Where it happened: Ocean City, MD
Langauge: English
Sex: Male
Rating: 6
Category: Straight
Last June one of my female friends, “Sharon,”had the house to
herself because her parents went out of town for a
week. Because this almost never happens she decided to throw
a small “get-together.” There were about six of us: two guys
(my friend and I) and four girls (my female friend, her sister
and two of her sisters’ friends). That night we all played asshole
and got really drunk while watching “The Little
Mermaid” (lame, I know). My friend and I eventually went home
but not before Sharon invited us to go to Ocean City for
“Beach Week,” a popular ritual where recent high school graduates
head to the beach for a week of drinking and frequently sex.
Since my friend was unemployed at the time and I had the next
three days off we decided to go.
The next day my friend and I drove to meet them at their hotel
suite. Neither of us had any expectations since we both were
21 and going into our senior years at college (go Virginia Tech!)
and everyone except Sharon had just graduated high school. Sharon,
by the way, had a boyfriend at the time so she was pretty much
off limits.
Anyway, as soon as we walked through the door we all started
drinking heavily. Me with my Woodchuck and low tolerance was
feeling pretty good by the fourth one. One of the sister’s friends,
we’ll call her “Cathy,” was also feeling pretty good and we both started to flirt with
each other. It was all pretty innocent, she put her hand on
my leg, I kind of put my arm around her shoulder in response.
Everyone was in the room so it was really limited.
But then in one instant everyone went out onto the balcony except
Cathy and I. It may sound corny but it was almost magical the
way we clicked together. As soon as everyone else was out on
the balcony Cathy looked up at me and we both started to kiss
passionately. It was totally out of the blue!
This shy, sweet 18 year old grabbed my hand and led me into
her bedroom where we continued to kiss. Our passion grew until
we were both dry humping each other. I was kind of hesitant
because she was so young but when she asked me to take off my
shirt I didn’t hesitate. After I was shirtless I lifted her
blouse off (she wasn’t wearing a bra…didn’t matter though
because I doubt she even wore a “B” cup. Kinda small.). I love
sucking on girls’ nipples so I went to town on her for a good
10 minutes. Next, she asked me to take off my shorts (I was
really hesitant to make any moves since we had been both drinking
and she was, excuse the term: barely legal.) After I took
off my/her shorts she kind of stalled and told me that she
was a virgin (I already knew this because Sharon, while drunk,
yelled “Don’t do anything, she’s a virgin!” from the balcony
as we walked towards the bedroom.”) and she explained that
she wanted me to be gentle. She also grilled me about my
sexual history and whether or not I had any STDs, but this is
taking away from the story.
Anyway, after a few hours of kissing, rubbing, sucking, etc. she
told me to get my condom so we could do the deed. I later found
out that she told her friends that she “wanted to get laid”
during beach week which kind of sucked. Getting the condom on
made me nervous because the first time I tried to have sex
I couldn’t maintain an erection during this part of the liason
and couldn’t finish the deal.
This time, however, I was extremely attracted to the girl (she
was going to be a dancer at a school in South Carolina and had
a great body) and my erection was big and beautiful! There in lies the problem,
since she was a virgin I couldn’t fit my cock in her. It took
10 minutes until she finally loosened up enough so I could slide
in her. I got about 4 inches into her and she let out a whimper
and told me it “hurts too much.”
So actually this is pretty lame because the first time I’m in
a girl I don’t even get a chance to climax because it hurt her
too much. As we were laying there she slowly stroked my cock
and remarked that I was a “very big boy” which has greatly
boosted my ego. 😉 Those three days were spent mostly in her
bed as we fooled around almost 18 hours out of the day. It was
still great even though we never fucked for longer than a minute
since it was just too uncomfortable for her.
FOLLOWUP: Although we promised to see each other during the
rest of the summer, Sharon told Cathy about my girlfriend in
Buffalo and she never called me again. Eventually I broke up
with the Buffalo girl and called Cathy but she never really
wanted to go out. I guess I was a piece of meat for her to use
to lose her virginity to. I think I will always miss her because
she was a really sweet girl and we could have had a great summer
of sex.
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