Anal Archives — Page 105 of 957 — NSFW story

Free Use Slut/Escort to my Friend’s Dad – Part 1 [FM]

*Reposting from my previous delete profiles. As folks keep asking me for it.*

I had recently turned 18 when this happened and about to enter university.

Skip to ****** if you want to get to the good part.

I started out my sexual journey rather early in life. I didn’t lose my virginity until 16 but I had given a lot of blowjobs, kissed a lot of girls, eaten out a lot of girls and swallowed a lot of cum before that. I am rather comfortable with my own sexuality. A little while before university started I found myself needing a place to stay for a few months, maybe even first year, due to a mix up at the university dorms.

I was at a friends place and the topic came up. My friends were obviously worried and my financial situation wasn’t the best that I would be able to afford a decent place for rent this short notice. Read more »

I [F] was a third for my best friend and her boyfriend [mff]

So about 2 years ago, my best friend Sarah and I was on a night out having a great time at this cute bar, we got to talking about sex, nothing new there. She was talking about her relationship with Jake, how good the sex is, I had been on a dry spell so joked “ok, yea rub it in why don’t you” she laughed, “it’s been a while has it” she replied. “Yes to long”

More sex talk and she asked me if I had been in a threesome, I had with my ex bf and his friend, she started asking all sorts of questions, “why do you ask?” I said, “well josh and I have been talking about it” “with a guy or girl” I asked. “He doesn’t mind, but I think I would prefer a girl, it’s not often I get to explore that side of me” “oh I know what you mean, I don’t either” I replied. Sarah jokes, “let’s do it” with a giggle, “erm, was that serious” “not really, but I guess it’s not a bad idea, who else would better than my sexy best friend” Read more »

[FF] She continues to use and fuck me. But this time I fuck her ;)

We have continued to see each other on a fairly routine basis. As luck would have it, I was traveling to her city for school and would need to stay for a few nights. I was able to have 3 nights with this woman. Even though we have been having sex for almost two months now I am still shocked how most of the escapades end up being blurry. How can I remember acutely what happened but the when of the situation gets fuzzy?

So, let’s start at the beginning, shall we?

First a little about us. She is wee. Like five foot wee. And small. Brown hair that will go crazy in rain and humidity and brown eyes that are lovely. Somehow even with her being wee and a woman she exudes big dick energy lol. No clue how. She is demanding and kind but looks at you like you are a meal. Her last meal. That she needs to devour slowly and completely. Something this small should not be able to throw me around like she does but shit. Her tits are the most perky damn things I have ever seen, and her body is so tiny but so fucking right. I am 5’4” and not wee. I’m not huge by any means, more curvy in a size 10 type of way. My ass is rather nice, and she says my boobs are by far her favorite: I just think that is because she is trying to get in my pants……continuously Read more »

Fun With The Amusement Park Girl Part 2 [MF]

Part 1 of my story with Nikki is in my profile. DM’s are appreciated!

Nikki and I wouldn’t be able to get together until about a week later. Our work schedules were crazy at the time, but we talked most nights on the phone and texted during the day. When we were able to get together Nikki wanted to come back over to my place.

The day came and I told her I’d be free around 8pm. I left work, ate dinner, and took a shower. I was still behind so when I was out with my dog, Nikki pulled in to the parking lot and we finished my dogs walk.

Nikki looked fantastic. For a bit more details of her, she’s loud, has no filter, blonde wavy hair, and is somewhat dominant in her personality. She’s also very competitive when it comes to…well…everything haha.

We go up into my place and I grab a drink of water and offer her one. We are hanging out in my kitchen talking and suddenly Nikki just puts her hand on my groin and says “Shut up and kiss me already dammit!” I laugh and grab a handful of her hair which illicit’s a moan from her. Read more »

A Work Affair [FM]

My boss approached me with a request. He had a job offer and bid for a contract that would last several months renovating a non-profit veterinary office. The catch was it was entirely after hours work. I had the most experience working alone and the most flexible schedule so I agreed.
The office was still operating at lessened scheduling, mostly prioritizing emergency calls out of a trailer fitted out as a mobile exam and surgical room.

After hours the Vet, Mikayla, would work late in her office. Her husband would occasionally stop by right at closing time then leave. Her mother would also stop in at times to help do little tasks for a few hours then head out. Invariably, after 8 or so towards 1 or 2 in the morning it would be just Mikayla and me working throughout the building. After a week or so we started taking small breaks from our work to chat together.

It started as talking about our jobs, or progress on the office. But we quickly found we had a lot in common outside of work and it evolved into one of us going out to grab dinner and then we would eat together in the office. Read more »

[MM] [BI] [COLLEGE] [ANAL] [CROSSDRESSING] Chris and Drew explore some more

All of these are based on true accounts (to the best of my memory) and are very close to what really happened. For the purposes of reading (and that real-life is always a little different), dialogue is not 100% accurate. Names have been changed.

