Anal Archives — Page 83 of 957 — NSFW story

How a match on Tinder led to dinner, Never Have I Ever, and sex with a lovely German couple: the story of my (25F) first threesome [FMF]

A couple of weeks ago, I met up with a German couple I met on Tinder. They were tourists, in town for a week, looking for someone that would put the ‘three’ in threesome. After a couple of days of enthusiastic back-and-forth messaging, we decided to meet up in a restaurant to have dinner. Although I had fantasized about having a threesome for years, and although they appeared to be kind people, I wasn’t entirely sure whether I actually wanted to have sex with them – after all, we might not get on as well in real life as we did online. I told them about this beforehand: we would just meet each other, find out whether there’s a connection – and then we’d see what would happen afterwards. They were perfectly understanding. Although I wasn’t sure whether we would end up having sex together, I shaved and put on some nice lingerie. Just in case.

I arrived too early at the restaurant. Truth be told, I was a bit nervous. I went to the bathroom and sat there for a while, just thinking about what I had got myself into. I had some second thoughts, but since I was already there and since it would be rude to cancel at the last minute, I mustered my courage and just went for it. That turned out to be a good decision: we had a wonderful time at dinner. Read more »

Stories from behind her back pt1

My wife and i have been together for a long enough time that our kids are grown and out of the house. We’ve always had a decent sex life together but I always had to have a little something more.
Now let me explain that my wife is beautiful 5’9” large ee breasts with dark perky nipples and a pink pussy that is very fuckable. We typically have sex once or twice a week usually following the same pattern of a few minutes of oral before i eat her pussy until she cums then doggystyle until I cum.
I enjoy sex with my wife but a dozen or so years ago found that i wanted and needed a little more on the side here andthere.
I started having more urges and desires than my wife was willing to experience sexually. So i would often times find myself jacking my cock in the shower before i went to bed and sometimes after i had finished fucking her to sleep.
I was home alone while my wife and mother in law took the kids to colorado for a few days.
I decided that i would watch some porn surf the web and maybe go to the titty bar while they were gone. I was laying on my bed watching a good porn featuring a chubby blonde using various object as dildoes and stroking my seven inch cock when my phone rang on the nightstand next to me. I looked over at the caller id and saw my wifes number so i grabbed the remote hit mute and answered.
The phone call was only a few moments but my wifes best friend had locked herself out of the house and since we had a key would i be kind enough to go let her in. I obliged and hung up the phone unmuted the video and finished jacking off. I slid on a pair of shorts and tshirt after cleaning up with a wet wipe. I grabbed the keys and got in my truck lit a cigarette and drove the ten minutes to carey’s house.
When i got there she was nowhere to be found so i went and knocked on the door to no avail. I walked around the back of the house and saw her laid back on one of the deck chairs in her swimsuit tanning.
Carey never struck me as hot in the years id known her but looking at her chubby frame in that light my cock swole a little. I walked over and said hello and she pulled off her sunglasses to stare up at me. I told her i had the house key and she got up and we went and unlocked the house. I was about to leave when she offered me a beer. I thought fuck why not.
I walked into the living room and sat on the couch while she went and grabbed a couple beer bottles. We drank and chatted for a while before she offered me another beer i took it and we talked and drank and after the third beer she told me that she needed to go shower and get changed before her husband got home. I jokingly asked if she wanted some help. She blushed at me and said she could do it herself. I told her yeah i know i was joking but to my surprise she stood up and pulled the straps down on her swimsuit and wiggled out of it and let it drop to the floor. She was chubby but had a nice pair of tits with dark round nipples and a very hairy pussy. I looked her up and down and smiled and said lead the way as i stood up.
She took my hand and led me down the hallway to the master bedroom. She pushed me backwards onto the bed and pulled my shorts off releasing my swelling cock she wasted no time in taking in in her hand and guiding it in her mouth. I moaned as her lips wrapped around the bulging head of my cock her mouth warm and inviting as she took it further in. I let her suck and stroke my cock as i peeled off my shirt and ran my fingers through her hair. I let her suck me off for a few minutes before i took control and pulled her up on the bed. I spread her legs looking at her hairy cunt and dove head first. My tongue slithered into her, my nose taking in her sweet aroma as she started moaning and her legs tightening around my head. I licked and prodded her with my tongue drawing moans and gasps as i fucked her cunt with my tongue within a couple of minutes she was quivering and moaning begging me to fuck her, but i was t ready quite yet i wanted her juicy prize first. I ket licking her box sucking on her clit occasionally before i felt her legs tighten more and her back arch up as the waves of her orgasm began to roll through her body. Her hands grasped my head as she came each orgasmic wave making her chirp like a bird. When the orgasm had subsided she begged me to fuck her telling me to use her holes how i want. I stood my erect cock pointing at the ceiling, grabbed her legs and guided my cock into her wanton pussy. She gasped as it slid smoothly into her only stopping when i hit her cervix. She looked up at me her legs over my shoulders as I started to slowly withdraw and then slam back into her. She moaned and told me to fuck her like a whore as she squeezed and pinched her large nipples. I was enjoying every second of her juicy twat but i wanted more. Her juices dripping down my balls were more than enough lube for me to pull out of her cunt and guide my cock to her pink asshole. I rubbed my bulbous head against her and told her to take a few deep breaths before i slid into her. She screamed and bit her hand when i first penetrated her asshole. She told me later that she had never done anal before. I slammed in and out of her ass while i played with and slapped her tits. She was moaning and gasping and tears rolled down her face with each thrust of my cock. It wasnt long before i couldn’t hold back and let my cock erupt in her hole. I shot streams of hot jizz deep in her ass her moans and crys driving me further and faster. I moaned and shot my load into her for a final time before i slid my semi erect cock now red and engorged from the pleasure from her. To this day ill swear i heard a little pop as i pulled out of her. I looked down at her a sweaty sticky cum filled mess on her bed. She lay there catching her breath for a few minutes before she got up leading me to the shower where we took our time cleaning each other up.

