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Vacation Sex School Part 5 (Mf, cons, young teen, preg)

Shelby

"Ready for the last girl?" It was Sarah.

"Yeah, I guess so. Tell the truth I'm kind of disappointed that I'm meeting
the last girl. It has been incredibly sexy knowing that there was a mystery
girl that I was going to be meeting for sex. First Leslie, then Caitlin and
Crissi. After I meet Shelby there won't be any other girls to look forward
to."

"Well, if you'd rather not meet her..."

"Oh NO. I didn't mean that. I want to meet her. Do you know what she wants?"

"No, she hasn't told us anything. It's not like she's a virgin. But I think
she's scared. Anyway, she's coming over. Talk to you later. Oh yeah, we like
Crissi's story too, especially the fur handcuffs. I knew you were a pervert."

"Hey, those aren't mine. Really."

"Um Uh. Make sure Shelby has some hot ones for us. Bye."

"Bye." So Shelby is scared. Well, I'll take my time and work on the romance
stuff. She was going to spend the night this first night so there was no
rush.

Shelby showed up at five dressed to kill. She was tall and thin with small
breasts and long shapely legs. The black dress highlighted her medium length
blonde hair, which I tactfully didn't notice was bleached. She was wearing
a little too much makeup for my tastes. I excused myself and got fancy myself
and off we went to Chez Expensive. Waiter and busboys in tuxes, fine linen,
china and crystal and an elegant menu were the order of the evening. I could
tell Shelby was suitably impressed. I knew when she showed up in the elegant
black evening dress what she really wanted. She wanted to be valued. This
was the place. We had a booth in a darkened corner where we could see the
room but most people missed us. Dinner was excellent and we shared some wine.
The waiter removed her glass when he brought the bottle so we shared from
mine. Near the end of the evening I had just taken a sip when Shelby reached
out, her hand on mine and looking into my eyes, brought the glass to her
lips for a sip. I knew it would be fine when she did that. It was the signal.

Back at my place we sat in the front room in candlelight. I pulled her over
to me and suddenly the mood changed from an atmosphere of suppressed sensuality
to frostiness. I noted it immediately.

"Shelby, what's going on? We were having such a good time and now, it's like
a wall has gone up. I want you to have a good time."

"That's the problem."

"Having a good time?" I asked. "Lay it on the table."

"Yes. You see. All the other girls have come over and had good times. Even
Crissi and she told us it was her first time. Sarah is like, so I told you
so. And all the others are saying she was so right. And I don't want to."
Her lower lip was trembling.

I took her hand. "Shelby, you don't have to."

"But I made you take me out and you took me to a perfect place and we had
a wonderful dinner and you were romantic just like the girls said and it's
like I promised I would."

"Sweetie, I would never want you to make love to me when you didn't want
to. Sex is only fun when it's a sharing giving thing. It is ugly when it's
forced. You probably don't want to go home now because everybody would know
right?" She shook her head yes. "I have an extra bedroom. You can stay there
tonight."

"Really?"

"Yeah, it's no problem. But I do have a question. Why did you agree to come
over if you were so opposed?"

"Can I trust you?"

"You might as well because you are trusting me already not to tell the other
girls."

"Yeah that's true. Well, when Sarah and then Caitlin first did it with their
boyfriends I kinda told the girls that I did it too. But I didn't. So they
all think I've done it. But I knew if I came over here you'd know I was a
virgin and I didn't want them to know I had been lying. Crissi was okay 'cuz
she never said she had done it. She could tell them what it was like her
first time. But if you told them it was my first time that would be too embarrassing."

"Shelby, have I told any of the girls anything about what you guys have done
with me?"

She thought for a second. "No. It's been the girls."

"Right. Anything we do is between us unless you tell. Maybe this is your
chance to be able to tell them what it was like and you won't have to lie.
Just leave out the virgin part and you can be square with your friends again."

She looked thoughtful. "But I'm still nervous."

"It's okay to be nervous. People are always nervous at the unknown. But what
is a shame is letting so much pleasure slip away just because you're nervous.
You know how happy Crissi was after. You would be just the same."

