Fucking our Best Friends…at a Funeral [Group]

*Names and minor details have been changed for anonymity*

So this is technically Part IV of “Truth or Dare Ball” if you’ve enjoyed that. But it’s been a long time since I wrote [Part III](https://www.reddit.com/r/gonewildstories/comments/cis7xp/truth_or_dare_ball_part_iii_full_swap_group/) (which is relevant to this story, I’ll explain in a second). If you want to catch up on the entire story it [begins here](https://www.reddit.com/r/Hotwife/comments/9jj99v/swapping_at_a_halloween_party_an_intro_to_truth/), but I’ll do a quick recap if you don’t feel like it.

Hi, I’m Brian. 33 years old, 6′ even, broad-shouldered, barrel-chested, full beard and chest hair. I’m a martial artist, so I can turn heads when I’m training hard. Right now I’m stuck in the house all the time so I’ve got a serious dad-bod going on, but I’m working on it I promise. My wife Michelle and I have been together for 8 years. She’s 29, she’s 5’4”, she’s fit and hourglass curvy. Pale skin with long red hair down her back. She’s a pole fitness instructor, so she’s strong, lithe, and confident. My best friend Mark is the lead singer and guitarist of an unknown but really good band. I say this as a straight guy: I’ve been called handsome, but Mark is fucking hot. My *mom* has a crush on Mark. He’s 5’11 with a swimmer’s body. Punk rock style: a nose ring, tattoos, leather bracelets, a mop of red-brown hair and stubble. His wife Winn is 5’3 and thin. Bright blue eyes with thick, shoulder-length, curly blonde hair. Winn is cute. We’ve all fucked a couple times.

Jerking Off with My Best Friend in the 2000s – Part 5 [MMF]

[Part 4 Here](https://www.reddit.com/r/gonewildstories/comments/gn4oqj/jerking_off_with_my_best_friend_in_the_2000s_part?sort=confidence)

Gail looked at each of us, smug, her makeup running, face covered in spunk, and purred: “Good boys. Now it’s my turn.” The hot little mess laid back on the bed with Don and spread her legs. “Get to work” she said to me, and I jumped to follow her instructions. I kissed and nibbled all over her thighs, and teased her clit with my breath. She was squirming for me after a minute of this, and I looked up when I heard her moan. She was making out with Don, her face still covered in our cum. I licked her pussy lips, and she gasped when I got to her clit. She tasted like fucking sunshine and rainbows. I stayed down there for a very long time, until she started panting my name over and over again. She moaned loudly when I inserted a finger into her absolutely drenched slit, and I looked up to admire my handy-work: She had her tongue down Don’s throat while he squeezed her tits, and she was stroking his hard cock again. (I swear that motherfucker has a 5 minute refractory period, I’m so envious.) I fingered her and ate her out until she reached down and grabbed a handful of my hair. “I’m going to cum papi, I’m going to cum so hard!” she screamed. I would later learn that the entire hall heard this, and assumed it was Don’s handwork while I was away for the weekend. That was a blast.

Jerking Off with My Best Friend in the 2000s – Part 4 [MM] [MMF]

[Part 1 Here](https://www.reddit.com/r/gonewildstories/comments/fvjk87/jerking_off_with_my_best_friend_in_the_early/)

[Part 2 Here]
(https://www.reddit.com/r/jobudstories/comments/fw5dfx/jerking_off_with_my_best_friend_in_the_2000s_part/)

[Part 3 Here]
(https://www.reddit.com/r/jobudstories/comments/gk4tac/jerking_off_with_my_best_friend_in_the_2000s_part/)

