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From: "Shadow Cleric" <shadowcleric@visto.com>
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Subject: {ASSM} Deflowering Blair [m/f, 1st, oral, anal, preg] by ShadowCleric
Date: Thu, 24 May 2001 16:10:02 -0400
Path: assm.asstr-mirror.org!not-for-mail
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I hope everyone enjoys this one! Comments and suggestions are welcome. The rest of my stories are posted at:
http://www.asstr-mirror.org/files/Authors/shadowcleric/www
or
http://www.asstr-mirror.org/files/Authors/shadowcleric

And now...on with the show.

******************************************************************
*Please do not duplicate without the author's express permission!*
*                          Thanks!                               *
******************************************************************

Deflowering Blair
by Shadow Cleric (shadowcleric@visto.com or http://www.asstr-mirror.org/files/Authors/shadowcleric/www)

Nicole's sixteen-year-old body bucked underneath me as I rammed my cock into 
her again and again. She was a complete slut, just the kind of girl a guy 
wanted to have as a girlfriend in high school. We had only been dating a month 
when she put out for me the first time. Nicole has lost her virginity a year 
before with an older college student a year before. When he enlisted in the 
military, they shipped him off to some godforsaken country and she never saw 
him again. We started dating not long after and the relationship built quickly.
I was a virgin on our first night together, but that didn't stop us from 
fucking like there was tomorrow. Now we were doing it every spare moment we 
had. Blair, Nicole's best friend, practically lived alone. Her folks were 
divorced and her mom traveled a lot. So whenever Nicole and I would be doing 
"dinner and a movie" it usually meant dinner with Blair and then retiring to a 
bedroom for a quickie or two. Tonight was one of those nights as I fucked my 
girlfriend doggie-style on Blair's bed. Nicole had a nice firm body that was 
wonderful to screw. She had developed large C cup breasts, a tight ass and 
muscular legs. Her brown hair was cropped shoulder-length with a slight curl 
to it. I liked it that way as she could ride me hard without hair tickling my 
face. Over the last five months of being sexually active, I had become quite 
adept at various positions, doggie-style being one of our favorites. Nicole had
a submissive streak that matched my dominant one and this position allowed us 
to fill our roles superbly. Her ass was up high and her head buried in a pillow
Nicole took every thrust I gave her until she couldn't hold it back any more.

"YES!!! Oh god yes!!! Fuck me Andrew!!! Fuck me so goddamn hard!!! Oh fuck 
YEEEEEES!!!"

I smiled as the teenage slut came, her tight little cunt flexing around my 
cock. I didn't hold back anymore, five more rough stabs at her cunt and I was 
filling up my condom.

"Oh Nikki! You are the best fuck ever!" I groaned as my ejaculations subsided.

Shortly after I came, Nicole pushed me out. Not being on the pill, she was 
extremely paranoid about getting pregnant, though not enough to quell her 
libido. After I ditched the spent condom, I snuggled up behind her and let my 
hands play with her firm breasts and flat stomach. My hand drifted down between
her legs and parted her sweet lips, soft and neatly shaven. I found her clit,
still firm from our love making and began stroking it vigorously. Nicole parted
her legs and sighed softly.

"I love you."

I whispered back into her ear, "I love you too."

It took only a few minutes of quick fondling before she came, quietly, on my 
hand. I stood and stretched, with every intention of getting dressed, when 
Nicole rolled over to face me and took my somewhat flaccid cock into her mouth.
Her expert tongue had me erect in a few seconds, but she wasn't happy with the 
angle on the bed. She pushed me back and knelt on the floor and resumed her 
sucking of my now fully hardened penis. I ran my hands through Nicole's soft 
hair and fucked her face with a slow steady rhythm. She looked up at me with 
bright blue eyes, her contentment obvious in them as she hungrily sucked my 
member for everything it had. One of her hands stroked and massaged my balls 
while the other was buried into her pussy, fucking herself violently. She came 
just before I did, gasping for air, she slid her mouth off my cock to scream, 
her hand still pumping my cock. The sight of my girlfriend climaxing was all it
took as I blasted ribbons of cum across her face and nude body.