"You'll stop if I say to?"

"Of course. But I hope you'll be saying yes. I want to say yes with you.
You are very beautiful. I was so happy at the restaurant. You looked beautiful
and elegant on my arm when we went it. All the other guys in there were envious
of me. I'd like to spend these days with you and take you out every night."

"I really did get hot listening to Sarah and Caitlin and Leslie and when
Crissi said how easy it was with you and how you made it good... that's why
I came tonight. I guess I was hoping you'd talk me into it."

"Should I twist your arm?"

"No, just kiss me like you really care for me."

I leaned over and put my hand on her face and guided her lips to mine. Right
before they touched I said, "Sweetheart, I really do care for you. You are
very special." I kissed her. I meant it. She melted against me. We kissed
some more and I led her toward the bedroom. I had the bed turned down and
a candle burning along with some soft music playing. She came to me by the
bed and we kissed as we slowly removed each other clothes. She kicked off
her sandals, which added three inches to my height. I unzipped her dress
and she let it fall to the floor. I pulled off my tie and unbuttoned the
shirt. She rubbed her hands on my chest as I reached around to undo her bra.
She shrugged it off and I noticed she didn't really need it. She had small
firm tits, which were perfectly formed with tan lines and prominent nipples.
Great tits. I reached down and ran my hands under her hose and panties and
helped her skin out of them. My pants followed and we were naked. I took
her in my arms again and my erect cock was pressing against her belly. She
pressed and rubbed herself against this new thing.

Still kissing I led her to the bed and we lay side by side. More touching
and caressing and I could tell she was ready for more. I slid a hand down
and cupped her breast. Her kiss intensified. I fondled her other breast.
Kissing down to her neck she moaned and ran her hands along my back. I found
her tit with my lips and nuzzled it licking and then sucking. I worked back
and forth between them. Back up for more kisses as I fondled her tits and
then back down for more licking and suckling.

I licked down her belly untill I reached her triangle of Venus, a dark patch
in the shape of a little vee. I kissed around the side and down to the point
where her thigh met her body. I licked along that crease and toward her pussy.
Her legs parted revealing her labia. I pushed her legs apart and settled
between them staring at my goal. Is there any moment better than that electrifying
moment when you first kiss a woman you have never kissed before, first lick
a woman you have never licked before or first fuck a woman you have never
fucked before? I lapped my tongue along her slit tasting her for the first
time. Heaven. Her lips spread at my touch and I tasted her sweet girl juice.
I thought about pushing my finger in and remembered she was a virgin. Oh
yes. Save that first penetration for later.

I sucked her clitoris into my mouth and lapped at her button while massaging
around it with my lips. Shelby shuddered with the intense pleasures coursing
through her body. She was getting wet. I rubbed her juices around until the
wetness covered her entire pussy. When she started bucking against my face
I was ready. I rose up until my cock was lined up with her cunt. I slid it
along her gash wetting the head and let it settle in her vagina. I kissed
her and she responded passionately. I let the head of my cock penetrate.
Her labia parted and I felt them stretch to accommodate the intruder. Shelby
moaned a little but didn't say anything. I started moving back and forth
letting my cock become covered with her lubricant while sinking in millimeter
by millimeter. When I was well oiled I let my cock slid down until it met
the barrier of her hymen. I kissed her again and let my hips drop. She tensed
as the head of my cock ripped the barrier and plunged down into her tight
hole and a sharp pain radiated from her center.

"Are you okay?" I asked. I let my hips move in a small circle so I was brushing
her clitoris.

"Yes, it hurt for a second. Hmm, but it is already feeling better. God, I
feel so full. Hmm, yes and you are rubbing against my clitoris. It feels
nice. I'm not a virgin. So this is what it feels like?" She looked up at
me and we kissed. "I like it. I like doing you."

