[FM] An evening of debauchery

An evening of debauchery

So, yesterday bf [M40] and I [F26] headed out of town for the night (We did an AMA yesterday while we were on our drive) I played with myed with myself and talked to people on reddit, yself and talked to people on reddit, and showed my pussy to a few truckers and just generally got myself really worked up, but never ended up cumming. By the time we got to our destination, I was so horny and frustrated, my panties were soaked through. We did the normal trip out of town stuff…dinner, shopping, walking around town, etc. The whole time we both knew how incredibly wet and horny I was. When we got to the hotel room, I immediately stripped my panties off and threw them at my bf. They were so wet with pussy juice, he started smelling them. I love the animal lust I see on his face whenever he smells my wet panties. I could already see his big, thick cock straining against his shorts. When I went into the hotel room, I discovered he had got a room with a hot tub in it.

part 4 of my [F22] weekend orgy retreat – soft femdom [MF]

Part 4 of my weekend orgy retreat – getting my first femdom lessons!

After I had cleaned up from the whole thing, I had this feeling of inner peace but also anger. What a fucking piece of shit he was! And why did it make my pussy so fucking wet knowing he had full control over me?!
Anyway…
After we had lunch, madam Margaret’s lessons were being set up. There we’re chairs placed in pairs, sat up in front of a sort of podium where she would stand. My boyfriend and I went, and sat down on a pair of chairs.
Soon all of the chairs were filled with both couples who came here together as well as some who had just met here, and wanted to go to the lesson.

My gf, Amy, lets me spend the last night of vacation with my ex gf, Josie. (FFFM 21)

After we had dinner and cleaned up, we were just hanging out in Amy’s living room. I think we were all pretty tired from a couple of days of drinking in the sun. My gf Amy had said that my ex gf, Josie, and I should spend the last night of the trip together.

I sat in a comfortable chair and Josie came and sat across my lap. For those who have not read the prior stories, Josie had jet black hair and pale skin. She had a goth look. She was thin, with tiny tits and a tight ass. This night, she was wearing a black t shirt cut into tank top thing that had huge arm holes cut on either side, so everyone could see her black lacy bra underneath. It was cut short to expose her flat stomach and she was wearing tiny torn black denim shorts.

Mary looked lost when she went to find a seat. She wanted to be with Josie.

Amy said, “Mary you can come sit with me.”

Mary went over and sat across Amy with her feet in Sarah’s lap on the couch.

25yo “straight” bro – GF’s away and I just came five times from 7″ dildo [M]

oh my GOSH!!!!!
First some context – in general I’m an impatient, stubborn person so when I’ve tried solo anal play over the last four years, I haven’t really felt anything that unbelievable. Sure, having something up my butt when I came felt better than usual, but it was it really worth the extensive cleanup? For me, the answer was no.
So despite owning both a prostate massager and dildo, they rarely saw the light of day. Now, that doesn’t mean my thoughts and desires had changed. I’d get extremely horny reading this sub and hearing others describe the most unbelievable orgasm of their lives. I would try on and off many times to no avail, and had all but sworn off anal play.
That is until yesterday. With my girlfriend out of town, I was edging for a couple hours when I wandered over to the sub. I started to read some recent success stories, all of them preaching getting to the right state of mind, focusing on the pleasure, and not touching your penis.
With no threat of being walked in on or caught, I decided I was going to give this a fair shake and really do it properly. I got all set up in bed, towel down, prostate massager/dildo out with condoms, lube and headphones. Now one thing I did differently than other times was I wore a thong (my own, I just bought it) so I wouldn’t be able to touch my dick. I pulled it to the side when it was time to start playing and had no issues.
Now with my favorite sissy hypo video playing, I was all ready to go. I started with a finger to warm myself up and for the first time ever, finally felt my prostate. I was obviously really excited but remembered to take it slow, enjoy the pleasure. After that I moved onto my prostate massager, which felt good but nothing crazy, though I did start to suck on my dildo at the same time to enhance the mood.
Then came the dildo. My dildo is quite big at 7″ but I was feeling really good and determined to take it. I rolled the condom on and started on my back but quickly moved to riding it. And let me tell you, riding it felt INCREDIBLE. All of the sudden, I felt these sensations I’d never felt before. So I just kept going, moaning through what was an amazing wave of pleasure. It was at this point I began to feel my dick twitching, so I decided to take it out and play with it. And when I jerked it, I couldn’t cum like normal. I would get to the point of no return and feel these unbelievable things from the dildo. Cum would start flowing out of my cock but I could keep going.
I came about five times, with the last orgasm being on another level. I was absolutely spent afterwards and must have stared at the ceiling for what felt like forever. This time, the cleanup was absolutely worth it.
I’m already thinking about the next time I can do this! I’m so excited to have finally gotten here, especially when it felt like I never would!