"Shit babe. I'm so sorry."

She only smiled, wiping the cum off her tits and licking it off her fingers,
"Don't be."

For several minutes I watched as she cleaned herself like a cat, finding every 
last dribble of my seed and sucking it down her throat. It was insanely erotic.
I was stiff as a board and was ready for action again (god I miss being a 
teenager). I pulled out another condom and rolled it on.

Nicole stared at me incredulously. "I can't possibly..."

But I didn't let her finish. Turning her around, I forced her down on the bed,
spreading her ass cheeks apart. The lubricated condom allowed me to slide into 
her with minimal effort. We had done it like this before, and she liked it a 
lot, just not the clean up. As a compromise, I used a condom when I butt fucked 
her. Nicole was moaning and swearing underneath me as I fucked her sphincter. I
had already cum twice so it would take some work before I could again, but 
Nicole didn't seem to mind. The teenage slut rocked her ass back into my cock 
as hard as I was giving it to her. I gripped her hips and rammed myself down 
her bowels several more times until I burst, thick wads of semen filling the 
latex around my cock. I grunted with primal delight as I came, then pulled my 
softening cock out of her ass and discarded the condom.

We kissed for a long moment, then dressed, realizing we'd been alone for over 
an hour and had left Blair all to herself. In case Blair had fallen asleep 
(which happened from time to time when we got carried away) we snuck out of the
room quietly and peeked in on Blair. She wasn't asleep, far from it in fact. 
She had her skirt hiked up, panties off and was fucking her little pussy with 
two fingers and her thumb stroking her clit. Her eyes were screwed shut as if 
trying hard to fantasize about something or was having a hard time with her 
orgasm. Blair was short, plump, and very cute. Her hands and feet were small 
and delicate. Blair had massive breasts for someone her age. She also had a 
large plump ass that was very cute on her. Blair had never been exceptionally 
popular, just well-liked by everyone that got to know her. Most of the elitist 
crowd shunned anyone larger than a size four any ways. Blair tried not to let 
it bother her, but we all knew it did.

Blair came quietly, plump legs spread wide open as her hand made loud slapping 
noises. Nicole and I backed off so as not to embarrass her. After we were back 
in our room we giggled in delight.

"You liked that didn't you?" Nicole inquired.

"Yeah, and so did you." I retorted.

Nicole blushed. She had confided in me something she'd never told anyone 
before, that she secretly harbored lesbian fantasies. She enjoyed male cock a 
lot, but always wondered what it would be like to have a woman in bed. The 
thought of Nicole with a girl didn't bother me, though the thought of her with 
another man did. Must be a dominant male instinct or something. Nicole just 
didn't feel comfortable acting out those fantasies yet. She'd always joke: 
"That's what college sororities are for!"

After a few minutes we noisily opened the door but slowly walked down the 
hallway. Blair had composed herself, though she was still flushed. Her skirt 
was back down, but I thought I spied her panties sticking out from under one of
the couch cushions. We apologized for being so long, but Blair didn't seem to 
care. With a quick hug from me and a peck on the cheek from Nicole we headed 
out to the car.

I was quietly running through the evening's exploits when Nicole spoke, "You 
know Blair's still a virgin, right?"

"I suspected as much. Though didn't she date Frank last year."

"Yeah, but they broke up after he found out that Nancy Smith had a thing for 
him."

"Oh I see." Nancy Smith was a bigger slut than Nicole, though not half as 
pretty.

"Did you know she thinks about you when she masturbates?"

"What? Really? All the time?"

"Not all the time, but you're in there. Along with Tom Cruise, Mel Gibson, and 
some others."

"Good company to be in."

She laughed. "Yeah. But you're a better thought since you're here and 
attainable."

"Good point."

There was moment of silence then Nicole spoke again, "Would you like to fuck 
Blair?"

I nearly stalled the car. Was this a trick question? It sort of felt like one 
of those "Does this make me look fat?" questions that you can't answer right. I
took a gamble. "Sure, she's very sexy in her own way."

