Tag: Anal

My first time doing anal was with my GF mom. [MF]

I had been having an affair with Laura, my girlfriend’s mom for over a year at this point. With college so far from home, Dani’s (GF)parents were only able to visit every few months. So Laura and I had to sneak around in order to fuck each other. This consisted of more sessions in the laundry room, or trips to the store. There was one night I managed to bend her over the sink in our tiny apartment bathroom and railed her from behind while her daughter and husband were in the living room. That pretty much summed up freshman year at college.

[If you’re new to this affair, check out my profile to catch up.]

Flash forward to the summer that year. Dani and I had moved back home to her parents house. Her Dad was busy with work and a new contract he’d gotten would keep him away from the house for days at a time every few weeks. Dani had gotten a job as a receptionist, while I went to work at a local warehouse. It’s one of my days off and I’m home alone for most of the day. I heard the front door open, and got up to investigate. It was Laura, home from work around 3 pm. We made small talk for a few minutes before she said she was going to change clothes. I went back to the office/ den and continued reading. Read more »

Volleyball Season [F22/F23] [strapon] [ass eating] [light humiliation]

Carol Lane leapt through the air. Her tall skinny form made a perfect arch, her small breasts strained against her tight shirt, her feet pointed behind her, her hand stretched high. Then she snapped her body forward like a whip. Her hand struck the volleyball popped her way perfectly. It sang as it torpedoed through the air, over the net, only to be stopped dead in its tracks and drop down to her side of the court with a disappointing dut dut dut. The whistle to end the game followed shortly after.

Carol’s feet touched ground and she stumbled forward, right into a familiar form that was already ducking under the net. Bruhmilda Abrahams was the captain of the Lady Hawks, an all girls volleyball club and current league favorites. She had a thick bush of curly red hair that she never bothered to tie up despite the fact that it bounced all around her face during a game, long shapely legs, muscular arms, and a rack that every athletically built girl could only dream of. She was also Carol’s biggest rival on the court. Read more »

Delilah’s show – Recording a BDSM Scene [M38/F35] [BDSM] [Anal] [D/s]

Alex led me into our room, holding my hand in his, I surveyed the room. Several things were already set up. Lighting and cameras were positioned. Restraints hung from the ceiling. The spanking bench was out. The bed contained all four cuffs, the flogger, the crop, nipple clamps, open mouth gag ring, shibari rope, a variety of anal plugs, and a few vibrators. 

Alex put me in front of one of the cameras and began turning them on. He then started undressing me.

“You will be putting on a show for me and all of our subscribers this evening. Delilah, you do not have a say in what will be happening, much of which will be pushing your limits…”
I was already turned on by what he was saying and could feel my arousal and wetness pooling from my core. 

“…your safe word and signal are always in play, but Delilah, I plan to play you like the toy you are and the longer you stay on for the ride the more pleasure I will pull from you.” 

“I am ready to play Daddy.”

“Good girl.” Read more »

My first DP [FMM] and two BBCs

*happened late last year*

I must admit before I started my current line of work I had never had a BBC. Don’t get wrong, I’ve had big dicks before just never a black one.

My count of black dicks after this experience is only up to a whopping 2.

My client is a good 9 inches and very thick. Stretches my holes out nicely. It’s great getting fucked by him and he pays the extra $120 (he pays a little more because of his girth) for anal every session.

After a handful of sessions over the last few months he asked if a friend could join us next time. *Side note, always find it weird when two dudes are into threesomes. It is probably why up until this year my threesome experiences have been FFM. I had my first FMM experience this year with two friends. So I found this very weird that he was asking an escort for a threesome with another guy. End side note.*

“For what?” I asked being all dense

“To have a threesome? What else …”

“Oh. Um. I guess … what do you guys want to do?” Read more »

Amnesia Was The Best Thing To Happen To My GF [25M/25F/24F] Part 62 [3Some][Toys][Creampie]

[Home](https://www.reddit.com/user/Teososta/comments/q3su15/amnesia_was_the_best_thing_to_happen_to_my_gf/)

=== ***Amber*** ===

It was a shock to me when Alana’s friends invited me to go to a party, it was even *more* shocking when I learned it was a Bachelorette party. It wasn’t shocking when there were no male strippers. It was Bella, Alana, Roxanne, Alexa, Emily, Demi, Laura and Bella’s mother Christina. I’m literally the odd bitch out.

I felt alien. I didn’t belong there; they were all good friends with one another. They were talking amongst themselves, having a good time. We went to a Hibachi grill, Alana and Roxanne’s idea, and it was actually on the higher end. I’m told that Bella likes simple stuff, but where I’m from a Hibachi Grill is far from simple.