How I (30) finally had my first time with a man (57) [MM]

For some background info I’ve always been submissive and interested in BDSM since I was about 18, I’d have considered myself to be totally straight up until maybe a year ago. I’m part of a popular hookup site in the UK and frequently get unwanted messages from men regarding my submissive tendencies that are clearly displayed on my profile – I’m interested in being pegged and teased. One of those messages came through three or four years ago…
A much older man than myself, wanting to know if I was interested in being ‘milked’. Of course I was interested in being milked but not by a man. I looked at his profile out of curiosity. 30 pictures on his profile and they were ALL the same, a man on all fours on a black leather sofa or seat (cliche!) – a toy in his ass and a puddle of cum underneath a very veiny lubed up cock that was bound with a black cockring and ball stretcher. This man was prolific. Each photo had the persons age and sexuality underneath with most of them defining themselves as straight or curious. The toys inside them ranged from dildos of varying sizes to butt plugs and massagers. Yes, I was interested, and I was kind of envious of all these men but… men don’t do anything for me.
Flash forward 3 years and I’ve somewhat got a curiosity about men over the last few years. I’m absentmindedly scrolling through this website and come across his profile. It’s almost exactly the same in regards to pictures, but obviously more of them this time. Videos now too. I watch a couple of them and they make me so aroused, I get off to them and log off. About a week later when logging back in I have a message in my inbox. It’s him… he’s seen the notification that I’ve viewed his profile. He wants to know if I’m interested, basically the exact same message he sent previously. ‘Maybe’ I reply. He comes back telling me what he likes, how he can accommodate my kinks. His USP is that I don’t have to know it’s a man doing this to me, I can be blindfolded if I like. We chat some more, and I’m somewhat resistant to the idea but reply to every message. I go back to look at the videos again and now I’m horny.
He says he gets a lot of men that are nervous and it’s alright. I guess I am nervous, very hesitant but very horny and I STILL can’t stop looking at the videos. He asks if I’d like to come round to his house for a chat. My hands are shaking as I agree… what am I doing? I tell myself it’s just a chat, see how I feel about it all and about him. I can always just leave if I’m uncomfortable. I feel like my dick has made this decision for me, or maybe my ass, who knows which one of them is in charge here.
On the day of the meet I am an absolute bag of nerves. I strongly consider cancelling with a polite message, or just block and ghost. But every time I go to his profile I’m watching the videos again… ugh. I tell myself it’s just a chat to calm myself, no commitments only a chat. I notice that all the boys have very little pubic hair, so I give myself a trim and a little veet action (be careful). I’m admiring my newfound smoothness in the mirror and wondering to myself if he’ll like it. Fuck. Just a chat just a chat just a chat.
I drive to his house, my mouth is dry from nerves and I take a wrong turn twice because I can’t think straight. I pull up, get out and walk to the door without my knees giving way. As I knock I realise that at no point have I asked what he looks likes… shit what if he’s really ugly? He answers the door and he’s a lot taller than I expected. He’s very stocky, kind of average looking. He introduces me and I walk inside. I notice that I’m shaking a little as I sit down. Just a chat, just a chat, just a chat.
He’s good at small talk and makes me feel comfortable, after a little while I relax and he offers me a drink of water, which I absolutely gulp down like an idiot. He laughs and asks if I want another but I politely decline.
