Discovering My Love of Pegging [M29/F29] [Married] [Pegging] [Anal] [DP] [Toys]

I never thought much of anal sex for the longest time, in any form. I’m a cis-male who was generally always into your standard, run of the mill porn. Heterosexual, lesbian at times, some other different fetishes but nothing ever involving anal and definitely not pegging.

I didn’t even really know it was a thing until I watched a video of my favorite pornstar at the time where she was pegging a guy. The description of the video had nothing to do with pegging and the thumbnail images never showed it either, but it made up a good portion of the video. Anyways, it was Remy Lacroix pegging a guy with a pink strap-on dildo (a bit of a deep cut for you porn fanatics).

When it first started showing the pegging scenes, I was obviously confused. But I found that as I was watching, I never lost my erection and was actually sort of turned on by it. Remy taking control of the situation and fucking the guy in the ass was super hot to watch, and it made me question for a brief moment what I really wanted to see. The rest of the video was back to standard stuff (at least as far as I remember), so I kind of forgot about it for a few years.

The Box [M|F|mid-20s][masturbation][anal][perhaps some magic]

Katelyn found herself sitting up in her bed and staring at her bedroom closet door. She stashed *the box* atop a few shoe boxes in the back of her closet and she found that she had been thinking about it more and more every time she used it. Her limbs felt heavy. Her bedroom was inked in grey shadow. The light of the streetlamps outside seeped in through her blinds casting faded horizontal slits across her room. She reached over to her bedside table and checked her phone. She stared at the screen, blinking slowly. It was 2:44 in the morning. She let her phone slide from her fingers, and it fell back down the bedside table with a dull thud.

The box in her closet was a plain wooden crate, old, battered, and covered in countless faded shipping stamps. It was, for the most part, an unassuming box. It was the contents of that box that kept her up at night.

Her nightshirt was bundled up, twisted around her waist, and the fabric clung uncomfortably to her skin.

The hotel room [M39] [F25] [Light BDSM, Anal, Multiple Orgasms]

