Anal With My Wife’s Best Friend [mf] [partnerswap]

Here’s the context for leading up to this story: https://www.reddit.com/r/gonewildstories/comments/8d8vsp/my_first_time_didnt_exactly_go_as_i_expected/

For the first month after Amy and I were married, we lived with her roommate Janet, who as I mentioned in my previous story, was the hottest girl I knew. Which made it tough for me because I was super attracted physically to Janet and felt guilty about it because I felt that I loved Amy too. But it seemed Amy had the same problem with Ricardo, who was spending a fair amount of time in the apartment too and it was obvious that Amy thought he was very hot. It was a weird situation, we all got along and had a good time together, but it seemed like the women were having a contest about who could be louder during sex. Ricardo and I talked about it once, after we had both gotten action with our respective ladies and they were sleeping. We were drinking beers and watching some West Coast college basketball game and he mentioned that Janet was super more into sex when he visited her, as opposed to the other way and I told him that Amy seemed like she turned it on also when Ricardo was around.

Anyway, about a month after we got married, Janet moved into a one bedroom apartment in the same building and when Ricardo finished up at school, he got some sales job working for a pharmaceutical company in our city and moved in with his girlfriend. Ricardo traveled a fair amount and when he wasn’t around, Janet often came up to hang in our apartment since she said her place was haunted. She even crashed on our couch a fair amount. This could get weird for me at like 2 in the morning when I’d need a break from the online business I was trying to make happen in my free time and head over to the kitchen for a snack and look over at Janet sleeping on the sofa in tiny shorts and a tank top and just stare at her, getting hard. I mean holy shit, it sounds creepy as fuck, right?

This went on for about half a year. It seemed to me that Amy and I were having an amazing time as a married couple, both sexual and otherwise, but I spent a fair amount of time fantasizing about Janet through it all.

Around Christmastime, the four of us spent a ton of time together, eating and drinking. A lot of drinking. New Years Eve we were all off of work, the other three well on their way to being plastered by the early evening (I drank a lot when I was younger and my tolerance is very high as a result) when Janet blurts out, “Hey Amy, how big is Mike’s dick?”

Ricardo and I looked at Janet surprised, but Amy seemed to take it in stride. She tilted her head and looked at me. “Average. Sorry honey. But he uses his size well. Very well.” She leaned over and kissed me on the cheek and patted my crotch.

I turned beet red as everyone looked at me. “Oh I’ve heard. Clearly he does a good job,” Janet assured, giving a double thumbs up. Janet glanced at Ricardo who was looking at her confused. “See, Ricardo has a very large dick. Very.”

“Babe,” Ricardo said, blushing. “I don’t think they want to hear about my dick.”

I glanced at Amy and she looked like she was going to disagree, but she kept her mouth closed.

“I’ve got a point here. Really. See, I don’t know why, but I’m very into anal. Like my top ten orgasms have all come from when there were fingers up my ass. And I’ve always wanted to try a cock in there but I never had the nerve to ask anyone before Ricardo. And when we tried…well it was just too big.”

Ricardo was hiding in his arms, Amy was staring at her friend with a look I couldn’t place and I was just trying to figure out what Janet was getting at when it hit me.

“Oh,” I said, looking directly at Janet, feeling myself getting hard.

Janet nodded. “This guy gets it.”

I looked over at Ricardo, who was still covering his head with his arms. “You want me to fuck you up the ass.”

“Give Mike a gold star,” Janet said with a laugh and a drink.

I looked over at Amy, who was still looking at her friend. “I mean, I really think that, you know, that’s…” How do I put this without sounding like all I want to do is fuck Janet? Lucky for me, Amy jumped in, putting her hand on my thigh and giving me a sideways smile.

“So just like? You want Mike to fuck you?”

“Anal only. But yes. It’s weird to be asking this right? I probably shouldn’t have asked.”

“No no, we’ve been friends for like forever, I’m just processing.” Amy looked at Ricardo, who was still hiding. “What do you think about this, Ricky?”

Ricardo didn’t immeadiately answer, but sighed. Finally he picked up his head and looked around, taking a long drink of his beer. “I want Janet to be happy,” he finally said.

“That’s a bit of a non answer. We all want Janet to be happy. But there are levels to this thing,” Amy responded.

“What if…I mean, like I totally appreciate the pandora’s box I opened here. But what if we just, I don’t know did a partner swap one time? That way it isn’t about me. I mean, I guess I’m being persumptious that Mike would even be interested,” Janet said, her finger circling the mouth of her beer bottle. I’m not even sure she knew what she was doing, but it seemed Freudian as hell to me.

At the mention of a partner swap, Amy eyes widened. I tried to keep my face even. “I mean, it’s not a secret that that first time I met Amy I was misguided in my belief that we were going to have sex. We’ve all had a good laugh about it. But that was different. I wasn’t attached and–”

“I mean, I think it could be cool,” Amy broke in. “We are all good friends that I think it would just be something to try, not like weird at all.”