He sits forward in his chair. ‘So…?’ he turns his palms over as if to ask the most obvious question. He begins to talk about the pictures on my profile, he’s complimentary about my body. I thank him very awkwardly. He asks me what I like about anal. Very straight and to the point. I tell him it feels good. Duh, he knows that but I can’t think of a better answer due to nerves. Just a chat. I try and relax and elaborate on my answer. He asks what I like about being a submissive, all of my interests. I try and give the best answers since it’s in both of our interests. He tells me he likes good boys, ones that are so good they will even go with a man when they’re not necessarily interested in them. Good boys that are placid and will let him play with their bodies, he likes to tease them, make them desperate before he lets them cum.
I can feel my heart rate increase again, I like what he’s saying but I try and play it cool. He’s being more direct now and I’m sure he can sense that I’m a little aroused. ‘Do you like being a good boy?’ Fuck. ‘Yes’ I reply instantly, accidentally a little too eager. He tells me that eventually I can call him Sir if I ever feel like it. ‘Yes, sir’ I reply immediately and he laughs a little. ‘I didn’t necessarily mean now.’ I apologise, a little flustered and he tells me that it’s very much okay.
He asks me if I’d like to see his toys and I agree. He drags out a large brown box from underneath the sofa. Only then I realise it’s the black leather sofa from the videos and pictures, I’d been so nervous before that I hadn’t seen. I think about the videos again and I can feel my cock starting to get hard. I think I want this.
He opens the box and reveals a mass of toys. All different colours and sizes, tonnes of them! I have never seen so many toys. I put my hand in and have a root around, he’s telling me about his favourites. I must look like a kid in a candy shop, pretty sure my eyes have lit up at the sight of this box. ‘How are you feeling?’ he asks, with a look in his eye. ‘Good’ I reply quietly.
‘You mean ‘good, sir?” he asks firmly. I quickly correct myself and he laughs a little again.
‘How would you feel about coming back one day to try some of these out?’
I nod. ‘Yes please’
‘sir’ he adds.
‘Sorry, sir’ I quickly reply. I tell him that it’s a little overwhelming
He asks me to choose my favourite three. I get down on my knees to look properly at all of the toys. I pick out three. One smallish plug with a gem on the end (you know the type), one medium sized realistic looking dildo and a prostate massager. I place them in his hand and he puts them to one side. I’m extremely excited by this point and can’t stop thinking how they might feel inside me.
He tells me he has some demands for playing. He pulls out the cock ring and ball stretcher from the photos and asks me if I’d be okay wearing it. ‘Yes, sir’. He wants to know if I’m okay for him to film/take pictures without my face in. ‘Yes, sir’. He would like me to trim my pubic hair as much as possible, he enjoys smooth boys. ‘Yes, sir, I did that this morning for you’
‘This morning?’ he asks very interested. I blush a little and nod. ‘I thought you just wanted a chat?’ he asks again. I’m a little flustered ‘Well.. yes but, just incase, I mean, you never kn-‘
‘Would you like to show me?’ he asks firmly. ‘You can say no, remember’ I nod a little nervously. My cock is now pushing against my jeans. ‘How far would you like to go?’ I can feel my face turn crimson, I want this but I’m still scared. ‘All the way?’ he asks. I nod again. He runs me through safe words and asks me the finer details, what I’m okay with and not okay with. I agreed to anal play, spanking, dirty talk, humiliation. I didn’t say no to anything. This was really happening.
