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Prom Night Orgasm
by Author Obscure (1996)

***

The joy and pain of my first orgasm. (MF-teens, 1st, 
spank)

***

My first time having an orgasm occurred when I was 18 
years old. You have to understand that I came from a 
very strict family. I wasn't allowed to date at all 
except for this night. My step-father (my real father 
died when I was three), thought that girls should not 
be going out with boys until they were in college. 

He relented on letting me go out on my prom night 
though. I went with my friend Phil who I knew from 
class together. Phil was this great looking guy, dark 
hair and eyes, about six feet tall with a great build. 
He was also on the football team. I was pretty 
surprised that he had asked me to the dance, since I 
didn't think he even noticed me at all. 

The dance itself was uneventful. Dancing was a lot of 
fun, and just being out was so liberating. 

I started to get turned on when Phil used his teeth to 
remove my garter. Luckily my girlfriends gave me a lot 
of coaching about the traditions of prom. I had also 
borrowed most of my clothing from friends as well, 
since I had never been allowed to buy anything 
resembling evening wear. One piece which a girlfriend 
suggested was to wear a garter belt and stockings. I 
borrowed some and bought a panty and bra set to match. 
Phil's eyes got real big when he got a glimpse of what 
I was wearing. 

On the drive home, Phil suggested that we go to Lookout 
Point. I knew this was the local make-out spot but I 
didn't mind. I had never been there so I was curious as 
to what it was like. 

When we got there, Phil found a nice spot away from 
everyone. He also produced some wine which we started 
to drink. We sat talking for a while, getting buzzed on 
the wine. Suddenly Phil reached over and kissed me real 
gently on the lips. I was pretty surprised, but I 
didn't move away. He moved in again to kiss me. This 
time I met him halfway, as we embraced and kissed with 
more passion. 

I had made out before, but this seemed more passionate 
than with any other guy. Phil was running his hands 
along the side of my face and neck. He started moving 
lower and lower until he was brushing the side of my 
breasts with his hands. By this point I had could feel 
my insides churning from both nervousness and 
excitement. I was having these conflicts because I knew 
I was doing something forbidden, but I could feel my 
body responding to all of Phil's touches and kisses. 

As we continued kissing, Phil had slipped the shoulders 
straps off my dress. He also reached around and 
unzipped my dress down to the waist. He was fumbling a 
bit, so I helped him undo my bra, which we then 
discarded on the floor of the car. 

My nipples were so hard they almost hurt. Phil's 
nibbling and kisses on them only made them more 
sensitive and hot. My chest tightened from his gently 
licks and the kneading of my breasts. 

By now, all thoughts of making Phil stop was abandoned. 
When he reached for my leg, I spread them slightly so 
that he would have better access. He told me how 
excited he was when he noticed I was wearing a garter 
belt instead of panty hose. He asked if he could get a 
better view of them than the quick glimpse he had 
gotten earlier. I complied by lifting off the seat so 
that he could slide my dress up to my waist. 

He gave me some nice compliments about my long, shapely 
legs, and proceeded to kiss me again, this time rubbing 
the top of my stockings and panties. He also deftly 
reached over and reclined both our seats back. 

The attention he was giving to my legs and panties was 
making my whole body warm all over. I could feel his 
fingers massaging my clitoris through the silk of my 
underwear. Phil then pulled my panties aside so that he 
could get direct access to my pussy. I gasped when he 
touched my bare skin. No man except a doctor had ever 
touched me there before. He ran his finger up and down 
my slit, coating his finger with my juices. Every once 
in awhile he would stick his finger partially inside 
me. He used the lubrication on my clitoris with 
tremendous effect. 

Without warning I felt my entire body shake and twitch 
as an enormous wave swept through my body. I lost all 
control as I moaned and gasped for what went on for 
minutes. My orgasm so overwhelmed me so much that I 
started crying and laughing at the same time. I had 
never had such an over-powering sensation as I felt 
then. 

