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Anna Realizes Her BBC Fantasies With My Help - 3
by Tech Sausage (techsausage@gmail.com)
***
Anna surprises me with her history with big, black cock.
And then she begins to really tell me her sexual
history, which makes for an eye opening experience. (MF,
1st, oral, anal, intr, size, rom)
***
PART THREE
"Honey, I have something I need to tell you."
Nothing good ever followed those 9 words after they've
been uttered by a spouse. Usually, it meant you were
going to get some bad news. Maybe it was that your wife
wrecked the car or maybe your husband lost $100,000 in
Vegas. Right now, I was expecting her to tell me that,
yes, she really did know how big Tyrese's cock was when
it was hard.
She hadn't fully gotten control over her body yet after
having cum twice in quick succession. Her hips were
still moving around, and she was still catching her
breath, but her demeanor was no longer focused on
fucking. There was something bad that she needed to tell
me, and that put her animal sex brain into the
background.
My mind was racing! I couldn't imagine how she was
having an affair with Tyrese! Where did they find the
time? Where did they find the place?! Did that start
just this week? She said she was not giving herself to
him last week when she was under hypnosis. Surely, they
could not have fucked while they were running the after
school program! I was preparing for the worst.
"Umm, okay. What is it?" I asked.
"I don't know how to say this. I'm so ashamed!" she
started to cry.
"Well, you got this far. You should just spit it out so
we can figure out how to deal with it, whatever it is."
I said, trying to use my psychiatrist training.
"Okay. I guess... well... you know... Ugh! It's so hard
to say! Okay, here it is. You know how I have told you
that besides you, I have only ever slept with 4 other
guys?"
I looked at her in silence, but nodded slightly
indicating to her that she should keep going.
"Well, I'm so ashamed! It's really five." she finally
said.
"I see. And who did you leave out?" I asked. I wanted to
hear it from her.
"It's... it's... Ugh! It's JAKESH!" and she broke down
crying.
Jakesh? I was momentarily confused because I was totally
prepared for her to say Tyrese.
"Wait, Jakesh? You mean the guy you went out with in
high school?" I asked.
"Yes! *sob* I lost my virginity to Jakesh, but I didn't
think you would like that, so every time we talked about
our sexual histories, I left him out and told you I lost
my virginity to Michael in college."
"You didn't think I would like that because of losing
your virginity in high school or because Jakesh was
black?" I asked. I wasn't sure which bothered me more,
to be honest.
"Well, both, but primarily because he was black. But,
you see, it's not like he was some kind of gangster or
anything! He was an exchange student from England!"
I had remembered that, vaguely. She didn't really talk
about her ex-boyfriends a whole lot, just a few pieces
of info. I remembered that Jakesh was an exchange
student their junior year from the UK. Anna said her
parents were initially pretty uncomfortable with letting
Anna see him, but he had won them over with his charming
accent and very polite manners.
He was a smart kid who understood racial dynamics, so he
did his very best to put Anna's parents at ease. He
seemed to be successful, since they let Anna date him.
She said they had trusted him to be proper with their
daughter. So much for that, I guess...
"Okay, so you had sex in high school with a black guy.
Why are you telling me this now? Why didn't you just say
so before?" I asked.
"Ugh, I still don't want to say it because it's in the
past and not important to our relationship, but I also
want to tell you the whole truth. I don't want to hide
anything from you," she said, forgetting that she's been
hiding soaking her panties and fingering herself in the
shower all week from me.
"Also, would you have taken it in stride when we met?
Huh?! I don't think so! Not a lot of white boys are
thrilled to hear that their 'good girl' white,
Midwestern bred, girlfriend lost her virginity to a
black guy with an enormous cock!" she cried.
"Enormous cock?" I said slowly.
"Jakesh... had a very large cock." she said quickly. "A
little over 9-inches long - I know because we measured
it with a ruler - but also very thick in diameter. This
strap-on has been bringing back some memories of when
Jakesh and I used to have sex."
"I see. And you liked it back then?" I asked.
"Yes. Well, not really at first, but we got better at
it." she said.
"How many times did you end up having sex?" I asked.
"I don't remember. Maybe... 20 or 25 times?" she
estimated.
"Twenty-five times?! You didn't go out the whole year,
right?!" I exclaimed. It has taken over two years to
have had sex 25 times with her leading up to now!
"No, we didn't. We started at the end of February. I
remember because it was AFTER Valentine's Day, but it
was still basketball season and we started going out at
a basketball game."
"How did you lose your virginity?" I asked.
"Do you really want to know?" she asked.