"Great, now all we have to do is set the time and place."

I pulled off the road into a darkened cul-du-sac, "What are you talking about?"

"I'm tired of not having a friend that can relate to sex. It's time she got 
deflowered and I want you to do it. Besides...I want to watch."

"Now you're just jerking my chain, Nikki. You can't seriously want me to 
devirginize your best friend."

She stared at me, all kidding out of her face. "Read my lips. You are going to 
fuck Blair's little virgin twat and enjoy it. I'm gonna watch the two people I 
love most in the world screw each other's brains out and love every minute of 
it."

I started the car and put it in gear, "OK honey. If you're that certain."

"I am. I'm comfortable enough in our relationship to let you go for the night. 
Besides...I don't want it to be like my first time. Painful, short, and 
passionless." She stared out the window.

"I'm sorry honey. If you want this that bad, I guess I can go along." I was 
sighing with mock indignation now, trying to lighten the mood.

Nicole smirked and elbowed me, "Oh like you're really making a sacrifice!"

We'd gotten to her house and made out for a bit in the car saying good night. 
As I walked her up the drive, she spoke: "I really do love you Andrew."

"Dittos babe." I kissed her lightly on the lips. We tried not to get too 
carried away as her dad had a tendency to watch us as we came up the walk.

"See you tomorrow."

I nodded and headed back to my car as her door closed. I got home, stripped and
hit the sack. My head was swimming with all sorts of thoughts, but I was so 
physically drained that sleep came quickly.

--------------------------------------------------------------------------------

Monday morning dawned brightly and I readied myself for school and got into my 
car to pick up Nicole since she was on the way. She was brimming with an 
ear-to-ear smile.

"Dare I ask what's on your mind?"

She just smiled brightly, "Not until I have all the details worked out, but I 
guarantee you won't be disappointed."

We didn't speak of it again until homecoming week. Nicole and I shared study 
hall and generally spent the entire time writing notes to each other or 
discussing (quietly) our latest fantasies.

"OK, are you still interested in popping Blair's cherry?" she asked me one day 
in study hall, just after the bell rang.

Her bluntness caught me off guard, but I recovered quickly. "Yeah, so what's 
the plan?"

--------------------------------------------------------------------------------

Friday night was homecoming night, but we all stayed at Blair's house. We'd 
stashed a change of clothes so Nicole and I could be comfortable and not have 
to wear our formal wear all night. I never found out how, but Nicole had 
secured several six-packs of beer. Blair had a few and was feeling relaxed. She
was smiling at me a lot that night, especially since Nicole had made up several
tall tales about some dreams I'd had regarding her, and how I was constantly 
commenting on how sexy she was all the time. The stories weren't 100% fake, but
Nicole did her best to embellish them.

Nicole spent a lot of time out of the living room, going to the bathroom, 
kitchen, whatever. This allowed me time to flirt with Blair, brush her arm, 
leg, or even bump her ass.

"That was a really pretty dress you had on at school today, Blair. What was 
that, silk?" I commented to her.

"Um, yeah. You liked it?"

"Oh yeah, nice flow, good cleavage." I winked at her

Blair only blushed deeply. Later that night Blair was laying on her stomach, 
watching the movie we'd rented when Nicole slipped out of the room again, 
yawning and saying she needed a quick nap. I jumped at the opportunity and 
straddled Blair's ass and began massaging her back. She tensed for only a 
moment and then relaxed into my hands.

"You like?"

"Uh huh." she mumbled, her mind was unfocused.

I took my time with her back, kneading the muscles. I stopped and stood, 
pulling off her shoes and socks. Kneeling down I started rubbing her feet, then
down her legs. It was a warm autumn that year so we were all wearing shorts. 
Blair's were loose cotton shorts that flowed over the round shape of her ass. 
My hands worked up her thighs and then to her ass. She gasped softly.

"Shhh," I whispered and continued the massage.

