A friend from high school [M] shared his girlfriend [F] with me [M].

Hey everyone, this whole thing must’ve happened about seven or eight years ago. This also turned out way longer than I expected. I just found this subreddit and have plenty of things to share on here. I’m of Indian origin, but I’ve lived all my life in the US.

Note: All the names here are made up. I’ll be Derek.

Anyways, back in high school during our freshman and sophomore years, we had a small group of close friends with five people. Ryan was one of them. He was fairly smart (not overly smart), really good at sports (but not nearly as athletic as most people), and filthy rich. Probably the richest in the city. He was seeing a girl called Erika, who was a part of our slightly larger group of friends with about eight people. She was easily the hottest girl at school. Everyone agreed and Ryan knew it. I won’t go into detail because she was still a minor at that point. They loved each other and they were perfect for each other. It wasn’t just ‘jock meets slut.’ He wasn’t a jock and she wasn’t a slut.

At this point, I was overweight and a little anti-social. Erika and I didn’t talk much but we still got along well, and both of them headed off to some private boarding school in a different state for their last two years of high school. They visited once where I only ended up meeting Ryan and that was about it.

Fast forward and I was 24 years old with a well-paying job, working my ass off. I’m 5’11” or 6’0″ depending on what you use to measure. I had a black undercut with no facial hair at the time and brown eyes. I was slightly toned, but nothing too amazing. I just didn’t have a lot of fat and I wasn’t skinny.

Anyways, I got a friend request from Ryan on Facebook one day, and we chatted a little about college and work, before he invited me over for dinner on a Saturday, telling me to come over right after lunch so that we could hang out for longer. Considering they would’ve gone their separate paths in college, I figured it was better not to ask about Erika. It’d be a little weird as well.

He lived about an hour away so it was hard to gauge traffic and I showed up about 20 minutes early in a bluish-gray t-shirt and cargo shorts. I rang the doorbell, having to wait a little before I rang it again and the door opened. It was Erika in a red and maroon striped towel with soaking wet brown hair and deep blue eyes. She must’ve been about 5’6″ and even bustier than before. She was still drop-dead gorgeous. Within seconds, she invited me inside, quickly telling me to sit down before rushing off to put on some clothes.

She came back in gray booty shorts and a light blue tank top, reaching out for a hug, before we sat down next to each other and caught up. Ryan and Erika did part ways for college, but stayed in touch and managed long-distance for four years. I was really really impressed and surprised. I knew to stay away, but she flirted a little here and there and I played along, knowing not to be too assertive. As hot as she was, I was loyal enough to Ryan as a friend.

The doorbell rang again, as Erika stood up and ran, kissing Ryan who was wearing a suit before he noticed me. I stood up and we hugged tight. He called back an inside joke about me being fat in high school and having lost weight. Ryan left and went upstairs to get into normal clothes. Erika and I continued talking, until Ryan yelled, “it’s pretty chilly outside! Do you guys wanna hop in the hot tub?” I looked towards Erika who already replied, “yeah sure!” before saying to me, “you have no excuse. You can just wear your underwear.”

She went upstairs where Ryan was to get changed. They took a little bit longer than they probably should’ve but never mind. I had already taken my clothes off (apart from my navy blue and white checkered boxers) and gotten into the hot tub when I saw them come down. Ryan was shirtless, wearing simple red trunks with black vertical stripes along the side, whereas Erika forced me to do my best to keep my hardness contained in a white bikini that didn’t leave much to the imagination. I’m about average-sized at around 5.5″.

They got in the hot tub with me, but I was still aroused and my dick clearly pushed my boxers up a little. I hoped they wouldn’t notice under the water. I *prayed* they wouldn’t notice under the water. They sat opposite me in each other’s arms. Erika’s tits pushed up against Ryan’s chest. I was third wheeling big time and I was way too aroused.

We enjoyed the water and talked about mostly sports and other general stuff when we took one of those breaks where no one talks and everyone just relaxes in the hot tub. I noticed Ryan whispering something to Erika but I didn’t really think too much about it and I didn’t eavesdrop because I’m not a creep. I closed my eyes and zoned out.

“How’re you doing there?” Ryan said, chuckling, interrupted the silence. It had been long enough.

“It’s nice,” I said, keeping my eyes closed.

“No, I mean how’re you doing *there*?”

I opened my eyes. “Fuck,” I thought to myself. He was clearly referring to my hard-on. I stammered, “I…uhh…look man -”

He lightly pushed Erika forward. “You sure?” she said to him. He nodded. At this point I wasn’t quite sure what was going on, until I saw Erika crawl towards me with her tits almost dropping out of her top. She pulled my boxers down slowly as I stayed in place, rigid.

“Ryan?” I called.

“Don’t worry, she’s good,” he said.

As she talk my achingly hard cock into her hand, I asked, “are you sure you’re okay with this?”

“Are you kidding?” he replied, as Erika kissed the tip of my cock, sending a tingle through my body, before taking my whole cock into her mouth. I groaned in pleasure, putting my hand in position to push her down and keeping it there, just in case she objected.

Taking her silence as agreement, I forced her down my cock, before hearing a slap from Ryan spanking her. He pulled her bottoms down, licking her once as I still carried on groaning.

“She’s good, isn’t she?” he said, getting to work on her pussy. I was too preoccupied to notice. I hadn’t had sex since the start of my junior year in college. Nothing more than my own hand.

“Stop,” he told her out of nowhere, “I want your mouth. Turn over.” She got up, taking her top off in front of me as I saw her succulent breasts reveal themselves. She turned around, naked now, on four legs to get to work on Ryan.

I made the most of my opportunity, giving her a light spank, before getting on my knees to slide myself inside her. I started slow, but her ass was clapping against me as I fucked her as hard as I could within a minute.

I lost track of time, but we kept on going for a while, as I held back from shooting my load. I honestly felt really good about myself when Ryan went off before me in her mouth. He went off to spectate, coming close to spank her more than once. “Don’t worry, she’s on birth control,” he said.

I felt a million sensations flow through my body as her pussy contracted around my dick, setting me off and cumming deep inside her.

We ended up sitting there naked and tired for a bit longer. Turns out, an open relationship was how they made long-distance work. She gets her pick and he gets his.

Source: reddit.com/r/gonewildstories/comments/bpfcij/a_friend_from_high_school_m_shared_his_girlfriend

15 comments

  1. This was an amazing story, I swear this is one my biggest fantasies. Somehow never had the luck to meet friend couples like this or have my girlfriends on board with such :p

  2. I have a little crush on one of my man’s high school buddies. I wish he’d be down for this hahaha

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