"Yes. I feel like I need to know the details now that
everything I know about your sexual history may not be
true." I said, a little cruelly.
"It's not like that! I told you everything else but
this!" she cried.
"Tell me. Tell me about how you lost your virginity." I
demanded.
She looked at me with tears in her eyes, and the look in
my face told her I was serious about wanting to know.
She broke eye contact and started to tell the story.
"Jakesh and I had been going out for a couple of weeks
before he got to '2nd base'. That was the furthest we
went for a while. A couple weeks later we were coming
home from a basketball game and I drove him home. We
parked a couple of blocks from his host house and made
out for a while. He was sucking on my tits when he slid
his hand between my thighs and started to rub me. I was
only wearing sweatpants and panties, so his rubbing was
getting me going pretty effectively. It only took me a
few minutes before I came.
I started to rub him over his jeans, and I could tell
right then that he had a big cock. He undid his jeans
and I pulled his cock out. I must've stared at it for an
entire minute without saying anything. I had seen a few
pictures of some cocks, but never had seen one up close.
I put my hand around it and couldn't believe how warm it
was! I put my other hand around it and started to stroke
it.
He said, "Hold on now, Ahh-na (that's how he pronounced
my name). I don't think we should make a big mess in
your parent's car."
I looked up at him and said, "You're probably right. It
would be very bad if my mom or dad found cum in the
car." So I did what seemed logical at the time, and I
put it in my mouth, which proved to be challenging. He
let out a big groan and I stroked a few times and sucked
and it didn't take very long before he came in my mouth.
It was a big shock to have that happen, but I had to
make sure I took it all. He kept on spurting so I had no
choice but to swallow the first few sprays, but when he
was done I opened my door and spit the rest out. It
tasted, well, like cum of course, but at the time I
didn't know what to think of it. It was kind of salty. I
didn't love it, but I didn't hate it either. And it was
exciting to experience having him cum in my mouth.
We talked about it and also about whether we wanted to
take the next step. I was still really horny, so of
course I was eager to experience sex! I had been a 'good
girl' all the way up to that point. I wanted to push the
boundaries a little. So we planned to do it at my
friend's party the following weekend. He was going to
get a condom and we planned to lock ourselves in Jenny's
bedroom.
All week at school we talked about it, and I was a mix
of excited and nervous. By the time Friday night rolled
around, I was a complete nervous wreck, but I was also
very aroused by the anticipation. We arrived at the
party separately and hung out for a while before
slipping upstairs. We sat on the bed for a while and
asked each other if we were both still committed to
doing it. Then we started to make out.
I only wore a sweatshirt and bra in order to make
"access" easier, and he quickly had my bra unhooked and
was touching my nipples. He slid his head under my
sweatshirt to give them some nice sucking and licking.
Shortly after, he got up and pulled off his jeans and
sweater, leaving only his t-shirt, underwear, and socks.
His cock was already hard! It was sticking straight up
out of his waistband. His underwear never had a chance
of containing it.
He pulled off my pants before laying back down, and so I
was just in my sweatshirt and panties. We kissed some
more and I started to touch his big cock. I looked at it
in my hand. It was soooo big! I remember just staring at
it. I wasn't sure how that was going to get in me. The
light was better in Jenny's room than in my car, so I
got a much better look this time.
Jakesh was pretty dark skinned, but his cock seemed
almost completely black. The head was so big, but since
his cock was so dark it just seemed smooth. I put it in
my mouth again because I liked how he reacted the last
time. He threw his head back and gave a long moan. I
could see what I was doing in the mirror of Jenny's
closet doors. I couldn't believe I was giving this huge
cock head!
Jakesh lifted my head off his dick and said, "I don't
want to cum yet." he put his hand under my panties and
started to rub. I was already wet, but it felt soooooo
good! I hung my head on his chest and enjoyed his
fingers exploring my pussy. Soon after he asked, "Are
you ready?" I nodded and he got up and retrieved the
condom from his jeans. he ripped it open and started to
roll it down his cock.
I lay there watching and thinking to myself, "This is
really going to happen! I can still stop, though,
right?" I was sooooo nervous! But he was ready now and
lay on top of me. Thinking back on it now, it's kinda
funny how inept we were at it. He must've tried pushing
it in 7 or 8 times and it wasn't going.
Finally he sat up so he could see what he was doing and
then placed it right at the opening of my vagina and
pushed it in.
I remember how crazy surprising it felt going in! I
think I grabbed his arms in a death grip and I remember
nearly screaming. And then he pushed in and I swear I
nearly passed out! My body was clenched tight and I
wasn't sure I was going to make it through. He then
slowly started to pump that cock in and out of me.