Ricardo was on a new beer, but he nodded slowly. “Amy is pretty cute. I don’t know,” he looked at me. “You guys are married so I feel like that’s a different level.”

I shrugged. “For me, if everyone is for it, I think it would be interesting. I’ve never really thought about anal”–except the million pornos I’ve watched with anal, I didn’t add. “So I guess, I don’t know. I guess so.”

The conversation took a very obvious turn away from the subject and for a few hours we all continued to eat and drink and chat, morning turning to afternoon. A few hours later, I had broken away to do some work on my shitty website and Ricardo eventually came into the office.

“Are you really cool with this?” he asked me. “Because those girls are totally blasted now. So it might be best to just do it now and be done with it, if that’s what’s going to happen.”

As I’ve said, I like Ricardo a lot and we are friends, but there’s always a small part of me that thought he was going to kick my ass if he realizes how much I wanted Janet. So once again I tried to carefully think what to say. “Hey, if you aren’t cool with this, neither am I. I’m just saying that now. You know I’ve only been with one girl ever, so there’s always going to be a part of me who will wonder how different it is with a different girl, you know? But bros first, OK?”

Ricardo grinned. “You’re a good dude. But no man, it’s cool. Honestly, I don’t like the whole pooper thing. So if this scratches her itch and stops trying with me, that’s great. And I would be lying if I hadn’t thought about what Amy was like. She seems pretty crazy in bed, right?”

I think there’s always some weird jealousy in a situation like this, and I did feel a little, and also feel a little worried that Amy would like fucking Ricardo more than me, but I also felt a little flattered that such an attractive guy like Ricardo wanted to bone my wife. “I certainly enjoy it.”

Ricardo nodded. “Right, OK, so let’s just do this. I mean, we have lube and shit at our apartment. So why don’t you just grab Janet and take her to our place and go for it. And me and Amy will keep it to the couch, I guess. Or is there somewhere you’d prefer?”

I thought for a minute. “Whatever you guys do, wherever you guys do it, it is what it is, you know? No need to run anything by me first,” I said with a bit of a forced laugh. Ricardo just nodded and I followed him into the living room.

The two girls were sitting on the couch facing each other, chatting, with the TV blaring some reality show behind them. As soon as Ricardo walked into the living room, they just stopped talking and turned, both looking rather expectant. Ricardo walked over to Amy’s side of the couch and hesitated.

“We doing this?” Janet asked no one in particular and the three of us all nodded. Amy never glanced over to me as she stood up, hesitated, and moved closer to Ricardo. Janet caught my eye and tilted her head to the door. I followed silently.

As I turned the corner from the living room to the hall, Janet paused and turned around, peeking back in. I turned to. Somehow both Ricardo and Amy had removed most of their clothes in those few seconds, and Ricardo had Amy bent over the arm of the couch. Janet hadn’t been lying, Ricardo was bigger and girthier than me and he was rubbing hims cock against Amy’s ass, his other hand dancing over her back and shoulders, much to Amy’s vocal delight. I’m not sure if what I felt was uncomfortable about being voyeuristic or uneasy at seeing my wife enjoying another man, but Janet was very clearly into it. After about a minute I lightly grabbed her arm and pulled, and Janet came out of her reverie.

Janet swayed a bit as we headed out of the apartment, Amy’s pleasure following us as we went, and headed to the elevator. Thankfully no one was in the hallway to see my tented shorts.

“OK, some ground rules,” Janet said as we waited for the elevator. “This is anal only, no vag stuff, no mouth kissing. You know anything about anal, Mike?”

The elevator dinged and the doors opened and I thanked the god I don’t believe in for it being empty. Only from super realistic porn, I thought, as we stepped in. “I think I have the basics down.”

“Great. They say doggie style is the way to go, and just go easy on my virgin ass and hopefully we’ll both enjoy this.” Janet rocked back on her heels, bouncing her tits in an enjoyable way for me. “God I’m so fucking excited for this.” Janet grabbed my hand when the doors opened and we got to her apartment and dragged me in. We walked to the bedroom doorway and she turned and faced me.

“OK Mike, I wanna thank you for this, I really do, and I know I was the one who asked for this, but I want you to remember that I love Ricardo. And us fucking isn’t going to change our relationship, right? We’re friends, good friends, but like whatever crush you had on me is in the past, right?”

I looked Janet up and down. She really was so hot. I tried to think of something witty or meaningful to say, but my dick was in charge of the proceedings. “Totally,” was all I could manage.

