The night I got a blowjob from [M]y girlfriend’s best [F]riend, and the girl she hated me being [F]riends with the most.

I’ve gotten some pretty good reception here, so I will keep these stories going. Per usual, head to the line-break if you dislike the buildup.
If any ladies are in the CA area, let me know and we can make our own story. It’s been a fantasy of mine to meet a girl on reddit and write a story here.

This story goes back to high-school and is inclusive of an empty house sans parents, some drinking, truth-or-dare, and our young hormone-driven bodies perpetuating our bad decisions.

My girlfriend and I had been pretty rocky towards the end of high-school. She was a hot little thing being brunette, green-eyed, with at tight little competitive dancer body. She had a set of firm D-cup tits, and one of the most phenomenal asses I, to this day, have ever encountered. As such, lots of guys were always trying to get at her, specifically one guy who was on the wrestling team with me. I couldn’t prove it, but I had my hunches that something was going on. Like many high-school relationships, there is a bit of scandal as we explore our sexualities, are significantly more immature and prone to succumbing to, and justifying, the “grey-areas” between right and wrong. One late night I was at my girlfriends house before she left for a summer-long school trip overseas. I was sitting on her bed while she finished packing, and her phone went off. The front of her flip-phone phone displayed “TXT MSG from Ryan”. She knew I did not like him texting her, and in my youth, I was a jealous boyfriend, likely fostering her need for secrecy, but I digress. I picked it up, and it read “If you’re down, I’m down, it could be our secret”. I called her out on it, and of course what followed was anger for invading her privacy, and my justifying it with having caught her in the act of making some type of plan that was likely scandalous in nature, warranting secrecy. She insisted she didn’t know what he was talking about, and I left exclaiming I was uncertain of our fate but that we’d talk about when she got back and I’d had some time to think and cool off.

The next day, a Saturday, I was at work at the local coffee shop on my afternoon shift, and Cecelia came in to say hi like she normally did after riding her horse. We had always been good friends, and she was two years younger than myself. My girlfriend hated how much time we spent together, but we had a lot of the same classes as she was brilliant, and we always studied together. I was always attracted to her, and fantasized about her a lot. We had discussed on many occasions that we’d make a great couple, but timing was never on our side. At that point, we had been 100% platonic. She was also in the same group of friends as my girlfriend, but they themselves were “frienemies”; enemies, but civil by virtue of belonging to the same social circle.

On this particular day, she was wearing tight jeans, and a tight white tank top. She was a tall 5’10, with a very long, slender, and elegant body. She was blonde, had caramel eyes, and was a competitive ballet dancer and carried herself as elegantly as you’d expect a ballerina to. Despite her incredible body, what always got to me was her perfect, bright smile and her laugh. No matter what mood I was in, it always made me happy. We made small talk and got into the specifics of my night with the girlfriend. She told me she wasn’t surprised, but she was not privy to any gossip, especially when it came to my girlfriend and I, as my girlfriend was certain Cecilia would tell me if something was awry (and she would have). We changed the conversation to making plans for the evening. My entire family had left a couple days prior to vacation in China. I was unable to go because I had a wrestling camp coming up. I had the entire house to myself for the weekend and told her that she could bring some friends, and we’d drink and have a good time. She agreed and went on her way.

The best and worst part about my house at the time was that it was very secluded in the rural parts of the town; I lived on a ranch. I had a lot of great parties there in high-school, and it always led to some good stories, which to me, is the point of life: Making great memories and stories. I invited my friend Bryan over and he was stoked at the unfolding situation. He acquired some liquor from his older brother, and came over. As the evening progressed, Cecilia called my house and told me she was on her way and bringing Sarah and Chloe, two of my girlfriend’s friends, but Chloe being the “best friend”. Chloe was a gymnast gone cheerleader, and vey into fitness. Standing 5’3, at no more than a 100lbs, with curly brown hair, and green eyes, she had the tightest most tone body of any girl in school. I had previously seen her in a bikini, and she had very toned abs, and the cutest little tits. This girl’s ass was also tight, and petite – she did her squats and the only fat on her were those little tits. She was also notorious for being a “good girl”, but I always got the sense that she was very curious. She used to love hearing my girlfriend’s stories about how big I was, and the things I would do to her. She would always comment on how much of a sexual deviant I was, and how I was corrupting her sweet friend. Sarah was the grenade. She was tall, had really big tits, shrek-ish in appearance, but she was funny and sweet as the stereotype dictates, so whatever. They came over, and we went down to our basement, that was equipped with a bar and proceeded to get absolutely shit-faced. This is where the scandal would begin.