Every stroke, though, was better than the one before. I
was starting to actually feel the pleasure of his cock
when he started to make cumming noises! I was like, "No!
NOT YET! I JUST GOT OVER THINKING I WAS GOING TO DIE AND
I'M NOW STARTING TO LIKE IT! YOU CAN'T FINISH YET!!!!"
But it was too late. No more than maybe 90 seconds after
we started, it was over. He came and pulled out and
slumped next to me.
"Wow, Ahh-na, that was amazing! Are you okay?" he asked.
"Yeah, that was nothing like I've ever felt before!" I
said. It was true, but I couldn't help be just a little
frustrated that I got all hot and wet and didn't finish.
We kissed a little more then got dressed. Jakesh rolled
the condom up in some Kleenex and took it outside to the
trash."
"So that's the story of my losing my virginity to
Jakesh. It's not anything earth shaking. It's probably a
pretty typical 'high school girl loses her virginity'
story."
"Well, except your boyfriend had a horse cock." I said.
"So? It didn't really even matter! It was over in under
2 minutes."
"Yeah, but you went back another two dozen times." I
said.
"Well, yeah, I guess."
"You said you guys got better at it?" I asked.
"Yeah, it got better the more we practiced." she said,
trying to sound nonchalant about it.
"Tell me about it."
"Seriously? Do you really want to know?" she asked.
"Yes, I do."
"Okay. The next several times were a lot like the first.
But he knew I was not getting as much out of it as he
was, so he tried to figure out how to keep from cumming
so fast. The good news was that I was starting to figure
out how to handle such a huge cock. I started to relax
myself, and it helped that I knew it was coming. We had
only done Missionary still since we were still just
figuring out how fuck. But now I was entering the
'pleasure' zone without having to go into the 'pain'
zone first."
"When did you have your first orgasm with him?" I asked.
"Ummmmm, I'm not sure. Maybe the 7th time? 8th?
Something like that. We figured out that if we booked
home right after school that we would have 2 hrs before
my Mom got home from work. So it happened on one of
those after school days."
"If you had 2 hrs, you didn't do it every day?"
"No, not every day. We couldn't leave right away every
day because of clubs and I had tennis practice most
days, plus he couldn't get unlimited condoms either, so
that played into how often we did it."
"Okay. Go on."
"It started like every other time, but he said, 'I
masturbated this morning.' 'Why?' I asked. 'So that I
wouldn't have as much cum inside me. I've noticed that
it takes longer to cum if I'd cum recently.' he said.
'We should do a scientific method study.' I said
jokingly since we had physics class together. Anyway,
fast forward to the fucking. He started to pump me like
before, and it was feeling so good now. And he just kept
going! We passed a couple of minutes and the warm
feeling started to build in my pussy.
I started to make cumming sounds - which are different
from my OHMYGOD THERE'S A HUGE COCK IN ME sounds - and
he started to pump harder. The crazy thing is that the
orgasm that was starting to build was WAY different than
the ones I'd give myself masturbating and the ones
Jakesh gave me rubbing my pussy. It was building and I
couldn't control myself anymore.
I got to a point where I don't actually remember any
details just that I was feeling AMAZING with that cock
pumping in and out of me and that I ultimately exploded
in a massive orgasm! Jakesh said I was thrashing around
and beating my fists into his back. I had NEVER felt
that good in my entire life until then.
My massive cum explosion pretty much put him over the
edge and he ended up cumming only seconds after I
finished. I always love watching the faces of men as
they cum, so I was kinda glad I was still coming down
from my orgasm as he was cumming inside me. In some
ways, I count that time as the real time I lost my
virginity. Up until then, sex wasn't all that
interesting."
"So did you cum every time after that?" I asked.
"No, but most of the time. Sometimes he still finished
too fast or we had to quickly stop." she said matter-of-
factly.
"What was memorable about the sex with Jakesh after that
point?" I asked.
"Ummmmm, probably when he started to be able to go much
longer that he gave me multiple orgasms." she said. "We
got to the point where he was able to fuck me doggie
style. As deep as he felt when he fucked me missionary,
I couldn't believe how deep he felt when he was fucking
me from behind. And because he was so thick and my pussy
could barely fit him, every stroke rubbed both my clit
and what I now know is my G-spot. It was soooo good! But
it was almost time for him to go back home by then.