For a moment we just stood there facing each other and I was sure Janet was going to call the whole thing off, head back downstairs, and drag her boyfriend off my wife. But her own curiosity, perhaps enhanced by alcohol, won over. “Let’s see it,” she said softly. I pulled my shorts and boxers down, letting my dick out in all of its (apparently not very large) glory. She touched it softly, running her fingers down the shaft and around the head. Then Janet pulled her shirt and sports bra she was wearing off over her hand, and then thumbing down her own shorts and panties, until she was standing naked in front of me. I drank it all in. She had several more tattoos than I realized, including one of a dead Santa Clause right below her breasts, which were much smaller than Amy’s, but more rounder and perkier, her aureoles wider and pink, her nipples hard. She was completely shaved, and I marveled at her thigh gap. My dick was maybe an inch from her stomach and I just badly wanted to push her onto the bed and fuck her. I thought about Amy being pounded right now by Ricardo and it made me want to fuck Janet hard even more.

Janet moved, breaking the moment and went to the bathroom. I followed her swaying ass as she went and kept my eyes locked on her as she came back, a tube of lube in one hand, a wet washcloth and a bar of soap in the other. She climbed onto the queen sized bed and got on her hands and knees facing away from me, and put the stuff down.

“OK, I want you to wash around my butthole, just to make sure everything is clean. I don’t want you getting an infection because of me,” Janet said with a laugh. I finally moved from my spot and climbed onto the bed behind her. My dick brushed against her ass and spasmed and I thought I was going to cum, but only had some precum leak out. I picked up the washcloth and the bar of soap. I gently rubbed the washcloth around her asshole and was surprised when Janet moaned.

“That feels good. Use the bar of soap too,” she said. So I rubbed the soap too, push the edge of the bar against her hole. I watched it give way and contract when I pulled the soap back. After a few minutes, I put the soap and washcloth to the side and picked up the lube.

“On my dick?”

Janet’s ass swayed in front of me, the center of the universe. “In my butt. Use your fingers. Don’t be shy about how much. And on your dick too.”

I opened the tube and poured probably half of it directly onto her ass. She giggled and squirmed as I rubbed my hand in it, and then slowly penetrated with two fingers. “Jesus fucking christ!” she exclaimed. Janet propped herself on one elbow and moved her other hand down to her vagina, touching herself as I pushed deep into her, getting as much lube as I could. As my fingers were thrusting in her, I rubbed my dick in the lube that was on her ass, coating it with my other hand.

“Jesus get to your cock already,” Janet moaned. I pulled my fingers out, and slowly rubbed my penis head against her asshole, grabbed her hips and slowly began pushing in. Janet cried out and I momentarily stopped, not sure if it was pain or pleasure. “No, no keep going!” she begged. I kept moving in slowly until my dick was about halfway in when Janet pushed back hard, taking the rest of me.

I began thrusting, and Janet moved with me, still fingering herself, burying her head into a pillow. I was sure I was going to orgasm quickly, so I tried to think of something else, wondering about the backstory of her tats, anything, but I didn’t have to wait long as Janet’s whole body tensed. She pushed down on the bed, arching her back and lifting her head in the air and cried out, as she came, her anal muscles pushed hard against my dick. I stopped thrusting and waited, as she collapsed on the bed, her body twitching.

“Again,” she whispered, out of breath. I started right back up again and I think she orgasmed again but I was focused on my own pleasure until I came inside of her.

When we were done, I slowly pulled out, and waited for additional direction, but none was forthcoming. Janet just laid on her bed, her ass still in the air, her eyes closed, so I went to the bathroom and cleaned up. After I was done, I came back out and Janet had moved under the covers.

“Thanks, Mike, that was great,” she muttered. “I gotta go to sleep now.” I wasn’t sure that sleeping in the mess we had made was the best choice, but she seemed to already be out, so after staring at her in a totally not creepy way for a few minutes, I went to the living room, unsure of what to do next. Go back to my apartment? Wait until I got some indication that Ricardo and Amy were done? I didn’t want to walk in and potentially see Amy having the best sex of her life but I also thought it was weird to just hang in this apartment on my own, so after a few minutes of going back and forth, I finally headed out of the apartment.

As luck would have it, when the elevator doors opened, Ricardo was there. He looked surprised to see me too. “You guys all done?” He asked. I nodded.

“You too?” I asked lamely. Ricardo nodded. “Yeah man, Amy is showering or something. I wasn’t sure what to do, so I guessed I should just go back to my place,” he said with an embarressed laugh.

I laughed too. “Yeah, me too. Janet’s sleeping.”

The elevator door started to close and we both stopped it and just looked at each other awkwardly, then laughed again. Ricardo left and I got in and went back up to my apartment and sat down on the couch, listening to the shower go. When Amy was done, she came out, happy, and gave me a kiss on the head and told me she was going to take a nap.

It wasn’t that cold that night, so the four of us took a cab downtown for the ball drop. No one mentioned the sexcapes of earlier, and everything seemed pretty normal. But as I would find out, it wasn’t. Things just went sideways.

Source: reddit.com/r/gonewildstories/comments/8dqq8f/anal_with_my_wifes_best_friend_mf_partnerswap