Anal Archives — Page 449 of 957 — NSFW story

I (23F) auctioned off my anal virginity for a good cause – and with an audience [MF]

Junior year of college, I volunteered for this frat’s charity date auction event because I knew some of the brothers (including [Sam](https://www.reddit.com/r/SluttyConfessions/comments/k1elmz/even_two_years_later_i_still_masturbate_thinking/), for those of you who read my stuff!). It was basically a fancy-ish college party: guys in ties, girls in pearls. The frat auctioned off dates with female volunteers for Alzheimer’s research. I wore a standard cute little cocktail dress and heels (and pearls, obvs).

The guy who “bought” me was cute, I kinda-sorta knew him, and he was a total gentleman on our date a few days later. Afterward, he asked if I wanted to hang out with a few of his friends back at their apartment. I already knew a bunch of those guys and said sure.

Now, the thing you have to know is that a bunch of those guys had been there when [I got my first facial](https://www.reddit.com/r/SluttyConfessions/comments/k1elmz/even_two_years_later_i_still_masturbate_thinking/) at the same frat the year before. Like, they had watched, and I sorta had a *reputation* for being… fun. ? But they were totally cool about it. So back at their apartment, they joked about how committed I was to curing Alzheimer’s and saving the world. About an hour or so later, I was a little buzzed and having fun being the only girl among six or seven guys. Read more »

[FM] Scottish mum loves bum fun

I (F 38) have most intense orgasms through anal

I’m a happily married women living in Scotland and most people (readers of this post excepted) will never know how much I love when my husband fucks my ass.

I first tried anal with my first boyfriend but his dick was to thick and it hurt too much.

I met my now husband when I was 22 and we have always had an amazing sex life.

We have had anal a good few times through our relationship however at start of lockdown he bought me a suction vibrator. Wow. If any ladies reading this o would implore you to get involved.

Anyway we like to enjoy some wine and listen to music on a Saturday night, get kids to bed and my husband will ask me to “get comfortable” ie get dressed up sexy, basques, suspenders, body stockings, tartan skirt and heels, you know the thing.

I know some of you like the details so I’m 5’5, blonde hair, around a size 12 (some shops, not all shops, ladies…?) My husband says I have amazing tits and I guess I am pretty proud of them. Read more »

“Horsing Around With Mom” [M/s][G/gs][H]

Have you ever been so incestually horny that you go digging through your mom’s room looking for something dirty and nasty?

Well I have, and I never thought I’d find this…

I was usually out with my friends on a Friday but due to this quarantine we’ve all been pretty trapped. Mom was at her essential job and once again I was alone at home. My deadbeat dad was long gone and no use to us, leaving me as man of the house. Barely turning twenty-one this month I was already doing a better job than him. I’m very handy and can fix or construct about anything compared to him. Mom’s always got some sort of task for me to complete and I’m always more than happy to help.

Early this morning before her shift, she left me a note explaing how her dresser drawer had been jamming up and she would like it if I could try and fix it. I figured I’d get it done early so I could relax a bit by the pool today. I grabbed my tool bucket and headed upstairs. It was fairly unusual for her to be asking me to go into her room as it has always been a “No Go Zone” my whole life. Read more »

College Experimenting – My First Blowjob [MM]

My first post seemed to get a decent amount of attention, so I will talk about my first time giving head to another man.

I remember posting on Craigslist under M4M. I basically described that I was a student at the college and was looking for anyone between 18-50 that was in decent shape, healthy, practiced good hygiene, etc. and that I was straight and looking to give my first blowjob, with no strings attached, and basically be a cumdump for you.

Of course, I received tons of emails, which most of were from up to an hour away and not what I was looking for, I again began to flake out and after a few weeks, I looked at my emails again. I weeded it out to 4-5 people that fit my description, of which 2 were fellow students and available.

One of them was gay and one of them was straight, both of them were in decent shape, and Both of them sent me dick pics almost immediately and both of them were between 6-7”. Also both of them had apartments, so privacy was not an issue. However, I went with the “straight” student because the other guy was very persistent on performing acts on me, and that was not something I was interested in, as I mentioned in my previous post, and was the bigger dick of the 2. The straight student was basically looking for a cumdump and then dip, which was what I was into. Read more »

Anal-Fucked [M]y New Neighbor After a Cold Thanksgiving Jog [MF]

Skip to *** for the action

This Fall, I bought a home in my city and moved into a neighborhood with a lot of young professionals. I am 29, single, and a pretty average guy all around. I work from home (the new normal), and really enjoy jogging. I have a fairly stocky, athletic build, about 210 and 5’10”, with naturally big chest/arms/thighs. I am far from skinny, but I never let myself get chunky.

Two houses down from mine is a home rented by three girls who are all probably a few years younger than me (26 give/take). I took notice to this quickly upon moving in because all three are pretty cute. One has a boyfriend who is always over, and one seems very shy. The third, however, we’ll call her Laura, has always been super outgoing from the get-go, and like me, she’s a frequent runner, so that was an easy topic of conversation for us.

Laura isn’t really my type, as I usually like petite, brunette girls with some curves (Anna Kendrick is my celeb crush), but Laura is a little taller and quite skinny. Her ass and boobs are both small, but very tight, and she really has the look of a lifelong runner. She has blonde hair, big brown eyes, and very, very wonderful legs. On top of it, her personality is awesome. Read more »

[M]y first orgy/swinger party

Hey everyone, I’ve been lurking for a while and thought I’d finaly post something for you to enjoy.

I was around 19-20 (I just turned 27) when this took place. I had just graduated high school and had no clue what to do with my life. After some thought I decided to work for a while and then go to college. As time went on I worked damn near everywhere; for a construction company installing house wiring, HVAC with a family friend, retail at a HotTopic, as a waiter at Applebee’s, a gas station attendant, and a ranch hand. Finally, a friend of mine told me that the renaissance fair was looking for people. As a kid I always loved going to the fair the costumes, the food, everything. So I went to the auditions and tried out for the role of prince and a cabin boy for the pirate captain’s cabin boy. After my audition I hung out with the other people there, introduced myself and made small talk. Obviously most of them knew each other as they had been working the fair for years so seeing someone new at auditions was probably a big deal for them. Read more »