The school year was finishing and he was going back to
England in mid-June. I thought I loved him, so it was a
very hard time for me." she paused to think for a bit
there and then said, "You know, you should feel lucky
you didn't meet me right after that. In a lot of ways,
Jakesh ruined me for my next couple of boyfriends."
"Oh? How's that?" I asked. Could size be that much of a
deal for my wife Anna? She seemed to not make it a big
deal during the entire time we were married. Was Anna a
size queen already by the age of 17?
"Well, I was young and stupid. I believed if the sex was
great then that meant I loved the boy more because it
was more 'intimate'. And, of course it didn't help that
Michael and Dave had much more average sized cocks than
Jakesh. But Michael and Dave had other problems that had
nothing to do with their cock size. Still, it didn't
help that sex with them didn't really measure up." she
said with just a hint of mischief.
"So you didn't have any more sex in high school." I said
more as a statement than a question.
"No. After Jakesh left I kinda stupidly thought I was
going to be 'faithful' to him. This was before the
Internet, so there was no 'Face Time' or 'Skype' or text
messages or even email. We had to write each other
letters, which we did for a while. But the letters
started to come less frequently, and by the time
Thanksgiving rolled around, it was pretty clear that our
time together was just going to be part of our past.
"During that time, there were a few boys who just wanted
to mess around, but not many. Like I said, not a lot of
'nice' white high school boys are confident or manly
enough to deal with a girlfriend who went out with a
black guy." she said.
"So did other black guys want to go out with you?" I
asked.
"Ugh, yes. There were some sleazy ones with too much
Jheri curl in their hair and some juvie types who
thought I might be into them. And then some of the black
jocks on the football and basketball team paid some
attention to me. Some of those guys were kinda cute, I
guess. But I didn't want to be 'THAT GIRL', you know?"
she said.
"'That girl'?"
"Yeah, the white girl that only dates black guys. I
didn't date Jakesh BECAUSE he was black. And I didn't
give him my virginity BECAUSE I wanted to fuck a black
guy. Him being black had nothing to do with it! It made
things harder, frankly, with my family and some of my
friends."
"So you didn't have another boyfriend in high school
then?"
"No. I didn't even go to my senior prom because back
then no one ever went to prom alone. It kinda sucked. I
was more pissed off, though, that guys thought maybe I
put out. Jakesh and I never talked about us having sex
with other people, but there were still rumors floating
around. I always denied it, even though part of me was
sad that I had to. But some of those football players in
particular got pretty aggressive. Thankfully nothing
happened."
"So you didn't have sex until you went to Creighton?
That was Michael, right? So did you tell him that you
were a virgin, then?" I asked.
"Yes, I had to! I felt really bad about it because I
thought that was insulting to Jakesh, but what he didn't
know wouldn't hurt him. But I didn't want to carry
around that stigma, so I just pretended I did some 2nd
and 3rd base action but that was it."
"That's what you always told me." I said.
"You know, it got to the point where I think I might've
started to believe it myself. I never told anyone about
fucking Jakesh, and it was always Michael that I said I
lost my virginity to. I've been living with that version
of reality for more than 30 years! It's almost like I've
blocked it out. I haven't thought about the sex we had
really until lately."
"Why do you think that is?" I asked, trying to get her
to keep talking.
"I dunno. I guess because it was so long ago. We were
just kids, so we didn't know what to do. He really just
had that large cock. Having a large cock just means he
didn't have to be creative." she shrugged. "I remember
that it felt good. Really good. But I also remember that
while I gave him head several times, he never went down
on me. I guess boys back then never did that."
"I remember when I was a teenager we'd try and steal
some looks at pornos from back then. It happened in
them, but not nearly as much as blowjobs." I said.
"It never really happened in college much either.
Although, it did some..." she looked like she was
recalling those memories. We were still both naked - I
was still wearing the strap-on! - and she shifted her
legs ever so slightly. "But it wasn't until my last two
boyfriends - that includes you, sweetie - that I ever
got a lot of good pussy eating action!"
"So tell me about college then..." I said.
"College was mostly boring from a sex perspective." said
Anna. "Are you sure you want to hear about it?"
"Just give me the highlights."
"Well, my first time was with Michael. Wait, I just did
it again! I'm so used to telling people I lost my
virginity with Michael that I actually believe it
sometimes!" she said. "Anyway, my first time IN COLLEGE
was with Michael. I had it in my head that I would
'reinvent' myself, so what better way than to become a
hippie."
"You were a hippie?" I asked incredulously.
"Well, I started to wear tie-dye and listen to the
Grateful Dead. I guess that kinda made me a hippie." she
said.