Phil smiled as he said it looked like I liked what had 
just happened. He then asked if we could work on the 
same feeling for him. I told him yes, anything he 
wanted. I felt so grateful to him for giving me my 
first release that I would have done anything at this 
point. 

He asked if we could have sex. I had anticipated he 
would want to do it but, it still frightened me just 
the same. I told him I would, but there didn't seem to 
be a whole lot of room in his car which was a sports 
car. 

He asked about going outside. I was scared that someone 
would come by and see us, but I figured I owed it to 
him to do it. So we went outside and tried to see what 
would be a good way to have sex. 

The road and grass was too rocky and dirty to be 
comfortable so he suggested on top of the car. I took 
off my dress and laid it in the car so that it wouldn't 
get dirty. I must say it was thrilling to be walking 
around outside with nothing on but panties, garter 
belt, stocking and heels. 

Phil set my hands on the front grill of the car so that 
I was bent over. He started massaging my boobs which 
were hanging down very noticeably. With one swift 
motion, he pulled my panties to my ankles so that I 
could step out of them. I had worn them outside my 
garter belt, not because I had expected this to happen, 
but because it's easier to go to the washroom without 
having to undo the garters. He then adjusted my legs 
until they were spread apart. While doing that, he ran 
his finger along my distended lower lips so that it 
sent tingles through my body again. 

When he felt everything was just right, I heard him 
unbuckle and unzip his pants. With one hand he grabbed 
my hip and the other he guided his penis to me. He 
rubbed it up and down my now sopping wet lower lips to 
fully cover the head of his penis with my wetness. Then 
with both hands on my hip, he slowly pressed forward 
easing his penis inside me. I felt my insides 
stretching to surround this welcome intruder. 

I moaned as his full manhood was now inside. He then 
started thrusting faster and faster. With a loud grunt 
I felt his shudder as he came inside me. I could feel 
the hot cum inside my vagina as he released his load. 

Just then, two flashlights caught us in its glare. Phil 
quickly pulled out, his penis wet from mine and his 
juices. A voice shouted out don't move as they 
approached. Two policeman had been patrolling the area 
looking for kids like us out past curfew. They let Phil 
pull his pants up as they lectured us about how 
dangerous it was to be out there. I had to stand there 
naked since my dress was in the car. 

Finally after several minutes of scolding, they said 
they would let us go this time, but not to break curfew 
again. I was so red-faced and embarrassed I couldn't 
even say anything to the officers. They finally left 
and Phil and I were allowed to get dressed and drive 
away. 

We were pretty silent for awhile, until Phil broke the 
ice by asking me if I thought they had been watching 
the whole time and only waited until he came to break 
it up. I don't know why, but we both started laughing 
as he drove me home. 

*** 

I was so relieved that I was home. Phil gave me a quick 
kiss, and said he would see me tomorrow. We had plans 
to go out to a lake for post prom. 

The next challenge was to get into the house without 
being noticed. With all the happenings from the night, 
I was now well passed the curfew my step-dad had set 
for me. 

My step-dad was a very strict man. It was because of 
him I hadn't been allowed to date until tonight. My two 
step-brothers and I had gotten regular spankings 
growing up. He always spanked us in the other kid's 
presence in order to set an example for the others who 
hadn't misbehaved. Dan was a year older, and Dennis two 
years younger. 

Luckily I hadn't misbehaved significantly since I had 
been 14. That was my last spanking for breaking my 
mother's lamp when I was horsing around with my 
brothers. We had all gotten spanked that time one after 
the other. 

As soon as I got in the house I knew I was going to be 
in trouble. My step-father was waiting up in the living 
room. I asked me where I had been. It was now about 
1:30 am, two hours past my curfew. I replied that Phil 
and I started talking and just lost all track of time. 

"Do you know your mother is worried sick about you." 

"I know. I'm sorry. It won't happen again," I replied. 

"Of course it won't. And to make sure it won't I'm 
going to make sure your bottom is so sore you won't sit 
for a week." 