She didn't protest further, the alcohol and hormones taking over. I lifted up 
her shirt and began massaging her bare back. Deftly, I undid her bra strap and 
worked up her bare back. Out of the corner of my eye I spied Nicole peeking in.
I gave her a thumbs up, letting her know all was well. She smiled and blew me a
kiss. I returned my attention to Blair, pushing her shirt further up until it 
was over her cobalt blue satin bra and under her armpits. I pulled her arms up 
and slid the shirt off, then massaged her arms and hands. She was breathing 
heavily now, I could feel the tension within her. She wanted this, but was it 
right with her best friend's boyfriend? I pulled her long light brown hair out 
from its ponytail and massaged her scalp. I knew this would have a sedative 
effect and it slowed her breathing down. I slid down her back again and 
massaged her lumbar area. Nicole had mentioned this spot hurt her a lot since 
she developed large breasts. I assumed Blair's would hurt as much, if not more 
so. I slipped down to her waist and under the elastic of her shorts. I slowly 
tugged them down, Blair said and did nothing. She was wearing thong panties, 
cobalt blue to match her bra. I pulled my T-shirt off and contemplated getting 
completely naked, but stopped myself. I admired Blair's nearly nude body. I 
massaged her large ass with soft motions.

"You are so beautiful Blair. I love your body."

She hid her face into her pillow, but I could see the redness in her cheeks.

"So beautiful and so sexy." I moved my hands up her body and began kissing her 
neck. And I whispered in her ear, "So wonderful Blair...I want you so badly. I 
must have you tonight."

She lifted her head slightly, I could see tears in her eyes, "Oh Andrew...I 
want to...but Nicole...she's my friend...I could never betray her like this."

I kissed her full on the lips, pulling her up. Soon her large breasts were 
exposed to me and I touched them with eager delight. She was soft in my hands, 
skin smooth and supple. Blair didn't stop me from sucking her large, erect 
nipples. She didn't stop me when I slid her panties off. She didn't stop me as 
I undressed myself, freeing my swollen member for her view. Blair didn't stop 
me as I pulled her back to her mom's room and laid her down.

I closed the door only part way, leaving enough room for Nicole to watch. I 
rolled a Trojan down my shaft, it felt tighter than usual. Blair just watched 
with fascination as I moved over her, parting her legs. I kissed her softly, 
but she returned it with enough passion to quell any doubts about what I was 
about to do.

I shifted my pelvis down. I could feel my cock penetrate her. I slid in, inch 
by inch. Blair gave a sudden cry as I deflowered her and then sighed as I fit 
my shaft deep into her cunt. I started slowly pumping in and out, letting her 
adjust to the feel of me. Soon she was working her hips, thousands of years of 
instinct telling her exactly what to do. I could hear Nicole quietly fucking 
herself in the hallway, it wasn't loud enough for Blair to hear, but enough to 
excite me even further.

Blair's tits were bouncing with each thrust. I could feel her large ass against
my balls. I couldn't really believe I had just taken this girl's virginity but 
I was dead set on giving her a night she'd never forget. Blair was gasping for 
breath underneath me, the tension her pussy was putting on my cock was 
increasing, I knew she'd be climaxing soon. I increased the pace, making sure 
to give her every inch of me with each stroke. Blair gave out a satisfied 
groan, then let her body relax. I slowed my pace, letting her enjoy the 
afterglow. I was close to blowing my load so a break would be beneficial.

"Andrew, that was...oh my god! I never knew it would be like that."

I kissed her again and then began fucking the plump brunette again. She gasped 
in disbelief as my cock swelled within her. I was going to cum and nothing 
would stop me.

I whispered into Blair's ear, "I'm going to cum, Blair. You are so fucking hot 
and you're going to make me cum so hard inside your hot, sexy body."

"Oh yes. Yes. I want you to. I love you Andrew...I always have!"

"I love you too, Blair...Oh fuck yes!!!" My balls blew their entire supply into
the already tight condom. It took over a minute for them to finish. To her 
disappointment, I slipped out of her and pulled the condom off. We curled up 
naked in each other's arms.