"Hmmm, yeah, guess so. That's hard to imagine." I said.
"I wasn't a very good hippie. I never really got into
The Dead. But I got high for the first time with
Michael, and THAT was interesting." said Anna. "The
first time we fucked, we were both high, in fact."
"How was that?" I truly was curious. Is sex better when
you're high?
"It's like having boring sex, but it SEEMS more intense
cuz you're high." she said.
"I don't understand."
"It seems more 'spiritual', if you know what I mean. But
it wasn't very good. You'd think a hippie would be
creative about sex. Michael was almost anti-creative.
Missionary only. 5 minutes tops." she said drolly.
"Maybe he was too high to get motivated." I said
sarcastically.
"Ha! That could've been it! Anyway, we had sex a half
dozen times or so. Went out a little longer than a
semester maybe. Then I got bored. With Michael and with
being a hippie."
"Ok, then came Aaron, right?"
"Yeah, Aaron. Aaron was... a sweet guy. We didn't start
dating until our sophomore year. He was smart. Kinda shy
and quiet. He was always willing to help me study. And
he paid a lot of attention to me," she said.
"So what happened?" I asked.
"Well, he was REALLY NEEDY when it came to affection. At
first it was nice to always want to hold hands, and
cuddle, and hug, and all that. And he was always
extremely gentle and attentive, so the sex was sweet and
loving. Aaron was also the first guy that I had sex with
where I was on top, so that was new and interesting."
she said.
"So you liked to be dominant with him?" I asked.
"I HAD to be! Otherwise, he'd just take his time and be
GENTLE all the time! At least with me on top, I could
start to ride him harder and faster. He had an okay
sized cock, probably a little larger than Michael's, but
not much. He just had NO IDEA how to use it! And I was
still comparing him to Jakesh, and he was clearly
lacking." said Anna with a hint of disappointment in her
voice.
"How long did you go out again?"
"A little over a year, but the sex frequency started to
drop off after about half that time. Aaron was a good
boyfriend, but not a good lover. He was easy to hang out
with and I liked that I always had someone to see a
movie with on a Friday night. We maybe had sex a dozen
times or so."
"Poor guy," I thought. "Same frequency as me, but only
19 years old."
"And finally, there was Jared."
"That was near the end of college, right?" I asked.
"Yes, we only went out starting after Spring Break our
senior year." said Anna with just a hint of regret in
her voice.
"So you went your entire junior year sexless?"
"And most of my senior year! But I had boyfriends, just
no one that I liked enough to fuck. So, yeah, Jared was
good in the sex department. Unlike Michael, he was more
than a one-trick pony. He also could make sex last for
an hour, instead of just 5 minutes. Unlike Aaron, he was
self-confident and took more control. I liked that he
knew what he liked and told me to do it. I also liked
that he would pay attention to my clit. It was obvious
he had discovered where to touch to make girls feel
good. He was fun and in control in the sack, and we had
a great time. We were almost graduated anyway, so we
probably spent more time in bed than in class at that
point in college."
"I see. So, lots of fucking, then?"
"Mmmmm, yes. Jared was the first guy I ever spent longer
than a 24 hour period completely naked with. And that
happened several times!" She was clearly remembering
back. Her hips started to shift, and she touched her
clit with her hand.
"Does it make you horny thinking about it?" I asked.
"Yes. Those marathon sex sessions were pretty hot. And
it wasn't just that. We were also pretty risky about
WHERE we'd have sex. Like I remember that I gave him a
blowjob deep in the stacks of the science library. We
were there studying because it was usually quiet and we
could find a study room and not be bothered. He took me
back into the stacks and kissed me. Then he pushed me
down to the floor. I didn't say anything. I knew what I
needed to do, and I was eager to please him. It's
interesting trying to give a fast, but effective,
blowjob without making a lot of slobbering noises. You'd
be surprised at how loud even a single slurp sounds in a
library!"
I needed to hear everything, so I steered her back to
the story. "Why didn't you stay with him longer then?" I
asked.
"After graduation he was moving to New York for a
finance job. He asked me to come with him, but I didn't
want to move to NYC. I had nothing there. no family. No
friends. No job. It would've just been him. I didn't
want to be totally dependent upon him. Sometimes I do
wonder what would've happened if I did, though..." she
trailed off. She was almost absent-mindedly rubbing her
nipple.
"Do you regret not doing it?" I asked.
She looked at me then after a brief moment staring out
into space while rubbing her nipple, smiled and said,
"Of course not, sweetie! Then I wouldn't have met you!"