I kissed her and said, "I like making love to you. It feels so good to be
inside you, sharing myself with you and making you feel good." I started
a broader motion as I was talking. Her eyes closed as she concentrated on
the new sensations surging in her body. I kept up a slow deep stroke. I wanted
her first time to be one she remembered. I varied the tempo a little as we
fucked. Sweat broke out as we kept it up. My muscles started to feel the
stress of this long slow fucking. Shelby's mouth was open and her breathing
was rough. I felt her tense under me and she went rigid. I plowed into her
and ground against her clitoris. She moaned and she grabbed my arms. I felt
her fingers dig in as I pumped. I had been holding back so long that when
I let go my balls went into immediate spasm.

"Oh Shelby, take my cum. I'm cumming baby, take it." I felt her shudder under
me and a flush covered her chest as she moaned and almost cried. She was
bouncing her ass off the bed and we pounded together in a sudden burst of
furious activity. She slowed and I followed until we were lying still. The
strength drained from me and I fell to her side still holding her.

Her eyes fluttered open. "Oh Mike. That was incredible." She nestled into
my arms and we snuggled. We cuddled and caressed each other for a while.
I felt her nodding off so I blew out the candle and curled up like a spoon
and held her. We fell asleep like that.

I opened my eyes to the sun coming through my window. I looked at Shelby
and smiled. Damn she was beautiful. Tall, elegant with small perfect breasts
a pretty face and flawless body she was almost an ideal woman to me. I was
glad she was last. I know I would have been disappointed with whichever girl
had followed. They had all been fun, after all, is there really such a thing
as a bad fuck? But Shelby struck a chord with me. At the restaurant she had
the perfect blend of elegant and casual. I couldn't think of her as seventeen.
She carried herself much older. Damn, I'm falling for this girl. Stop it
you idiot. Next week she goes back to high school and you go back to missy
thumb and her four friends. Don't be a sap.

I went to the kitchen and started breakfast. Shelby joined me in a robe I
left by the bed. "Thanks for the robe."

"You look wonderful in it." She smiled. "How about breakfast."

She nodded and I served it up. After breakfast we took a shower together,
a slippery and fun game, and cleaned up. Sarah arrived a few minutes later
to run Shelby home. "See you tonight," she said as she left. I wouldn't miss
it for the world.

That night when Shelby showed I asked her what she wanted to do. She wasn't
sure. So I told her, "I know I promised a night out, but, what I'd really
like to do is just spend the night here with you."

"I'd like that," she answered.

I threw together a quick supper of cheese and cracker, Greek olives and almonds,
a Mediterranean picnic. We munched and talked about everything under the
sun. Theatre and movies, art, politics and then politics of her school, people
famous and otherwise. The time flew. I realized again that I really liked
this girl. We agreed on so many things. Quit it! I screamed at myself. It
will never happen.

Just then I saw a car pull up outside. I glanced at my watch. 11 p.m.? It
was Sarah coming to pick up Shelby and I'd wasted the entire evening. "It's
Sarah." I moaned in disappointment.

"Oh no, we didn't do anything."

"I know."

"Don't look so disappointed," she said. "We have tomorrow."

"I know. But I don't want to waste anytime I have with you."

"Was it wasted?"

That brought me up. "No, you're right. It was wonderful. I haven't had such
a pleasurable night in too long."

She smiled, "Even without the sex?"

"Well, I'd like the sex too."

She kissed me. "Tomorrow. I promise. All the sex you can handle. I want it
too." She ran out the door and waved as she jumped in the car. I watched
for a long time after the car sped away and turned the corner.

The Kama Sutra

The doorbell rang right after I got home from work. It was Shelby.

"Take me to bed," she said as she melted into my arms. After a heart-stopping
kiss she pulled me toward my bedroom. Her clothes were off in no time and
mine followed quickly. Shelby was lying in the middle of the bed with a come
hither expression. Wow, two days ago she was scared and unresponsive. Today,
with that look on that body, she could have seduced a monk.

We kissed. "I couldn't wait any longer," she said. "It was fun last night
but I want to explore this stuff too. I'm ready for my lesson." I pulled
her to me and we kissed our tongues dancing. It was a sensual soul merging
kiss that seemed to last forever.

