Tag: Anal

My [NB] First Time With a Guy [M] and He Asked For Anal

I was starting my first relationship with a guy and we were ready to jump into bed. We’re on the same college campus, and we go back to his room as soon as possible that evening. The lights are low. We press together. I’m all over him. He’s a good few years older than me and pretty, with whatever the 24-year-old version of a dad bod is. He’s bi, and has plenty of experience with girls and guys. I love that. I’m nervous, but so ready to get fucked. He breaks off as I’m kissing down his collar, and asks, ‘Would it be ok if we did anal?’.

​

So. I had no interest in anal at all. I figured it would probably hurt. I’d had my hands on his penis before and while I’d learn it wasn’t especially big, it *was* sort of imposing at the time… So naturally I flash him a huge smile, look him dead in the eyes, and say, ‘Of course, anything you want!’.

​ Read more »

[MF] (M26)(F25) Her Tight Little Asshole.

My girlfriend and I have been getting really freaky lately in the bedroom. This occasion was no different. It started out pretty normal for us but soon I had her sitting in my lap, facing forward, laying all the way face down, with her ass right in front of me.

This is our favorite position for butt massages and squirting orgasms too. But this time I was caressing and massaging her bubble butt and I pulled her little panties to the side revealing her soaking wet pussy. I began to lightly rub her clit while still squeezing, slapping, rubbing, and caressing her beautiful ass.

At one point I slipped my index finger into her pussy. She’s a small girl with a very small and tight pussy. One finger usually isn’t a problem but to get two fingers in she’ll need some stretching and foreplay, maybe even some lube.

This time I was fingering her and rubbing her clit with one hand and with the other I began to run my finger around the outside of her asshole. She began to squirm and moan so I slapped her ass and told her to sit still for me. Read more »

Late to Dinner (Part 4) [M37/F25] [D/s] [Daddy/little girl] [Humiliation] [Foreplay] [Public Play]

[Part 1](https://www.reddit.com/r/eroticliterature/comments/wtf79v/late_to_dinner_part_1_m37f25_ds_anal_humiliation/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

[Part 2](https://www.reddit.com/r/eroticliterature/comments/wuacgw/late_to_dinner_part_2_m37f25_ds_controlled_orgasm/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

[Part 3](https://www.reddit.com/r/eroticliterature/comments/wtf79v/late_to_dinner_part_1_m37f25_ds_anal_humiliation/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

Authors note: In certain scenes throughout my writing you will see ‘Daddy’ and ‘Damien’ each used throughout. This is to show the reality of how difficult it can be to submit in a public setting and how it requires mental fitness for the sub, and for the Dom to help lead, enjoy!

***

I walk out of the bathroom as if nothing had happened. Hair fixed, dress in place, body still and pussy cleaned up. Five minutes of fucking felt like hours after what my body just went through.

I sit down at the table. Damien is completely composed. He’s so happy with that gorgeous smile on his face, rare, and large arm movements as he’s telling a story to the table. Everyone seems to be a few drinks in and starting to get louder as I’m drowned in laughter. My wine made it to the table, but I need something stronger. I see the waiter and flag him down with my hand. He walks over and I whisper, “I’ll take a dirty martini, vodka please.” Read more »

My First Trans Experience (Part 2/2) [M22/T22]

Part 2, where Joelle makes me a bottom for the first time ever.

I’m laying in bed with Joelle after we’ve cleaned ourselves up from our earlier escapade.

“Next time, I wanna be inside you…” Joelle says to me.

We both laugh at the sudden and straight forward statement, as any awkwardness has obviously dissipated now that we’ve been intimate with one another. We’re both still completely naked lying in bed, facing one another. Even though we laughed, when she said she wanted to be inside me, I felt my cock twitch slightly, still recovering from my earlier orgasm.

“I thought you said you only top guys who are smaller than you?” I say, knowing that my cock is slightly larger than Joelle’s.

“Yeah I know, and trust me, it’s not because you didn’t do a good job, I mean did you see how much I came? I was practically shooting to the ceiling!” Joelle says. “I loved how you stretched me out, I just want to make sure that if it’s something you’re interested in, that you can have your first time experiencing anal with someone you trust and are comfortable with.” Read more »

The Afterparty: Around the Pool, Part 9 (Games of Dares, MF, Anal, Best Friends, Group Sex)

*Part 1 can be found [HERE](https://www.reddit.com/r/Erotica/comments/wi6n7m/the_afterparty_around_the_pool_part_1_oc_game_of/)*

*Six friends hanging around after a college party end up in a game of Dares, and things quickly escalate. This story was originally written in smaller chapters, with chapters 24-26 presented here. At this point, we’re beyond the tease and into the wild sex.*

**Chapter 24**

“Tiff,” Sarah called, holding up the slip of paper with her sister’s name on it. “Go get a facial from John.”

“Alright,” Tiff said, and stopped fingering herself as she stepped over toward you and Nicole, getting down on her knees next to you.

You didn’t want to leave Nicole’s amazingly tight pussy. You wanted to just keep fucking her, to plough her over and over, and then- Damn, you wanted to fucking finish in Nicole. You wanted to come inside her, bareback, and feel yourself just empty your load inside of her and mark her as yours.