‘Take off your clothes’ he said. I begin to pull off my t-shirt and he leaves the room, by the time he comes back I’m completely naked. Exposed, vulnerable, horny. He has come back in the room with a large bottle of lube and a towel. He compliments me and asks me to turn around to face away from him. ‘Now get on the sofa, bend over for me.’ This is it, no foreplay, just straight to the point. I like that. My heart is beating so fast, I can feel the cool air from the window brushing over my now exposed body. ‘Blindfold?’ He asks. I shake my head. I can hear the bottle of lube being opened and then the mild shock of cold lubricant on my now exposed hole, running down my cheeks and down to my balls. This doesn’t feel intimate, it almost feels like a medical procedure. The feeling of the ice cold lube is taken away by the warmth of his hands. He’s oiling up my whole ass, my thighs, my balls and my cock. Feeling his large hands on me drives me crazy, my cock is twitching and my mind is racing. His fingers work their way inside me with little warning and I gasp, my ass clenches around his finger and he moans. ‘Tight little hole’ he remarks. I don’t say a word, just stay still ready for whatever is coming next.
His finger slides in and out, slowly at first. He spanks me and I arch my back instinctively. He hits me again, harder this time, and then a further three times. My cheek stings and he’s still sliding his finger in and out of me. Completely using my body. He works his way up to three fingers and then takes them out. I feel him grab my balls tightly. This is like nothing I’ve ever experienced, I’m just staying completely still, I’ve fully submit to him and he’s using me. The cock ring slides over my cock, and then my balls. It’s tight, but it feels good. I can feel my cock throbbing and bouncing in time with my heart beat.
I feel him slide in the dildo I’d previously picked out. I let out a moan, this feels incredible. He slides it in and out of me with increasing pace, the only noise in the room is the sloppy sound of this dildo going in and out of my lubed up hole. I can feel warm lube dripping down me.
He takes my cock and begins to stroke. Slow, firm strokes while he fucks me with the dildo. I am a moaning mess, my brain is nearly overwhelmed with the feeling. He hasn’t said a word to me in ten minutes. He’s just systematically toyed with my body. He pushes the dildo deep inside me and I hear him get up. ‘Stay’ he says.
He comes back and I hear the sound of the bottle of lube open again. The feeling of cold lube slowly slides down my throbbing cock and I feel a new sensation. Something surrounds my cock. It feels incredible. I look underneath me and see that he’s grabbed a blue cock sleeve of some kind. It feels ribbed. I’m immediately on the edge of cumming. I’m moaning and writhing a little while he holds the dildo inside me and milks my cock. I tell him I’m about to cum and I expect him to stop. Instead he speeds up his stroking and applies even more pressure to the dildo. I lose it. I cum so hard that my body is shaking, my knees slip a little and he holds me up. I can feel my ass squeezing out the dildo with each pulsing orgasm.
I collapse on to the couch exhausted, I can feel the puddle of my own cum underneath me but I don’t care. ‘Thank you’ I gasp. He pulls the dildo out a little, and then back in me. I moan. It feels so good despite cumming just moments before. I can feel him scoop up some of my cum and then stroke my cock. I’m so sensitive and jump a little. He pushes down on my ass and strokes me again, I whimper. He repeats this for a few minutes, the cock ring refusing to let my hard cock turn flaccid. Eventually I’m not as sensitive and he senses this and begins stroking again, this time with just his hand. My cum covered cock barely lasts two minutes before it erupts again. He spanks me and then removes the dildo. I get up slowly, legs like jelly. I look at the sofa and it’s a complete mess. My cock is covered in lube and cum, still semi-hard because of the cock ring. He passes me the towel and then leaves the room. I clean up as best I can, put on my clothes and he comes back in. I thank him and he thanks me. I left to go home and haven’t stopped thinking about it since.

