Anal Archives — Page 299 of 957 — NSFW story

Wore My Butt Plug To Work [F]

I’ve always had a really tight ass but found the idea of anal hot. I decided to treat myself and buy a pack of three butt plugs, all different sizes.

Finally they came in a few weeks ago and I’ve been using the smallest plug (7 cm). It hurt a little at first, but watching porn and playing with myself as I use the plug is really hot.

Don’t judge me but I decided to go to work with the plug in. I work a boring office job so lots of sitting and answering emails. It’s exciting, especially since my coworkers all think I’m innocent.

I had it in for about 3 hours today !! I took it out on my break because it was getting a lil uncomfy.

Maybe if you guys like this I can post more stuff like this :)

Tanya’s Naughty Exploits: Discovering her inner slut (MF Anal First Time Long)

Chapter One

Tanya had been looking for some fun for a long time. She had become completely absorbed with work and living a life which had quickly become so boring that she was forgetting the last time she had some carefree fun. After her last relationship, she had gone off the idea of men and needed a break. She had terrible luck with relationships and had decided that her slutty days were behind her and she needed to settle down. The only problem was that while her friends were all getting married and starting families, she was still looking for the right person who just didn’t seem to be anywhere.

She was in her early thirties now and in a very good job which allowed her to live a comfortable lifestyle in the city. She enjoyed the occasional long weekend break in Spain or France to get some sun. She had become used to going on these trips alone though and was longing for someone to go with her. She often fantasied about meeting a man in the hotel and going for a drink then inviting up to her room. Sometimes, she would watch another couple and imagine her in the place of the woman enjoying her partner’s company. On occasions, she would even fantasise about seducing the husband and sneaking away with him behind his wife’s back or better still, being invited to join both of them in their room. Read more »

Semi-open relationship with my fiance, where he can fuck whoever he wants, and I love helping him [FM]

Without going into too much detail of the why’s & how’s, basically the crux of this relationship is that we’ve been together for a few years and engaged for almost a year. The first time we dated we broke up after a few months because he didn’t think he could stay in a monogamous relationship, even though we both felt the best connection with one another. A few months after that we hung out and I wanted to try and make things work, he told me that he didn’t see himself staying faithful and exclusive. I told him that as long as its no strings attached sex, I’m fine with that, because the truth was, his sexdrive was indeed too much for me to handle the first time we dated — so my original reasoning was those girls can be considered living sexdolls lol. He also said his favourite girls were married women, and that getting them to cheat for him was his biggest kink. At that time, he had almost two dozen single girls he’d frequently fuck, with their ages ranging between 18-30 (most skewed on the younger end). And about a dozen married girls, which was a number just bewildering to me; he met only a couple of them through dating apps (which I thought most would actually be from), but most were actually just through everyday-life. I’m 25 and he’s 24. Read more »

Wife agreed to go anal only for No Pussy November [MF]

I tried to crosspost this from r/analonlylifestyle, but couldn’t get it to work. Here’s the short version of the best sex I’ve ever had.

Long story short, we were fooling around this weekend and wound up having anal three consecutive times in one night. During the third session, I worked up the courage to suggest going anal only for two weeks and she said “only two weeks?”. I thought she was just getting into the dirty talk, so I suggested 30 days. She seemed to think that was reasonable and we set it for my birth month, November. Now, we generally have an understanding that anything said during sex is non-binding, so it surprised me when she mentioned it the following day. And she said something about it this morning, so I’m pretty sure she is taking this seriously. We worked out a schedule of increasing orgasm denial where November starts with as much clit stimulation as she wants and ends with her not being allowed to cum from anything other than anal penetration for the last ten days of the month. November literally cannot get here fast enough. Maybe I can convince her to take part in 31 days of Ass-to-Mouth March…

[FM][MM] Putting on a show for Amy.

This is a follow up to [This Story](https://www.reddit.com/r/gonewildstories/comments/p9k5ck/mf_caught_by_my_flatmate/) There are two encounters detailed below, the first is a quick FM hookup, the second is a longer MM hookup with an F observer.

After my encounter with Amy I was a bit surprised that she wanted me to cum on her tits to finish – I thought that was something that just happened in pornos and had never come across a girl who was into that before. I quickly learned however that that girl was obsessed with porn and she loved cumshots. After we hooked up, a couple of nights a week she would come hang out in my room, we would watch porn together and fuck, and she would ask me to cum on her body somewhere. I was of course happy to oblige her kink.

