I (F)ucked (M)y boyfriend’s best friend. [F18/M26]

I am in a happy and loving relationship with my boyfriend, Daniel. We have been together for nearly 3 years now, and I couldn’t have a better relationship if I had special-ordered him from Amazon. We are so much alike, it’s actually a bit scary sometimes. That includes a lot of similar kinks and fetishes. Luckily for me, one of his biggest kinks is sharing me. He thoroughly enjoys and gets off on me going out to get destroyed by big cocks. And, like a good little slut, I happily oblige. Our endeavors have not only satisfied my sexual hunger, but have also been a huge confidence boost for me. I have always been on the heavier side with tan skin, long black hair, and my eyes slant when I smile and laugh due to my Asian ancestry. My one saving grace has been my wide hips and large ass. http://imgur.com/MUpBo0h

Though I don’t find myself very sexy, I am also not as naive as I seem. I am well aware of how much our friends stare at me, especially my ass, and especially when I wear short shorts or leggings. Thoroughly enjoying the lusty stares I get, when company is over, I am usually in either yoga shorts or boy short panties. After company leaves, Daniel and I usually get hot and heavy, talking about how much they stared at me and how badly they seemed to want to fuck me. All of it was just fun little talks, until Jamie.

Jamie is one of our closest friends. He’s about 6′ even, compared to Daniel’s 6’3″ and my 5’3″. He is also wiry, with brown, curly locks and bright green eyes. I’ve had an eye on him since Daniel first introduced us, and Dan knew it, too. Jamie is nearly 10 years my senior, and, since I’ve met him, has always been adamant about not wanting to sleep with a girl still in her teens, even of legal age. Though, when he and Dan would hang out at Jamie’s house to get high and play video games, I would make sure that was when I would send Dan lots of sexy, provocative pictures. This was Jamie’s favorite, to which he told Dan that he would love to “take those off with his teeth” http://imgur.com/dengoII

Now, at this point, it seems like it would be obvious that Jamie and I wanted each other, physically. And it was very obvious. It should have been easy to make the move. However, Jamie is a painfully shy person, especially when it comes to females. Either painfully shy or just downright awkward as hell. It’s both frustrating and kind of endearing in a sense. I’m actually the only female I’ve ever seen him speak to and laugh with comfortably as just friends. So, me initiating any kind of sexual escapades had to be tread on lightly.

That’s when I found him on this chat-app Dan and I used to suss out potential hook ups. (And a good amount of successful ones at that, but those are different stories!) He appeared online in the guys near me section, and Dan and I hatched a plan. I began messaging him in a normal, friendly way. However, my profile was riddled with provocative pictures and sexual statuses, and I could see the multiple times he viewed my profile. The more we talked, the more he opened up to me and I noticed him getting more flirty.

A few days after first messaging Jamie, I was at work and extremely horny. Dan encouraged me to ask Jamie if I could go to his house after work to hang out. To my excitement, Jamie said yes. I ordered us a pizza, and made my way to his house. When I arrived, I walked in, just like I had done a hundred times before, but those times had always been with Dan. This time, I knew what I was getting myself into, and it was both nerve-wracking and exciting. He smiled as I sat right next to him, closer than usual.

We sat together, smoked weed, ate pizza, and talked for almost an hour. Jamie mentioned something about wishing he could crack his thumbs, so I offered to help. I scooted closer to him and grabbed his hand, tucking his arm under mine with his hand resting in my lap. I rubbed his thumb, and his other fingers rubbed against my thigh. I could feel myself getting wetter and wetter with anticipation. I couldn’t get it to crack, but rubbing up against his side, I found out that Jamie is ticklish.

“Sorry, can’t get it,” I laughed, poking at his sides. He jumped back and I laughed. I kept pinching at his sides and he squirmed each time.

“Unfair, what about you?” he smirked. I am extremely ticklish. The littlest nudge can send me flying. He started poking at my sides and I flailed, ending up across his lap. I laughed nervously but didn’t move away. We settled back down with my on his lap and his arm around my waist. I kept peeking back at him. I could have easily taken control of the situation but, stupidly, even with his arm wrapped around me and my back against his chest, I still was nervous about the possibility of rejection. Until Jamie spoke up again.

