Tag: Anal

[MFF] My repressed Catholic girlfriend and my Ex-FWB had a 3-some

I had been dating my girlfriend for a little over two years and Chelsea was in this phase where she wanted to check off things on her bucket-list before we tied the knot. I was uncomfortable with the idea of a threesome from the start but she talked me into it eventually. Sharing my girl with another guy woke the caveman instinct within me, so inviting another guy into this was out. Chelsea was excited our first time was a female, mostly because it was actually happening over the sex of the partner. Things took a turn when choosing a lover that fit “us”. It was proving to be harder than we thought. We tried forums, fet-life, on-line ads and local college bars with little luck.

Things were looking bleak as we hit our 2-month mark of searching when Chelsea asked, “What about your ex Amy?”. Amy and I were never a couple and we didn’t date. We were FWB and agreed to end things mutually when I met Chelsea. I had mentioned that Amy was the one most open to new ideas from my past lovers and I found her contact via email (number had deleted from my phone) and it took her a while to reply. I wasn’t exactly sure how to bring up the topic of a threesome with her so we danced around the subject for a while. When I did, Amy was leery but kept talking. Read more »

Alcohol and Mentioning Another Woman Leads to Best Sex in a Long Time [MF]

I was saving this for my cake day for the shameless karma grab but figured since I haven’t written like this for a few years I’d try to get it down while it is still semi-fresh. This will likely be long and is not dripping with sex (although there was dripping involved) and realistically I should probably post in relationship advice without the sex but here goes…

I’ll preface the story with some history. I’ve (26M) been engaged for about 3 years to my fiance (25F) while being together for a total of 5 years. The first year we would have sex/make love typically 4 times a day when we were together (every second day), scaling back to 3 times a day average when we moved in together. I should mention this is oral (me giving to her mostly – she’s not very good at and doesn’t overly enjoy giving head) and vaginal sex, my partner always said she didn’t want to try anal, and when she is not horny she doesn’t give blowjobs or handjobs which sucks in the upcoming dry spells. Read more »

The accidental text message part 4 [MF] [Anal] [First Person] [Ass to Mouth]

It was a few weeks before we managed to meet up again. It happened by chance. Suzie’s boiler had gone haywire and she had no heat or hot water. My wife insisted I go over to fix it, as I’m good with my hands. “I certainly am!” I chuckled to myself!

I arrived a little after 6. There was a chill in the air and the last of the daylight was ebbing away over the terraced street. I knocked on the door, and Suzie answered wearing nothing but a very short dressing gown, and some fluffy slippers. Naughty girl!

I came in, and walked to the bathroom to check on the boiler. The first thing I noticed was how warm it was. The cheeky minx! The boiler was of course fine, she just needed some hard cock!

“You naughty little liar!” I smirked at her. She just cocked her head to one side, pouted and asked “do I need to be punished, sir?”

“You certainly do. What should I do with you then, eh?”

She was a little coy. I don’t think she expected me to roll with the dominant theme, but she looked excited. Read more »

The Camgirl Part VIII: Caught with a Dildo up the Ass [F] [Solo Anal (Kind of)] [Mostly Plot/Fluff]

II: Blake

Blake smiled as she shut off her feed to the cam site and closed her laptop. That had been a very good show. I might go get some sushi tomorrow night to reward myself.

Wrapping a towel around herself and leaving the remote vibrator inside her—she had finally tried using it in her ass this show, and everyone had loved it, including her—Blake made her way to the bathroom to clean herself and her toy. She hopped in the shower, moaning at the feel of the hot, steamy water on her skin, and took her time washing herself, taking care to avoid her sensitive nether-lips. After Blake finished showering and dried herself off, she went over to Marie’s room to let her know that the shower was ready, and gaped when she entered the room.

Marie was on the floor beside her bed in front of her laptop looking at porn. She was also naked and bouncing up and down on a long, thick dildo that was seated in her asshole. Shit, I hope that’s the biggest one she got. Liam can’t be that big, that would just hurt. Read more »

Fire & Ice: Suzy’s Submission [MF] [OC]

### Fire and Ice: Suzy’s Submission

by John Satisfy

Suzy’s heart pounded in her chest as she waited, blindfolded, tied up. If it wasn’t for the restraints she would have run away already. Instead she lay on the floor, naked, intricate knots binding her arms to her back and her calves to her thighs. She tried to steady herself, to keep her composure, yet her mind wandered as she waited. She wanted to cry out to get His attention, but instead bit down on a ball gag in her mouth, which caused her drool to escape out corners of her lips. As she lay there completely exposed she tried to listen for any hint of His return. Suzy concentrated on every noise, every smell, every movement of air, hoping that she’d be alerted to His presence. When it finally came, she steeled herself, trying to convince herself that she was ready for anything that He had planned. The part of Suzy that was honest with herself hoped that it was true.

