I say they guys have to be nude also," said 
Elli as she moved provocatively toward Al. She stared 
while he removed his clothes and exposed his half erect 
member. Elli slinked while Al seated himself in a camp 
chair. She straddled his lap and did her best 
impression of a lap dance. She must have done well 
because Al's penis came to attention very rapidly. It 
poked at her crack as she danced for him. 

Jolynn had moved to where Wilfred was seated on the box 
they carried supplies in. She sat on his lap facing 
him, and immediately felt him use his hand to guide his 
erection to the edge of her vagina. Moving slowly 
Jolynn wiggled her body making contact with his 
erection. This was the first time in twenty plus years 
she had ever allowed another man carnal knowledge of 
her. Jolynn slowly allowed the blunt head of Wilfred’s 
cock into her body. She didn't care what Al or anyone 
else was doing; she was hot for a male...

"Augh! you're deep! Al! GO!" Elli cried out, causing 
the others to look in her direction. Jolynn saw her 
husband, Al, was between the legs of her friend, and he 
was pounding his cock deep into her body, then pulling 
back out, only to shove into Elli even harder.

Turning back to Wilfred, Jolynn was once more feeling 
the thick head of his cock buried inside her labia. 
Then Wilfred stood up, and holding Jolynn around her 
waist, with his hands on her hips, his cock sunk into 
the hot wetness of the appealingly built woman, walked 
over to the air mattress and he eased down until Jolynn 
was lying under him. Then he began to slowly make love 
to her.

Jolynn looked across the room, and saw Maxine was being 
taken doggie style as she leaned over one of the chairs 
with her hips pushed out to give David complete access 
to her sex.

Jolynn was soon building to a climax, and when she 
shouted out her release, she did not see her husband 
pouring his male juices into Elli. "Wilfred! GOD DAMN! 
You’re making me cum! YEAH!" Jolynn moaned and cried 
out as she felt her body stiffen. When her climax was 
over, Jolynn looked at the others, and saw they too had 
finished. 

No one moved until finally the others moved over to the 
air mattresses they had each brought to camp. David and 
Al moved the mattresses so they were side-by-side. 
After speaking for several minutes, about what they had 
each experienced, David moved to Jolynn, and soon was 
between her thighs, and eased his erection up into her 
vagina, still filled with Wilfred’s juices.

Jolynn looked over at her friend Maxine and saw she was 
welcoming Al between her legs. She watched her husband 
devour Maxine's breasts. Jolynn wondered if Al was 
getting any milk from the Maxine’s thick nipples as 
hard as he was sucking them. She was amazed that her 
friend Maxine could stand to have her breast squeezed 
as hard as it appeared Al was roughly mangling her huge 
glands.

Looking to her left, Jolynn watched Wilfred have Elli 
get on her hands and knees. Then he began screwing her 
doggie style. Shortly after he commenced pounding into 
the woman’s sex, he draped her legs over his arms.

After the second round of switching partners, each wife 
was with her own spouse. Jolynn found Al was extremely 
excited, and he was nearly as erect as he ever got, 
even after he had just fucked two women. Holding Al’s 
firm cock tenderly in her hand, Jolynn was surprised 
with the intensity her husband’s lips were kissing her 
own. His tongue was so deep into her mouth; she almost 
believed he was trying to reach down her throat. 
"Happy, darling did you like fucking my girlfriends?" 
Jolynn asked him.

"Yes, but my God, they can’t fuck like you, and their 
legs aren’t as wonderful as yours. Their pussies aren't 
as tight as yours, and I mean tight. Theirs seem loose, 
even when they tighten during climaxing."

"My darling Al, your cock is so much thicker and 
longer. Fuck me! Now! Oh, my dear husband fuck me! Give 
me your hard cock! Ohhhh, yeses like that!" Jolynn 
babbled as he slid his cock deep into her welcoming 
body.

The week of vacation consisted of fishing, exchanging 
spouses and free fucks. During the time Jolynn was with 
the other two men, she found they were different in 
cock size. Her husband Al, she was sure, had 
exceptionally more hanging between his legs. Wilfred 
was slightly thicker than David. David had a nice head 
on his cock though it was not thick through the length. 
Still his head was nice sized. Al’s cock was longer, 
perhaps 2-inches more than Wilfred or David, but in 
reality, Jolynn thought back to the boys she knew as a 
teenager. They, she believed, may have had the largest 
cocks she had held.

Once they returned from the fishing trip, Jolynn and Al 
discussed swinging with their friends. Al readily 
admitted that he and the other guys had planned 
exchanging wives. Al told Jolynn "The three of us 
discussed swinging but I truly prefer having sex with 
only you, Jolynn, for the rest of my life."

Several times after their excursion into the world of 
free sex, the subject of swinging was brought up, and 
either Al or Jolynn would tell the others that sharing 
was not for them. One evening after they had enjoyed 
sex between themselves on the living room floor, Jolynn 
listened while Al told of the one thing he liked best 
when they had switched partners. That was mauling 
Maxine’s huge tits.

"Want to invest a few grand in new tits for this old 
gal, maybe I could get 38-D cups for you to chew on, 
would you like that, Big Al?"

"My Baby Doll, your sweet tits were 32-B when I met 
you, and they are still that size and point straight 
out from your body, and that's after you breast fed 
twins. You mess with my hooters, and I will kick your 
butt." With that comment, Jolynn felt her husband once 
more making love to her. The carpet rubbed the skin 
from her back but she relished the way he attacked her 
sex, bit her nipples and stiffened as he came deep in 
her pussy.

*****

After the intense love making, Jolynn while trying to 
relax thought back to the time when she was 14 years 
old. She recalled she had only allowed boys to touch 
her over her clothing. But then Chucky came back into 
her thoughts. 

One summer afternoon, Jolynn and Chucky, her latest 
boyfriend, had walked to the park, and found a place to 
be alone, behind some thick brush along the stream, 
that flowed through it. Small dams on the stream gave 
those who were brave enough, a place to get on the 
other side of the park, without starting at the far 
parking lot.

The day Jolynn discovered dry humping, was a Wednesday, 
she and Chucky had walked to the park, and walked 
barefoot across one of the dams. They found a place 
where they could be alone on the opposite side of the 
stream. After a few minutes, Chucky was kissing Jolynn, 
and how she ended up on her back she wasn’t certain. 
But her kind-of-a-new-boyfriend, Chucky, was soon lying 
over her body.

Jolynn didn't remember Chucky pushing her skirt up over 
her body. She knew the only thing covering her sex, was 
the thin material of her panties. Chucky was nestled 
between her legs, and rubbing their middle bodies 
together and Jolynn had a desire to have nothing on as 
they wrestled their pubescent sexes together.

Almost immediately, she felt strange but welcome 
sensations between her legs. She knew her sex was 
waiting for some boy to capture. A few times, Jolynn, 
had been curious about having sex, especially after 
hearing her best friend Kelsey tell how it felt when a 
boy did it to her. Kelsey had been with 9-different 
boys, and claimed to have started sex when she was only 
12-years-old. For some unknown reason, Jolynn had not 
reached the point where she would allow a boy to reach 
inside her clothing, let alone have sex, even when she 
was heated with desire.

Never had Jolynn felt anything like she was feeling! 
Chucky rubbed her and humped. She felt it pressing 
against her. The more he rubbed the hotter she got. 
Still he kept it inside his pants. Chucky was pressing 
against her sex, hard, and somehow Jolynn knew a climax 
was going to happen. It would be her first. 

"Um, oh, Jolynn, ohhhh," Chucky uttered as his young 
cock shot-off from rubbing off with her. His cum shot 
into his pants.

Jolynn listened as Chucky made weird sounds. She was 
sure he had gotten off. 

She remembered Kelsey had described some of the sounds 
boys made when they got their nuts-off. She was sure 
Chucky had just cum in his pants. Hearing Chucky get 
his nuts-off, and the pressure of his rubbing against 
the thin material of her panties, caused Jolynn to 
heave her hips up against her boyfriend, and her arms 
hugged his neck tightly. 

Just before she peaked in her sexual release, Jolynn 
pulled her young legs straight up in the air and at 
times, back toward her shoulders. Had anyone been 
watching, they would have seen the legs waving like a 
flag in a stiff breeze. Jolynn sounded out, "Aughh, 
ughhh!"

Both teens lay together after enjoying Nature’s way of 
sexual release, and Jolynn felt Chucky pushing her 
skirt up over her body, until it was bunched up around 
her waist, and past where it fastened. This was 
something she had never considered previously, as 
Jolynn had never allowed any boy to touch her below her 
waist. 