I wondered if she truly believed that or if she did
harbor any regret. I suppose we all harbor at least a
little regret for things that 'might have been', so I
wasn't going to beat her up about it.
"So that just leaves Kyle." I said, bringing us back to
the guy she went out with before she met me.
"Yes. Kyle. I guess we've come this far. Might as well
tell you everything." she said resignedly.
"After college I stayed in town and got my first
teaching job. It was hard and stressful and I had sunk a
lot of time into it. I wanted to be the best teacher in
the world to those kids, so I spent nearly ALL of my
time at it. That didn't leave a lot of time for dating.
Or much of anything. I even started putting on a little
weight, which made me feel bad about myself. That didn't
help dating either. I was always in really good shape!
And here I was starting to put some weight on."
"I didn't think you were fat when we got married." I
said. I really didn't.
"Awww, thanks, honey! You're sweet for saying that, but
I was probably 20 lbs heavier then than I was when I
graduated college. I stopped playing tennis because it
was hard to find the time and a partner while I was
teaching. It wasn't ALL bad. I think I gained a couple
of bra and cup sizes out of it.
Anyway, I didn't do anything more than go on a couple of
first dates for a year and a half."
"So how did Kyle enter the picture then?" I asked.
"It was Christmas time and a teacher coworker named
Aimee said that I should come to a Christmas party a
friend of hers was having. 'It'll be fun! There'll be
all sorts of people there, not just teachers, so we
won't be just talking shop the entire time. We need to
unwind!' was how she talked me into it. So I agreed. The
party was halfway between our apartments, so I just met
Aimee there. She was right. There were about 40 people
there all in their 20's, so I got to meet some new
people. One of them was Kyle. He was funny and very
talkative. He was a super charming guy, and he and I hit
it off pretty quickly.
"He was a general contractor by day and a bartender by
night, so he had all kinds of crazy stories about
building or remodeling houses or weirdo's and drunk
people. By the end of the night, though, he was really
too drunk to drive and I told him he couldn't. He said
he would be fine and that he didn't live that far away.
I'd be lying if I said I didn't offer to drive him home
because I wanted to maybe get a kiss out of it. He
finally agreed to let me drive him. He was right - he
didn't live that far away. He probably could've walked
it in about a half hour if it wasn't super cold."
"So you drove him home and kissed him goodnight?" I
asked, somehow knowing that's not how it went...
"Well, I drove him home..."
"And...?"
"And he invited me up for 'one more drink'. I thought
about it hard for a moment, knowing that if I went up
there it very likely wouldn't be just for a drink and a
kiss. But it had been a while since I'd even gotten a
French kiss, so I threw caution to the wind and accepted
his offer.
"We got up to his apartment and he poured a shot of
tequila for each of us and cut up some lime - I
should've realized that anyone who has fresh lime handy
in December probably goes through too much lime in a bad
way - and got his salt shaker out. We threw back our
shots and he turned to me and kissed me hard. I kissed
back. Then we did that exact same thing two more times.
I knew once I had 3 shots of tequila in me that I wasn't
driving the rest of the way home that night."
"So you had sex that night?" I asked, being Captain
Obvious.
"Ha! I'm not sure 'sex' is the most descriptive word to
use. Sweetie, Kyle was a pretty crazy guy. Not crazy in
a dangerous or necessarily bad way, but crazy in a
totally spontaneous and completely id focused way. And
Kyle drank too much. And I'm pretty certain every time
we fucked, we were both drunk. It was kind of exactly
what I needed at that point in my life. I was pretty
serious and no fun because of work.
"The way Jared and I left each other was not very
satisfying. And looking back, I needed to have one last
time in my life where I was making bad decisions and
just having fun before I just became this super
straight-laced school teacher. Kyle wasn't so much a
boyfriend as this guy I would get fucked up with and
fuck at the end of the evening."
"So, yeah, we fucked that night. Once that third shot of
tequila hit me, I was open for anything. And that's
pretty much what we did. We started on the couch
kissing. I'm not even quite sure how all my clothes got
off, but I was naked in no time. That's when he went
down on me for the first time. And OH. MY. GOD! It was
so good! I never had a boyfriend go down on me until
then, remember? Oh shit, I probably came in his mouth at
least a few times. The next thing you know he's sitting
on the breakfast bar in his apartment and I'm sucking
his cock while I'm standing up. Kyle had the good
fortune of being the biggest cock I'd had since Jakesh.
It wasn't until later that we'd measured it to be 7
inches, but it was as thick as Jakesh's cock or seemed
close enough from what I remembered."
