Anal Archives — Page 397 of 957 — NSFW story

Accidentally fucking my ex’s best friend in the bum. [MF]

Flagged as ‘first time’ because it’s my first time writing up a sex story here *and* my first time doing anal. (Why is there a flair labeled ‘Sexual’? Read the room.)

I’d just got out of a six-month relationship with a high-maintenance girl in America. Her friend Liz went to drama school in London, which meant she was the kind of camera-hot attractive that gets you into drama school.

I was out with a bunch of mates and Liz was there. We hadn’t really spent time together before, but I was always eager to try sleeping with someone I felt chemistry with, because sex is fun and a great way to get to know somebody. So we ended up having an intense heart-to-heart about her desire to move to LA and her conflicts about where she might end up next. I took her hand, palm up, and sat next to her, pointing out different lines and showing them to her in the dim pub light.

“See that long one?” I said.

“Yeah,” she whispered. Our heads were touching; I could feel her body pressing closer to mine as she waited to learn the secrets of her future. Read more »

[Anal] [MF] Fucking my ass and face until I’m begging

He pushes me face first up against the wall, breathing on the back of my neck as he slips his hand around my throat and slowly tightens his grip, gently choking me. He holds me against the wall with the strength of his body. Pinning me. His warm breath tickling me. I hear him unzip his trousers and fall to the floor.

He pulls my knickers down to just below my pussy. He places two fingers inside me, sliding them in and out, up around my asshole, using my pussy juice as lube. My arousal intensifies and I shift my weight to push backed against him. He parts my cheeks, pressing the tip of his cock against my ass and pushes himself inside me, slowly. My ass stretches around him, I feel his bell end go in, then his shaft, he fills my tight ass with his cock. The sweet delicious feeling and almost painful pleasure of the unusual and wonderful sensation of my ass being full.

I moan and he tightens his grip around my throat for a moment, I can breathe easily though and it excites me. He pulls his cock slightly out and then thrusts in again. I cry out and he grips harder, I feel his fingers press into the side of my neck. Read more »

[MF] Cigar Night – A FemDomme Experience

Cigar and My Boy Bitch

Getting into the world and space of Feminine Domination has been a journey for me. One that has changed my life. One that has brought us closer together and one, quite frankly, has saved our marriage.

I saw this image and it reminded me of a scene that we played out not too long ago. I’ve been encouraged to write more about our journey and our experiences, and this is an experience that I will never forget.

We are both working professionals with plenty of disposable income and with COVID, we’ve had to curb many of our favorite things. Cigars and good Whiskey are a part of our relationship and have always been a treat. We live in a large city with several great cigar bars and we both play that up. I always dress in sexy lingerie, heels and as revealing a dress as I can. He’s always in sport coat and slacks and we just love the vibe, the whiskey and the staff are always dressed up. Men are in suits and the ladies are in heels and black dresses. It’s upscale, it’s sexy and we can get a good cigar and a couple of high-end drinks and then go home and make love. Read more »

[F]irst time I tried swinging

I never thought I’d do something like this but it kinda just happened..

my ex boyfriend (this was months ago) had some friends who were swingers and had them over late one night. We were all drinking having a good time and my ex brought up swinging and from there we progressed into the bed room..

I was super shy but totally down to try. I went to the guest room with the other guy and everything was so hot.. he was fucking me real good from behind and he started to play with my bootyhole.. I’ve never done anal so I was really sensitive but I just let him keep going..

About 5 minutes later he put some lube on and was rubbing his dick on my butthole.. I told him if he was going to do it use a condom.. He agreed and got a condom and I didn’t expect it but he jammed his dick in my ass.. it hurt soo bad but I bit the blanket and let him finish.. it took him a good 20 minutes before he finally came. My ass was so fucking sore.. and when I looked back he didn’t even use the condom.. Read more »

College girl makes a mess in [m]y bed on back-to-back nights

I shared this story with /u/statuesque and she recommended I share it here. It’s my first time posting, so be gentle.

This is a story from quite a few years ago and is one of my best memories, despite the fact it didn’t unfold exactly as I would have hoped… hope you enjoy!

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The summer between my sophomore and junior year of college I was back home, as was the woman I took to senior prom in high school (Lauren), who was a year younger than I.

We had both gone Greek and her pledge mom (Kat) was visiting her for a week. I meet them for some Mexican food Friday night and within the first five minutes of meeting, Kat says, “so Lauren tells me you like eating pussy,” without so much as batting an eye.

The specifics aren’t super important, but the punchline is that Lauren had spilled some details of her sex life during the pledging process. She was horribly embarrassed, thought I was going to be pissed, but instead Kat and I spent the next few minutes trying to turn Lauren’s face as red as possible. Kat and I are basically having phone sex at the table in front of Lauren. Read more »

Worshiping Miss Hollie Part 3

Part 1 and 2 can be found on my profile or alternatively r/Mallardscripts

We. That sent shivers down my spine. We. Who was we? One of Miss Hollies beautiful and powerful Mistress Friends? Or what if… No. It couldn’t be. Absolutely not in a million years.

The thought of the unknown made me grow more nervous as I lay there, on the floor, blindfolded. The one sense I needed to determine my fate was stripped from me. The unknown. It only increased my fear and arousal at the same time. My penis grew harder and harder.

“Come in” Miss Hollie said. I heard footsteps approaching. But who? Who was this mystery figure inevitably standing over me? “Open your fucking mouth” Miss Hollie shouted. I obeyed. At that moment. I knew exactly who it was. As a long hard penis entered my mouth. I instantly knew. “Now suck you pathetic slave” Miss Hollie instructed. I obliged as she whipped me harder and harder. It was of course, my roommate. Him and Miss Hollie. Forcing me. Forcing me to do things they thought I didn’t want. But I wanted all of this for a long time. Read more »

My Sub Pet

Collar Gifted: Submissive Pet

He slowly and silently walked across the hotel room and laid it next to me on the bed. The collar was ready to attach other devices, the first one was the leash. He took clamps with chains and bound them to my nipples. I felt pain… and pleasure blooming inside me like a delicious, black emotion. A chain attached the clamps between themselves, another chain bound them to the collar. He ordered, “On your hands and knees.”

I gladly obeyed. He scratched my back and squeezed my ass cheeks with his strong hands and then he gave me several strong and loud smacks across my plump ass. I moaned loudly and became wet instantly at the thought that there was a prominent hand print there. Territorial ownership. Discipline.

His smile was beautiful but menacing as he took hold of an anal hook. He spat on the crack of my ass and pushed his fingers into my tight asshole. One, two, three, four fingers stretching, forcing my poor little anus. Then he inserted the anal hook in me, and with another chain, he bound it to the rear of the collar. Now, I must stay with my head and neck straight and erect; if I pull back, the front chain would pull the clamps on my nipples. If I pull forward, the back chain would pull the hook in my asshole. Read more »