Deflowering Blair

By Shadow Cleric

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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 had 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 no 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 fuck. 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 face 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 against the wall 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 of 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 straddled her 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 desire's 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, we celebrated Nicole's eighteenth. 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 almost feel it! 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!

Andrew, Nicole, and Blair return in "Prom Night"

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