It wasn't lost on me that I was probably the smallest
cock she'd ever had.
"Once I got him hard, he took me into the kitchen and
bent me over the counter and that was the first time he
fucked me. Oh honey, it felt so good! I remember him
pulling my hair and fucking me hard. It was the most
exciting sex I'd had, and not in the 'are we going to
get caught?' way that sex in the library was with Jared,
but in a 'we're fucking like animals' way that I'd never
had before." She started to really work her nipple at
that point.
"And Kyle liked to talk dirty, which made the whole
thing even hotter. Add to that the fact that I was drunk
and I was just horny as never before and just wanted him
to use my body."
At this point, I was starting to get hot listening to
this. I reached over and started to stroke her pussy.
"Uuuuuuhhhmmmmm, that's nice, sweetie. So, um, we went
to the bedroom and he went down on me some more. Ungh!
Ohhhh! And... ummmm... while he was down there...
Oooohhhhhhhhh... he... umm... ungghhh... st-stuck his...
tongue in my ASS! Oh god this feels so good, honey! And
so did, um... his tongue in my ass... that felt sooooo
goood too! Unnnngghhhh! I'm... having... a... hard...
ungh... time... ungh! concentrating, honey..."
"What did he do next?" I asked, still rubbing her pussy.
"He ate my ass and pussy... ohhhhhhh... he turned
around... we... um... 69ed... unghhhhhh... oh don't
stop!" she exclaimed. But I wanted to keep her going and
not let her cum. So I stopped rubbing her pussy. "You
can't leave me like this! I'll tell you the rest later.
I need to cum!"
"No. I want to hear now." I said calmly.
"Ugh! We fucked some more - a lot more - after we had
been 69ing for a while. We did 'The Holy Trinity' (ha!
that's what my wife and I call Missionary, Doggie, and
Cowgirl positions), but he also held me up against a
wall and fucked me with my legs wrapped around him. And
I did Reverse Cowgirl with him. He said he liked seeing
his cock disappear into my pussy. The first time he came
was after he had pulled me to the edge of the bed and
put my feet on his chest and then entered me from on
top.
"He pulled out right before and he told me to put it in
my mouth and then he came down my throat. But he wasn't
done yet because after a couple minutes of
cuddling/resting, he went back down and started eating
my pussy out again. Even though he was piss drunk, he
managed to cum two more times that night! I don't
remember how many times I came. Could be more than all
the number of times I came prior to that! If not, pretty
close."
"By the time he passed out from exhaustion and being
drunk, I looked over at the clock and we had been
fucking for nearly 3 hours straight! And it was the most
exercise I'd gotten in a couple of years. We were both
drenched in sweat. I was covered in cum, both his and my
own. He was aware enough of things to know not to cum
inside me. We didn't use a condom and there was no
reason for me to be on birth control at that point. So
the last two times he came, he came on my tits and
stomach and then my ass and back.
"I could smell his cum on my tits and I could also smell
my own cum on my tits because he tit fucked me after
just being in my cunt. It was the most raw sex I'd ever
had. And I had a great time. I passed out myself at that
point."
"What happened the next day?" I asked. "Was it awkward?"
*laughing* "No, not awkward at all! We woke up around
Noon and what did he do? He went right out and came back
into the bedroom with a shot of bourbon for each of us.
I'll never forget what he said, "This is to kill the
bacteria that builds up while you sleep." It was
hilarious. After throwing it back, he got on top of me
and started to kiss me again. We fucked one more time
and I swallowed his cum again. Then I said, 'I need to
go home and clean up.' he asked for my number and then I
left."
"And so you dated him for how long?" I asked.
"About 6 months. 'Dated' might be too strong a word for
what we were doing, though. We were really fuck buddies.
He'd call me after a bartending shift on a Friday or
Saturday night, and I'd allow him to come over at 1:30
am. He would start drinking then and of course I would,
too. Then we'd fuck till 4am or 5am and then be in bed
until after Noon the next day. It was really fun for the
first few months. But then it started to not be fun.
"I didn't like being drunk every weekend, sometimes both
Friday AND Saturday night. And I didn't like that we
almost never did anything besides drink and fuck. We
went to a few movies and some cheap dinners at places
like Chili's, but it had never grown into him being my
boyfriend. The sex was amazing, and I had started on the
pill for him. We did everything. I even let him fuck my
ass. That's probably what kept it going for 6 months
instead of 4."
"He fucked you in the ass?! You never told me you let
anyone fuck you in the ass!" I exclaimed, quite shocked
by this development.