“You’re such a tease.”

“What, how?” I asked, turning to look back at him.

“You keep looking at me like that…”

My nerves melted and I sat and turned to straddle his lap. I feverishly pushed my mouth onto his and he groped at my ass as we made out. His hands ran up my back to my hair and back down again. He still had his hands firmly on my bottom when he pulled away to ask, “What about Dan…?”

“What about him?” I smiled before biting his lip gently. With that, he flipped me over onto my back on his couch and knelt between my legs on the floor. He ripped my shirt up over my tits, putting his lips to my neck while his hands groped all over my body. I still had on my tight, black pencil skirt from work, which he slid up my thighs. His lips moved down desperately, and his hands reached up to slip my breasts from my bra. He sucked on my nipples and my back arched into his touch. “Let’s go to your room,” I said breathlessly.

He smiled and nodded, giving my nipple another tug with his teeth before standing up. I stood with him, following him to his bedroom. Closing the door behind us, I turned to him and began undressing fully. I had on a nice black lace bra with black lace panties that make my ass look immaculate. He was still fully dressed, now laying on his bed with his eyes on me. I straddled his lap again, kissing his neck and tugging at the hem of his shirt.

“It’s totally unfair that I’m almost naked and you’re fully dressed,” I giggled. He nodded before sitting up to tug off his shirt. I wiggled down his legs so I could tug off his basketball shorts and underwear. When his cock sprung free, still only partially hard, I must say, I was impressed. I am no stranger to big cocks, and his isn’t the biggest I’v ever hard, but it was definitely the best looking. He’s 9 inches, thick , with a nice head. It’s also very smooth and nicely colored.

I took his cock into my mouth and went at it. I shoved it all the way down my throat and he groaned. I slurped at his head, bobbed down his length, and dragged my tongue back up. I was pulling out all of my best tricks and he was absolutely loving it. Now that his was rock hard, I pulled my mouth away and scooted up so I could ride him. He reached around me to unhook my bra and slip it off of me. He groped one of my tits, squeezing my nipple between his fingers and his mouth wrapped around the other. As he was working on my tits, I slipped myself out of my dripping panties.

I positioned myself so his cock was right at the entrance of my soaking wet pussy. I was so wet, I took no time at all getting used to his big cock. It hurt a little, but the pleasure outweighed the pain. I bounced up and down his cock and his hands moved to my ass. He pulled my butt up and slipped out of me before flipping us over so he was on top. His cock slid back into my pussy and I couldn’t stop moaning. He pumped in and out of me hard and fast.

His stamina is unlike anyone I’ve ever had sex with. He was on top of me, fucking me vigorously for a full 45 minutes, at least. He finally needed to take a short break to catch his breath, and I thought I would finally have a moment to rest. Nope. When he climbed off of me, his fingers went straight to my clit. I let out a loud moan, squirming under his big, rough hands. He shoved two fingers inside of me and I gasped.

“I, uh, have something else for you,” he murmured. I sat up on my elbows, curious now. He stepped off the bed and went into his dresser drawer. He pulled out something a box, still in its plastic wrap. Once he ripped all the packaging open, all I saw was something big and purple: A dildo. He knelt back on the bed and pushed me onto my back. First, I felt his fingers back to massaging my clit. Then, I felt him insert it inside of me.

“Fuuuuck, Jamie,” I moaned, throwing my head back. I don’t know how much more I could handle between his huge cock, undying stamina, and now this. He fucked me with the dildo while massaging my clit with his other hand. I felt my pussy tighten around it. “I’m.. I’m gonna…” I moaned as I squirted on the dildo. He smirked at me as he pulled it out of me. He leaned down and lapped up the excess juices left down there and I shivered at the touch.