%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%

For the record, I was up until this point, a very faithful boyfriend. I did not anticipate any of the following to occur, as in my mind, I was still in a committed relationship. The girlfriend had been my first love. We took each others’ virginity, and had been together for nearly two years. But alas, life does not always go as planned, and sometimes you get thrown a curve ball for better or worse.

As we continued to drink copious amounts of Vodka shots, Goldschlagger (sp?), and beers, inhibitions began to dwindle. We sat on the carpeted floor in a circle talking, gossiping, and making stupid jokes. At that point the previously quiet Cecilia remarked that we should play a game of truth-or-dare, and that she’d like to be the first to ask me, as the generous host, what my choice would be. “Dare”, I said. “Take your shirt off”, she quickly replied. This was followed by gasps and laughing by the other girls and Chloe saying “Oh my god, Cecilia, that’s your friend’s boyfriend!” Cecilia, drunkenly, said “Whatever, she’s not here and they are probably gonna breakup soon anyway, aren’t you Calithrowaway87?” I didn’t know how to reply, because I was still unsure of our fate. I said that it wasn’t a big deal, and that they’d all seen me without my shirt before, and from there, I took it off. Cecilia never made it a secret that she loved my body. Having been a wrestler nearly all my life and doing a lot of manual labor, and had taken up lifting over the past 4 years, I stood at 6ft with a very muscular and lean body. “That’s it. Now my turn. Dare”, she said. “Well it only seems fair that if my shirt’s off, then yours is coming off too”, I replied. With a snarky look, and a brief pause, she wrapped her hands around the bottom of her blouse and slowly took it off first revealing her gorgeously tanned stomach, then a sexy black, lacy, bra, and a gorgeous set of tits with cleavage to boot. Since I was sitting right next to her, I could faintly sense that she smelled like peaches. “Good thing I’m drunk”, she giggled.

As the game progressed, the other participants made it their mission to try and get Cecilia and I naked. Finally, after a series of “truths” being told by our friends, Cecilia was dared to take her pants off. Cecilia had insisted that we turn the lights be off if the game were to progress like that, so the bar area was now dark, only allowing light from the moon to shine in; all you could really see were our silhouettes. Cecilia leaned back against me, and unbuttoned her jeans. She slightly arched her back and slipped the pants off from around her perfectly formed, apple-bottom ass revealing a matching black thong. Despite the darkness of the room, the moon allowed me glimpses of Cecilia’s body if she moved in just the right angle. I caught myself stealing glimpses of her thong disappearing in her ass, sometimes her cleavage, the small of her back, or if she bent over, the rear of her pussy, covered only by a tiny, lacy black thong. At a certain point, I was instructed to remove my boxers. I thought at that point, it was reasonable for me to declare that “you guys are all getting a free show, and Cecilia and I are damn near naked. If we are getting naked, then all of you are. We should go streaking”. Chloe, being the “good girl”, said that she wasn’t getting naked, but she’d go streaking in her underwear, but only after a couple more shots. We happily obliged. One shot. Two shots. Three, and outside we went. My driveway was very long, paved, and led to an automatic gate. The moon was bright, so outside, there was nothing left to the imagination. Every detail my perverted little mind had fathomed with regards to these girl’s bodies was visually apparent; what a gorgeous night it was.

We stood there, cold, and I instructed Sarah, Bryan and Chloe to strip. They did. Suddenly there was ass grabbing, spanking, playful tugging at underwear, and a lot of laughter, with no prying neighbors….well, anywhere. The night, the near-nudity, it’s a fond memory of the freedom that youth offers. We bolted towards the gate. Cecilia leading the charge, then Bryan, followed by Tri-Sarah-Shrek, Chloe and finally, me, at the back. This part of the story I’ll never forget, because at this point, I discovered Chloe had a deviant and not so “good-girl” side to her. As I closed in on her, she slowed, and slightly bent over with an arched back, causing me to misstep, grab her waist and thrust into her ass. She also had on a black bra and black bootie shorts with a little pink bow at the top seam. The image of my hands around her waist, the defined and modest muscles on her back from all the gymnastics, and her firm little cheerleader ass against my semi-hard cock will forever be engrained in my memory and a reference point during boring sex or self-gratification. She giggle and said “Mmm you liked that, don’t lie…cheater”. I laughed, and said “That was not my fault! You knew what you were doing”. She laughed and we headed out the gate. The grabass continued in the secluded country-road for about 15 minutes before we decided to head back in.

