[M4F] My Anal Adventures: Hits and Misses

I didn’t have my first anal sex until I was 45 or 46. I got married at 25 and broached the subject with my wife sometime during the first two years but she wasn’t interested at all (don’t get me started).

However, when I had my first affair, my AP specifically asked me if there were any sexual things I hadn’t tried but wanted to try. She wanted to give herself to me in a way no one else ever had. It was the first experience with anal sex for either of us. We went slow and used lots of lube, but I think it was still at least a little bit uncomfortable for her.

I always waited until after I made her come at least twice before moving to anal. Our best time was once when she was lying flat on her stomach and I was on top of her with my hard cock deep inside her tight ass. I reached around and slid my hand between the bed and her thigh. Then I rubbed her clit until she came again while at the same time filling her ass with my hot cum.

Salvage Rights [MF] [anal] [bd] [nc] [oral] [sci-fi]

SALVAGE RIGHTS

What's that, human? You have rights? I don't think so.

You're not a person, human. You're salvage. Your species isn't advanced enough to have rights. We found your little metal "space ship", and that makes it and you ours.

I'll admit that you're not totally useless. This station is pretty boring, and I watch a lot of your tv. Internet too. Advanced technology FTW.

No, you can't have your clothes. Did you miss the part about being property? You need to pay attention and do what I say, and you're going to be punished if you don't.

I warned you.

Don't even bother struggling. The restraints are stronger than anything you have. I've thought about this a lot, you know. I've been genetweaked to look mostly human, but there are some differences…I've got much bigger…well, yes, that's bigger too. And I've got an appetite to match it.

Scream all you want. There's no one here to hear you. Think about that. Here you are, bent over, exposed, helpless. Your pussy is wide open. Your ass isn't yet, but we'll get to that.

FWB and his friend used me last night

I moved in with my FWB last week for college and we got stuff settled. After dealing with utilities, rent and everything, we wanted to hang out.

He went in too fast and went too early. To make up for it, he used my magic wand on me while rubbing my nipples. It wasn't that great but I got off.

We started talking after about some fantasies. He wants to start a sub/Dom relationship and I just wanna have sex. I knew a friend of his lived in town so I got him to commit to group sex.

A little while later, the friend comes over. FWB and him talk about rules and basically explains how we are going to try a Dom/sub role. I like being shown off and having people I know watch me which is apparently part of humiliation play. So we did that.

How I started my affair with the church lady [M/F]

Before this happened, I'd already had one long-term affair and several dalliances a few years before. However, I'd been "good" for a least two years at the time this happen. Also, all of the other women had lived out of town, and we had no other connection other than fucking each other.

Well, Jean (not her name) and I attended the same church. She was friends with my wife and I was friends with her husband. She never struck me as a sexual and/or adventurous person up until that point. However, we became FB friends too and Jean posted a bunch of old pictures from high school going forward.

As I looked at the photos, two things struck me: 1. she had a really nice body (several bathing suit, and short shorts with tank-top photos); 2. she seemed to enjoy enjoying herself (often without her couch potato husband).

So, I was working late at the office one Friday night. I'd already jacked off once that evening when I noticed that Jean was online; I started a conversation with her. We were just chatting about non-sexual stuff and then I said that I'd been looking at her old photos and that she was a looker back in the day, not that she wasn't one now. She thanked me and said that she had always thought I was attractive too.

Husband found me the most kinky lover ever

Husband perused craigslist one night and forwarded me an ad from a crossdresser looking for kinky women.

Hubs knows of my endless quest to fuck a man with a strapon. He won't indulge me, so he is happy to find my others who will.

Right away from the first email from Marie and pic, I was into her. Beautiful cherub face with perfect makeup, glasses and full sensual lips. Cute short black wig and fair skin just like mine. And one of the biggest cocks I have ever seen. She liked me too. Shes 31 and I am 44. But I can fuck whoever I choose. It's just easier for women. We are the almost the same size. Both 5 11, thin and feminine.

After 2 days of torrid emails, pics and vid exchange, we finally meet at a motel room I got. Her girlfriend dropped her off and my hubs dropped me off. Really. This did happen.

We fucked like animals for 9 and a half hours. Anal, oral, incest play, throat fucking, shower fucking and Marie changed wigs and outfits twice, and even let me see her as her real self, a beautiful blonde angel faced boy. We can barely part ways when we are through, but somehow I tear myself away from her and go home.