"Honey, I never told you ANY of the details of my sex
life before! I just told you who and how many - well,
except for Jakesh - and you filled in the blanks
yourself." she said defensively.
"How did it happen? Him fucking you in the ass the first
time, I mean."
"Pretty much like the rest of the time. We started
partying and got drunk. Then we moved into the bedroom.
He went down on me and started eating me out.
That almost always included him tonguing my asshole.
This time, though, when he went back to my pussy, he
popped a finger into my asshole and started sawing away.
I was drunk. I was horny. And it honestly felt good. He
saw that I was enjoying it and said to me, 'Anna, I want
to fuck you in the ass.' So I nodded and he flipped me
onto all fours and got behind me and pushed in."
"Did it hurt?"
"Yes! It hurt a LOT at first. But the longer he was in
there, the better it started to feel. And then he
reached around and started playing with my clit and then
it all started to feel so amazing. It was filling me up
in much the same way Jakesh filled up my pussy. When he
pushed in, I had to resist the urge to push back, so I
tried to relax as much as possible. This was one of the
good things about being drunk.
"I just kinda let it happen. With my clit being rubbed
and his fat cock in my ass, I ended up having this huge
orgasm that caused me to squirt! It was weird how all
the fluid just jetted out of my pussy like a spray hose,
but I must've squirted at least two or three times
before finishing." she said. Her voice was regaining
that throaty sound that she gets when she's horny, and
she started to pinch her nipple again since I stopped
playing with her pussy. "We didn't always ass fuck. It
probably happened 5 or 6 times total."
"So what made you break it off?" I asked.
"I met a really nice guy." she said smiling at me.
"We were never that crazy in bed, though!" I said.
"I got 'crazy' out of my system. Yeah, it was fun, but I
wanted to feel good about myself again. And I wanted to
feel like someone wanted to be with me and not just fuck
me. You were that guy. You were really sweet! Plus, you
liked going down on me, too!"
"I still do. I don't know why we stopped doing that..."
I said sadly.
"Oh, honey, I don't know either! But I think it's more
my fault. We'll do this much more, like I promised!" she
said. "Here, take that thing off."
I was still wearing the strap-on. I took off the harness
to expose my own cock, which Anna then took into her
mouth. She got me hard after a couple of minutes of
working it and then she started to deep throat it. Since
I'm only 5 inches, she didn't have to take too much down
her throat, but it still felt amazing. It didn't take
long before I came in her mouth and she swallowed my cum
again.
"Mmmmm, thanks for giving me your cum, sweetie. That was
nice..." said Anna.
"Thank YOU for sucking me so wonderfully, Anna!" I said.
I noticed her legs were spread then. So I positioned my
head at the apex and started to lick.
"Oh, yes, honey, that's what I want. You know how I like
to be eaten! Ohhhhhhh... soooooo good! That's right, eat
me out completely, honey! Suck on my clit, please! Yes!
Just like that! Ohhhhhh... Mmmmmmm... Unnnggghhhh!"
Relating all her sexual history to me had made her
totally wet, so it didn't take long to get her to cum in
my mouth.
Over the next several weeks, we started to have sex much
more regularly. Instead of once or twice a month, we
were now going twice a week (sometimes three!)! That's a
HUGE improvement in my book. Anna was still coming home
and taking showers, but she wasn't soaking her panties
on a daily basis anymore.
I would check sometimes and there were definitely times
that her panties seemed to have just "regular" daily
soiling to them. Her new found energy fueled her to get
back into shape, too. She joined a USTA league that met
one night a week for practice and a couple of weekends a
month for matches. She even joined a Crossfit gym (I
guess the Crossfit people call them "boxes") and started
going to that in the morning before work. I'd heard
crossfitters can get kinda culty about the whole thing,
and soon she started to change our diet to be more
"paleo". But it was all for the better as she started to
change the shape of her body and lose weight. I even
dropped some weight just from changing my diet.
After only 6 months of this, Anna went from a weight of
170 lbs to weighing 140 lbs, but she also looked much
more muscular in the arms and shoulders as well as her
calves, thighs, and butt. She said she owed it all to
crossfit. She started to wear things like yoga pants to
show off her legs and ass. She still had some flab on
her tummy and thighs, but she was looking much better.
And that also contributed to the quality of our sex
life!
What I wasn't aware of at the time, though, was that
there was something about her crossfit box that she
didn't tell me. This was also the same crossfit box that
Tyrese belonged to.
To be continued...
* * * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than a
trusted partner. 4-million people around the world
contract HIV every year. You only have one body per
lifetime, so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 81