Drunk and horny.. [FM]

One night, I’m out with a girlfriend of mine, completely drunk off my asssss. And when I get drunk, I get ridiculously horny. It’s just, a given. Anyway, I was sending little flirty texts to this guy I was kiiiiind of talking to at the time? Sort of? Not the point I guess.. but I was making plans to go over to his house. I’ll call him K. I’m honestly kind of gone at this point though, so when my friend’s relative is telling my friend “she’s in no condition to drive” and they’re like talking about it and everything, I sort of tune it out because this other guy texts me. I know, I’m a horrible person. Lol

So this other guy, let’s call him A, I hadn’t talked to him in a while, hadn’t seen him since our first, and what I thought was our only, hook up. Truthfully I thought he was going to be a one night stand. Don’t get me wrong, I had a lot of fun with him but there was a bit of a distance issue so it just felt impractical to keep talking to him after our hook up. And the hook up itself wasn’t even something that was planned. He was just some hot guy I picked up one day. The kicker is, I just so happened to be in town when he shot that text… Read more »

[FM] Let my Flatmate use my Asshole to help him get over his ex

I’m working from home today. Woke up at 9, logged on, pulled on a sports bra, t-shirt and thong before the 9.30 am stand up so I wouldn’t be naked on video. That ended and I went to get breakfast, and I ran into Brian – my flatmate.

I assumed that I had the apartment to myself – hence my walking around half naked – but it turned out Brian was working from home too. Brian was just out of a six month long relationship with Kelly, and he was miserable. It was pretty much the first adult relationship he’d ever had and the breakup totally blindsided him. He’s been miserable for the last two weeks.

Apparently he had woken up and lay in bed too late this morning, so he took an unscheduled work from home day.

Brian and I used to fuck, but we stopped for obvious reasons while he was taken. So, he’s seen my ass on display plenty of times before, but not for a long time. Still, I didn’t think too much about it and stood there chatting brightly while my coffee brewed. I got that and walked back to my room, glancing back briefly to catch him staring. Read more »

[FF] Does this count as DP?

Fall semester of my junior year, I had a girlfriend who pushed my sexual boundaries more than any lover I’ve ever had aside from my now husband. Her name was Jill. She was a basketball player at another university in the city. She was a foot taller than I and really beautiful. Jill was a very assertive lover and in the 3 months we fucked, she really pushed us to try everything we could think of.

We spent many nights in my private dorm room because she shared a suite with 3 other girls. This particular night we had stayed in to watch a movie and chill out alone. Jill and I had curled up on my bed couch together naked. We both loved touching the others body as we relaxed. The soft gentle touches and teasing really heightened our later sexual encounters. When the movie ended, we began to kiss more intensely, our tongues tangling as our hands caressed each other’s breasts and bodies. Read more »

[FF] 33 weeks pregnant, got fingered to orgasm by nurse midwife

So, I continue my saga – 33 to 34 weeks pregnant, super horny, can’t feel satysfied and wanting more and more… And like mentioned before, my cuck husband is not pleasing me at all, so I’m left to find joy in other adventures.

