had a few users from dirtypenpals suggest I post this here. Not written as a story as much as a dirty PM... so not sure about this at all. Almost completely true, but exaggeration does make things better.
I had a girlfriend in high school named Andrea. We started dating as junior (me) and sophomore (her). She was a typical young Canadian girl that was horny every second of every day. Her best friend in the world was named Justine. Beautiful, sweet girl. Same age as Andrea, childhood best friends, the works for a lifelong friendship. Justine didn't have the social grace that Andrea did, even though everyone loved her. She was a virgin, and had spoken with Andrea numerous times about how much that frustrated her and how she didn't want to graduate without losing it. She wanted it to be with someone special, someone she knew, and for a girl who didn't really make friends the easiest that was difficult.
Andrea and I loved each other, Justine was never a third wheel as Andrea loved her, too. I thought she was a great chick. I got my own place immediately after graduation, so the three of us suddenly spend a lot more time together. Andrea's parents loved me, so didn't really care how much time she spent with me, and Justine's parents knew of her social awkwardness, so never feared anything. If only they all knew how crazy their daughters could be.
Their senior Christmas break Andrea devised a plan to give Justine her wish. And I was going to get the Christmas present to end all Christmas presents.
After family obligations were tended to Andrea stole Justine away and brought her to my apartment. Neither family minded, it was just besties hanging out on Christmas. I left my family early and went home, got ready (changed and put on a blindfold), and waited on the bed. They arrived just a few minutes after I did.
No sooner did I hear the bedroom door open than I felt hands on my legs and a mouth kissing up my thigh. Andrea was wasting no time she must have been going so fast to shock Justine! The hands found their way into my boxers and to my cock, long since hardened at the thought of our collective Christmas present. It began to awkwardly slide up and down the length of my shaft, and no sooner had I determined this definitely wasn't Andrea than she whispered into my ear, "Merry Christmas."
I pulled the blindfold off to see Justine smiling up at me. She was radiant. And by the look in her eyes I could tell she was scared, a little crazy for doing it, and horny in the way only a total virgin could be.
Andrea moved down next to Justine and kissed her cheek, then whispered in her ear as Justine froze, shocked. I doubt she'd ever considered being with a woman. Ever. I'll never know what Andrea whispered to her, but her look of shock changed to a look of joy. Justine bit her lower lip, stood up, removed her panties and bra, and then waited.
Andrea pushed Justine on the bed. She fell backwards and laughed. Andrea then beckoned me to stand, and as I did Justine's mouth dropped. My cock looks its biggest from where she was laying only ", but thick and with a curve that Andrea says is to die for. Her favorite position is on her back with her legs behind her head. I think I have an idea of what Andrea whispered.
Andrea crawled on the bed next to Justine and began kissing her cheek, whispering again into her ear. Justine pulled her legs back to her head, and it obviously pained her to be in such a new, awkward position. I wasted no time before getting on my knees before her, scooting up, and rubbing my cockhead on her clit. She practically jumped. Had she ever even masturbated before? Surely.
Andrea began to squeeze Justine's tits. Both were C cups. Middle 3s? I think. And Andrea was having the time of her life working Justine's. She'd pinch the nipples, then roll them, then squeeze the whole tits, all while I rolled my cockhead around Justine's clit. The poor girl was losing it. She didn't need the teasing, she just needed a good fucking, she was soaked from the moment she knew what was going on.
Andrea again whispered into Justine's ear, and the combined stimulation of her nipples and clit as well as Andrea's words must have sent Justine over the edge. She started bucking to my circles, grunting, whispering words to herself that I couldn't hear, grabbing the sheets with one hand and digging her nails into Andrea's side with the other. Her toes curled. It was time.
Andrea looked at me and said, in a more commanding tone than I've ever heard, "Fuck her, Scott." Just as Justine's orgasm was fading I positioned myself over Justine, arms on each side of her, and pushed my cockhead into her as Andrea guided me. Justine was predictably tight, but she made a sound as if I was killing her. I pushed another inch in, then pulled back to the head. Justine breathed out "Go on..." to the both of us.
I pulled my cock out and Andrea rolled the head around Justine's clit more ("No, no more, just fuck me..."), then positioned me again to push inside her. Two inches at once this time, waiting, then three inches... fuck. I never told Andrea this, but Justine was the tightest thing I'd ever felt in my life. To this day, even. I had to repeatedly pull back and then thrust hard into her, burying her into the bed, just to get every inch into her. I'm surprised I didn't cum in the first minute.