See Part 1 Here:

[https://www.reddit.com/r/Erotica/comments/tdh60f/m_bi_college_my_first_time_sucking_another_guy/?utm_source=share&utm_medium=web2x&context=3](https://www.reddit.com/r/Erotica/comments/tdh60f/m_bi_college_my_first_time_sucking_another_guy/?utm_source=share&utm_medium=web2x&context=3)

See Part 2 Here:

[https://www.reddit.com/r/Erotica/comments/tf7dmn/mm_bi_college_anal_chris_and_drew_go_a_step/?utm_source=share&utm_medium=web2x&context=3](https://www.reddit.com/r/Erotica/comments/tf7dmn/mm_bi_college_anal_chris_and_drew_go_a_step/?utm_source=share&utm_medium=web2x&context=3)

This is Part 3:

Drew was back asleep. Our first time sucking and fucking were in the books. It was everything I had hoped it would be and so much more. I had never imagined a guy cumming inside my ass before. My mouth, sure, but not my ass. I could still feel the stickiness around my hole. Drew was amazing. He was gentle, yet forceful. Feeling him take control was what I needed. It was what I was desiring more now.

I got up and got dressed, a full day of classes ahead of me. As I was finishing getting dressed, I saw Drew staring at me.

“Leaving so soon?” He said with a grin. Read more »

Family at the Circus [MMF, inc]

Family at the Circus

Licensed Under the Creative Commons License CC-BY-SA 4.0.

WAM content: M/F, pies, custard, clothing destruction Sex content: MMF, incest (M/s), BBW, oral, humiliation, exhibitionism

Kate would never have considered herself particularly attractive, but tonight she was the object of two men’s desire. The first, she would have expected: Dave, her husband of nearly two decades. The second would have surprised her, had she known: Josh, her son, who had recently turned 18.

A typical middle-aged, overweight suburban housewife, Kate’s 5’2″, 240-pound frame meant that her belly stuck out almost as far as her 46DD breasts. Her round ass and wide thighs were covered in cellulite, and her arms were soft and flabby. She was certainly not conventionally attractive, and she always dressed modestly, but when her husband Dave, a ruggedly handsome man in his 40s, saw her naked, he was always turned on by the voluptuousness of his obese, 36-year old wife. She was a classic Big Beautiful Woman, and Dave wouldn’t change a thing about her. He always wanted to keep the lights on when they made love, and insisted that she leave her pubic hair untrimmed, even though its brown color didn’t match the natural blonde on her head. Read more »

Ebony from the bar (sex story)

It was a early fall night fairly warm out, tshirt weather around 9pm. I was celebrating passing a very difficult class and was drinking alone at a rooftop bar. Casual conversation happening until I saw you. I’ll never forget how low cut that shirt was. That shoulder length curly hair, that perfectly dark/ brown complexion. Hardly any makeup; Busty but skinny, around 4’10.” You noticed my drunken gaze mesmerized by you so you invited me over. Silencing half the bar in doing so. I finished my drink and walked over never taking my eyes off you. I got close enough to smell that divine perfume. Not too strong, just right. I realized you had perfect white teeth and eyes I got lost in. After the second time asking my name I responded: “Sean. And yours?”
She replied “Dani” then proceeded to eye me up and down.
At this point I was feeling good with the drinks I had and we continued the conversation easily. Never any silence. We shared stories and had a few shots and before I knew it your hand grabbed my thigh. You said “I saw you eye fucking me before you came over and now I really want you to fuck me.” My cock has never gotten so hard so fast. It was about to rip my jeans. Read more »

An unsuccessful DP leads to back-to-back anal [MFM]

During my mid-20s, I lived on the island of Guam for a little more than a year. While there was a lot to enjoy about my time there, one of the biggest life changes I found there was how easy it was to hookup. I used to have a new partner every few months or so, but in Guam, I was fucking a new guy ever other week or so. This is a story from that time.

One weekend night, the guy I had been hooking up with, Zack, invited me over to his hotel bar where a bunch of people were hanging out. He was on the island for a few weeks for work, and we matched on Tinder soon after he got here. He was maybe about 6’1″, had red hair, and was in pretty good shape. As for me, I’m about 5’3″ and 135 lbs or so, with C-cups and some curves. Read more »

[M]y birthday threesome

I’ve been thinking about past birthdays today. I lived in a house of 5 or more roommates and that doesn’t include girlfriends or just people crashing there for a few weeks.The place had no ac so me and my girlfriend at the time slept in the nude. This is important because in the middle of the night all my roommates and other friends burst into my room with a cake that looked like they put lighter fluid on it instead of candles.

I had the option of letting them smash this cake on my face and cover my cock or just go balls out and push the cake on one of them. Well I don’t like cake all over me so I sat up and started throwing cake on as many people as I could. Most of my roommates knew about my size but a couple people didn’t. And that fact is important for later also. Read more »