Ever since I orgasmed soo hard on the ultrassound table, I’m hooked on these kinds of medical procedures and stuff. It’s like a fetish I developed I guess.. I think at this point all my caregivers already know I’m a dirty pregnant slut, and I don’t even mind (maybe some could even take advantage of it? I would like it haha)

This time, I had a very good time with a nurse who is also being my mid-wife for the time being. It’s a bit of a long story, so hold on tight: Read more »

The Bet [M27/M24] [Trap] [Roommate] [Blow Job] [Anal]

Roommates. We all love them, we all hate them. Most of them tend to be nothing put a big pain in the backside. But there are those rare ones, those you really get along with. And I had one of them, a couple of years ago. I was twenty three years old, he was twenty six years old when we first moved in together.

We shared a relatively big flat. Each one of us had an own room, we had a kitchen, a living room and a bathroom. We rarely ever argued, we shared cleaning duties, and it worked, we had something to talk about. We sometimes cooked for each other, and we loved to enjoy a drink together while having your typical male to male conversations.

We were living together for about a year when we were sharing a late afternoon drink in the living room. We were talking about this, we were talking about that and then the topic, the conversation moved towards woman. And well, all of a sudden, out of thin air, my roommate made made one comment. He did it in a very jerky, arrogant and confident way: “Those traps. Nothing easier to than to tell the difference between a trap girl and a “real” girl.” Read more »

Pleasure Island – A Jennifer Stokes story – ch.7 [f][20s-30s][anal fantasy][short]

7.

While Tess had been honing her skills, Jennifer had also kept herself busy exploring new sexual delights.

It started the day she fingered her ass in the shower. As time went on, she became obsessed with thoughts of some strong, handsome man, fucking her tight ass.

Jennifer began wearing the green jewelled plug Will had given her, every opportunity she got. She loved the feeling of it seated snuggly in her bum as she went about her day around the office, her co-workers none the wiser. It was so naughty, her panties were often quite damp by lunch.

Sometimes, when she was speaking with a man at work, or standing in line at the coffee shop, she would wonder how he would fuck her. Would it be slow and gentle, or fast and rough.

The fantasy was so strong, that several nights a week she would find herself in the shower, or on her bed, pushing one of her dildos deep into her ass.

Jennifer would close her eyes and dream of ‘him’ while fucking herself to orgasm.

‘Some day,’ she thought. ‘Some day.’

My Roommate, The Sissy [M22/F22] [Sissy] [Roommate] [Anal] [Caught]

There is point when it is enough. When you have to stand on your own feet. When it is time for you to leave your family home and get a place on your own. It was a few years ago when I made this decision. But rents were already through the roof back then, so I needed a roommate to be able to afford anything. I came up with the great idea to ask a long time friend of mine, who was about twenty one years back then, to move in with me. Luckily it didn’t took much to persuade him to join in, because he had exactly the same problem like I had.

After some searching – it actually was nothing but a big pain in our backsides – we found an affordable, surprisingly big place for the two of us: A room for each one, a kitchen, a big living room and a bathroom. We immediately turned it into our man cave. Or better said, into our party hub. We did what you do when you move out from home when you are in your early twenties: Lots of drinking, mixed with loud music and fucking everywhere. Luckily our neighbors were forgiving. Or never home. Or just deaf. We never had any problems with them back then. And we still have no problem with them until this day. Read more »

The worst dude I ever hooked up with [FM]

I’ve written about some shameful acts, but I’ve avoided this dude specifically. Someone asked if I had written about every consistent sexual partner of my past.

All but one…

*I am not proud of this. I even thought I’d skipping this story because it’s a little bit of weird of an introduction. Not only are y’all about to see what an ass he is, but also how anal I was about STD checks. I thought about changing the reason I kicked him out, but, fuck it, let’s get real.*

I met this fucker playing trivia. Low and behold he was a fellow lawyer and we immediately fell into a state of mutual hatred. He was arrogant, sexist, self-righteous, and annoying. He once told me he was worried about my biological clock. I wasn’t even 25.

The best part was that he was faking a southern accent. He had lived there for four years during college and magically picked up a stronger drawl then me, even though I had lived in that region all my life. I called him out on it, and he got pissed… Although magically his accent went away after that. Read more »