Tag: Anal

[Str8] I planned a rough gangbang for my submissive gf [FMMM][group][anal]

My SO and I have been together for over a decade, but only started experimenting with “swinging” and “hotwifing” for the past couple of years. We’re presently in our late 30s and the story below happened early Summer 2018 and was put together from a combination of still images and various cell phone video shot by myself and the other guys involved, and our own recollections of how things went down.

To give you a visual reference for what she looks like; think Amy Adams meets Katie St Ives. She’s tiny, barely five feet tall and about 100 lbs. Red hair, fair skin, perky tits and ass…and she’s insanely tight.

For visual reference for the guys involved; I am 5’10”, dark hair and fair skin, with a slim but fit build and a 7 inch cock. “Big Guy” was 6’4” and over 200 lbs, with short brown hair and a 6 inch dick, and “Bearded Guy” was about my height, slim with an over 8 inch cock. Read more »

[MF] [exh] [Mdom] [oral] [anal] Lisa – Part 4: The Full Package

Lisa responded the next morning. She had never felt such a pure rush of pleasure before, and taking it that step further is all she wanted. She had devised a plan that night, after getting herself off another time just to the memory of the day’s events.

A long series of notes followed, as her first note assured her pleasure partner that she wanted to keep the anonymity in-tact – she found it to be an insane turn-on. As they passed back and forth, a plan was formed for Lisa to rent a hotel room for the night in the city, under an alias they had decided on (Katrina Secreso; Lisa giggled at the fun of inventing an identity just for sexual pleasure). The exact activities of the night were not decided, but would be spontaneously enacted based on what Lisa brought to prepare and laid out. She would arrive first, prepare the room, and her newfound strange-lover would arrive 2 hours later, taking whatever hints were offered to him. Read more »

The adventures of Tori: Poker night [Group]

Long time lurker finally getting around to writing. :)

This is the first story in what hopefully will be a series about my adventures with Tori. One of those stories might be how we met, but first a little about us. I am J, early 40s, divorced, successful in business, tall, blue eyes, blondish hair, well-trimmed beard and in decent shape. I am a Dom/Daddy and I’ve had my share of subs, but none quite like Tori. Tori is a young college student, 5’3, fit but curvy with 34D’s, green eyes, long blonde hair that goes to her waist. Her best features are many, but my favorite are her eyes, smile, amazing tits, her curves, her thighs (she swims), her ass and her incredibly perfect looking pussy. We’ve been together for 4 months and it has honestly been the best time of my life.

Some of Tori’s kinks include, a cum kink, a light rape kink, rope play, impregnation, oviposition, light pain, anal and being the most amazing sub ever. Subspace mimics little space, but without the age regression. To put it lightly, she’s amazing and we’re the best fit. Read more »

I fucked and fingered [M]y [F]latmate’s holes in the living room while she makes eye contact with the girl across the street. [Anal play] [semi-public] [rough]

The first time we kissed she put my hand to her throat and asked very politely ‘be really mean to me please daddy’. It was definitely a surprise but she was lucky I was into it. I’m really into power play, daddy dom stuff and humiliation but I rarely feel comfortable enough to bring it up with women as I don’t wanna seem disrespectful. I’ll usually wait for them to hint at it first.

So for background me and my flatmate Jo have been hooking up for the past few months. We’ve always really gotten along really well but one night after a few too many beers were cuddling on the sofa and she starts pressing up against me. One thing lead to another and since then we’ve had a daddy dom type relationship.

For anyone interested Jo is short and slim with blonde hair and a happy go lucky personality, b cup tits and a perky ass. I’m tall and tanned with short brown hair and a pretty average uncut dick. Read more »

[M]y wi[F]e and I get some alone time and make it count [very rough]

My wife and I met online on a kink website that no longer exists. I don’t think either of us were looking for more than some good, fetish-filled, no hassle sex at the time. That was the extent of our relationship for the first few months and it was amazing. What was even better was that we got to know each other and realised that we enjoyed doing things together outside the bedroom too.

Starting a relationship this way has a number of advantages. For example, when you know someone’s deepest darkest fantasies before you even meet in person then communicating thoughts and feelings comes pretty easily. Another bonus has been that sex has always remained a key part of our relationship, even more than 10 years and two kids later.

We don’t have the free time to have long sessions of filth and depravity like we used to but we make it work, even when tired and having to keep quiet – we’ve actually become very good at cumming with minimal noise!

Of course this means that when we get some time and space away from the family then we really like to let loose. Recently we got to spend a lovely weekend together at a hotel, which involved taking a small suitcase with minimal clothes and maximum toys. Read more »

[MfF] The night I had kinky sex with TWO former Catholic Schoolgirls. [Long] but worth it!

Submitting another story that never got posted. My wife gave it the ban hammer after proofreading it, but things have changed. Still, not Chelsea’s favorite moment. Fairly enjoyable for me though.

Takes place after [How a sex game spiced up our 3-some](https://www.reddit.com/r/gonewildstories/comments/cdxar1/how_a_sex_game_spiced_up_our_3some_a_repressed/?utm_source=share&utm_medium=web2x).
Recap: Chelsea and I have been dating for over two years now and she wanted to try fulfilling a fantasy of being sandwiched in MfF 3-some experience. Our first experience with my ex FWB Amy was fun and memorable but didn’t work out. Our second partner was the timid submissive Lynsi (former best friend from work), but she had issues we all agreed she should take care of. Chelsea and I agreed to give the sandwich 3-some fantasy one more go now that we had a previous inaccessible option recently become enthusiastically available.