I felt her eyes on me, Bella’s. She’s absolutely gorgeous, and tall as a god damn redwood tree too. She looked comfortable in her skin, usually girls who are as tall as her would be awkward, but Bella commanded the area around her and knew exactly where to move.

“Having fun?” she asked, and all I could give her is an awkward “yeah”. She knew I wasn’t comfortable. She just knew. She squatted down next to me, cupped her hand over my ears, and whispered: “Wanna fuck my husband?” Read more »

[F] How I lost my anal virginity in the shower when I was 18 years old…👻[ olivya_7080]

I’ve got to preface this story by saying that, throughout my teenage years I was convinced that no matter the circumstances I had no interest in ever getting a cock near my asshole. I heard unpleasant stories of friends who told me that it hurts, was not pleasurable in any way and that they only did it because of their boyfriends pressured them into it. I never got w

Take out sounds so good [M32F23] [rope bondage / choking / rough oral/ feet fetish / panty fetish]

While she was bringing my drink over to my table, I was able to notice her natural grace. For a tall curvy woman she was nimble and dexterous. The name tag said Jessica, a lovely redhead with freckles and fair skin, almost a translucent porcelain appearance to it. Her large bosom almost spilled out as she leaned over then table to set down my order. The low cut top providing a tremendous view of her cleavage, sure to aid in her tip accumulation. Her dumptruck of an ass must be great at accepting a tip as well, sitting upon thick thighs and long legs.

“Anything else you see that you like? We offer take away service as well, just so you know” she asked in a friendly and genuine manner.

“Well, I see plenty that I like, but for now this will be fine. Perhaps I can muster up an appetite to bring a little something sweet home with me tonight. Let me look over everything you have to offer while I enjoy my drink.” I replied with a devilish smirk. Read more »

Vanessa and her professor part 6 [20sF/30sM][con][anal][fiction][fantasy]

Vanessa woke up to the feeling of a warm hard chest against her back. Beau’s arm was thrown over her waist, his hand cupping her breast. His cock was semi-hard against her ass. She could tell by his breathing he was still asleep. Slowly, she slid out from under his arm, shivering in the cool air. Since all her clothes had been removed downstairs, and her thong had been torn and thrown into some far corner, Vanessa picked up one of Beau’s shirts that was draped over the back of a chair. She quietly made her way downstairs.

Unlocking her phone she saw a series of texts from Abby.

A-steph said you didn’t come home last night. Did you leave with your professor?

A-is everything okay?

A-vanessa, no one’s heard from you since 11 pm last night. If you don’t let me know you are alive in the next 10 minutes I’m going to panic.

V-im fine.

A-are you with….him?

V-i plead the 5th

A-you slut!! OMG wait until I tell steph. We need ALLLLLLL the deets. I mean you don’t have to be all kiss and tell, but outline and major plot points. Read more »

[MF] – A Slut is Born

Had a couple of requests in replies and DMs to write some more, so thought I’d kill some time on my flight home and jot down some of the recent fun.

Have been seeing a girl, she’s pretty conservative, having come from a pretty traditional Singapore family and she had only had pretty limited vanilla and bland sex in the past, now I have to be honest, it’s been a blast awakening her long repressed hidden inner-slut.

I’m pretty dominant secually by nature (and practice) and enjoy things a little more lively, but knowing her inexperience and not wanting to overwhelm her, was thinking to take things relatively slowly in terms of introducing her to the exciting world of some sub play and the dynamics of that side of sex, but my god has she taken to it in a surpsing way. Read more »

[FM] A queer girl falls in love with her childhood best friend… Indulging in his fantasies. Becoming his “Submissive breedable cat” Also featuring a switch where I sit on his face and give him a disaster of heel/footjob

Hello everyone, Allie and A here again. Chronologically this takes place the day after my previous story. The day after I discovered my best friend’s fetish for me dressed as a kitten. He wanted me to become a “submissive breedable” kitten or some…weird meme… he coached me to say some dumb lines and roleplay for him in this session… but he also paid for an entire salon hair makeover for my faded home dyed blonde hair. So… Anyways… here it is kitten breeding in the first session and then a horrific failure of a combo face sitting heel job adventure.

So once again I am staring at my practically naked self in the mirror with cat ears on with a bottle of lube and a tailplug in each hand. You may be wondering what lead to this moment in time so… record scratch, freeze frame meme. Something something wondering how I ended up in this situation.

So here’s my story hub of all my previous encounters and how my relationship with my childhood best friend began.

[ Story Hub: An Allie Cat’s den of smut](https://www.reddit.com/user/SmutAccount234/comments/vymo53/story_hub_an_allie_cats_den_of_smut/)

Anyways. Here’s my ramble novella. Read more »