Now the teenager, from her torso downward was only 
covered by her panties. Jolynn knew Chucky was 
unfastening his Levis, and pushing them and his 
underwear down his legs as far as he could reach. 
"Chucky! You can’t go all the way. I liked what we did 
but I can’t let you put it in me, besides, I might get 
pregnant."

"Just let me rub against you without our clothes on," 
and as he spoke, Chucky sat up, pulled his Levis and 
shorts off, and Jolynn saw her first male thing. Then 
he reached and caught Jolynn’s panties in his hand and 
started to pull them off. He felt her hands grab his 
and stop him from pulling her white and blue lace 
panties over her hips.

"No! Chucky, we can’t go all the way. If you promise 
you won’t, I’ll allow you to rub against me, but that 
is all. I’m scarred to even to do that. Promise me that 
is all you will do." As she spoke, Jolynn could see 
Chuck’s thing as it was dripping wet white gooey stuff 
from the end some landing on her legs and panties.

"Yeah, I promise." Chucky said, grudgingly. She allowed 
him to ease her panties off. She held his hands he 
slipped her panties down over her hips. When they were 
off, she moved her legs apart, wanting something. Not 
sure what to do, and she displayed her sex in a wanton 
way to her teen lover. She was learning the power she 
could have over a man. 

For the youthful lad, his life was complete. He was 
viewing the first girl’s pussy in his life. "Man, that 
looks so neat!" Chucky stated as he saw the lightly 
haired-covered pussy. "I love looking at you." He 
pulled her to him and parted her labia so he could gaze 
into the pinkish-red interior of her sex.

The knowledge that a boy was looking at her sex, wasn’t 
upsetting to Jolynn. She was not embarrassed. Jolynn 
had always thought she would be older when she let a 
boy remove her panties, but today she felt different, 
especially after feeling her lover rub her off. Jolynn 
looked at the boy who was starring at her female 
genitals, and in an innocent voice asked, "Is it 
pretty, do you like seeing my little thing?"

"Gosh, yes! Jolynn, yours is the first one I’ve ever 
seen! Should I finger you? Please!"

"Sure. Be nice! Please, Chucky," Jolynn replied 
excitedly. She wanted to feel his youthful fingers 
touching her to give her pleasure. . The fingers of her 
boyfriend was causing Jolynn intense pleasure. "Chucky, 
I feel funny, just lie on me." 

As Jolynn spoke, Chucky moved his fingers until they 
were as deep as he could go. Then he lay on top of her. 
Jolynn whispered, "Chucky, I like feeling you lying on 
me." Chucky moved his fingers inside her sex. He played 
with the opening and then pushed in deep. He repeated 
this action several times until she felt a slight pain. 
"Chucky, take your finger out, your hurting me."

For a minute or so, Jolynn felt Chucky’s fingers 
touching the outside of her sex. Then he withdrew them 
completely. She mistakenly thought he was putting his 
thing in her. Alarmed that she was about to have 
intercourse, She squealed, "No! Chucky! You promised 
not to do anything. Stop! Please!"

Jolynn was sure she could feel the hard thing of Chucky 
pressing at the entrance of her sex, and then it 
slipped upward and was pushing against her clitoris. 
The intimate contact between the erect boyish cock and 
her virgin sex caused Jolynn’s body to shudder.

The urge for more was soon overtaking her young teen 
body, as Jolynn experienced the first male organ to 
touch her own sex. Her body was soon at the point of a 
climax as she had experienced perhaps a half hour 
previously. Jolynn cried out her orgasm, "Chucky, 
Chucky, your making me feel good all over! Oh, Chucky!"

Hearing the girl express her climax, Chucky was 
attempting to push his erection into the small opening 
between the legs of his friend. The battering of his 
ramrod stiff penis could not gain an entrance and in 
his own excitement, and hearing Jolynn utter his name, 
Chucky ejaculated. 

He could feel his hot male juices pumping from his cock 
three times and splash against the inner opening of 
Jolynn’s 14-year-old pussy. Chucky expressed his 
excitement and loudly told the young girl under him. 
"Ugh, Jolynn, I’m going-off, yeah, I’m cumming!"

Feeling the hot fluids shot from Chucky’s thing, 
against her own, made Jolynn wonder if they had 
actually had sex, even though her boyfriend hadn’t 
pushed his thing completely inside of her. Had Chucky 
attempted to take her virginity? At that moment in 
time, he would have succeeded if he hadn't followed her 
expressed desires because Jolynn was feeling all of the 
emotions that called for a complete copulation. She was 
wanting, panting and begging for penetration.

Turning onto their sides, they lay facing each other, 
and looking in the eyes of the other as they felt their 
teenage love was strong because they had respected each 
other's wishes. Neither had carnal knowledge of the 
other. Jolynn felt Chucky’s stuff all over her vulva, 
and knew she loved Chucky, and could feel his young 
thing still dripping his stuff on her leg where he had 
placed it when they moved onto their sides.

"I love you, Chucky! Did we go all the way?" feeling a 
little embarrassed in having to ask the next part of 
her question, "Do you love me, Chucky?"

"Yeah, oh yeah, I love you Jolynn. No, we didn’t go all 
the way." Then he explained, "I went off just on the 
edge of your pussy, but between your pussy lips. I 
didn't go inside you. I got-off really good."

"Chucky, is going-off, when your stuff came out of your 
thing, and gets all over me? Does that make you want to 
be inside me? Can you feel it if you shoot inside a 
girl? You know inside her pussy. Can you? Really?" 
Jolynn asked sincerely. She hoped she wasn’t showing 
her naiveté.

"Jolynn, I could put it in you the next time, or even 
now, or just as soon as I get hard again. Would you 
like that? Cause I want to see what it feels like to 
have my thing inside a girl, especially you, because I 
love you?" 

"No Chucky, I’m scarred about what we did., What if 
your stuff went in me, I become pregnant?"

"You can’t get pregnant, Jolynn, if I don’t’ put my 
thing in you first," Chucky replied in his innocence. 
Unaware that his semen, filled with his sperm, could 
travel from the opening of Jolynn’s virgin vagina, and 
up into her uterus and find an egg to fertilize.

*****

There was no doubt Jolynn was cute and attractive, with 
her 32-B breasts, and being five-one, and tipping the 
scales at a 102 pounds, the light-brown waves of her 
hair, hanging nearly to the center of her back. Jolynn 
was something all males found desirable, and she was 
constantly flirted with, but she believed that only 
Chucky was her true love, especially after she had let 
him remove her panties and shoot his stuff between the 
lips of her little pussy.

One senior boy, Thad, had asked her to let him drive 
her home from school. When she spoke to Kelsey about 
him, Kelsey told her, "Jolynn, shit, he is the first 
guy I was with, and Thad banged me good. He was hard 
and rough. Stay away from him unless you want to tell 
you’re cherry, bye-bye." Jolynn listened nearly 
spellbound. He has the biggest dong I ever had in me. 
He took my cherry and he made no attempt to make sure I 
was ok. I never want to fuck with him again. He is too 
big!"

"Kelsey. Tell me what was it like?" Why is he too big?" 
What do you mean rough?" asked Jolynn.

"Remember? I told you I was only 12-years-old my first 
time. I was only in the sixth grade. One day, it was 
just after school was out for the summer, I was at the 
park, and no one was around except Thad. He lives three 
doors from my place." Stopping for a moment to collect 
her thoughts, Kelsey went on, "After a while we walked 
home, and Thad asked me to come to his house as his 
parents wouldn’t be home till late that night.
I agreed but when we got inside he began playing 
around, like tickling me, then asking if he could kiss 
me. I thought Thad was the most handsome boy I had ever 
known. I told him that I had never been kissed." she 
caught her breath and went on, "So, he said he would 
love to be the first boy to kiss me we did so for five 
minutes or longer then he put his tongue in my mouth, I 
thought I would die.

While we were kissing, he took me to his bedroom how I 
got there I do not know. We had been on the sofa in the 
den. The next thing I know Thad's hands were under my 
blouse. I was scared but I did not stop him. Then he 
asked me to take my clothes off. He wanted to look at 
me. He told me he loved me. Needless to say, I was even 
more scared than ever. 

I watched as Thad took off his t-shirt, then his shorts 
and before I could say anything, down came his 
underwear. I looked at him, and he had hair all around 
his thing. It stuck out from his body. Somehow I knew 
he had a hard-on, and then he looked at me and asked me 
to take off my clothes."

Jolynn looked at her friend, and wondered if she was 
being honest.

"Anyway, I stood up and took my clothes off. When I was 
nude, Thad told me I was beautiful. He also said he 
loved me. Jolynn, I knew he had lots of girlfriends, 
and now he was telling me I was beautiful. That he 
loved me.