Introducing Julie. The smaller framed competitive brat of a brunette who’s into showing off, being the center of attention, and ohh yeah… kinks include pain, spanking and some bdsm. They attended the same Catholic High School together but she was two years younger. They had similar backgrounds of Ultra-strict religious parents, one of the girls that smoked behind the bleachers with her and ultimately, they bonded over the atypical rebellious attitude they both shared. Adding to their kinship, both were spanked by their parents and each eventually grew to enjoy the act. They remained friends years later and is one of few people that Chelsea confided her full sexual history with. Read more »

Foursome with [M]y Wi[F]e and two other guys at the hotel ?? [MFMM]

Hi everyone, first post here. I hope you will understand my English. It should be fine. Enjoy !

My wife and I talked several times about doing something as a threesome. Whether it was with a man or a woman. We’re doing great together and we thought why not do it. We’ve talked enough about it that I know exactly what to do. I finally decided to start looking for someone to finally stop fantasizing and make all these desires come true.

I got the idea straight away to get in touch with a buddy of mine from high school. I got on really well with him so I preferred to hook up with him because he often talked to me about his sexuality. I told him clearly that I needed him to give my wife a little surprise. I explained to him that we had to be 3 men to take good care of her. At first, he didn’t want to because he has a deep respect for me and my relationship. I told him that it was really nice of him to tell me that, but I trust him. In the end, he agreed and he also convinced his best friend to come. I told them everything that needed to be done or not done. Everybody was all set, so I booked a hotel for the night next weekend. Read more »

Practical Sex-Ed, Ch 8 [M+F+] [Gangbang] [Incest]

* [Chapters 1 & 2](https://www.reddit.com/r/Erotica/comments/ejjgyx/practical_sexed_ch_1_2/)
* [Chapter 3](https://www.reddit.com/r/Erotica/comments/ek0c4y/practical_sexed_ch_3_mf_oral/)
* [Chapter 4](https://www.reddit.com/r/Erotica/comments/ekey8c/practical_sexed_ch_4_mf_oral_incest/)
* [Chapter 5](https://www.reddit.com/r/Erotica/comments/elc31u/practical_sexed_ch_5_mf_oral_incest/)
* [Chapter 6](https://www.reddit.com/r/Erotica/comments/eltl08/practical_sexed_ch_6_mf_incest/)
* [Chapter 7](https://www.reddit.com/r/Erotica/comments/ema8sg/practical_sexed_ch_7_mf_anal/)
* [Chapter 7 (Pt. 2)](https://www.reddit.com/r/Erotica/comments/emqza2/practical_sexed_ch_7_pt2_mf_anal_incest/)

# Chapter 8

After Emma with Philip and Seth the idea of discussing group sex had dawned on Ms. Callahan. It was clearly something the students enjoyed, and would perhaps be doing more of in the future, so they would be needing some proper instruction.

But more than that, Ms. Callahan just wanted to do it. ‘If this little girl gets to take two bis at once, so should I, I’m the teacher afterall.’ she thought to herself, ‘I’m gonna take two of these boys at once dammit.’

She could feel herself getting wet at the thought.

Sure, it was now Kevin’s turn to practice ‘safe sex’ on her, but two birds one stone.

“Don’t worry Kevin,” she had just said with a wink, “I’m not gonna pass up my chance to have you fill my butt with that lovely cock of yours…”

“Actually… why don’t you warm it up while I explain what we’ll be doing next.” she added, guiding him down behind her. Read more »

I [M] fucked my ex girlfriend and her sister in the same night. [MFF] {Long Story}

Well like the title says. That happened. It happened Saturday night and has taken me a couple of days to really think it over.

Firstly, my ex is in a committed relationship with another guy, they have a house together and everything. Which adds to the guilt I feel about it all.

So it all began at my friends birthday, he was turning 25 so he decided to have a rager, inviting his entire friends list from facebook. I was expecting that my ex would be there as she normally is out of state but must have come home for the holidays. It was very awkward with her as the last time we spoke it wasn’t pleasant but it had been a couple of years since then. (We were together for 4 years prior) Anyways, I tried my best to avoid her, stayed on the beer pong table for as long as I could and ended up getting pretty tipsy. I sat down and she pounced, came over and sat next to me. Started talking about how her life was and asking about mine. At this point I didnt really care so I just talked and it felt good, was natural and felt like old times, even had a few inside nostalgic jokes. Anyways she got up and went to hang with her friends and I went back to hanging with mine. Read more »

The further adventures of Frank and Karen [Part 5] [MF] [MM] [Spanking] [BDSM]

“Oh my god Frank, it feel so naughty and wicked to be walking around nude on a train as it winds it’s way home.
What would it be like to do this if the train was filled with people.
All of them looking at my naked body as I wandered though the aisles.
Just imagining the shocked and lustful looks I would be witnessing.

“Well Mr. Frank, I see you are just hanging around doing nothing.
You know this is the first time I really had the upper hand.
Hum I wonder, what shall I do.
I have a naked man here who is unable to do anything.
Well let’s see what I have in my bag, shall we.”
as Karen rummaged through her bag she kept up a running commentary of the things she could do with a naked bound guy.
“Ah, just what I was looking for.
Now don’t look.” She said.
Walking around behind me she began to spank my bottom.
There was nothing subtle about her spanking.
As her hand landed the first blow I had to jump.
Blow after blow, each hit landing in a different spot on my bottom.
Each spank stung and stung like hell so why was my cock hard as steel and dripping?
After about twenty hits she halted her assault. Read more »