[M]elancholy Relationship Sex can be [F]ucking Hot

Ok, so this was a long term relationship that eventually ended. So it's kind of sad in places, but it's a memory I go back to. Scroll down to "I dipped a finger" if you don't want back story. I hope you enjoy it as much as I did writing it.


We had been together a few years. It was either our 4th or 5th anniversary. As was customary we decided to go away for the weekend near the date. We went to Seattle, a city we very much enjoyed because the food was great, the shopping was pretty good, and the surrounding activities were fun enough. It wasn't the best option but we couldn't afford much. A weekend away in a new city and a new hotel was always fun.

The day was fun. We spent our time jumping from store to store, picking up cute boots or scarves for the coming winter. She was a blast to be around, even when we were constantly jumping from 0 degrees outdoors to 20 degrees inside stores. She wasn't fancy. She bought what seemed useful and seemed to appreciate my opinion. I have a pretty good eye for fashion and I know what looks good on her. That night we hit an old standard of ours, a restaurant we had been to early in our relationship that we had both adored. That time we had gorged ourselves on incredibly filling pasta dishes and desserts that had us crawling into bed disgustingly full.

Trying anal again [M/F]

A couple of weekends ago, I was at home, admittedly a little more than buzzed, having some fun with myself. I had thought about texting my FWB, but I decided I just wanted to have a night on my own instead. I had candles going, porn on the TV, a couple of toys, the whole nine.

I was about 15 minutes into my fun little masturbation session, when my phone buzzes. I was going to ignore it, but I noticed it was a text from my FWB so I grabbed my phone. We went back and forth for a bit (screenshots here and here), and of course, he wanted to come over. I had already let go of the idea of taking care of myself so it was a foregone conclusion that he was coming to my place at this point. However, he brought up the topic of anal.

The Joy of outdoor stuff [M25/33F] (public, oral, slave. buttplay)

This story is a bit out of order chronologically, but it was requested. (see previous stories for more background)

Joy and I were in no certain terms, a complicated pair. She had been the 3rd member of a Master/Mistress/slave threesome relationship from years past. My then former g/f and I (her Mistress) had long since parted ways at this point but slave Joy and I kept in contact throughout the years. Events finally worked themselves out down the road and we decided to continue the M/S relationship.
Sexually speaking, we had vastly different ideals in what turned us on. I loved private, intimate sessions behind closed doors. Joy, being the opposite end of the spectrum, loved anonymous sex acts out in public or in front of an unaware audience. Big differences to be sure, but we did have other common grounds (sexually speaking that is) that made "us" work and it is there where our tale begins.

Bit of Background

Success story on dirty r4r

The original post

http://www.reddit.com/r/dirtyr4r/comments/36y7ic/21ff4m_la_lets_play_a_little_game/

TL:DR I had the best sexual experience of my life.

So I'm not a good writer, but since I had such a great time I decided to do my best and write a success story for you guys to jerk off to ;)

My friend picked out a guy from the many PMs I supposedly received (she knows the password to this account, and I wanted this guy to be a TOTAL stranger, meaning I didn't even want to know what he looked like before hand) and worked out all the details setting up our little rendezvous. On Monday at 11 AM, we walked into the hotel room. I stripped down naked and had my friend tie me to the bed and blindfolded me, so I REALLY didn't know what he looked like. We talked until our guest arrived at around noon, and then the fun began.

Public Sex is Legal [mf/ff/mff][group][oral][public][MIC]

Based on the simple prompt: "Public sex is Legal"

The Narrator's gender is left ambiguous because it doesn't matter for the story, but I still wanted the character there. Also, I didn't proofread, so there are probably some mistakes. If you point any out to me, I'll be sure to fix them, but for now thanks for understanding. Enjoy!

A New York Walk

I'm going to tell you about a Friday I recently had in my world, a world where, for a long time, public sex is legal. Specifically, what I saw. I'm going to be explaining it all rather casually, and all the characters (some of who's names I've changed) were also as casual as the story will depict. Keep in mind that they're casual because that's just what my world is like. Things that are jarring to you, are common place for us.

First let me say that living in Manhattan can be stressful. Stressful job, stressful travel, and the ever constant hustle and bustle. It's hard to find any places or times to just get away from it all. On this particular Friday, it would appear many people were feeling this way, myself included. And the obvious choice for some amount of tranquility is Central Park.