We lay down on his bed, and he kissed my tiny little 
boobs, and they were just small points sticking up from 
my chest, and were sensitive, but I didn’t protest. At 
the time, I didn’t have any hair between my legs, but 
Thad said he loved my little pussycat, and then he was 
on top of me, and for five minutes he worked trying to 
push his thing in me. 

Let me tell you, I was scared. I was shaking! When he 
finally got the end of his thing in me, he kept on. He 
pushed and pushed until he was in as far as he could 
go. He was hurting me. I cried and begged him to stop, 
but he didn’t until he got-off, he called it, which I 
now know is when a guy cums.

Kelsey added, "When he finished and got off he, there 
was blood all over me and the bed. He laughed at me and 
then he told me he guessed I was not a virgin any more. 
I found out later after I got some more experience that 
he was huge and some girls will not go out with him 
because he is so big. I did not stop having sex with 
him though. We stopped when school started."

"What other things have you done, Kelsey?" asked 
Jolynn.

"When I was a couple weeks past becoming 13-years-old, 
I meet a guy at the restaurant one Saturday morning. My 
parents had taken off for something, but anyway, I met 
this guy, Jared, he was 28-years-old. We shot the 
breeze for a while and he asked if I wanted to go 
somewhere?

Sure, why not I told him. We eventually ended up at his 
house, but I couldn’t tell you where it is if I tried. 
He took me to his room. He was bigger than Thad, and he 
fucked me silly. Before we had sex, he ate me out, and 
that was my first time to have oral sex, and to give 
head. Let me tell you, I love sucking cock, and Jolynn, 
once you start giving head you will be hooked.

Anyway, we spent five hours in his bed, and as big as 
he was, he didn’t hurt me like Thad. The one thing I 
liked about Jared was when he asked me to let him have 
a snip of my pubes so he could remember me. Heck, I 
knew he could be in trouble for being with me, but I 
liked it, and he made me feel good. Promise not to tell 
anyone about my having sex, but this is something so 
private, I don’t know if I should tell even you."

"Why, what happened," Jolynn asked.

"He wanted to do it in my butt, and I let him. It hurt 
like all-get-out, even with the stuff he smeared on my 
back hole. I've let a few guys do it since but I really 
don't like it. Its called butt fucking or some other 
names not so polite." 

Jolynn digested all that Kelsey had to say. Her 
description of anal sex, was enough that she never let 
anyone do it to her. She often wondered why, her 
husband, Al never asked her to do that. She would have 
refused of course, but just the question would have 
flattered her some.

*****

Jolynn began to daydream again. She was back in 
Chucky’s arms in his house.

Jolynn felt Chucky pushing her blouse up over her 
breasts, and when he found the snap on the front of her 
bra, he couldn't release it. He asked her to unfasten 
it for him. Surprised at her own actions, Jolynn 
reached down and unsnapped the clasp. She allowed 
Chucky to take it off. 

He reached out and eased the clasp apart. He moved the 
cups of Jolynn’s bra away from her firm-pointed 
breasts. Chucky’s eyes took in the light-pink color of 
Jolynn’s nipples and he placed his right hand on her 
breast, while his lips sought out the other. He was 
fully erect within a half-minute, of suckling on the 
teen nipple, his fingers were stroking the outer part 
of the girlish young sex of his dreams.

Jolynn had never allowed a boy to reach inside her bra, 
or even under her top, to caress her breast. She always 
made the boy feel her up on the outside of her 
clothing. Now Jolynn had welcomed a boy, to remove her 
bra, kiss and suck her nipples. I’m lying here with my 
bra and panties off. Is this how it is done? Jolynn 
asked herself. In her mind, Jolynn had believed that 
some day she would allow a boy to remove her bra, but 
had no idea of when she would let a boy take her 
panties off. 

Chucky got on top. His cock bumped against her sex in 
its attempt to enter the moist and ready opening 
between her legs. The cock that was humping and trying 
to find its way into Jolynn was perhaps 5-inches long, 
but was extremely thick. What was keeping Chucky’s cock 
from finding its way into Jolynn was its thickness. 
Chucky’s bouncing and probing erection was not able to 
find its way inside the young pussy, without a 
different approach.

Just as the thick head of his youthful erection lodged 
inside the parted lips of the 14-year-old, then slipped 
inside enough to find Jolynn’s maidenhead, to suddenly 
push against the thin skin of her hymen, Jolynn had 
ordered him to take it out. She was in pain and fear. 
She did not want to have her cherry taken that way.

She jerked her hips back from the firm member that had 
gained enough entrance to attempt its capturing its 
first cherry. Chucky’s cock was no longer inside the 
tight lips of the willing pussy. Once more Chucky shot 
his male juice against the entrance of Jolynn’s sex. 
The sperm found the wetness of the pussy lips and its 
juices welcomed the warm fluids from deep in the male 
body.

Neither teen spoke after Chucky came. They were once 
again lying next to each other.. Jolynn couldn't feel 
the cum dripping from the end of his thing onto her sex 
and pubes. With no warning, her hips jumped upward from 
the ground. She was involuntarily attempting to take 
the youthful cock inside her highly charged sex. "Oh, 
Chucky, we almost did it! Maybe the next time I will 
let you do it, if you have protection."

Soon both dressed. Jolynn reached out and took Chucky’s 
hand in her own, and whispered, "Kiss me, Chucky, I 
love you. You're the first boy I’ve ever done this 
with."

Walking home, neither teen spoke, but they constantly 
gripped each other's hand as they walked. . When they 
reached Jolynn’s front door, Chucky quickly kissed 
Jolynn’s willing lips, then he turned and walked home, 
pondering how he could have been so close but didn’t 
score. Yet, he remembered how Jolynn had told him the 
next time she might let him, if he had protection, but 
how could he get condoms?

*****

Inside her home, Jolynn ran to her room, and looking at 
the clock, saw it was nearly 3:00 o’clock. She knew her 
parents wouldn’t be home for at least three-hours. 
Moving over to her bed, Jolynn undressed, when she 
pulled her panties off, they were covered with Chucky’s 
stuff, as was her pubes. Her panties stuck to them and 
it hurt as she removed them.

For the first time in her life, Jolynn ran her fingers 
across and between the wetness of her maiden hair. She 
allowed her fingers to move the wetness inside her sex. 
As she was doing so, she found the round button of her 
clitoris. The contact caused her knees to become weak. 
Jolynn got on her bed, lay down, and slowly 
masturbated, for her first time ever, bringing on self 
satisfaction. In her mind she kept thinking that she 
should have not jerked her hips back when Chucky shoved 
his thing inside her. Then a climax overpowered her, 
and she fell asleep within a few minutes.

Jeffery, Jolynn’s 17-year-old brother had walked in the 
house a few moments after Jolynn had fallen asleep. 
When he walked past his sister’s bedroom, he looked in 
and saw she her. She was nude, sleeping. and her hand 
and fingers were over and inside her sex. His eyes took 
in the beauty of his sister, and for the first time in 
his life, he saw a nude girl. The cone shaped breasts 
of his sister were unreal to him. Her nipples were a 
delightful shade of pink. He wondered if he could if he 
could touch them. He found he was lusting after his 
sister.

His eyes saw the wet and partly dried liquid on her 
pussy hair, and he knew instinctively it was cum., Who 
he wondered had she been having sex with. Moving over 
to the bed, Jeffery could not help but react, and he 
slowly and quietly undressed, and his erection was 
pointing nearly straight up toward his broad chest. 
Reaching down with his right hand, Jeffery commenced 
stroking his erection, and finally he moved onto the 
bed, awakening Jolynn. 

"JEFFERY! WHAT ARE YOU DOING?! YOU'RE NAKED?! GET OFF 
ME?! GET OUT! GET OUT OF MY ROOM!" Jolynn shouted out 
in fear. Jolynn knew that he was sexually out of 
control, and she remembered how she had masturbated 
before falling asleep. Had her brother been watching 
her as she played with herself for the very first time 
she had masturbated?

Jolynn began crying. Jeffery automatically reached out 
and hugged his sister. His action wasn't sensual but to 
comfort her. Now Jolynn became more confused and 
embarrassed. Her crying and sobbing seemed to Jeffery 
to be more intense. He held her close. Jolynn was 
confused and embarrassed. She believed her brother had 
watched her playing with herself. Finally as she began 
to calm down she hugged her brother back.

"Jolynn. I’m sorry, but when I saw you lying on your 
bed, nude, I saw how beautiful you were, at first I 
just wanted to look at you. To stare and take in all 
your beauty and your essence."