“Come on, big boy,” Tiff said, rubbing your side. “Come on, right on my face. Right on my fucking face.”

“John,” Nicole gasped, still riding the shocks over her orgasm. “John, not in me-” Read more »

BFF Massage [M18/M18] [gay] [anal] [romantic]

All characters in this story are at least 18 years old.

Kevin and I have known each other since the beginning of middle school. We had nearly every hobby and interest in common and quickly became best friends. Throughout the seven years we were friends I eventually developed a crush on him, but I still consider myself straight. I still like girls and date regularly, so it’s really just a “singular-same-sex-attraction.” I’ve never been obvious about it and I never necessarily heard any rumors about us, but we do joke around as best friends often do. Once somebody did say we remind them of Turk and J.D. from ‘Scrubs,’ so take from that what you will.

We are both seniors in High School and I have been taking weight lifting class as an elective. One day as we’re hanging out in my room after school all I can focus on is a pinch in my back that I got from working out. It’s been bothering me a lot lately. I reach back and attempt to rub the spot, but of course it’s just out of my reach. Giving in, I decide to ask Kevin if he can help me out. Read more »

Haley’s 18th birthday [m/f 18,53] [age gap, taboo, anal, cnc]

I felt my cock throbbing as I started to open my eyes early Saturday morning. I instantly knew the day, Haley’s 18th birthday. I have been waiting for this day for so long, the day I have been telling my sweet little girl about for so long.

My wife is gone for the day on a last minute work emergency which means I have about 4-5 hours to get what I need. I follow the sweet scent of cunt all the way to Haley’s bedroom, it’s still 6 am but my cock couldn’t stand waiting any longer. I stand over her bed peering down and my little but curvy daughter. Her titties are a easy C cup with pink puffy perky nipples that sit high and pointed up. I only know this because I stroke my cock to her changing or in the shower.

I look over and glance and see a 8 inch big back dildo still sticky with cunt juice on it on the bedside table, my balls swell. I pull back the covers and Haley’s right breast falls out of her very thin tank top exposing her entire nipple and the fullness of her very large breast. Read more »

I 18[M], 18[F]ucked a girl ass to mouth for 3 hours in a public park.

Hey,

I was at a house party, and everything was pretty normal. I arrived, we had few and drinks and everything was normal. I was telling a funny story when a girl sat next to me and start listing. She was really interested and kept eye contact the whole time.

At first, I thought she just liked the way I present myself because in my group Im the funny storyteller guy, but she stayed with me the whole time. We had a nice convo and things started to heat up. She put her legs on my lap and start touching me everywhere. I was a little overwhelmed by it and pretty shy at the beginning.

After 2 hours of drinking flirting, we decided to go to the club. Everybody was searching for their stuff when she the chance, while everybody was distracted and pulled me into a room. She gave me kiss, put her finger on my lips and without saying one word she winked at me. Read more »

[C] Becoming A Sissy Bitch For A Four Armed Futa Alien. [Part 2] [M/Futa] [M 20’s, F 20’s] [futa] [feminization] [Gentle Femdom] [Submission]

[Features: Alien, feminization, futa, blowjob, handjob, volunteer mind alteration, crossdressing, femboy, gentle femdom, and anal]

[Part 1](https://www.reddit.com/r/WarixViviana/comments/ww63gm/c_becoming_a_sissy_bitch_for_a_four_armed_futa/)

“Get on your knees.”

There was no force or heat in her voice, besides lust. But it was still an order and I found myself gulping. I knew what she wanted me to do and strangely, I found myself getting turned on by the idea too. Imagining her thick cock in my mouth. I shook the thoughts from my head and did as I was told, kneeling.

And I didn’t have to imagine anything. Her cock was huge, it was long, it was warm and it was right next to my face. I wanted it. Oh god I wanted it in my mouth. I wanted to suck on it, I wanted to choke on it, to be slammed into it, to be forced to swallow her cum and drink gallons as-

Her hand was on my head again, stroking me. Running through my hair, before gripping the back of it lightly.

“Suck my dick.” Read more »

[C] Becoming A Sissy Bitch For A Four Armed Futa Alien. [Part 1] [M/Futa] [M 20’s, F 20’s] [futa] [feminization] [Gentle Femdom] [Submission]

[Features: Alien, feminization, futa, blowjob, handjob, volunteer mind alteration, crossdressing, femboy, gentle femdom, and anal]

The universe is a vast place. Most people haven’t really traveled it. Me? I work as a privateer. Word use has changed quite a bit from what it used to mean. Personally, I’d prefer ‘temporary colonizer’ but I don’t make the words. I show up to a new world, help start the farms, make sure the wildlife isn’t gonna murder the first people going to settle down, make sure the *people* aren’t going to murder each other, and work as a general handyman before I’m given leave. Which is a fancy way of saying they dump me in the nearest Star city or space station or anywhere else that is specifically *not* where I just spent months of my life setting up. Me a bunch of others. It’s profitable work and you get to see all sorts of new places and new species but it can leave you in a lurch. Read more »