“I miss you” say the words on your phone screen, you’ve never received such a short message before, not from me. You decide to send back “I miss you too, babe”, and then you forget about it and finish the last hour of your shift.
You look at your messages to find a longer message, with a time and place to meet up. Realising that the time is about a half an hour from now you drive towards the place. It’s a hotel, you’re surprised, as we’ve never met at hotels, but you go in and another message pops “Room 307, keys are at the front desk”, you take the room key and go up to the room. You enter the room and find a fresh new set of lingerie, you instantly put it on, and look at the mirror. “Holly shit”, you’re thinking, “how does he always find the sexiest stuff”. At that exact moment I walk in the room, come right up to you and hold you from behind. “I’m so happy to see you princess, you look cute in this outfit” I whisper in your ear.
I lay you down on the bed, pulling some rope out of my bag, tying you up nice and neatly, making your entire little body accessible. I use some of the rope to tie each of your ankles to your thighs, and then I use some more rope to secure your arms tightly to your legs. I make sure you are all nice and snug, tied up neatly and that all the parts of your body that I want to use today are accessible, and I lay you all bundled up on the bed. I let you stay like that for a few moments, watching you, enjoying the thought of you trying to figure out what my next move will be.
I then start to move my hands all over your body, touching, groping, pinching in those little spots you like. You start to twitch and twirl, letting out little moans. I grab that spot right above your waist, the one that makes you go crazy, and then I latch my mouth onto it, I know it sends all kinds of happy pulses to your brain, you start to moan loudly and move your hips in pleasure.
I then flip you over easily, making your sweet little ass directly accessible. I start to spank it with my hands, getting it nice and red. My hands feel so nice on your ass, you beg me to hit just a bit harder, I am not giving you that satisfaction right now, I want to go longer today, I want you lose your mind and give into my every whim. One hit after another and you intuitively start to count them for me, “good girl” I say, and I can just see the cute little smile washing over your face. I stop to caress and kiss your beautiful ass, as it gets more and more red and sensitive, I do so every few hits, letting you know I’m still here and am still proud of the perfect little fuckdoll you’ve become.
After quite some time, spanking that cute little ass, I use the button on the bottom of the new outfit I got you to gain access to your pussy and ass. I proceed to use my mouth first, kissing your thighs, that spot right above your ass where you love to be kissed, and then each of your ass cheeks. Then I put my mouth over your already wet pussy, using my tongue to massage your clit, giving you orgasm after orgasm, as I devour your pussy, licking and kissing every inch of it, sometimes sticking my tongue inside it. You are going absolutely crazy at this point, screaming with every exploding orgasm, and just when you think you are going to have to beg me to stop making you cun I stop. Coming over near your beautiful face, caressing your head and letting you have a moment to catch your breath.
Then my fingers, those hands that just moments ago spanked your ass until you wanted to scream are now plowing deep inside your pussy, finding that sweet spot that always drives you nuts. I start to fuck you with my fingers, you moan louder and louder, until it is more of a growl than a moan, you cum harder then you did before, and then even harder then that. You lose track of how many times you came, you lose track of knowing when you cum, it’s all just one long orgasm now. After a while I stop again, coming over to your face once again, this time I’m bringing some water for you to drink, I help you drink some water, regaining your senses. We sit there, until you can go back to where we left off.
Finally my cock, you thought this moment would never come. I fuck your pussy, thrusting ever si gently at first. Then I pick up the pace, fucking your pussy harder and harder, until its all swollen and dripping, and I feel you cumming again and again, your moans are becoming cries now as you can’t control your orgasms.
Then I pull out of your pussy and use your juices to lubricate as I begin to fuck your ass. You’re completely out by now, having orgasmed in the double digits. You just growl at me to fuck your ass as hard as I can. I feel myself about to cum, so I pull out of your ass and come straight to your mouth. I shoot a huge load down your throat, and you swallow it all like a good girl.
I untie you, get some gummy bears and water and come to hold you in bed, I cover you with a warm blanky, getting you all nice and snug and warm as I let you have some of the gummy bears and drink some water.
After you get back to your senses I look into your weary eyes and go “So, wanna go for a second round?” As we both burst into laughter and cuddle for a while.

Impromptu poo (M33,F34) [anal, public, poop (watching only)]

It was nearly three a.m. The party atmosphere had mostly quieted down, though there were still a few dozen people around the campfires near the fairgrounds entrance. Most were in drunken pairs, although there were pockets of loud midway girls, some still in uniform. The fires provided some light—as well as a lot of totally unnecessary heat; it had been ninety degrees (32°C) at sundown. But it was the last night of the festival; thus the huge party.

Anyway, Bella (F34) and I (M33) had met a few days prior and hooked up under one of the stages. I wanted anal and she did too, but under the conditions we settled for vag: hot, missionary, intense lovemaking. But now we were sharing a joint of some particularly potent weed and I wanted to cash in my butt raincheck. I pointed out a half-full bottle of olive oil knocked over on one of the few buffet tables still standing. Bella thought it over for a millisecond or so, then said yeah—why the fuck not?

[MF] My first time having anal

I [33F] started seeing Merlin [33M] a few months ago. We had good conversations and went out a few times for dinner or would meet up for board games. When we had sex for the first time it was a little awkward. We’re both very shy and hadn’t talked about what the other person likes sexually. It was still good; in fact, he ate me out like no man ever has before. (More on that later)

We kept meeting up, sometimes we’d have sex, sometimes we would hang out with his friends or just watch a movie. After 2 months of meeting like this, we were reading together on his couch one night and I let him read a chapter of the book I was reading. In this chapter, a dom punishes his sub by spanking her and making her count… you know how it goes. Afterwards he said, “It seems like the guy isn’t a great guy.” So I thought he didn’t like it and wasn’t into any kink, since we had been very vanilla to this point.

23F my pegging experience

I’ve Pegggedd 7 guys now and it’s the best thing ever I can’t explain how much I love watching a guy bend over and lemme take him from behind the words are just unexplainable

And I am good. I mean really good. All of them give some silly ultimatum like “oh ok but if you get to peg me then I get to do anal too!” Guess what, nobody has ever wanted to do the anal afterwards. They just get the best orgasm of their life and can barely walk and then they can’t think about anything else and they come right back for more. I’m happy to give it to them too, any time and any place.