"Jeffery! Did you, did you see me when I was... was 
touching myself? Honestly, Jeffery, that was the first 
time I ever played down there." She paused a moment, 
leaned back, saw her brother's erection and turned so 
her back was to him. The natural curve of his sister’s 
hips was lovely to look at, and he could not believe 
how round they were, and he reached out and lightly 
stroked his sister’s hips and back.

"Jeffery! You won’t tell anyone you saw me playing with 
myself? Will you! Promise me you won’t tell anyone! 
Especially mom!"

"Jolynn, I won’t tell anyone." Jeffery replied. He 
didn't add that he hadn't seen her masturbating. A few 
moments passed, Jolynn turned and lay on her back. She 
looked up at her brother, saw his erection, and began 
to mentally compare it to Chucky’s. He's bigger and 
maybe a bit thicker she began thinking. Curious she 
asked Jeffery "We can’t do anything. Why did you 
undress and climb in bed with me?"

"You’re the first girl I’ve seen naked, and you made me 
excited. Don't worry about self play I do it sometimes 
too." Jeffery knew what cum looked and felt like, and 
he slowly reached down and touched the wetness on her 
pubic hair. "Jolynn, you have cum on you, did you have 
sex with someone, before I came home?"

"No. No one has been here in my bedroom. Promise you 
won’t tell, but my boyfriend, Chucky and I were missing 
around at the park, but we didn’t have sex, I let him 
rub his thing against me. He shot off on me. Please! 
Jeffery! You have to believe me! Don’t tell anyone."

"Jolynn, can I rub myself against yours. Just once. 
Please! I want to feel what it is like. Please tell me 
its okay?"

"Jeffery. We can’t do these things! We’re sister and 
brother. How do I know you won’t try to go all the 
way?" Jolynn asked her brother, who had pulled her 
against his body.

Without replying, Jeffery moved over and used his knee 
to push Jolynn’s legs open. They parted without much 
pressure on his part. For the briefest of time, Jolynn 
held her hands between their bodies, and her right hand 
over her sex. Then the strange feeling she had with 
Chucky lying between her legs and his body on hers 
returned. She removed her hands and hugged her brother 
around his back. In that instant she felt her brother's 
erection touching her sex. Now he was no longer her 
brother. He was Chucky. He was longer and thicker than 
Chucky but he was in her mind Chucky.

Jeffery had never felt anything so hot. He was at the 
entrance of his sister’s pussy. He allowed himself to 
ease inside her lips. But he too was in another world. 
He was next to Anna his girlfriend, not Jolynn his 
sister. "Gee, Anna, it feels so hot, and oh, no, 
noooooo," Jeffery moaned out, as his excited cock shot 
out its load of cum in the tight entrance of his 
sister’s pussy.

Then Jeffery felt the need to push deeper inside his 
sister’s warm opening. Jeffery pressed forward, and 
felt his cock becoming stiffer than it was moments 
before, and it slipped in past the crown of his cock 
head. The interior of his sister’s wet sex seemed to 
have lips which were trying to grip it. "Anna! Oh! Oh, 
you feel so good, augh."

"Stop!" Screamed Jolynn. "Jeffery! You promised you 
wouldn’t go all the way! Ohhhh, take it out! It's 
starting to hurt! Nnoooo! Jeffery! I’m a virgin! Don’t 
do it to me! Ohhhhh! Jeffery you better take it out!" 
Jolynn knew she was only a slight pushing of her 
brother’s cock away from having sex for the first time. 
She didn't want him to stop but she knew she had to 
stop.

"Jolynn! May I just work it back and forth in the edge, 
if I promise to only go part way, and not shove all the 
way in you? Please, I want to go off in you! . . . even 
if only in the edge?" pleaded Jeffery as he tried to 
further his assault into her.

"It feels good! So good! Jeffery! I’m afraid, and 
promise me just in the edge, ohhhh! Feels good," said 
Jolynn, while she felt her brother moving his cock in 
and out of her narrow pussy lips. Several times, Jolynn 
felt her brother’s cock touching something inside her 
sex, and when it struck her there, it caused her a 
slight pain. 

Now she took in the obvious. He was striking her 
virginity! "Nooooo! Nooooo! STOP! STOP! Stop!" her 
voice got softer and softer as she begged him to quit. 
Then in the passion of the moment, she told him "Take 
me! Take it all! Do it! FUCK ME!" she cried as Jeffery 
tried to shove himself all the way to his root.

But she came to her senses very quickly. Moving with 
speed and strength, Jolynn attempted to shove her 
brother off her body. She jerked her sex away from the 
deep contact of his cock inside her pussy. Too late! 
Jolynn felt her brother shoot his cum into her. Four 
times, Jolynn felt the hot cream from her brother’s 
cock squirt into her sexual opening. After she had 
jerked it out of her pussy, he shot more across her 
pubic hair.

"Jeffery! My God! You almost did it! Your stuff is in 
me! What if I get pregnant?" Again she began sobbing. 
She took her brother in her hands and through tears and 
sobs she pulled his wilting penis against her cum 
soaked sex. 

"Maybe the next time I’ll let you. If I do, you will be 
my first." Jolynn sobbed to her brother.

"You must have protection, and you’ll never tell anyone 
what we do, will you?" Jeffery asked her. Then he 
added, "Oh, Jolynn, you felt so good, and I did go-off 
in you, but I wanted to feel you all the way. You said 
I could take your cherry. Why did you stop me?" 

"Jeffery, it’s a condom, rubber sounds like a terrible 
word. I stopped you because, I, well, you are my 
brother and this is wrong." Jolynn sobbed, still 
holding her brother in her arms. 

"Did you like squirting off on me? What did it feel 
like to have the end of your thing inside me?"

"Great! Can we do it tomorrow? Please. Jolynn, I’ll 
never tell anyone, as I know it would cause problems." 
pleaded Jeffery. "Jolynn, did Chucky put his in like I 
did?"

"No way, I pushed him off when he tried to put it in. I 
wanted to feel yours in the edge. You are longer and 
thicker. Okay. I was overcome with desire, so don’t ask 
me again."

Still lying together, Jeffery was soon sucking his 
sister’s hard nipples, first the right one, then the 
left. He felt his cock become hard once more. "Jolynn, 
can I go part way like before? Let me in! I promise I 
won’t try to shove up in you until I have a condom! 
Please!"

Without replying, Jolynn spread her legs wider apart. 
She felt the firm cock of her brother parting her pussy 
lips. Within a few moments of feeling her brother’s 
cock stroking in and out of her sex, Jolynn could feel 
it striking against her clit at the top of her sex. She 
began to pull him into her. Then it happened, the tip 
of his cock was once more striking her cherry. She 
tried to determine if she wanted it all, "Um, oh 
Jeffery, move it back and forth, not so deep! My 
cherry! Not so deep. You're too deep!" She began to 
plead, and weep gently.

Should she stop? Go on? Her mind was playing games. 
Then as suddenly as they had begun, she had her first 
real climax. "JEFFERY, YOU’RE MAKING ME CUM! OH GAWD! I 
DON’T..."

Jolynn never finished her statement, as Jeffery cried 
out, "I’M GIVING YOU MY CUM, OH SIS, JOLYMM, I LOVE 
YOU, GAWD I CAN’T WAIT TO GET YOUR CHERRY, JOLYNNEEEE, 
I’MN STILL CUMMING, OH, AUGH!"

Just as the last of his cum was leaving his cock, he 
pressed hard against the thin skin that made Jolynn a 
virgin, it was thick enough that he couldn’t penetrate 
it easily. She wanted it now! Jolynn wanted to feel, 
and her hips heaved upward from the bed, trying to take 
the total erection into her body.

She pushed and humped against him till her cherry was 
broken. Then as they lay in the afterglow of their 
illicit actions she holding him and gently weeping, he 
holding her she spoke. "You did it, didn't you? You 
popped me, you took my virginity. What are we to do? 
What if I get pregnant? It's not your fault. I wanted 
it too. I wanted that thick cock in me when I saw it 
this afternoon."

For another ten minutes, Jolynn lay on her bed speaking 
to Jeffery. She got up at last and told him she was 
going to shower and get rid of all the stuff he had 
shot all over her. After she was dressed, Jolynn walked 
down the stairs and watched television until her mother 
came home. The two of them fixed dinner. When her 
father arrived, the dinner was about ready, and in a 
few minutes they all enjoyed a meal together with more 
family togetherness than they had for some time.