The five of us collapsed on the floor of the basement tangled in the numerous blankets we’d found, laughing, sweating, and discussing the silliness of the events that had unfolded. We decided to drink some more, and continue to chat in the dark. Suddenly, Cecilia, next to me rose to her knees, and said, “Ok whose turn is it?!”. The crowd roared with laughter. I found my hand sliding up Cecilia’s thigh from behind, taking advantage of everyone’s distraction and the absence of light. She swat my hand off, brought herself to my ear and whispered “if it’s gonna be an anything-some, it’s gonna be a threesome”. Though it didn’t really make sense, the message was clear. The odd thing was that Cecilia and Chloe were both virgins. The girls in the group (except for Sarah) had this thing about losing their virginity to a guy they’d been dating long-term, so this perplexed me that much more.

Chloe mustered out “it’s my turn!” through her laughter. Cecilia hastily responded “I dare you to give Calithrowaway87 a blowjob”…”What?!, NO!! I can’t!”. Shocked, I laughed, but was overcome by Cecilia’s preceding message, her boldness, Chloe’s ass against my semi-erect bulge and that glimmer of naughtiness I had never seen before. “I’ll head up to my room. I’ll be back down in 5 minutes if no one shows up”, I managed through laughter. The house was completely dark, not a light on anywhere. Just the moon shining through the windows from the open country sky and echoing laughter of my best friends. I walked to my bed and sat down.

As I sat waiting on my bed, I continued to hear laughter, causing me to snicker. I reflected on my happiness in that moment, the excitement, the toxic girlfriend was not on my mind, and suddenly a shadow. It was Chloe. She came into my room through the door and what was previously a shadow, became a very real tight-bodied beauty, in her little black matching bra and panties. She kneeled in front of me. I looked down at her and said “you know this is just a game, you don’t actually have to do it”. She looked up at me with a devilish glare darting through her emerald eyes, and said “shut up, let’s just get this over with”, and pushed me back. She pulled my now hard cock out of my boxers, and immediately took me in her mouth, like she had been wanting this all night. Her mouth was so small, and her technique, impeccable. She ran her hands up my abs, and back down to my shaft, now stroking and sucking in unison, doing her best do deep-throat, sometimes choking before removing herself from my cock and gasping for air. Trails of drool left my cock and mapped their way to her deviant little mouth. Her thin, pink lips wrapped again tightly around girthy dick and I realized my girlfriend’s best friend’s mouth was the second to ever be wrapped around my dick. Not a minute later I looked up and saw Cecilia leaning against the door giggling, as she watched. She came in and knelt next to Chloe. Chloe looked over her, took her mouth off my dick and pointed it towards Cecilia, still giggling. Cecilia wrapped her lips around the swollen head of my cock as Chloe stroked. Chloe dominated the situation, taking my dick from Cecilia’s mouth and back to her. She was dictating when Cecilia could suck my dick, each taking turns providing me with the experience of a lifetime. After a few minutes of the two girls playfully taking turns giggling and sucking, I sat up and instructed them both to lay back. “It’s your turn now” i said to them. I closed the door. Soon we were all on the floor near the door, when it began to open. It was Bryan. Cecilia promptly closed it, and told him to go back downstairs. “Dude…do you need a hand in there?” he asked. We all laughed and the girls told him to tend to Sarah. I said sorry, but the the girls had made their wishes clear. He left and we continued.