He grabbed my hips and flipped me over onto my stomach. He lifted my hips up so my ass was in the air. and plowed his cock into me again. His hands gripped my hips and ass as he pounded me from behind. “Grab my hair,” I moaned. He wrapped a fist into my hair and tugged up as he continued to pump in and out of me. He pulled me up by a fistful of hair and I moaned loudly. “Choke me.” He happily obliged and moved his hand from my hair to wrap it around my neck. I enjoy getting choked to the point of feeling dizzy, but Jamie was taking it easy on me. I reached up and put my hand on the one wrapped around my neck, squeezing it. “Harder,” I moaned. He gripped my neck tighter and I was starting to feel the familiar lightheaded feeling I love so much.

He loosened his grip a little and slowed down before pulling out, completely out of breath. We both collapsed forward onto the bed, totally spent. We were laying there catching our breaths when we heard the front door open. Jamie threw on his shorts to see what happened. It was Daniel. I had forgotten my phone on the couch in the heat of the moment and hadn’t realized we had been going at it for 5 hours. Jamie thought Daniel was going to beat him senseless for catching me there, but Daniel reassured him that he knew what was going on, it had just been a long time. Daniel left out in his car, and Jamie came back in to me getting dressed. I was worried he was upset by the fact that I lied to him, but instead, he kept pulling me onto him, rubbing at my clit, and biting my neck. He hadn’t cum in the whole 5 hours we were fucking.

I had to pull myself away from him and promised I would definitely make it up to him later. And boy, did I make it up to him ;)

Jamie and I have had a good bit of sexual encounters since this night. One being just 2 days ago. But this was the first and probably the most thrilling experience we’ve had. At least, definitely top 3.

Source: reddit.com/r/gonewildstories/comments/54rvhf/i_fucked_my_boyfriends_best_friend_f18m26

13 comments

  1. > He hadn’t cum in the whole 5 hours we were fucking.

    damn… boy’s been fapping too hard and too much… tell him to go no fap for a while.

  2. OK, so first off, great story. I really like your voice and a nice balance of plot and action. Some more insight into your feelings or descriptive detail could take your story from a good GWS tale to a great one so if the witch hunt in the comments hasn’t put you off I’d like to hear any other salacious tales you have to tell.

    I don’t judge you or Daniel, if what you have works more power to you. I do think Jamie was in a spot here- in the story as written its unclear if he was aware you were in an open relationship, and he certainly didn’t know Dan was cool with it.

    So I mean, in the abstract, this puts him in a comprising position. The point of safe sane and consensual is that everyone involved has the required info to make informed choices, and you didn’t give Jamie the crucial info he needed to give informed consent.

    End of the day it all worked out so yay. Just keep that in mind for next time and keep on flying your freak flag.

  3. It happens. That has happened between couples who work together and is common. At my newest job, I admitted to my husband that a co-worker was flirting with me. After he kept asking, I confessed I found him appealing and considered giving in. He said he found that exciting and asked if I would flirt back.

    I was hesitant at first but finally said I would. About 10 months back, he asked if I could help him find a lost file at 4:50 pm when it was almost time for everyone to go home. We rummaged through the copy room together until he finally located it some 15 minutes later, and no one else was in the office. He turned out the overhead light and the only dim lighting then was from digital machines.

    He thanked me for waiting around and squeezed my hand. I didn’t pull away. We stared at the other, not moving until he pulled me to him and kissed me fully on the mouth. I was trembling. He lifted me and sat me atop the file room table.

    He spread my legs and unzipped his khakis. I couldn’t move as he slid his member into me. I cried out as he thrust into me.

    I told my husband that night, and he said he understood. He urged me to keep seeing him. Since then, I go to his apartment about twice a week (but have only stayed overnight three times all within the past two months.)

    When staying longer than around 10 pm, I call my husband for permission to let him fuck me. We talk in code so my co-worker won’t know that my husband approves.

  4. I don’t know why you’re getting crap for this when there are recent stories where the guys cheated on their unknowing partners. Nobody’s giving them crap! Smh

  5. Girls clearly have no concept of size and this proves it. ”9 inches thick but I’ve had bigger?” someone give her a ruler.

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