*****

Around seven that evening, Jolynn asked her mother if 
she could walk to Kelsey’s for a couple of hours, and 
her mother said that was fine, but to be home by nine. 
Knocking on Kelsey’s door, she was surprised when she 
was told that Kelsey was on a date with Thad, so Jolynn 
said okay, and decided to walk the three blocks to the 
local fast food place and see if any of her friends 
were around.

Once she was inside the building, Jolynn saw Kelsey and 
Thad, and Kelsey motioned for her to join them. After 
being seated across the table from Kelsey for about 10-
minutes, Jolynn about died when Thad said, "So I guess 
I won’t get your cherry, after the afternoon you and 
Chucky had. He said he did you 3-times this afternoon 
in the park."

"WHAT! HE TOLD YOU! WHAT!" Jolynn bellowed so loudly, 
everyone in the restaurant turned and looked at her. 
Then in a calmer voice she added, "No way, I’m a 
virgin. He sure as hell won’t get my cherry! I’ll kill 
the fucking bastard when I see him."

Smiling, Thad said, Now is your chance. He just sat 
down over there with Jennifer and Ashley. I guess he 
wants something new."

"Thad, and Kelsey, I did not let him do me, and I’ll 
prove it right now!" 

Kelsey and Thad watched as Jolynn took the cap off her 
milkshake, and walked across the floor to where Chucky 
was sitting. She turned her milkshake upside down over 
his head, screaming "You fucking bastard! You never had 
sex with me this afternoon! And if you don’t apologize, 
I’ll have your ass kicked!" and then Jolynn slapped his 
face. 

Everyone in the restaurant watched as Jolynn took our 
her revenge on Chucky. All the kids knew that Chucky 
had to be lying, as the word was you could touch 
Jolynn’s boobs on the outside of her clothing, but no 
where else could you put your hands. The crowd laughed 
and made fun of Chucky, and when he walked out the 
door, they applauded his leaving.

Shortly after that incident, a new neighbor bought and 
moved into the vacant house next door. He was a black 
Gentleman by the name of Alex. He was an attractive, 
35-year-old man. He played professional baseball a 
couple of years after college. An injury sidelined him. 
He stopped playing and was now vice president of an 
electrical engineering consulting firm. He was recently 
divorced. He and her parents came to be close friends 
and it was not uncommon for him to be asked to join 
them all in their pool. He was grateful, because 
swimming was very good for helping overcome the injury. 

Several times when Jolynn was swimming in the pool in 
the back yard, Alex came over and joined her in the 
pool. Her father had said to Alex he could use the pool 
anytime he wished. Kelsey had described how big some 
guys were in the "cock department" as she sometimes 
called a male thing, while other times, she referred to 
them as dongs. Jolynn often stared at men's crotches to 
try to see if she could tell how big they were. 

One day while she and Alex were swimming she found she 
was studying the bulge in his swim trunks. She was sure 
he was no bigger than any of the boys she had been 
close to.

She was bored, and thought about what she had done with 
Chucky and her brother several days earlier. The 
strange tingling she felt when both of the boys had 
rubbed her sex with their things seemed to be entering 
her body, directly in the opening of her sex. Jolynn 
was lost in her thoughts of what it would have been 
like if she had allowed her brother to have gone all 
the way with her, and failed to hear someone asking, 
"Mind if I jump in with you?"



Alex could not take his eyes off her 32-B breasts. She 
was wearing not a bathing suit top but something else. 
He thought it looked like a push-up demi-bra, or 
perhaps just a light sport bra. Even with the water 
covering her, up to her neck, he could see her nipples. 
For several minutes they swam and spoke, and then 
Jolynn realized that she had put on a demi-bra so she 
could get the tops of her breasts tanned. 

She knew her nipples were exposed, they were hard as 
rocks, and poking out from her bra, giving Alex a good 
view. Since yesterday, something was disturbing Jolynn 
so much she was not acting in her normal demure 
pattern. She was openly displaying her nipples to an 
older man, she was not feeling shame, she was antsy, 
she was flaunting her sex. Jolynn felt a thrill go 
through her body, as she moved to the shallow end of 
the pool, and stood up, and climbed up the steps from 
the pool.

She knew Alex was watching her. She deliberately faced 
him when getting out. Now she sauntered over to the 
deck chair where she had left her towel and wrapped the 
water from her face, and then wrapped the towel around 
her wet hair.

Pretending to just realize that her nipples were 
uncovered, Jolynn moved her hands over her breasts, and 
explained that she had worn her demi-bra, so she could 
tan her boobs. They spoke for a while, and Jolynn asked 
if Alex would enjoy having a cola with her, and they 
could get one in the pool house.

Alex knew he was walking a fine line, the girl was only 
15-years-old. Yet he couldn’t help but want to view 
more of her beasts, and a lot more if possible, to hell 
with reality. Inside the pool house, they moved to a 
small bar, with four stools. Alex sat on one, while 
Jolynn got each of them a cola. There was no doubt what 
Jolynn was doing, and Alex knew she was intentionally 
letting him view her breasts, with her hardened nipples 
openly displayed.

"Alex, do my breasts trouble you, if you wish I’ll 
cover them, but I wore this bra so the tops of my boobs 
would tan," she reminded him.

"Just don’t tell your father, but hell, you have great 
hooters for a young woman."

Hearing the handsome man call her a young woman, 
instead of a girl, made Jolynn feel great, and look at 
Alex a bit differently. 

"Maybe the next time I will not wear anything on top, 
and tan all over, what would you think of me if I did?" 
Jolynn asked.

Since she had allowed her brother to cum inside her 
pussy, and had felt his cock head against her hymen, 
Jolynn had felt the need to have much more satisfactory 
sex. Something in her mind had told her she wanted a 
male to take her like a woman in love and lust. She was 
still wishing for the ultimate fuck. There was a 
reoccurring theme running through her mind since she 
had felt her own brother unload his male cum in her 
pussy, and that was a simple desire to be fucked.

"Hell let me know when, I would love to see them 'au 
natural', but so would every man around. I have to tell 
you, Jolynn, you’re a truly beautiful young woman," 
Alex said with a certain sound of desire in his voice.

"Really, you want to see them? Truly?" Jolynn asked, 
somewhat surprised. Jolynn moved so she was standing a 
couple feet from where Alex was seated. She reached 
behind her back, undid the bra and slowly let her arms 
fall away. She held the bra in her right hand. She put 
the bra on the bar and then in a very quick movement 
untied the strings of her bikini and pulled it off. She 
put that on the bar also.

Once she was nude, Jolynn sat on the barstool next to 
the where Alex was seated. Facing the attractive man, 
Jolynn looked across the short distance to where Alex 
sat. "Be honest, am I pretty or just a stupid kid by 
undressing and allowing you to see me in the nude?"

"I believe you are the most attractive female I’ve ever 
known, and if I don’t leave this place, I will likely 
do something that will cause me to be caged in some 
dark hole for the rest of my breathing days. What! and 
why, are you allowing me to view you with nothing on, 
tell me the truth, are you a virgin?"

"Does it make a difference if I’m a virgin, or not 
exactly as pure as some people think, and would you 
want to be my first if I’m still a virgin, Alex? Be 
honest!"

"Jolynn, this is the craziest damn conversation I have 
ever had, but hell, if you were older, who would care 
if you’re a virgin," Alex replied. Then he told the 
precocious teenager, "You’re shaped like the 'brick-
shit-house' all men want to see in a woman, except 
you’re young. Too young. Jail bait!"

Reaching her hand out, she placed it on his left 
shoulder. She stepped on the rung of the barstool, 
climbed up and seated herself on the bar. Now she was 
directly in front of the black man she found so 
attractive. She placed her shapely legs on either side 
of Alex displaying her sex. Last night she had held a 
mirror between her legs to see if she was different 
after what she had done with Chucky, and even more with 
her brother.

Allowing his eyes to take in the view between the 
teenager’s legs, Alex needed to satisfy a sudden 
lustful desire. "Do me a favor, and stand on the bar in 
front of me."

Not exactly sure why the handsome man wanted her 
standing, but she was so sexually charged. She did as 
he asked. Jolynn, on her own, started walking on the 
short bar, allowing her body to sway as best she could 
imagine a dancer would. Pausing at the end of the bar, 
Jolynn moved her legs until they were parted to allow a 
hint of her sex to Alex’s view. "Am I wicked, Alex, is 
this why you wanted me to be on the bar?"

Looking at the not only the visually appealing, and 
curvaceous legs on the young girl, he noted how 
statuesque Jolynn was. Jolynn’s maiden hair, covering 
her mons appeared somewhat thin, Alex thought. This was 
the first 15-year-old girl he had ever seen nude. He 
had nothing to compare her too. She was evidently 
trying to act like a dancer in a strip bar.

