Let my childhood friend use my asshole to soothe his broken heart [MF]

Giving this whole “quickly-written-and-less-than-ten-pages” story thing a try.

I have this friend from childhood who I briefly “dated” in middle school, but never did anything with besides kissing (I was a bit of a late bloomer). He was always incredibly sweet to me, and one of the only people in my life who remained a friend through childhood, into adulthood. We don’t talk often, but we still catch up occasionally, and it’s always great to hear from him.

A couple years ago, I reached out to him through social media to see how he was, as last I heard he was getting very serious with a girl he and I both knew from high school. Turns out she cheated on him and broke his poor little heart. Being the caretaker I am, I asked him if he wanted to come hang out and talk about it, cry on my shoulder, use my body to make himself feel better – you know, normal stuff. I didn’t actually say that last part lol, but I was kinda hoping he would make a move XD

So we’re sitting in my living room having some drinks and smoking some weed, and he starts opening up about how she was a very bizarre and often abusive sex partner – she’d be horny as fuck one second, and screaming at him at the top of her lungs the next. Apparently he tried to lick her asshole while going down on her, and this bitch literally kicked him in the face and almost broke his nose.

I guess he thought it would be a good time to maybe warm her up to trying some butt stuff, but after that experience he basically resigned to never going anywhere near her ass ever again. I found that particularly heartbreaking since he had made it pretty clear he was very excited to try anything involving a girl’s butthole, but had never been with someone who would let him. Considering I grew into a very good anal fuck toy in the years since we had dated, I was basically ready to spread my ass open for him the instant he made any sort of move, but he seemed very hesitant to initiate anything. I decided it was time to give him a little push by very strongly hinting I’d be down for whatever.

“So when’s the last time you came?”, I asked.

His eyes sort of shot open really quick before going back to normal – I guess he got the hint and accidentally revealed his excitement.

“Umm… honestly, it’s been like a week. I just haven’t been feeling good about myself since I found out about her cheating.”, he said nervously, and a little awkwardly. I didn’t blame him, I had been there myself and I was very well aware of what that could do to a person. He went silent for a moment before collecting himself and asking, “Why, you suddenly regretting not going further back in middle school?” We both regressed for a moment and shared a laugh in our nostalgia.

“I guess the whore inside me needed to bake a little longer, but you should see her now – not sure you’d be able to handle it.”, I said grinning at him and sticking my chest out at him as if giving him permission to see me as a potential fuck partner for the first time. He definitely loved that, as he IMMEDIATELY reached his hand out and just started casually groping my tits. It was the strangest feeling – there was no awkwardness, and it felt so natural. It was like we had simply picked back up where we had left off years ago, except now I had no reservations to let him do whatever the fuck he wanted to me.

He had made his move, and I felt it was now my job to demonstrate my willingness to be his whore for the night. I stood up and quickly stripped down for him, did a little twirl, then playfully bent over and smacked my ass for him before making a motion to move back toward him and allow him to continue his groping.

“Fuck, Kaity, you have gotten so hot. Hold on, can you bend over like that again?”

I was suddenly horny as fuck. It was as if the whore inside of me had been patiently waiting for this moment for a while, and I desperately wanted to take his mind off of that abusive, cheating bitch. I also loved the fact that he seemed so turned on by me. I bent over and [spread my ass](https://i.imgur.com/4dmDB23.jpg) for him, making sure to emphasize my butthole so he would have no doubt he was free to play with it if he wanted. Not even half a second later I felt his face bury itself into my ass and start licking at it like he might never get a chance to do this for the rest of his life.

I moaned loudly for him so he knew how much I enjoyed it, and that I very much wanted him to keep going. For the next 5 minutes or so, he just devoured my asshole with all he had; spreading me open hard, tongue fucking it, kissing it, sniffing it – the works. By the time he was done he was breathing like he had just run a mile lol. I wasn’t sure if he knew it was okay to keep doing whatever he wanted, so I said, “You gonna show me that load you’ve been saving or do I have to keep imagining it?”

He took off his pants and I finally got to see the cock I had imagined so many times before. Not even kidding, the first thought that went through my head was, “Oh, yes, that will fit in my butt nicely!”. I was literally hoping he would just pretend I didn’t even have a pussy, and I briefly considered lying and telling him I was on my period so he would just ignore it and shove it in my hungry butthole. Luckily, his mind was in the same place mine was lol.

“Are you seriously going to let me fuck your ass right now?”, he asked in disbelief. Poor guy, must have been a big moment for him.

“I’m not going to let you, you are going to take it and use it like you own it.”, I responded. Whoops, I didn’t mean to come off so strong, but I was CRAVING something in my ass after that tongue lashing he had given it. I was already pretty drenched from his tonguing, but I slathered myself up with some spit real quick just to make sure.

“Oh my God, Kaity, I might not last that long.”, he said as he rubbed the head of his cock on my puckered hole.

“Cum as fast as you want, I want you to jerk off with my asshole”, I responded – probably turning him on a little more than he would have liked at that moment lol. He was lucky I was a seasoned anal pro, as he quickly buried his cock in my asshole and started fucking me like I was an actual toy. Hey, I thought, I did tell him to use my asshole to jerk off! I was immediately thrilled that I had, as the feeling of my comfort not being considered, and my asshole being used like a fleshlight had me EXTREMELY worked up, and within 20 seconds I was already cumming hard.

My asshole convulses pretty hard when I cum, and he DID warn me he probably wouldn’t last long, so next thing I know I feel an absolutely MASSIVE load pump into me and drain into my guts. I think he was pissed he wasn’t able to enjoy the experience longer, as he just kept fucking his cum into me for a good 30 or 40 seconds before his dick finally started to give out and go soft.

When I turned around, he had the biggest, cutest fucking smile on his face, and I knew I had made his entire week. He collapsed onto the couch and said, “I don’t think I’ve ever cum that hard in my life.”

“That was so much fun, really glad I could help.”, I said, returning his smile and giving him a kiss.

We fucked a few more times over the next couple weeks until he started seeing someone new. I think we both knew we weren’t good for a relationship with each other, but we definitely had some fun at least!

Source: reddit.com/r/gonewildstories/comments/vl4q18/let_my_childhood_friend_use_my_asshole_to_soothe