19 Year Old Virgin

27 Min Read

Was it really almost 20 yrs ago? Doesn’t seem like it. I can remember…..

Nineteen years old and still a virgin. Now that’s something
you don’t want to get around to the rest of your shipmates. But hey,
I was a little drunk and looking for sympathy when the subject of
“last piece” came up. I was only temporarily assigned to the ship and
wasn’t really part of the group. They let me tag along sometimes and
that’s why I was there when the subject came up. So I told them I was
a virgin. Got LOTS of sympathy. I’m just glad it was a small bar. I
didn’t have a lot of laughter to run through getting out of the place.

It was about three weeks later when Bill came up to me on a
Saturday night and asked if I wanted to hit some bars. I was bored
and , of course, ever hopeful Miss Right would be out there and said
OK. Since we heading out on a cruise the following Monday, I figured
I better get some shore leave in before we shipped out. Bill jokingly
said “Maybe weUll get you laid tonight.” Yeah, right. In a pigs eye.

We took off and headed down the ‘strip’ (every Navy town has
one). I was driving my relatively ‘new’ 68 Skylark; relative since it
was 1973 and the car was ‘new’ to me. Bill said “Fuck it, let’s try
someplace else. Someplace where there aren’t a lot of sailors ruining
the place.” Sounded good to me so I let him lead the way. We drove
around Newport quite a while with Bill giving directions. I had a
feeling he was looking for someplace in particular but didn’t really
care. Finally he directed us into a parking lot and we went into the
adjacent bar.

“Jesus, this place looks dead” I said. Bill told me to just
wait and we took a couple of seats at the bar. We had a couple of
beers while the place started to fill. Most of the newcomers were
older women. At 19, any ‘woman’ is older; these looked to be over 30
with an occasional over 40 mixed in. Very few men which made me
wonder if Bill had picked a lesbian bar (I hate that terminology). It
was still kind of early and we were working on our third beer ( I was,
Bill was on 4 or 5) when Bill grabbed my arm, lifted it in the air,
turned to the mostly female population at the bar and said “I have a
virgin here, how much do I hear?” All I could think of was “How could
I let myself be embarrassed like this again?” I steeled myself to
slink out amongst the expected laughter when I noticed there wasn’t
any. Looking around, all I saw was expectant and, in some cases,
hungry looks. I grinned sheepishly at the wolves and said nothing,
just kept sipping my beer.

Being 19 and not a professional drinker, the beer started
having its effect. I remember talking to a lot of the women there
(the beer relieved some of my inhibitions) but was not ‘attacked’ by
any of them. The band started playing and I danced with the women I
was speaking with. During one dance, I noticed a new woman enter the
bar. Beautiful! About 34, 5’6″, brunette, and a body that would knock
you socks off. She was obviously a regular since she said hi to
almost everyone there. I didn’t pay much attention to her since she
looked so damn good. Figured my chances, coupled with my inexperience
and age, were nil (typical of ALL my thinking about girls/women at
that time). The woman I was dancing with saw me looking and just

After the dance was over, my partner excused herself saying
she had to talk with some friends. I went back to the bar and talked
a while with Bill. I noticed that my last dance partner was talking
to the brunette but I didn’t think anything of it. Next thing I new I
was being tapped on the shoulder. Turning around I almost choked on
my beer; it was the brunette asking me if I wanted to dance. Nodding
my affirmation (thank God I didn’t have to open my mouth and make a
fool of myself) I followed her out to the dance floor.

We spent the next few hours dancing and drinking until the bar
closed. Bill left with one of the women we had talked to earlier with
the parting shot “Give her hell!” Mary (the brunette) simply smiled
at him and leered at me. I figured she was only flirting and nothing
would come of it. When it got down to us and a few other clients,
Mary asked if I would give her a ride home. Sure, I was hoping but
figured my typical luck would hold out and nothing would happen.

It didn’t take long before I was totally lost. I kept
following her directions figuring “it’s her house, she knows the way.”
Suddenly she said “turn right here!” I turned the car onto a dirt road
and quickly had to hit the brakes. Before me were rows of corn stalks
with no house in sight. She reached over, turned off the ignition,
and said “I understand youre a virgin. I’d like to do something about

Now, a note of clarification on my virginity. I had dated a
girl during my senior year in high school and we got pretty serious.
Without going into detail on how it happened (another story, perhaps?)
we experimented our way into heavy petting, and graduated to some mild
oral sex (no orgasm this way, at least for me) and mutual
masturbation. Both being Catholic and in HS, the guilt, paranoia, and
down right fear of pregnancy kept us from going any further. The same
guilt and paranoia always infected our trysts and made them less
enjoyable. I digress but it is important to the story….

I was terrified! I wanted her so bad but my fear of failure,
self, etc. was almost overpowering. She slid over to my side (thank
God I didn’t have bucket seats!), put her arms around my neck, and we
started kissing. The new moon, hanging low in the eastern sky,
provided a pale surrealistic light to the situation. She slid her
tongue inside my mouth and played with mine in a way that promised
greater things to come. But still, I was petrified. I knew this was
it; it was finally going to happen. Technically I new what to do (I’d
seen pornos, read books, practiced by myself) but I was so nervous I
couldn’t think what to do first. She broke the kiss and said “This
really IS your first time, huh?” All I could do was nod. Couldn’t
even mention the little I had done in high school. “Well, we’ll just
have to find something to do to calm you down”, she said. Right, got
any phenobarbitol? I’m 19, finally gonna get laid, and she thinks she
can calm me down? Good luck.

She again started kissing me, that wonderful tongue playing
intricate games in my mouth. Her hands unbuttoned my shirt and
started caressing my chest and occasionally venturing down to my
stomach and the start of my pants. My cock was straining and almost
screaming at me to get started. Tentatively I reached out and cupped
her breasts. She moaned, reached both arms behind me and crushed
herself against me. I almost passed out! This was too good to be
true! No begging or pleading, just someone who wanted it as much as
I. Somehow I got her shirt unbuttoned and began caressing her
breasts. MAGNIFICENT! She broke our embrace, reached behind and
unsnapped her bra. She smiled at me as her breasts tumbled free,
grabbed my head from behind, and pulled me down to those globes. I
was lost in between them! I kissed and sucked her tits, going from
one to the other, slathering them with my tongue without touching her
nipples. She lay back moaning, crushing my head to her breasts.
Finally, I began running my tongue around her nipples first in large
circles which gradually became smaller until my tongue was flicking
across her nipple. Slowly, I drew the nipple into my mouth and began
to suck on it. The pressure of her hands on my head increased and I
tried to suck as much of her breast into my mouth as I could. I went
back and forth between those melons driving both of us into a frenzy.

By this time my dick was in extreme pain. I new I had to do
something to relieve the pressure but felt I needed to do more to
please her. I remembered one of my shipmates telling how he preferred
cunnilingus before entry to help excite the woman and reduce the
amount of stroking required for her to reach orgasm. And believe me,
I was determined that she would also reach orgasm. I began running my
tongue down her chest to her stomach and back to her breasts. I was
curious if she wanted me or even would let me go down on her. Taking
her louder moans as an un-official endorsement, I began to undue her
pants. She lifted her ass and helped me pull her pants down and off.
I began to go lower toward her cunt when she pulled my head away,
looked into my eyes, and asked “Do you know what you’re doing?” Not
wanting to spoil the situation by saying something stupid I simply
nodded. “I thought you were a virgin?” she asked. I mumbled
something about reading a lot and she chuckled in a very sexy manner
and said go ahead.

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