"Have you seen the movie, Hot Strip Teaser, Alex?" he 
heard the teenager asking him. Then understood she was 
evidently trying to dance like the girls in the movie. 
She turned and bent over allowing her hips to stick out 
in his direction. Before him was a set of hips that 
were round and curled under to meet her upper thighs, 
and looking between them was her puffy labia. Never in 
his life had Alex viewed a female sex organ so 
perfectly formed! The lips surrounding her opening were 
highlighted with just a small amount of hair. She 
looked gorgeous.

Alex watched as the teen girl leaned over, placed her 
right hand on the bar, and looking back at him widely 
parted her legs. She winked. Then she ran her fingers 
up across and separated her labia. She was doing her 
best to copy the sensuous movie scene. Alex decided to 
hell with what was right or wrong, he wanted to fuck 
this young girl! He wanted her cherry! He couldn’t 
remember lust being so strong.

Jolynn moved back up the bar, stopped in front of Alex, 
stood with her legs slightly parted, then moved her 
left foot upward and rested it on his right shoulder. 
Before him was the beauty of a lightly feathered pussy, 
with maiden hair that hadn’t commenced to curl or 
become kinky. The few strands of hair growing on 
Jolynn’s labia and mons were light-brown softer in 
color than the hair on her head.

Alex could see a small amount of moisture on the inner 
labia of her sex, and the view of her tiny aperture 
that opened into her youthful sex was something he 
wanted to explore with his tongue, especially knowing 
it was virginal. Man, how can a man not want to eat a 
teenage virgin, before some cock has plowed it open? 
Surely this was the utopia of oral sex.

Older women, even those in their twenties, could never 
provide the fresh smooth flesh of a virgin teen pussy. 
Alex looked into her pink-hole at her labia minor. It 
was like tiny flaps of skin that perhaps weren’t a 
half-inch long. Alex knew women of all ages get great 
pleasure from a man who eats them out. But he was being 
given the opportunity of a lifetime. To eat out a child 
woman, a virgin! This was an opportunity to explore a 
chaste pussy untainted by some rogue cock. This was 
pure womanhood at its best!

Jolynn's voice broke the spell. "Alex, what do you 
think when you see me like this? Be honest. Do you 
believe I’m some silly kid?"

"You’re certainly not a kid, not with the body you 
have, Jolynn, I’d love to eat you out." "Have you had 
oral sex before? Just how far have you gone with a boy? 
I can see you’re still a virgin, but you seem to have 
some experience, or one hell of an imagination!"

"Don’t think I’m bad. All I’ve done is let a boy rub 
his thing against me. Not inside me," Jolynn decided 
she would tell a partial truth instead of the whole 
truth. "Alex, can you really see I’m a virgin? 
Honestly? How?"

For a few minutes, Alex described about a female having 
a hymen, but that in itself, isn’t a sure thing, as 
some girls have no hymen, but he could see hers, and 
explained how he looked for the thin skin.

"You can touch me, if you want. I won’t get you in 
trouble. Will you undress? Maybe you should lock the 
door to this place, just in case my brother comes out 
here when he gets home. He won't be around until 
three."

Alex stood up, walked to the door, locked it, and 
turned the dead bolt. Then he walked over closed each 
of the mini-blinds, ensuring no one could see in from 
the outside. Returning to the bar, he saw Jolynn was 
still standing. He slowly pushed his bathing suit from 
his body. All the time looking at the girl's eyes, Alex 
could see she was watching his hands as he removed his 
garment.

"You’re kind of big, aren’t you?" he heard Jolynn ask. 
Smiling to himself he shook his cock 

He put a towel on the bar stool and then placed another 
towel on the bar for Jolynn to sit on. Alex was ready 
to lead the girl into oral sex. Looking at the girl 
before him, Alex decided it was time to go for whatever 
life had in store for him in the next few hours.

Jolynn watched as the large black hands reached out and 
touched the calves of her legs. A nervous tremor flow 
through her body. She wondered if she had started 
something she shouldn’t have. There was no doubt that 
the large man in front of her would not stop his 
actions, if she allowed him between her thighs. 

She would have to go all the way with him. His large 
hands were gentle as they slid up her calves, stroked 
the skin on her thighs, then felt her hips and up her 
back. Alex moved his hands and griped behind Jolynn’s 
thighs, and pulled her until she was only inches from 
his face.

Looking down, Jolynn could see the lips of the man were 
only a fraction of an inch from pressing against the 
hair guarding her sex. Slowly Alex’s lips closed the 
distance to her vulva, and Jolynn understood she was 
about to experience something entirely new. Oral Sex! 
As those thoughts passed through her mind, the man’s 
tongue slipped between her labia. The tongue tip sought 
out her clit, and quickly made hard flips across the 
tiny button hidden inside her prepuce.

"Um, oh," Jolynn whispered out, as she felt her body 
being pulled down onto the bar. She was soon splayed 
open, her legs were pushed up over Alex’s shoulders and 
his mouth captured her whole labia inside his lips. At 
first Jolynn wanted to sit up and watch as the lips and 
tongue played with her sex, but the emotions and sexual 
release forced her lie back on the bar.

For several minutes, Alex made oral love to the 14-
year-old girl. He sucked and licked her tender sex. His 
tongue would ease her sex open, trying to strike 
against her hymen, but it wasn’t long enough. Alex 
could taste the teenager’s juices flowing from her 
inner sex. He found he enjoyed her taste. He licked her 
from her anus to the spot on her sex where her labia 
met her mons. Each time Alex pressed her tiny clit with 
his tongue, he felt Jolynn jerk her hips up to his 
face, and she’d cry out, "Ugh, Alex!"

Alex listened as the teenager started to moan from his 
licking and sucking her sex. He loved it when her hips 
bumped up from the bar, and she cried out., "ALEX, OH 
MY LOVE, I’M COMING, OHHHH, YESSSS, YESSSSS, A L E X, 
NOWWWW!" The well-rounded thighs of the teen shook 
uncontrollably. Alex continued applying his tongue on 
her climaxing pussy. He caught her tiny pearl of a clit 
between his teeth, biting lightly, but sharply, as 
Jolynn’s final release eased from her quivering sex.

"OHHHH! OMG! ARRRRGH! DON"T STOP! PLEAAAASE! OMG!"

Alex picked the girl up from the bar, carried her to 
the day bed along the far wall, and put the panting and 
quivering girl down. Picking up the towels he had at 
the bar, he placed one of them under her hips. Jolynn 
could only lay in wonder from the harsh and unreal 
climax she had just enjoyed. She saw the long and 
extremely thick black cock that was sticking from the 
man’s groin. He is going to do me! She thought. I have 
to stop him. If I don't it will be too late.

When Alex moved over her body, Jolynn parted her legs 
widely for him, her arms reached up to wrap around the 
broad back of the man whose hard thing was about to 
touch her sex. It happened, suddenly, it was pointing 
between her legs, and then it was trying to enter 
between her small pussy lips. "Gawd, Alex, wait, WAIT! 
WAIT!" but Jolynn resigned herself that it was too late 
to stop the taking of her virginity!

For Alex, the tightness of the teenage sex was like a 
skin vice. The pussy gripped and attempted to keep him 
from entering. With firm and constant pressure of his 
cock, Alex did not allow the kicking legs to distract 
him from his goal. With three sharp and quick 
movements, back and forth, Alex broke through the thin 
skin that had guarded her inner sex. She was no longer 
virgin!

Now Jolynn was filled to the very depths by the black 
cock. She felt a measure of enjoyment in knowing that 
Alex was the one who took her cherry. She felt her 
stinging pain ease and the ensuing pleasure of the deep 
probing male organ. She responded by trying to keep up 
with his rhythm. It seemed he was going on and on. She 
felt him pounding against her womb and withdrawing, 
then the cycle started again. She felt a hard shove 
deep into her body. She was sure he found the soul of 
her existence. He was splitting her in half.

"Oh! Gawd, Alex, you’re coming in me! Augh. Noooo, its 
killing ME! OMG PLEASE GOOD GOD AREEEEE!" 

Now she knew what a good fuck was. How it should be 
done. She was fucked and fucked How did that saying go? 
She could not remember. She could only think of the 
fuck. She was rubber. "OOOOH!" She moaned. As she 
started to come down, she began to feel the pain of the 
large insertion. Yes a little pain. She was not sure 
why. She just hurt. 

For several minutes, they lay together. Jolynn knew 
Alex had taken something she had promised to both 
Chucky and Jeffery. Now neither would be first. She 
didn’t care about that. She would still let her brother 
do her if he purchased protection.

