Tag: Anal

Became someone’s own little whore! [FM]

Like many girls on this sub, I grew up religious. Modest. Covered elbow to ankle. Not allowed to touch a man. Repression breeds perverted sluts. No two ways about it.

By 18 I’d only slept with my high school boyfriend. Nothing special. I pretty much only interacted with people in my cultural and private school communities.

Yet I was obsessed with beautiful, frilly lingerie. Spent my paychecks on Agent Provocateur. Changed with the windows wide open since 16 to give my neighbours a little treat. Bought latex Vivienne Westwood heels.

At 18 I was a size 2, 5 foot 7, runners body with disproportionate F cup tits that were so perky a pencil wouldn’t even stay under them. Narrow, boyish hips. Tanned, big brown eyes, huge lashes. Unique beauty. I always wore skanky look at me outfits, and still do, even though now, at 25, my tits are a little softer, cheeks a little more prominent. I’m a 4 and H loves me more than ever. Read more »

“Customer Service [MM34,MM30][first time,oral,anal,car]

Yesterday started just as any other usual day at work. As the day progressed the hornier I got, and my focus had turned from working to flirting. Wandering the store I hunted the premises looking for the sexiest man I could find.

His muscular arms were the first thing to catch my eye. Checking out a pair of shoes he stood strong in sweats and a sweatshirt. His short trimmed beard was full and dark, and his bulge was clearly showing through his pants. As I made my way towards him I noticed how tall he was.

Almost a foot taller than myself, I gleefully entered his domain and his eyes glanced up from the shelves. Catching my smile he reciprocated, and I politely asked him if he needed any help.

“No I think I got it..” He said grabbing a box, size 12. “Can you point me in the direction of the baby diapers?” He questioned honestly.

His eyes were as dark as his beard, and I watched him look me and down as I processed his inquiry. Imagining being lifted into his arms, placed upon his sturdy pipe and pumped into an endless extasy, I snapped out of my daydream and answered him confidently. Read more »

Firehouse: Raining Hearts [M30s/M30s/F30s] [cheating][Threesome]

She was married and so was he. He was her Captain, but it did not stop the deep desire she felt for him. Lust. His lazy smile, piercing looks would send a thrill through her everytime she would look at him. She wanted to feel those strong arms. Run her hands down his chest which she knew was covered with soft dark curls.
She felt the desire rising in her, as she thought of him. The need to feel him was going to kill her one of these days.
Just this morning when they were in the kitchen and she was trying to reach the topshelf, he came behind her and grabbed the bowl for her.
The instant he came behind her, she knew it was him. His musky smell hugged her. Her heartbeat sped up at the slight touch of his arms. It took every muscle and every ounce of power not to turn around and just melt into him.
“Here you go,” he said as he placed the bowl in front of her.
She turned her head to the right and she knew if she just took one step back, she would feel his muscular body against hers.
Instead she stayed rooted on her spot not moving a single muscle, and said a quick thank you. Suddenly his body slammed into her. Was it her imagination or did he just purposely stumble pinning her to the counter with his body?
She gasped and tried to turn and look up at him. She only managed to turn half way and looked up into his face.
There was his lazy smile again, before she could say anything, he pulled himself away from her.
Every fiber of her body hungered for his touch.
As the morning’s memories warmed her, she could not help but sigh. She thought that the Captain felt something as well. On occasion she would catch him studying her intently. A slight touch on the shoulder or on the waist when he has to get around her for something. Either she was just making things up in her head or he was also skirting around the feeling that they both have. Read more »

I[M]’ve been fucking a grad student[TF] since she was an undergrad

If y’all have been following my previous [posts](https://www.reddit.com/r/SluttyConfessions/comments/yjud1d/i_27m_love_making_my_friends_wife_34f_feel_guilty/), you might not know that I have other FWBs, but this other one is one of my top favorite go-to fucks.

She’s currently a grad student at the university of the college town/city I live in, and we’ve been fucking for about three years. She wasn’t my first sexual experience with a trans woman, which was coincidentally during my undergrad. Between that and now, I’ve only had two, but hoping for more.

I met my trans FWB at a charity event that my company was hosting. She was one of the college volunteers that was also assigned to my team’s station. I didn’t know she was trans at the time. All I knew was, when she walked in wearing the tight red volunteer shirt and her sexy demeanour, I was hooked.

At first I played it cool, introduced myself, and kept it professional, mostly to not to look like an absolute perv around my colleagues. As much of a horndog as I am, I love my career and would never directly mix my professional world with my sexual one. I have never had any any sexual relationships with anyone at work. Read more »

Helping out the Birthday Girl [Group]

