Anal Archives — Page 38 of 957 — NSFW story

‘Leap of Faith’ [MF] CNC, somnophilia, stranger

She really did want to be fucked like a princess, that boring vanilla sex wasn’t worth an hour on public transport. His date’s incessant pillow talk was making him regret agreeing to spend the night, but it would be rude if he left now and would probably take two hours. He closed his eyes and tried to sleep while the basic Tinder slut talked. The topics were boring, but he perked up once she started talking about her housemate. It was clear his date didn’t understand her, but he did. It was a rapekink and the judgement from the slut next to him made him want shove his cock in her mouth just to shut her up. He was only there to get his dick wet but it seemed like an opportunity had presented itself.

It felt like hours before he was able to move, the soft snores confirming that he was free to go. He gathered up his things from her room and headed for the front door. The living room light was hastily turned on and he double checked his bag, everything was there. He meticulously placed his shoes and bag at the door, then flicked the light off. Halfway down the hallway was his date’s room, but it was the room at the end that he was interested in. Closing the door behind him, her saw his prey for the first time. He was going to take advantage of the rapeslut in front of him, and she would either enjoy it or he was about to lose his freedom. Read more »

I (25F) could only give my man (53M) anal (and oral) all of January. I think I’m a butt slut now. [FM]

This is sort of an update from my last post. I had a teeny little procedure done at the end of last year (nothing bad, just routine!) that meant my coochie was out of bounds for all of January. Fortunately, my man* was super sweet and understanding, and wanted nothing but to let my body heal. But, I would’ve felt guilty just leaving him hard up (ha ha) for a full month. Even just blowjobs didn’t quite feel like enough. So I suggested that we become experts at anal this month. He agreed.

(* My man is a little more than twice my age and married. I’m his very happy mistress/side piece. Look in my past posts if you want to hear more about that, but basically, he and his wife don’t have sex anymore, so I’m his only outlet.)

Now obviously, I’d had anal before. If whatever guy I was with asked, I was happy to let him fuck me there. (I’m a pleaser!) But I didn’t actually start to like it until last year. And I wouldn’t call myself an expert or anything. But I have some girlfriends who are pretty into it, and so I decided to use this opportunity to learn. Read more »

A sexy date night leads to me doing something I said I’d never do again[FM]

*buzz, buzz*

It was my phone notification. My husband had sent me a link to a gonewild story he thought I’d enjoy. As I left for work, he whispered in my ear that he was going to “ruin my panties” before our date night that evening.

As the day progressed, he continued to send me sexy stories to read. I especially liked a series by u/x_volleyball and her exploration of sexuality with women. While I read her experiences I was definitely getting aroused. Damn it, this man knows me too well. When he didn’t have time to read stories, then he started sending links to my other trigger, men’s bulges.

His curated links were pushing all the right buttons. The silhouettes of a hard cocks pressed into business or formal attire had me casually rubbing myself over my pants under my desk. I wanted more, so I moved to the restroom. There I could rub my aching clit and dip my fingers into my wetness. They slid with almost no fiction as I bit my lip holding back a moan. The voices of my coworkers reminded me that I can’t stay too long, so I reluctantly pulled myself together and went back into my office. Read more »

First Trans Experience Part 2 [M30/T24] [Anal]

As I laid there on the bed, slowly waking up from last night’s excursions, my mind was still wildly active. I guess I was only able to sleep from sheer exhaustion because I soon as I awoke, I was still
I’m utter disbelief of the night I’d just had. I had never had an attraction to or anticipated myself having any sexual interactions with a trans person before but last night was one of the most pleasure-filled and exhilarating nights of my life! I could wait to talk to Jennifer when she woke up.

Wait…..where was she??

I turned over on the hotel bed and didn’t see Jennifer anywhere. I listened for a moment to try and see if I had heard her in the bathroom, but there was nothing. She was gone….

I sullenly sat up on the bed, still naked, my cock resting on my thigh, soft and defeated.

*she couldn’t have even said goodbye? I thought we had really connected….* I thought to myself.

As I got off the bed to go to the bathroom, I realized that the bathroom light was still on. When I opened the door, there was a note attached to the bathroom mirror. It read: Read more »

Another Play Night Pt. 5 of 5 [M/F] [20s-40s] [GFE] [Fdom] [Msub] [Role Reversal] [Anal] [Rape] [CNC?] [Paddle?] [Shower Sex]

[Part 4](https://www.reddit.com/r/eroticliterature/comments/10omlea/another_play_night_pt_4_of_5_mf_20s40s_gfe_fdom/)

Author’s Notes (Warnings? Disclaimers?): Back to some heavier stuff again. This isn’t meant to be any sort of broad statement on sexual assault or any sort of apologizing for those who commit it, but focuses on a very specific type that does happen even if no one seems to ever talk about it (I tried to do a little research but came up with nothing on this particular scenario), even though it does unfortunately happen. Again, not based on a specific incident, but loosely on what some people I’ve known talked about. I might do another alt ending at some point that has to do with a different kind of brain problem just to make it match up with the first part, but haven’t started it yet so we’ll see.

Another Play Night Part 5 of 5: Won’t End it There (You Can’t Undo What You Did)

I assumed she was just messing with me as she untied me. “You look pretty worn out, babe. Let’s leave the clean up for the morning so we can get you some rest.” I had a little trouble standing, what with the freshly fucked ass (seriously, was it always like this? She must be better at dealing with pain than I thought). I watched as she began undoing the buckles on her strap as I tenderly took off the ball gag. Read more »

[MF] Being overheard having sex by my almost divorced land lady – Part 1

At the time of this story I was in my early 20s in college and living out of my home state for the summer for an internship. I had struggled to find a place to stay but had happened upon Jackie’s place a few weeks before I was due to start. She seemed nice enough a mom with all her kids grown up and renting out their old rooms to make some extra money. I rested easy knowing I had secured a place to stay and could focus on my finals.

Upon getting there I went and knocked on the door and was greeted by Jackie. I never did find out what age she was but my guess was late 50’s although she looked like she was in her 40’s. She was about my height which is male average with brown eyes and dark brown curly hair. She was insanely fit for someone of her age and I would later find out she went to spin class almost daily. She had small breast, a rock solid ass and was dressed in a skirt showing off her legs. Myself I had let myself put on a few pounds but was still in decent shape and a summer of running would shave those off. I am average height, short blonde hair, and a 6.5in thick cock. Read more »

24M I really want to do anal but my GF(19) finds it disgusting. So I want to find an anal loving girl/buttslut to cheat with.

We’ve been together for 2 years. I told her that how much I like anal, it gives me more pleasure and satisfaction to fuck a girls ass then fucking her pussy. Tried everything to convince her even begged her but no result. So I decided to find a girl who’s really into anal, because I realized even if she would give it a try, it would take a long time to train her, so what I need is a girl who’s an anal pro, who’s absolutely crazy about it and who loves to do it as much as me. If you think you could help me, feel free to share your thoughts or you could always just DM me.

All About Her Part 7 [M18-F41] [Cuckolding]

Once back in our room I saw Mags leaning back against the headboard radiantly naked. As I sat down beside her she handed me a brandy and offered hers in a toast. “To us” she said smiling. I smiled back, kissed her and joined her in the toast. “To us” I replied. She took my chin pulling my face to hers for a soft kiss and looking into my eyes asked, “There’s more…are you ready to hear it now?” “Of course,” I said, “you were about to cum?” I sipped my drink as she recounted the next part of her date with our teenage neighbor. Read more »