Now she lay under the firm and hard body of her black 
neighbor. She relished his handsomeness. She had 
presented her nudity to him and offered herself to him. 
He had responded. He made sure she had cum and he 
didn't fuck her without thinking of her needs. 

Alex felt his cock becoming hard once more. He reached 
down and guided it back in her very wet pussy. Pulling 
his hand from between them, after placing the head of 
his cock in the now stretched entrance of her sex, Alex 
looked and saw her blood. Jolynn reacted with some sobs 
and whimpers. "That’s from my virginity, isn’t it, 
Alex?"

"Yes, baby. Thank you for allowing me to be your first. 
You're truly wonderful. You feel terrific.!"

"Oh, Alex! It hurt going in. Be gentle! Can we wait----
OH! All the way! Push in! Go deep! Don't move! Lay 
Still! Like that! OHHHHH SO GOOD!"

For the next eight or nine minutes, Alex moved his cock 
in and out of the tightly gripping sex of the 15-year-
old girl. Alex moved her legs onto his arms, his 
shoulders, and moved her body as he pleased, making 
love to Jolynn as he wished. When Alex shot his cum 
into her body, he felt her quiver. 

"OOOOO YESSSS" she hissed in his ear. OHHHH SOO GOOOD! 
DON"T STOP! PLEAASSSSEEEE!" She gripped him with her 
pussy trying to keep him inside her. Trying to hang on 
to the moment forever.

After they uncoupled, Alex suggested they take a shower 
to remove the evidence of their togetherness. Jolynn 
moved slowly. When she stood up, the muscles in her 
legs felt like rubber. She could not stand. Then there 
was the pain, it was deep in her sex, a burning tearing 
sort of pain. She looked at the man and then his cock. 
The object was dark, and the head was almost purple, 
but when she studied the blood on Alex’s penis and 
across the hair across the vast groin of his lower 
body, she being to cry. 

"Alex, that black thing hanging there, has made me feel 
like my pussy is split wide open. I swear it is on fire 
inside! You’re a bad man. You know something! I love 
you!"

For whatever had happened, Jolynn knew only one fact at 
the moment, she felt a tremendous loss. Her virginity! 
Her feelings were not of anger, but something akin to 
losing someone close to her. Now she wondered what the 
powerfully built man was thinking, Jolynn asked, "I 
don’t expect you to be in love with me, but what do you 
think of me, be honest?"

Reaching out and pulling the girl into his arms, Alex 
hugged her tightly and found the top of her head only 
reached below his chin. Alex allowed his right hand to 
commence rubbing Jolynn’s back, and his left hand 
sought out her right hip.

"Jolynn, if you report me for having sex with you, I 
will understand, but making love to you is something I 
can’t describe. I will take the feeling of making love 
to you to the grave. You gave me your first time. I 
will never forget it." Thinking for a moment, he added, 
"Perhaps it is love I have for you, perhaps it is more 
than love, but no female has ever made me feel like a 
man, as you have." 

Looking down at the young girl, he went on, "You 
allowed me to have something very precious, something I 
can never express how much I appreciate having gotten 
from you. Jolynn the knowledge that such a perfect 
charming, attractive and adorable female gave me her 
virginity, makes me love you, even with the difference 
in our ages." Then Alex used his left hand to tilt her 
face up toward her, and kissed her lips for the first 
time. For a time they kissed, held each other.

Jolynn shuddered and asked, "Alex, make love to me once 
more, be easy, as I’m sore, but I want you in me 
again."

This time Alex moved with total desire to make it 
wonderful for the young girl, and when he felt her body 
stiffen under him, he heard her whimper, "Alex. Oh my, 
Alex! I’m cumming, so easy and soft. I ARGH OHHHHH! 
YESSSSS!"

After they were finished making love for the third 
time, they showered and Alex listened as the young teen 
described completely her feelings about oral sex, and 
the fucking she got. She never said the f word. She was 
sure they were joined at the pelvic area as one. After 
showering, and putting on their bathing suits Jolynn 
was going to return to the pool. 

"Get dressed. I am going to take you to lunch. We will 
go to a small restaurant I know of where we will not be 
disturbed or questioned." said Alex. "What should I 
wear?" queried Jolynn. "We are not going fancy. A nice 
shirt and shorts will do. I am going to get the car, I 
will pull in the drive and wait for you." 

Jolynn went up to her room and rushed to get dressed. 
She was careful not to wear something too revealing but 
not too conservative either. She wanted to impress him. 
To make sure he knew she knew how to behave. She 
wouldn't do anything to embarrass him or excite him. He 
was after all playing with jail bait.

Over lunch, they spoke of everything but sex. Jolynn 
enjoyed being with this handsome man. They talked of 
many things. Jolynn relished being observed and watched 
by the other customers. Jolynn was happy. She enjoyed 
being seen with the handsome man, and she noted several 
people observing them having lunch together, a black 
man, with a young white teen girl.

Finally the time came, lunch finished, the day was 
ending. "I have to get you home." Alex said to her. 
Alex drove to his home, parked in the garage and 
lowered the garage door. Jolynn reached over and caught 
his hand in her own. Jolynn was smiling and told her 
first lover, "I’m really sore, but I’m glad you were my 
first."

The next day, Jolynn was home alone. She decided go to 
the fast food joint where she had dumped the milkshake 
on Chucky’s head. She saw her friends, ordered a soft 
drink, and sat down with them. Everyone joked with her 
about Chucky. The girls were very happy he had gotten 
his just deserts for what he had said about her and 
Chucky having sex. Jolynn was glad she had gotten even 
with him. 

When she spotted Kelsey entering the restaurant, she 
waved at her best friend, and after Kelsey had 
purchased herself a sandwich and soft drink, she walked 
over and sat with the group next to Jolynn. They 
discussed how Thad was driving Kelsey crazy. He had 
become aggressive and demanding she not speak with any 
other guys.

"Jolynn, I just dumped him. He told me I’d want him 
back, but I was so pissed-off! I told him to get lost."

The following Saturday morning, Jolynn was lying in 
bed, her parents had gone shopping. Her door opened, 
her brother walked into her room. She knew immediately 
he wanted to finish what they had started. He wanted 
sex.. "We can’t do anything today, Jeffery, I’m having 
my period," she said. It was a great way to get her 
brother to back off.

Saturday evening, Jolynn was swimming in the pool, and 
her mother and father walked out to the pool, and Alex 
was with them. For an hour the four of them sat around 
and talked. Alex asked, "Would you like to go someplace 
and have some pizza?"

"Yeah, mom, let’s go, we haven’t had pizza for a 
while," Jolynn said, with excitement.

"No thanks, honey, your dad and I have some work to do, 
perhaps Alex would like your company," Jolynn heard her 
mother reply.

Ten minutes later, Jolynn and Alex left for pizza. 
Neither Alex nor Jolynn mentioned the relationship they 
had shared three days previously. When they returned to 
his home and entered the house, Jolynn turned, hugged 
him and looked at him with very big eyes. Softly she 
said, "Can we get together tomorrow? My parents will be 
gone and won't come back until five in the evening or 
later. "What about your brother?" said Alex. "I will 
come over here." He agreed. She went home her heart 
throbbing. I have never been so happy she thought to 
herself. I have it all!


The following day, Jolynn went to Alex’s house. They 
made love four times. He taught her to ride a man, 
doggie style, and was going to go on to other things 
when she stopped him. "I like it better when you are on 
top, and I can feel you on my body, besides I enjoy 
being able to hug you with my arms and legs. Do me now 
please. Good. Oh Alex, you make me feel like a woman. 
FUCK ME HARD!" 

During the remainder of the summer, Jolynn allowed the 
attractive black man to make love to her whenever she 
felt safe. She did not allow any boy to touch her, 
except her breasts on the outside of her clothing. This 
happened over the next three years while Jolynn was in 
the high school, and yet she became adept at having 
Alex make love to her. 

There were times when Jolynn could not get enough of 
Alex. She always shocked him when she asked him to take 
her deep and hard. For Jolynn, she loved performing 
oral sex, although it took several attempts before she 
was able to swallow his cum. Once Jolynn was able to do 
so, she would drink his cum at least once when they had 
sex.

*****

After obtaining her drivers license, Jolynn had several 
dates, and allowed the boys to dry hump her. Jolynn 
loved comparing the size and shape of each boy’s cocks, 
and in her diary, had drawn illustrations of what each 
penis was like, including Alex‘s member.

During her junior year in college, she met Al on her 
spring break in Las Vegas, On a whim she married him 
just a few hours after meeting him. She finished school 
and was true to her husband for many years. But finally 
because he had an itch for other women he convinced her 
to try a swing club. She begged and pleaded with him 
not to do this but he insisted. 