Everyone says their first is special, but mine was more special than most. I lost my virginity at 20 years old, and Lily — 21 herself at the time — made sure that I wouldn’t forget it (another story for another time). Lily was a BBW, and stood about roughly the same height as me at just short of 6 feet tall, auburn hair and light grey eyes, with smaller breasts than some but great, soft curves everywhere else. I felt a little bad afterward; while I was single at the time, she was not, and this wasn’t the start of a true relationship. She’d never taken someone’s V-card before, and enjoyed being the teacher, as well as the thrill of cheating with someone younger. Lily and I spent four months together before she met the man she would eventually marry, but they were four months well spent. Read more »

my 18[F] painful first anal experience

I’m a hs senior and me and friends went to a frat party at a college near where I live. I met a guy there and we danced for a bit. He was 22 and really hot. Tall muscular handsome face. Apparently is kind of a big deal hockey player at the school. He was being pretty aggressive/handsy but I didn’t mind. I was really turned on. Eventually we go upstairs to his room. I get on my knees and I begin sucking his dick. It was huge, definitely the biggest I had before. Then he puts me on my hands/knees on his bed and comes up behind me. I feel his cock press against my asshole. I’m like hold on what are you doing. He said something like if you want guys like me to like you you have to do this. And said he’d just go find a different girl. Read more »

The stories of a Succubus named Diamond, Halloween Fun. BDSM, Femdom, Tied Down, Blindfolded, Anal, Tail Fuck, Cock Milking, Futa, Tentacle Sounding

My favorite night of the year has come once again: Halloween. The one night I can freely walk around with my tail and horns without worrying about anyone questioning it. I’m sitting in my bedroom on my laptop, looking up where to go. I find a nearby bar hosting a costume party; the winner gets 100 dollars. Ecstatic, I jump off my bed and walk towards my walk-in closet to pick out my best outfit that really screams “sexy Succubus.” Shifting through my larger set of clothes due to my new height, I find what I’m looking for: “Perfect.” I grab the top and bottom, walk over to my bed, and lay them out. I grab my mirror leaning on the wall, bend over, and flip the kickstand out from behind it so it can stand facing me. I’m wearing an oversize t-shirt with nothing underneath. I grab the bottom of my t-shirt and pull it off over my head, revealing my flaccid cock and balls squeezed in-between my thighs, my breasts perky as always, and my new athletically toned body reflecting back. I grab my black skirt off of my bed, slipping it on the bottom of the skirt, stopping just halfway down my thighs, my tail poking out through a hole in the skirt just for the occasion. I look at myself in the mirror and think, “Hmm, I want it to be shorter, but…” I pull the skirt up roughly where my mini-skirt would be, The head of my cock is visibly hanging in view. I drop my skirt back into place. I sigh, “It’ll do.” I walk over and grab my top, a black heart cutout top. I slip it over my head past my horns, stopping just underneath my breasts. The top has a heart cutout that shows off my breasts pressed together, almost bursting out of the cutout. I grab my black platform boots, slip them on, and I head for the bar. Read more »

[MF] Pulled a hat trick a few weeks ago.

About a month ago at this point. On Wednesday night, I hooked up with a semi-regular fwb. I’ve written about her here before. She’s a short kinky little thing. We made out, she started sucking my dick. She’s goooood. I maneuvered down to 69 her and she came pretty quickly, pushing my head out of the way. But still sucking my cock really sloppy and deep. So I started eating her ass.

She fucking loved it, and sat up on my face so I could tongue her deeper.

Then she rode me. She has an awesome pussy and I want to nut inside her so bad but she says she’ll take it anywhere else. So I bent her over and came in her ass. I’m allegedly seeing her tonight and I’m going to nut on her face if it pans out. I just love anal tho.

Thursday, I had a real date. We went back to my place and we’re making out, we moved to the bed and I ate her pussy. She’s got a great body and awesome legs I wrapped my arms around. I climbed on top of her and fucked her. Then I slid behind her and did that position on our sides. I cream pied her pussy. We rested and went for round 2, on her hands and knees. Read more »

[M] walking in on my roommate [F] leads to my first experience with [anal]

A few years ago I was living with my girlfriend and her roommate, Meghan. I was 25 while Meghan and my girlfriend Ashley were both 22.

Meghan was incredibly cute. She was multi-racial – half black, half white – which gave her the smoothest light brown skin. She had big doe eyes, long eyelashes, cute little dimples and a beautiful smile.

She had been a swimmer in high school and was still well-built. Not ripped, but she was in good shape and retained the broad shoulders, strong legs and tight round butt she had gained from many years in the pool. She had a pierced bellybutton and I could tell from some bikini pictures I’d seen on Instagram that her nipples were pierced as well.

As if that wasn’t enough, she was kind, funny, and super bubbly. Just an amazing all-American girl next door that any guy would want to date… And any “roommate’s boyfriend” would fantasize about fucking senseless.

I came home once while Ashley was still at work and heard a muffled shriek of pain from Meghan’s room. *What the fuck was that?* Both her room and the room I shared with Ashley had their own respective bathrooms. Judging by the muffled sound of the painful yelp, Meghan must have been in her bathroom. Read more »

A husband asked if I slept with his wife[MF][anal]

My wife and I were at a friends Christmas party last year. Dee a Mutual friend of ours, started talking to us and introduced us to her husband Doug. We have not seen Dee in 10 years and we were all catching up on life events. I went to go get a beer, and Doug followed me to the keg. I was pouring my beer and Doug asked me I had ever hooked up with Dee, his wife! I threw him a smirk, and walked away, to talk with other party guests. I knew this would drive him fucking crazy, thinking about it. Dee is a little slut and I have seen her screw three of my friends and know of twenty other guys, she has fucked, sucked and made cum. Read more »