One evening we were lying on my bed, naked, watching gay porn. The video was set in a pool with two well muscled hunks, one was sitting on the edge of the pool while the other, in the water, slowly sucked his cock. Amy was lying on her side watching it while I lay behind her on my side, my cock pressed against her ass. I was reaching around her body to play with her clit while she reached her hand back to lazily stroke my cock. Read more »

[23F][OC] I finally gave into my bi-curious urges at a new years party (TRUE STORY!) [FF][Bi][Oral][Feet][Anal][CNC]

This is a true story and I’ve been keeping it in for a few years. But I have been thinking about it recently and it’s been turning me on every time I think back on it. I felt it would be fun to share it. It will be a VERY long one because I want to be as descriptive as possible so my apologies! But I hope it’s worth it in the end (oh and also this is literally the first ever piece of erotica I have written so sorry if it isn’t well written/high standard!) :)

For the purpose of this story, call me Aimee. It was the night before New year’s Eve 2017, so I was 19 at the time. I was a university student but I was back home in London for Christmas break. I was supposed to spend time with the family but they normally don’t do anything extravagant for Christmas, and I was getting bored. Luckily, one of my friends (lets call her Chloe) in my uni course messaged me saying she was bored too and asked what I was doing for new years. Read more »

[FM] Homecoming facial

My husbands been in Syria since May 19th. Needless to say, we fucked like it was our job before he left. I’ve been compensating with toys and some video chatting while he’s gone, but my mind has been rampant with memories about everything sex. I absolutely could not wait to feel him inside of me. The last week or so I would catch myself grinding my teeth thinking about him and, most likely, how sore I’ll be the following morning. Worth it.

My hands and knees were trembling when he landed. His plane landed at 2 in the morning July 29th, he didn’t get to me until 3:15. I didn’t bother getting all dolled up. I prepared for a night, or in this case morning, of intense sex that didn’t happen. I completely spaced on the time difference and jet lag. Poor baby was worn out when he got in our car. We talked on the way and when we got home, he initiated. I was jittery and nervous like I was a teenage girl with a high school crush. It felt good to experience that again. We’re in our bedroom, locked together kissing, his hands are all over me, but I feel this sense of restraint. So I ask if everything’s ok and he says “baby I’m so sorry but I’ve been awake for almost 30 hours. I don’t even think I could get hard right now.” I’m an adult, I totally understand that it’s not up to him. The body doesn’t work like that so we got in bed and cuddled until he fell asleep 45 seconds later. Out like he was in a coma. Read more »

Got a [handjob] from my mom’s friend [mF]

The plan was, I would go to my mom’s friend Cassandra Mills’ house Saturday morning. Just like every Saturday morning, her husband Tom would escort their three kids to all their usual meets and matches and sports leagues. While he was out, Mrs Mills and I would take advantage of her being home alone in order to prep their backyard for a surprise birthday party for Tom’s 40th.

Or at least, that had been the plan she’d told me about. I never expected it when she… but, well, I should start at the beginning.

A week back, I walked into my kitchen to grab a snack when I overheard a conversation.

My mom leaned against the kitchen island while her friend Cassandra Mills sat on a stool opposite. Mrs Mills was saying, “…how hard it is to find a good babysitter. You know how it is with young kids. Never a moment to yourself. That was Tom and my first quiet evening since… I don’t know how long.” She laughed.

My mother laughed along with her. “Well Belle’s always available if you need another night away.” Belle’s my sister, not that that matters. “She’s happy for the money, saving up for this summer camp she wants to do.” Read more »

[F/MMMMM] Freshman Hazing (College)

I’ve always been talented and athletic for my age. Because of this, I’ve been playing volleyball at a high level as long as I can remember. In middle school, I played for the local high school’s varsity team. In high school, I was the only ranked player on my team nationally.

One of the social side effects to being talented, is jealousy from my peers. Coaches always held me on a higher plane than the rest of my teams throughout high school, and because of this, I was never really embraced by the team as a friend off the court.

The girls on my team talked constantly behind my back, and because of this, I rarely got any attention from the guys at my school. I spent my time practicing and doing homework, so between that and the talking, I was never sexually active. I rarely even had time to pleasure myself.

I thought this would change when I chose to go to a small, division-one college. Nobody knew me, and the talent level was higher.

I was wrong. Read more »