It was the first time since Alex she had a chance to be 
with a black man. Now the cat was out of the bag. She 
was going to go searching for the ultimate cock. She 
couldn't take another moment knowing that somewhere 
there was a big black schlong just waiting for her.

"You caused this Al! You were not satisfied with me! 
You wanted more! Well you get your wish. I am leaving 
you! Get a divorce or whatever but don't come looking 
for me!" Jolynn yelled and screamed at Al on that 
fateful day when he had asked her to go to another 
swing party with him. 

She walked out and never looked back. that was how she 
left her husband. 

Jolynn drove to Cincinnati, and after checking into a 
hotel room, unpacked her clothes she’d brought with her 
for the three night stay. Jolynn showered, and dressing 
in an expensive dress, took the elevator to the lobby, 
deciding to have an afternoon cocktail.

Taking a seat at the bar, Jolynn was approached by 
several men during the time it took her to drink two 
cocktails. They all wanted an afternoon delight but she 
was looking for a certain type of man. She didn't want 
any man she wanted a black man and he had to be well 
hung. As she was about to leave she saw two men whom 
she thought met her criteria enter the bar.

She watched as they walked toward the bar and seated 
themselves on the opposite side of where she was. 
Finally they moved next to her. After a few minutes, 
the two men began speaking with Jolynn, and asked if 
she would like to join them at a table, where they 
could speak more freely. She agreed. 

They took a table in the back corner of the lounge, and 
for the next half hour, they enjoyed what was certainly 
a build up to sex. Dale, the taller of the two, asked 
"Jolynn would you like to have dinner with us this 
evening?" "I certainly would. I will meet you in the 
lobby at seven. Now excuse me, I have to do some 
errands. See you both later." Jolynn went shopping, and 
purchased some new lingerie. Returning to the hotel, 
Jolynn set the alarm for six and after undressing lay 
on the bed and promptly fell into a deep and restful 
sleep. 

That evening, she met Dale and Lawrence in the hotel 
lobby, and they took a taxi to a very nice quiet 
restaurant. During dinner, little comments were made 
about what they could do after they finished their 
meals. Finally Jolynn asked, "How about the three of us 
go to my hotel room and I will be desert, enough said?" 
Both men could not believe their good fortune. Not only 
were they competing for her favors, but each had been 
sure the other would get her. 

When they got to Jolynn's room she ushered them inside 
and offered them a drink. "Make yourselves comfortable 
while I get changed." she said. She stripped down to 
her demi bra and lace top thigh high panties. She had 
purchased the bra in memory of Alex, who was her first 
man to be with, and she recalled the day she had 
returned home to visit her parents, and discovered that 
Alex had passed away from a heart attack a few weeks 
previously. It was one of the saddest days of her life. 
She went out to the men. Dale pulled her panties off, 
Lawrence removed her bra. 

"Wow, your breasts are perfect," said Lawrence as he 
fondled her breasts and pinched her nipples. "Firm, 
just the right size, nice." He added appreciatively. 

After they had Jolynn completely undressed, the two men 
undressed quickly, and when Jolynn looked at the two 
black members hanging from the bodies and starting to 
harden, she could not believe how long and thick they 
were. Jolynn, looking at Dale’s cock, saw it was curved 
in a large upward angle.

The sex that night was rough. Jolynn wanted it hard and 
deep. Deep she got, as both men were at least 10-inches 
long. Dale took her three times, and Lawrence rode her 
four times. Her body was racked with climaxes of some 
sort each time she was taken.

"You boys sure know how to please a woman." she had 
said when they left her the next morning. After finally 
getting some sleep, Jolynn went out on the prowl again. 
She discovered three black males, and took all of them 
on. They were only average in size, and two of them 
were smaller than her husband. She decided to stop and 
maybe forgo the rest of the vacation as she called it. 

Early in the morning of what was supposed to be her 
last day in Cincinnati she entered the hotel restaurant 
for a late breakfast. She saw Dale and Lawrence seated 
with the other three men she had been with. 

Jolynn was invited to sit with them, as they all knew 
her. While she listened to them for a time, she decided 
on a very big adventure. "Guys, I believe the five of 
you should split the cost of the best suite this hotel 
has and I will be happy to accommodate you." 

Incredulously, Lawrence went to the counter and 
arranged for the room. "Gentlemen and Lady, Room 1803 
is available. I want each of you to pay me before we go 
play." Lawrence said as he sat back down. "Here is the 
bill for the room for the next 24 hours." Two of the 
men looked at the cost and decided to back out but then 
rethought and all coughed up their share. 

"Give me a few minutes to prepare and I will be there." 
said Jolynn. She was ecstatic. She was there within a 
few minutes after having left the dining room to get 
"freshened up." The time she spent was pure carnal 
enjoyment, although Jolynn knew she would not want sex 
for a few days, as she had been taken in more ways than 
she knew existed. Dale convinced Jolynn to let him have 
her virgin anus, and she knew that was one sex act she 
would never repeat, once was more than enough.

*****

Finally she returned to her home. Once there, she 
rummaged around until she found her old diary, and 
updated her facts about the sex she had with men. When 
she attempted to document how many times she had sex 
with the five men, she could account for 17-times, but 
she thought there were more times, as she couldn’t 
separate some of the times from the others. 

What she did know, and wrote in her diary, "Jolynn, 
experienced the ultimate sex, a gang-bang with five 
well hung blacks, and the walls of the hotel suite in 
Cincinnati must still be echoing my cries of passion, 
even more so from the B-F, that Dale did to me." 

Her vacation was rewarding, and she found that some of 
the blacks, had cock’s that were slightly larger than 
average size. Starting at the front of the book, Jolynn 
begin to read her history of sex. Until reading the 
first entry, she had forgotten about the time when she 
was 9-years-old, and her cousin, 16-year-old, Branden, 
had her undress and he felt her pussy, and she had 
learned that a boy shot stuff from his thing. Guess I 
started early, but why had I forgotten about Branden? 
He was the first boy I played with, I wonder if I was 
his first girl.

Jolynn read a small penciled notation she had made 31-
years ago, "Guess I’m kind of a bad girl, as today my 
cousin Branden and I undressed, and he asked if he 
could kiss me, like a big girl?" Then she read, "He 
touched me between my legs, and his finger played with 
my peepee, and it felt really weird, but I liked it a 
lot." Branden also had me play with his weewee, and it 
kind of exploded or something, and white funny feeling 
stuff got all over my hand and tummy. The second time 
he rubbed his thing against my peepee, his white stuff 
got all over my little slit. We did it again the next 
day, and I liked doing it with my boyfriend, or he said 
he was."

Taking her pencil, Jolynn wrote on the last page, 
"Today, Oct 4, 12005, I read about my life of sexual 
activity, and I’m so happy I kept my diary all these 
years. From what I can tell, I don’t believe I suffered 
any ill effects, that the do-gooders are always saying 
young girls suffer, from being touched at a young age, 
rather, my love life has never been so complete. My 
early experiences, I firmly believe, made me a better 
wife and lover to my darling husband, a man who once 
showed me such love and tenderness." 

Now she made another entry, "Al, you are still the best 
man to ever lie between my thighs, and your love is so 
real. Maybe I should let you have a time with Maxine 
once more.

Jolynn packed her suitcase, placing the book under her 
panties. She wondered what Al would think if he ever 
saw the diary and read what she had written in it. She 
dressed, loaded the car and got back on the road. She 
had no particular destination in mind. As she drove she 
thought about all the men who had been in and out of 
her life.

She had opened pants, had cocks of men and boys in her 
hands. Allowed some to rub off on her, jacked some off, 
and bedded others. But none had satisfied her like Al. 
He was the first, to really get to her. He was her 
only. She got wet just thinking about him. She was 
rounding a curve when a car crossed the median and hit 
her head on. 

Al was notified of her death by the police. He was 
given her personal effects. When he opened the suitcase 
he found the diary. He lovingly fondled it and then 
opened it. He began to read. He thought he could hear 
Jolynn's voice as he was reading it. Tears came to his 
eyes. He put the diary down and held his head in his 
hands, listening to the faint voice. "Dearest, you were 
always my one and only. I will remain here waiting for 
you. I am the one thing you should not have thrown 
away. Maxine will be waiting too." 

END

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The author does not condone child abuse, this story is
meant as an erotic fantasy not real life. Anyone acting
out such scenarios in "real life" can look forward to
many unproductive years getting it up the butt by a 
fellow convict in their local prison.
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Kristen's collection - Directory 38