“Now grab each other’s cocks,” Gail ordered, staring intensely at us. I looked at Don, he looked back. We reached out, and both inhaled as our fingers wrapped around the other’s dick. Gail smiled and said “Now stroke each other. Slowly.” I started to slide my hand up and down my best friend, and bit my lip as he did the same to me. The edibles already had everything feeling so good, and now Gail was inches away from me watching me jerk off her boyfriend. She seemed much taller than her usual 4’11” self in that moment, and I looked her up and down for the first time: it’s because she was wearing absolutely sky-high black stripper heels. The kind with the wraps that go up the calves. Her curvy body was wrapped in a black mini skirt, tight around her ass and flaring just below her cheeks. The kind where if she bent over, anyone behind her would get a very nice show. Her tits were practically bursting out of her blue cropped halter top, her sexy tummy and considerable cleavage on display. She had come here to fuck. “I’m so glad I decided to surprise you tonight, this is even better than I imaged.” She bent over and began kissing Don deeply, then moved to straddle him on his chair. I let go of his dick so she would have room, but she snapped, “Did I tell you to stop? Stroke my boyfriend’s cock while I make out with him.” So I absolutely did. After a minute, she stood up and said “Don’t get jealous” to Don. She walked over to me, sat on my lap, and kissed me deeply. Her lips were full and delicious. I was still stroking Don, and felt his member flex involuntarily when Gail moaned a little. “Move your hand” she said to Don, and she began grinding into my erection. She pulled her tits out from her shirt without removing it, and motioned for me to start sucking on them. Don’s cock flexed again, and I kept stroking him while I pleasured Gail’s breasts.

Jerking Off with My Best Friend in the 2000s – Part 3 [MM] [MMF]

[Part 1 Here](https://www.reddit.com/r/gonewildstories/comments/fvjk87/jerking_off_with_my_best_friend_in_the_early/)

[Part 2 Here]
(https://www.reddit.com/r/jobudstories/comments/fw5dfx/jerking_off_with_my_best_friend_in_the_2000s_part/)

Gail went home for the weekend after her exhibition with Don, and the girl I was hooking up with at the time had a choir trip so Don and I had the room to ourselves and no ladies around to make us cum. Friday night after class, we ate some edibles, stripped, and put on some porn. I’m always scheming, so I made sure to put on nothing but latinas. “She looks a little like Gail don’t you think?” I asked. “Yeah man. Sucks dick like her too.” I laughed, “Oh I know. I saw.” Don smiled. “That was kinda hot, knowing you were watching.” “It was hot to watch!” I said, reaching across Don for the lube and “accidentally” brushing his cock with my forearm as it passed by. I lubed up, and left on the bottle on the chair leaning against my inner thigh. “Anytime you want me to watch, I’m game. Hell I’d even help you fuck her if you’re both down. She fucks so good.” Don smiled. “I”ll think about it.” We stroked in silence for a while.

Jerking Off with My Best Friend in the 2000s – Part 2 [MF] [MM]

[Part 1 Here](https://www.reddit.com/r/gonewildstories/comments/fvjk87/jerking_off_with_my_best_friend_in_the_early/)

The next year, completely unplanned, Don and I ended up going to the same college. We decided not to room together because we wanted to branch out socially, so for the first semester we saw each other occasionally but not often. However, we both got stuck with fucking *nightmare* roommates. Mine was a slob who never went to class, never showered, and literally left ketchup handprints on the furniture. I’m a clean-freak and germaphobe so that was torture. (If you’re reading this Kevin, I hope you choked on your fucking french fries you piece of shit.) Don’s roommate was a drug-dealer who he caught smoking meth in their room. Twice. One night Don and I grabbed dinner at the dining hall to catch up, and we shared stories about who we were fucking, how classes were going, and how terrible our roommates were. My roommate had alerted me that he would not be returning in the spring semester, and Don said he was going to try and get his roommate kicked out. We agreed that if we were able, we’d request to room together to avoid more crazy people.

And so we did!