I moved down her chest kissing as I went and licked around her breasts teasing
her. Back up for a kiss and back down for more teasing. I worked my tongue
closer to her nipple and watched it grow and crinkle in anticipation. I flicked
my tongue across her nipple and I heard her gasp from the unexpected sensation.
I took one tit in my mouth sucking and licking and then the other. Shelby
ran her hands through my hair encouraging me.

I moved lower kissing her belly and tonguing her belly button. Her legs spread
as I approached and I settled between them. Her beautiful pussy was before
me. I licked along her labia and back down the other side. She spread her
legs even more and the labia parted to reveal her inner carmine depths. I
touched my tongue to the bottom of her slit and lapped all the way to the
top. She moaned when I licked across her clitoris. I lapped and sucked her
entire pussy moving around to get all of her. I tasted her sweet nectar as
she poured forth her lubricant. I wanted to be in her and moved up to cover
her body with mine.

"Mike, I want you to show me everything."

"Sweetheart, we can't do everything in one night. The Kama Sutra has hundreds
of positions."

"That's what I want. Show me the Kama Sutra tonight," she begged.

I'll do my best I thought. I lined up my cock and entered her. She was tight
and I had to move slowly until I was well lubricated. Once buried I started
a slow motion in the classic position.

"Shelby. Wrap your legs around my back and notice how it feels different."

She moved her legs up and locked her ankles around me. It changed the angle
slightly. "Um, yes. That feels different. God it feels like you're going
deeper."

I used longer strokes for a while and then I pushed back and grabbed her
legs and brought them around until they were resting on my shoulders. Shelby
was limber and had no problem. I went back to fucking her and my cock went
deep in her from this position.

"Oh God, I'm so full this way. Oh yes." Her eyes were closed as she concentrated
her being on the intense feeling radiating from her genitals. After a minute
or so in this position I let her legs drop and pulled her over on top of
me as I moved over on my back.

We fucked like that for a few minutes then I had her get in the cowgirl position
which she liked and then reverse cowgirl. From reverse cowgirl I pulled her
over to her side. I was behind her and we fucked in spoon position for awhile.
It was hard to get deep in her or get much leverage so it was almost a teasing
stroke. I rolled over on top of her and pulled her ass in the air. Her cute
ass was stuck up and her head was buried in the pillows. I watched my cock
sliding in and out of her.

"Play with yourself."

"What?"

"Reach back and play with yourself," I told her. I saw her reach back and
then I felt her hand brush my cock as it found her clitoris. Soon she was
moaning and I increased the tempo of our coupling. She was getting close
so I let myself go. My cock was banging away. I felt her muscles contract
and watched her face contort in climax. It pushed me over the top and my
balls shot cum out and deep into Shelby's pussy. Shot after shot I spent
in her. She was moaning under me caught in her own cum. After the last dying
spurt I stopped and looked down. Her face was lost in sexual bliss. I withdrew
my shrinking cock from her and watched our combined cum trickle out of her
pussy. She collapsed on the bed and I fell next to her.

We lay for a while caressing each other. Shelby snuggled in my arms. We started
talking about how she liked trying the different positions. She asked about
different things I had tried sexually. She wanted to try most of them herself.
The conversation drifted off to other topics. We lay just enjoying each other's
company. Again, the time flew and it was time for her to go. We stood outside
the door looking in each other's face while Sarah honked. A last kiss and
Shelby walked out to the street. As they drove off she waved.

I lay awake that night recalling the wild summer this had been. The special
week with Sarah that started it all. The great sex with Leslie and her wild
mop of hair. The unabashed sexiness of Caitlin and the girl scout cookies.
Being Crissi's first and how she bloomed into a wild thing. Finally, I thought
about Shelby and how I had fallen for her. It was a mixture of wonderful
sex with these lovely young women, and sadness knowing that it was all over
and in a few days these girls would be moving on with their lives. I hoped
they would remember me fondly.

 

All models 18 years of age or older at the time of production. The original
source of all images certified that the images were exempt and/or fully complied
with US Code Title 18, Section 2257.

 On to Part 6

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