"But I'm too old to get spanked anymore," I protested 
and started to cry. 

"Nonsense. If you act like a misbehaving child, you'll 
get treated like one. Now take off that dress or I'll 
take it off for you." 

At this point Dennis walked in wondering what the noise 
was about. 

"Your sister has broken the rules and must be punished. 
Go wake up your brother too. Now take off that dress 
like I ordered." 

I slowly removed my dress. I was so ashamed that I 
would soon be getting punished and in so embarrassing a 
manner at my age. 

My step-dad was definitely not pleased by what he saw. 
He said I looked like a whore wearing the lingerie I 
had borrowed and bought. "Take those off right now, 
young lady!" 

By now both my step brothers were in the room, and all 
three watched as I removed my bra, then panties, and 
finally my panties and stockings. 

My step father then stepped forward and pulled me 
across his lap as he set back down. He then gave me a 
sharp smack on my right cheek, followed by the left 
one. Then the most horrible thing happened. Because of 
the spanks on my bare bottom, I spread my legs a little 
where his third hit caught me a little between my legs. 
He noticed right away that his fingers were damped. 

He stopped his spanking and used both hands to pull my 
cheeks apart so that my privates were very exposed. It 
was pretty obvious what I had been up to since my lips 
were caked with wet cum still. From the way he was 
examining me, it also must have been obvious my cherry 
was broken too. 

He let go of me and set me back on my feet. I tried to 
cover my nakedness, I was so ashamed to have been found 
out. My step - father was silent as he went to the 
closet to retrieve a ruler he used when he was really 
mad. It was a thin yardstick that he rarely used. 

"Hah! You're really going to get it now!" Dennis 
snickered. 

I was too embarrassed to even get mad at him for making 
fun of me while I was in this dire predicament. 

"DeAnn, you disappoint me. I have tried to bring you up 
as a good girl. What do you do? You act like a slut the 
first time we let you go out. I was just going to give 
you a spanking. but it's obvious that you need a more 
severe lesson. Get in position to get your whipping." 

The position was to get on the large wooden coffee 
table in the middle of the room. I had to get on my 
knees with them apart, and then put my head down on my 
hands. I assumed the position with my rear pointing 
toward my step dad and brothers. 

I felt so vulnerable being in this position which is 
probably what was intended. From here I couldn't hide 
anything at all from view. What made it worse too was 
that I could feel Phil's cum leaking out of me. A large 
glob hung on my clitoris, tickling and teasing me. I 
thought about using my hand to wipe it away, but 
thought that would only draw more attention to it. 

It was almost a relief when he finally started whipping 
my upturned rear end. He stopped after fifty strokes, 
each delivered with hefty force. All I could do was sob 
and cry into my hands. 

Even after he stopped I didn't move for awhile, afraid 
that he might start again. Without a word, he dropped 
his ruler next to me and went off to bed. My brothers 
snickered about how my butt was beet red, but left 
without saying a word to me. I stayed like this sobbing 
for a few minutes before I had the energy to go to bed 
as well. 

I cried some more in bed before I finally fell off to 
sleep. 

***

The next morning when Phil came to pick me up for the 
lake, I was told I couldn't go. Phil didn't understand 
why, and my step dad explained everything that had 
happened and what he knew. Worse, he ordered me to show 
the effects of his punishment the night before. I knew 
it was useless to argue so I complied. 

I stood in the middle of the room and turned my back on 
Phil. I then proceeded to lower the sweatpants and 
underwear that I had been wearing. When they were down 
to my ankles I raised the sweatshirt I had on to 
completely expose my rear. I could feel the heat from 
his stare on my behind which were criss-crossed with 
red marks. 

Phil had no idea what to say. When I was finally 
allowed to pull my pants back up, he said something to 
the effect that he was sorry he got me in trouble, and 
then quickly left. It was the last time I ever saw him 
again. 

END

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This story was written as an adult fantasy. The author
does not condone the described behavior in real life.

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Kristen's collection - Directory 48