Jerking Off with My Best Friend in the Early 2000s [MM]

Growing up, my best friend was Don. We were smart, did martial arts, and were a great comedy duo, so in high school we ended up working our way through all of the women in our friend circle. We’d share tips with each other to help the other one score better. “Rachel likes a firm tongue on her clit and 3 fingers in her pussy” or “Kristen likes to have her hair pulled and be pounded like a jackhammer,” or “Laura has daddy issues, order her around like she’s a useless slut and she won’t stop cumming.” We’d talk about sex late into the night, and it would always make us super horny. But we grew up in a conservative town, so even that level of open communication was a little taboo. Now I realize that Don is probably bi and ashamed about it, but I’m secure in my straightness and have never been too hung up on labels anyway. I like what I like. By our senior year though, we broke through some of that bullshit and had some great times.

Truth or Dare Ball – Part III: Full Swap [Group]

[Part I is here.]
(https://www.reddit.com/r/gonewildstories/comments/9jfd47/swapping_at_a_halloween_party_an_intro_to_truth/)

[Part II is here.]
(https://www.reddit.com/r/gonewildstories/comments/9ta2j9/truth_or_dare_ball_part_ii_thor_is_sexy_group/)

*Names and minor details have been changed for anonymity.*

Months went by with no new developments. We made a few attempts to plan with Mark and Winn, but it seemed that they had gotten cold feet. It was disappointing, but not unexpected. After all, Winn was in control, and Winn could be fickle. We had pretty much given up trying to play with them and had moved on to other couples, so we were surprised when they proposed a game night out of nowhere. We assumed that it would be platonic but I wanted to be prepared just in case. So we bought a few bottles of red wine and Michelle wore a sexy-but-not-overt outfit: A collared black button-down with a red pencil skirt, thick-rimmed glasses, and a pair of spiky black heels. I placed the Truth or Dare Ball up on the bookshelf near the board games so it was visible but not prominent. Mark and Winn arrived, and it was immediately clear that they were up to play: Winn was wearing a low-cut, light blue sundress that was so short it looked more like a long shirt. 6” cork wedge heels, a silver anklet, and a choker completed her look.

Truth or Dare Ball – Part II: Thor is Sexy [Group]

[Part I is here.]
(https://www.reddit.com/r/gonewildstories/comments/9jfd47/swapping_at_a_halloween_party_an_intro_to_truth/)

*Names and minor details have been changed for anonymity.*

It was a few days after Halloween, and my wife Michelle and I were anxious to play with our friends Mark and Winn again. We’d had threesomes with women before, but we’d never swapped with another couple. Just the small amount of playing we did with Mark and Winn had been so hot, we were constantly horny just thinking about it. We wanted more. But how, with a willing but reluctant Winn controlling the pace? We went through a bunch of ideas: Spin the bottle? No, that’s fun for a minute but it’s just kissing. Truth or Dare? Maybe, but it’s usually lame. I scoured the internet for hours looking for swinger games to ease in newbies, but there’s nothing good. They progress from “Make out for a minute” to “Anally gangbang the mailman” in like…2 rounds. No thank you. But then Michelle knocked it out of the park.

Swapping at a Halloween Party – An Intro to Truth or Dare Ball [Group]

*Names and minor details have been changed for anonymity.*

My wife and I have been together for 6 years. We’ve been open since the beginning. I had recently gotten out of a sexually unsatisfying 5 year relationship and knew I couldn’t do that for the rest of my life. I’d been reading up on swinging and polyamory, and not only did it sound rational, it got me rock hard every time I thought about it. That’s what I wanted. Luckily my now-wife agreed even though she’d always been monogamous before. Michelle is 28 years old, 5’4”, fit and hourglass curvy. Pale with long red hair down her back. She’s an avid pole-dancer so she’s strong, lithe, and confident. I’m Brian, nice to meet you. I’m 6′ even, broad-shouldered and barrel-chested. I’m a martial artist, so I can turn heads when I’m training hard. Right now I’m stuck in the office a lot, so I’ve got a bit of dad-bod going on, but I’m working on it I promise. Anyway.