I'm more surprised I didn't cum when Andrea started dirtytalking Justine as I was thrusting slowly, removing all virginity and innocence and purity, inch by inch, thrust by thrust.
I'll never forget the words Andrea used. "I knew this is what you wanted, Justine." Andrea was stroking Justine's hair, still playing with her friend's tits. "I know you've heard us before. I've seen how you look at him when you think neither of us are looking. He was the only man you've known well enough to consider losing your virginity to..." Andrea kissed her friend right on the lips, I could feel Justine's pussy squeeze around me. I moaned so loud Andrea laughed, then kissed Justine again. The poor girl was losing it, she had no idea how to deal with everything she was feeling, all of the emotions inside her.
"Did you masturbate to all of the stories I've casually told you? Of course not, you're a good girl. You wanted it but you never could ask... now you're getting it, and he's never going to stop fucking you." I pulled my cock out to the tip, held it there, and waited. I cued Andrea by calling out her name, and she looked at me, bit her lip, and started to rub Justine's clit with her fingertips, quickly back and forth. I started to pound Justine's little twat, full, long, hard strokes, pushing every inch down into her, then pulling back to the head, her body collapsing into the bed with each thrust. She was digging her nails into Andrea so hard that I thought she was going to draw blood. I still jerkoff to the sounds she made.
Andrea continued the dirty talk. She wanted me to cum, and she knew exactly how to make it happen. She kept rubbing Justine's clit as I pounded her, causing her twat to spasm around me. "He's going to fill you up Justine. Shh, shh, don't protest, you wanted it, so now you're going to get the whole experience." Justine wasn't on birth control, but there was always Plan B. Still, for an inexperienced, innocent girl, this must have been equally as shocking as it was hot.
"Once he cums in you you're ours. Yes, ours... mine to play with, too. I told you there were conditions." Andrea was so fucking hot right now, and I could tell the fire in Justine's eyes meant this was a sealed deal. "You love what he does to me, and you're going to love what he does to you."
Justine nodded and whimpered. She finally spoke with a shaky voice. "Anything... just let me cum again, please. I've never felt anything like it..." Andrea looked at me and nodded, grinning.
I lowered my body onto Justine's, wrapping my arms around her, kissing her lips for the first time, sending spasms all throughout her body and twat. I then kissed along her cheek and neck, whispering nothing in particular in her ear. "Wrap your legs around him Justine, get ready to take his cum. Fuck every drop out of him."
I began to thrust faster, harder, her body shaking with her thrust, hold in place by my arms. She wrapped her legs around me on command, keeping my thrusts short and fast, my balls slapping her ass. Andrea was still working Justine's clit, now in quick little circles.
I was grunting with each thrust. My balls were tightening. Andrea lay next to us, whispering to us both. "He's going to fuck your twat, fuck your mouth, fuck your ass. You're going to love it the first time he cums on your face and tits. And the taste, oh, the taste..." Andrea was practically moaning the words out. "Just wait until I teach you how to blow him just right, Justine."
Justine whined. "Please, just let me cum, let me feel him cum... give me a break, let me rest!" She was losing it, it was all too much.
Andrea was ready. "Cum in her Scott, fill her up, give her every drop of your seed. Knock her up. Just knock her up. Give your little fucktoy what she wants. Knock her up and let her rest!"
With one final stroke I began to empty myself into Justine. "Yeah, take it Justine, take every drop, milk him of it..." The feeling of my cum and Andrea's dirty words were enough, but she pinched Justine's clit so hard the poor girl screamed out and teared up, betraying the orgasm that quickly rolled through her. I guess Andrea wanted to associate a little pain with a lot of feeling good...
I continued to thrust through my orgasm, filling my girlfriend's best friend with load after load of my seed. Justine knew we'd get her the Plan B, but the idea of her getting knocked up must have been so enticing, yet so confusing. She fucked me for all she was worth for as long as she could, ensuring my balls were empty. She went to speak, but Andrea put a finger to her lip. "Shh... that's not for talking right now. Clean him of the mess you've made."
And that's how it began. And it continued on this way for another two years, getting more depraved by the week.
ablastofsilence