I’d say I have 3 regulars who ask for it about once a week. I do extra special stuff for those boys because they at least admit they love it. Then there’s 1 that will never ask for it but asks to hang out and then spends the whole time talking about what we did last time until I go get the strap then he becomes a nice obedient little boy and bends over for me. Then of course there’s the other 2. Reluctant to admit how amazing I am but they’ve both had it more than twice now and every time they say “ok cool I’m only doing it cause you’re hot though, I wouldn’t normally do this” but weirdly they just keep coming back. Silly guys.

[FFuta, 18+, anal, audience] Sarah’s Harem part 7

Sarah and her girls were sitting in the living room of her apartment. Amanda and Chris were snuggled up on the couch, watching something on tv. Britta was reading, shirtless in the chair next to them, sitting across the arms. Alex and Sarah sat on the carpet, both wearing bath robes, painting each other’s nails. It was a serene moment, punctuated by some canned laughter on the screen, or Amanda’s occasional gasp as Chris fondled her.

Dipping the brush tip into fresh polish, Sarah took Alex’s foot, applying a coat to each toe in line. Alex has told her she always dreamed of doing this with her girl friends, but given she hadn’t been a girl in middle or high school, she never had the chance. Sarah was all too happy to help.

For the first time in a while, being in a room filled with hot women didn’t get Sarah hot and bothered, and while she was thankful she could just relax and enjoy the moment, some part deep down worried that something was wrong.

Did she not love them anymore? No, every time she looked at one of them, her heart swelled with joy.

New to Denial [f]

It has been 21 days since I’ve earned the right to cum. To think that over a month ago I didn’t even know what denial was and now my dom owns me and my cumming.

He’s so incredible and keeps reminding how I don’t need to cum. Good girls don’t cum, he says. I want to be such a good girl. He lets me edge, and lets me ruin orgasms, and sometimes – he won’t even let me touch at all. He’s already trained me to edge from nipple stimulation. He’s also helped me discover a new kink almost daily. I’m so lucky.

This week we start anal training. But he said maybe this week I can cum. My pussy is so needy and denied. It needs so much attention. It twitches so much with all his teasing, and really needs relief. It’s been 6 days since I’ve even been able to touch. It really needs to cum.

[F] Drunk sexted my junior most employee believing I was sexting my other FB.

Embarrassing dangerous but satisfying is how I’d describe this.

So this guy recently joined our team – mostly into editing and tech side of things. Tall and Good looking young guy – from Jaipur. It’s been only a couple of weeks since he had joined us – good at his work and apart from that my interaction with him had been limited – just a bit of work banter amongst all of us. What was coincidental in all of that was that his name was same as one of my other fuck buddy (guy from call centre – believe I’ve talked about him earlier).

Last Monday- post an event and getting drunk, I came back home extremely horny – to my snoring husband in our bed at 10pm. Instead of joining him – I decided to stay up for a while – maybe Reddit and work too. Next day, due to an event all of my team including me weren’t going to office – rather directly to venue. I decided to message my friend – sext with him a bit and invite him to office next morning for some long pending anal from him (He is anal for anal always haha). I opened my app and sent him:

[M] As a college professor I have fucked multiple students

Never students where I teach however. There are lots of universities in the NYC area.

In the past year I have spanked and fucked a 19 year old, 20 year old, 21 year old and a 22 year old. Another 2 young women were part of a foursome we had and they were 20/21.

I have met them on Tinder, Feeld, seeking arrangement and in the wild.

Most recently I connected on Seeking with a 19 year old photo student. She contacted me and wanted a strict D/s arrangement. We met and discussed everything and she wanted a contract. I am very dominant but I rarely sign a contract. But I have to admit, it’s great having everything up front in writing. She had only had one other experience and had not liked it much. We decided the first meet would be me photographing her in a lot of sub positions and then starting slow with a light spanking, pussy eating, deepthroat and face fucking.