Bi[m]bo [t]rans fling

I used to snap videos of me stroking my thick cock to an incredibly hot and very sexual trans woman. She used to do porn. Id play with my cock pretty often so she got a lot of videos before we actually met. Id cum in my own mouth, grind against prostate massagers, and show her my body. She’d send back videos of her huge fake tits and plump ass in the skimpiest lingerie. She always had on fishnets or something hot.

One day she told me she was free so i ubered over. I knocked on the door and she greeted me with a hug and a kiss, again wearing close to nothing. She was like 6” taller than me so my face was right above her tits.
Instahard.

We went into a back room and got naked while running our hands all over each other. I sucked TF out of her cock and she pulled me off of her only to suck mine. We repositioned on the couch and she filled my tight hornyy ass, cumming inside a condom.

Married fun on Mardi Gras [MF]

Mardi Gras has been a little special for Jackie and I. All those years ago, it was at a Mardi Gras pub crawl with friends that we started to see each other as more than just acquaintances. We’ve also taken a trip to New Orleans to see the big party first hand. That is where I got a glimpse of her exhibitionist side first hand for the first time. We plan to go back another time, but this year it wasn’t in the cards, but we found another way to enjoy it.

Jackie’s job affords her a flexible lunch schedule, so she decided to come home for a long lunch on Mardi Gras day for a little mid-day fun. Our sexual energy was on a high, but the timing had been off a few days.

I prepared a suprise for her knowing about what time she’d leave her office. When it was setup, I texted her, “cumming home yet?” She left me on read, I assumed either annoyed by comment or just being a tease. The anticipation of her arrival and to see the surprise was stimulating even more.

[MF] My second visit with Emily Part 1 [GFD] [Femdom] [AgeGap] [Strap-On]

> “11am at my place. Would you be interested in trying a few things with me?”

Sadly I couldn’t make it as I had to work. So, it ended up being the following Saturday. I made damn sure I didn’t work that day or the day after. Emily understood, but part of me felt like I was letting her down. Yet we kept texting like all new young lovers do.

Emily was a woman who knew what she wanted, and how to get it. I had no idea what those “few things” she wanted to try with me were. All I knew was if it was anything like last time I’d probably be okay with it. Thursday came around and I got another text from Emily. We had been flirting with each other throughout the week a bit. Yet this text was a bit different.

> I got a new toy for you! I’ll show you when you get here!

Shopping Day (Marcus Part 3) [M/F]

This is an ongoing original story. [Part 1.](https://www.reddit.com/r/eroticliterature/comments/sc9jvu/welcome_home_surprise_marcus_part_1_mf/) [Part 2.](https://www.reddit.com/r/eroticliterature/comments/seo29a/midnight_snack_marcus_part_2_mf/)

Marcus again awoke in a haze. Wondering what day it was, he reached for his phone, Sunday 9:00am read the display. So, it was all real then. He felt kind of tingly realizing he was about to go shopping for feminine clothes with his wife. “Good morning, Lou” he said as he came into the living room. Once again Louise was sitting on the couch with her laptop looking very cute first thing in the morning.

“Good morning, baby.” She replied. “There is fresh coffee in the pot.”

“Thanks, Hun. Do you want anything?” he asked.

“No thanks.” Louise said.

Marcus got himself a cup of coffee and made himself a piece of toast with jam. When he sat down next to Louise, she was grinning and chuckling looking at her computer screen.

“What’s that grin about? Marcus asked taking a big bite of his toast.

Playing with my Prostate Opens up a new World of Pleasure for Me [M] [Anal] [Prostate Stimulation] [Masturbation]

This is based on a true story of how I discovered the pleasure of prostate play. Most of the details really happened, with some small changes made for the purposes of storytelling.

My name is Jack; I’m in college in my early 20s, and would definitely consider myself a straight guy. I never really had any success dating women in college, not for lack of trying. I did, however, experiment a lot by myself. One day when I was jacking off to porn, I discovered “femdom” porn.

It was a video of a man who was tied down to a bed, with the dominant woman riding him reverse cowgirl, hard. She wore latex high heel boots, fishnets, and a corset. Her breasts were bouncing rapidly up and down while she fucked his brains out. And all he could do was squirm and moan while he was tied down to the bed. He was nothing more than a toy, useful to her only for her pleasure.