"You two were so damn hot." Nicole walked in completely naked startling both of
us. Even in the dim moonlight I could see her cunt was glistening. She'd gotten
herself off good watching us.

"Nikki! Oh god. I didn't mean to...I mean...I did, but it was all so...so..."

"Shhh." Nicole was sliding into bed next to Blair. "It was my idea, honey."
she was brushing Blair's hair out of her face. "I wanted it to be an experience
you wouldn't forget. I loved watching you two, got myself off twice. I love 
Andrew and I love you Blair." The friend's bodies were close, soon they were 
touching breasts. Before I could digest the moment, Nicole's lips were on 
Blair's, kissing with hungry passion. Blair returned her affections. I watched 
as the dam broke and they both gave into desires they'd been denying themselves
for a long time.

Nicole's hands were everywhere, in Blair's hair, at her neck, on her breasts, 
then at her snatch. I didn't take long for Nicole's tongue to do the same and 
she was now eating Blair out. Nicole's ass was poised in the air and I took 
advantage of the moment. Slipping another condom on and I slid behind Nicole 
and penetrated her very familiar pussy. Blair came again, this time louder, her
confidence in her sexuality was growing. Nicole came next, swearing and 
screaming. I finished off my business inside my girlfriend, complementing her 
and feel of her pussy.

--------------------------------------------------------------------------------

We were an inseparable trio after that night. The sex was magnificent. If I 
wasn't fucking Nicole, I was fucking Blair. And if I didn't have either, they 
were doing each other. Nicole and I were still a public item, but decided that 
we should "break up" over the summer and I would start dating Blair. We kept 
this charade up until our Senior year, when I went back to publicly dating 
Nicole, though I took both girls to prom (much to the consternation of the 
faculty.

Blair scored some major scholarships to a school out of state. After some 
digging around, I found an entry level programming job in the area. We'd made 
some provisions and Blair found us an apartment nearby school and work. Both 
Blair and I turned eighteen the winter before graduation. In late March,
Nicole hit eighteen. To celebrate we went down to city hall and got married. 
Blair had insisted that we get married for what we wanted to do next.

That night three of us slipped into bed together at a nice hotel downtown. 
Blair watched with rapt fascination as I slid my unprotected cock into Nicole's
pussy. I'd never had it without a condom and it was wild. Nicole had just 
finished her period and based on the tests she was ovulating. I fucked her with
an eager passion I'd never felt before. My strokes were deep and purposeful, 
Nicole had her legs spread wide, allowing me full penetration. Blair was 
stroking our bodies kissing us and whispering encouragements.

Nicole came mere seconds before I send my load of seed down her fertile vagina.

"Oh god! I can feel it! I can feel it inside me. All those wonderful sperm 
inside me."

Blair wasted time and began sucking on my softening cock. Nicole had coached 
her well and had me erect in time.

She whispered to me, "Do her again. Just to be sure."

I could sense my work was done, but I did as she asked. Nicole grunted and 
groaned as fucked her again. I leaned back and Blair played with Nicole's 
breasts. Nicole came, this time it was more subdued. My climax was more subtle 
as well, each squirt of semen filling my new wife's pussy with thousands of 
sperm, each ready to impregnate her.

--------------------------------------------------------------------------------

Nicole was two months pregnant when we graduated. No one but myself, Nicole, 
Blair, and our doctor knew at the time. The bulge in her tummy was barely 
noticeable. The week after graduation we all flew out to our new home, leaving 
our old lives behind. Blair graduated with honors from college and scored a 
high paying job and I continued programming. Blair's quite content with her 
life, she has her career, an active bisexual love life, and gets to spend as 
much time as she wants with her two "nieces" and one "nephew," with a fourth 
child on the way in September. Nicole's happy to have a huge house, two lovers,
beautiful children and all the love she can stand. Me? I get to fuck two women 
every night. I may die early, but I'll die happy!


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*Please do not duplicate without the author's express permission!*
*                          Thanks!                               *
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I love reader feedback! Drop me a line:
shadowcleric@visto.com
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