The first thing she was aware of was the footsteps, heavy and echoing throughout the room. They seemed to fill the space, pushing Suzy’s presence down against the floor. The menacing sound made her shrink back into her safe mind-space. Read more »

Megan’s Slutty Adventures: Fucking her ex in a gangbang [MMMMF] [ANAL] [DP] [CHEATING]

Megan had to get out of that apartment. The new downtown place was so expensive yet so cramped, she just needed some air. So, she left to go to the gym and that’s where she bumped into Scott, her ex. She wondered what he was doing here, she didn’t know he lived in the area.

He treated her terribly compared to the guys she other guys she dated but she secretly craved his body since the break up. She had put all thoughts of him out of her head until she saw him at the front desk. Their small talk ended when Scott mentioned he had “something important he really needed to tell her” at his place. She was skeptical but curious, she told her husband she’d be gone for a while and left with Scott.

At his place, the bedroom was hot but familiar. She had never experienced anything like it. But it reminded her instantly of their frequent hook ups years ago. Scott loved telling her exactly what he wanted her to do. And the emotions she felt when she submitted to his will were very powerful. It was strange, but overwhelmingly erotic. Read more »

The rest of the story from my clinic (part 2) [MF]

This is part 2, here’s part 1: [https://www.reddit.com/r/gonewildstories/comments/cab0xc/another_story_from_my_clinic_mf/](https://www.reddit.com/r/gonewildstories/comments/cab0xc/another_story_from_my_clinic_mf/)

So again, it’s the end of the day and I can’t stop thinking about that note. This is a bit complicated. She works in the building. What if she’s psycho? My mind goes to a worst case scenario, maybe we fuck a few times, she gets attached, I’m done and now she’s pissed. She’s around my business all the time, imagine if she walked in and lost her shit during business hours, that would be terrible. Part of me just wants to ignore it and move on. That’s the smart, prudent thing to do and that’s what my brain is telling me to do. But the rest of me? Yeah, the idea of bending her over my desk and fucking her like a dirty little cumslut is very appealing. I need more information. I need to know what she really wants here. If she’s just looking for sex and nothing more, ok. Does she want a date? Does she want me to take her out to eat, romance her? Not interested in that in the least. Read more »

[M]y wi[F]e finally let me cum in her asshole and it was so hot. (Not exactly literature but hot IMO)

So first of all I will say I am a huge ass/asshole guy. Nothing turns me on more than a woman’s asshole. Just something so dirty about it. (Not into scat or anything like that.)

My wife who I have been with for a long time let’s me eat her asshole out/ rub it sometimes and things like that, but never let me penetrate it with anything except my tongue.

(She is petite and I am tall and hung so that is part of her hesitance)

Well today we were playing around a little bit but she is on her period.

I just started spanking her and kissing her butt a little and that type of stuff.

Then started to sniff and kiss her asshole through her panties.

I then started grinding my cock in her ass crack.

Then slowly started to push the tip of my cock where her asshole is through her panties still.
She was liking it and grinding back a bit. (This got me so fucking excited bc this has never happened before)

I leaned in ear and said “ I wanna fuck your ass so bad” (which she obv knows) and then said “I’d use tons of lube and go slow” Read more »

Fulfilling a Fantasy [MM] [First time] [anal]

Sex with a man. It’s a fantasy some straight guys have but few act on it. For quite a while I have thought about going through with it. I didn’t really have a fantasy guy picked out, except for one aspect… his cock. My fantasy guy had a big cock. I figured if I was going to go through with the fantasy I would go big or go home. I would talk to guys online and it would get me hot, but as soon as I blew my load that desire to try it out for real slipped away. Heather and I had talked about these fantasies at length; the idea of me hooking up with another guy was as big of a turn-on to her as her being with another woman was for me. Sometimes we would bring ass play into the bedroom and I went as far as buying a strapon for her to wear. Still, nothing happened beyond talking. I had pretty much concluded that it was always going to remain a fantasy, one not to be acted upon. Read more »

[MF] Beyond the Ex Part 3

Recently divorced and enjoying my freedom and exploring my kinky side, thought it would be fun to share my naughty adventures.

The third girl I had fun with was Megan(23), who I met on fetlife and think to this point she is the sexiest little thing that I’ve had the pleasure of fucking. She was South American with black hair and a wonderful, petite little body with a nice, juicy ass and perky little tits. She had a nice assortment of piercings and tattoos to give her an even more sultry look.

We met up with the full intention of getting a hotel room for a night of naughty fun. We got the room but first decided to grab a couple drinks to help loosen up a bit. A couple hours later we were back at the room having a quick puff of weed before we attacked each other. I already knew from our conversations that Megan was down for anything except anal so my cock was throbbing in anticipation of what I was going to do with this sexy little slut. Read more »