I started with Chloe. On all fours, I made my way to her as she sat back and I began to kiss her. It felt wrong, but her lips felt right. It dawned on me that this was against every best-friend code there is. Against every boyfriend code there is. She let out the cutest moan as I let my hand wander over her tits, and behind her back. I knelt over her and undid her bra…”Cecilliaaaa…..” she said, apprehensively. I stopped. Cecilia laughed, just watching us, enjoying the show. “ugh whatever”, Chloe said, and unclipped the rest of her bra. It draped down her stomach where she pushed it aside. Her nipples were tiny, pink, and firm to the touch of my lips. I removed her panties, and instructed Cecilia to come over. Chloe continued to slowly stroke my cock as I knelt up and kissed a kneeling Cecilia, Chloe watched, taking in the view of the two us passionately kissing for the first time, well aware of my girlfriend’s hatred and jealousy of her. I unclasped Cecilia’s bra, and instructed her to remove her underwear and lay down next to Chloe. There they both laid, naked, legs open inviting me, me kneeling in the middle of them. I bent over and kissed Chloe, grabbing her neck as she stroked my cock. I felt Cecilia’s hand run up my back, and grab my head, pulling me towards her lips. I kissed her while I grabbed handfuls of Chloe’s little tits. I sat back on my heels and ran a hand down each girls neck, across their nipples, down their toned, tight abdomens till my hands were over either pussy. I rubbed their clits, letting their cum soak my fingers as they moaned in unison. Finally I slipped a finger in Chloe’s pussy. She was so tight, and she winced a bit while rubbing her tits as I started to enter with the second finger. Shortly thereafter, I slid a finger in Cecilia, then two. Her pussy was much more tolerable to two fingers and she was already soaked. I started to finger both of them, feeling both their pussies in each hand, how wet they both were, how differently they felt, how differently they smelled; young unadulterated pussy. They began to kiss each other, as Chloe continued stroking my shaft, Cecilia rubbing the head. Cecilia then rotated slightly towards Chloe, and started massaging her tits as their mouths we locked. I remembered that Cecilia always had a curiosity for girls, and was now exploring that part of her sexuality for the first time right in front of me. How I didn’t blow my load right there, or even 15 minutes before that is still beyond me to this day.

Boldly, I asked if I should get a condom, which was met with laughter and a strong “no way” from both girls. In most cases today, I’d consider this a defeat, and a buzz kill, but knowing their values, and “dealing” with two naked virgins, and the fact that they were both two close friends, I understood and just laughed it off and said “I had to at least try”.. I continued fingering them for some time, kneeling over to lick their pussies, first Cecilia, then Chloe, but paying most my attention to Cecilia who I’d fantasized about for the better half of my high-school career. Their bodies writhed with pleasure as the moaned asynchronously. Looking down at two sets of perfectly toned bodies, with perfect tits, two incredibly tight, two virgin pussies, knowing one was my girlfriend’s best friend, and the other her nemesis, each coaxing me closer and closer to the edge with every stroke of my cock I felt myself near the end. “I think I’m going to cum soon” I said. Cecilia took the lead and instructed me back on the bed. The two joined me on either side, kneeling beside my body. I let my hands wander over the two perfect girls on all fours, backs arched, tits hanging down, with my cock the focal point of their mouths – it was ecstasy. I grabbed their asses, then continued to play with their pussies. I grabbed their heads, encouraging the speed and aggression which I demanded. I pulled their hair when I thought one had enough, and guided the other’s head when I wanted her instead. I discovered in that instance the love of dominance and control that would stay with me in my sexual endeavors for some time to come.

They took turns tugging at my dick aggressively, licking and sucking what was left beyond their tiny hands. I laid there watching my dick disappear and reappear between their mouths as the orgasm gradually came to an apex. My cock started to pulsate as Cecilia’s mouth sucked, and Chloe’s hand held it steady as she looked at me biting her lip, my hands massaging one of their breasts each. I arched and couldn’t control the growl that left my throat. I shot the first rope into Cecilia’s mouth which she quickly swallowed before pulling away. Chloe continued to stroke as the second rope jettisoned from my dick onto her neck. They both laughed in astonishment as I continued to cum while Chloe stroked, multiple ropes flying onto my stomach and chest, covering Chloe’s spit-covered hand in cum. As I neared the end, Chloe and Cecilia laid down next to me, but continued to play with my dick, sometimes rubbing my chest. Cecilia playfully toyed with the cum on my stomach with her fingers before grabbing my shirt and wiping me down as we made small talk, laughing at how ridiculous the whole situation was. We fell asleep in my bed and in the morning I woke to an empty bed. We never spoke of that again, and my girlfriend and I continued to date for some time. I never had an experiences with Chloe again, but Cecilia and I fucked a few years later, but I’ll save that for another story.