Tag: Anal

Diary of an Anal Convert

“I met this particular Hotwife, u/NJHWIFE, via a swinger app a few months ago. She and I hit it off pretty quick and we were all over and tangled up in each other before a week had passed. There were some salacious texts and titillating videos but I’m not here to share the story of how we met or our first tryst. I’m here to share my story of how she turned me into a disciple of her ass. Complete devotee to pleasing and being pleased by her ass. The stuff that gets me hard at night or when I’m daydreaming and thinking of what we’ve done and what we can accomplish during our next rendezvous.

I think we had already gone a round or two (or four or five for her) at one of our play dates when she told me in her playful and seductive manner that she was disappointed that I hadn’t fucked her in the ass yet. Now I’ve had my fair share of partners, but in my experience, when a woman says she enjoys anal, it ranges from a perfunctory offer to a fun change of pace. I’ve seen partners enjoy it as part of a sexual buffet of sensations but never as the main course. But not her. Read more »

Published
Categorized as Erotica Tagged

Caught Watching Porn Pt. IV [Roommate] [Anal] [Toy] [MF]

[*Part I to III are over there*](https://www.reddit.com/r/dirty_boy69/)*. I advice you to read them first. Enjoy your read.*

On Sunday morning, yes, one day after I got begged by my roommate for the fist time, I woke up to hearing some strange noises coming in from outside my room. The noises originated from inside the apartment. I learned to differentiate those things with time. The noises I was hearing made me curious enough to drag my still sleepy ass out of bed, so I went on an exploration trip. Wearing nothing but my pajamas.

It didn’t took me long to find the source of the noises. They came from the living room. The door was half open, I headed over to take a closer look. After opening the door, within the blink of an eye, I knew, I saw what was going on. It was her, my roommate. She was on the sofa, totally naked, on all her four, ass high up in the air, shoving a dildo, the same dildo that went inside my ass the day before, in and out of her asshole. Read more »

a recurring dream. help please

So I’ve been having this dream pretty much every night for about 2 months, gradually becoming more vivid and remembering more of it when I wake up. Not sure if I should try to make it happen or ignore it. I’ve never really done anything like, so any input would be appreciated. TIA.

So, I’m a guy(49) and not really sure what to make of this dream, but it has really peaked my interest. The friend in the dream is someone I don’t know. I don’t recall ever meeting this person.

I’m hanging out at single friends place(don’t know who he is in the dream). We’re just sitting around watching TV and talking about everything. He gets to talking about his ex who just up and left and didn’t even take all her shit with her. I was like hell throw it away. He said he would, but he always liked it when she wore the stuff she left. I laughed” show me what she left”. Read more »

So, I accidentally ended up on O-F. (No links, not promoting or selling) [FM]

It was an accident I swear, I didn’t mean to. It happened when I hooked up with this guy from tinder, he was cute, nice, and charming… We were having a few drinks in one of those bars with open booths, dimly lit, pretty crowded, weird furniture, leather seats, you know the kind. Our conversation was getting dirtier with each cocktail, “would you rather” anal or oral? (We both said oral), “where’s the strangest place you’ve had sex?” (I said carwash, he said library), “finish inside or outside?” (we both said outside)…

Things were going great, we were both having a great time so I used my favourite move.

“I put my favourite panties on tonight,” I said, “would you like to see them?”

Of course he said he’d love to, and asked if I wanted to go back to his place as it was only a few minutes away. While he was booking the uber I reached under my dress and pulled my panties off, he looked up from his phone as I handed them to him and said,

“See, there’s little kittens on them”. I always love the reaction I get when I do it, he looked totally shocked, then gave me the most evil grin. Read more »

A first time experience [M/M]

Was messing around in AI Dungeon for the first time in a while and this came from that. Decided to post it for the first time. Might be a little awkward in places but I hope some of you out there enjoy.

You are a 35 year old man who has had feelings that he wanted to be taken sexually by another man. You’ve come to the local gay bar to explore those desires and see if you can find a partner to help you fulfill them.
You’ve been single for a few years. Before that you had a serious girlfriend who you were happy with. But she broke up with you, and you couldn’t get over her. You realized that deep down you longed to feel the sexual touch of another man and experience another cock besides your own. You just didn’t know it was possible for you to have that until you became gay.
You sit at the bar and notice a hot cute guy at the end of the counter staring at you. Read more »

A Prom Story 2 – Sickeningly sweet again

Finally getting around to posting part 2 of this. I’ll like Part 1 in the comments. Part 3 is already in progress, and should be really fun. Hopefully it won’t take me a year to post.

Will was in a state of profound ecstasy. Becca’s beautiful bare body cuddled against him, her milky white leg lay draped across him, and her large, heavy breasts pressed against his chest. He could scarcely believe the remarkable turn his night had taken. He had attended Prom alone; accepting that the only girl he wanted as his date would be spending her night with someone else, and now here she was with him. Beautifully naked in the moonlight; his cum already deep within her.

“The rest of the night?” He queried Becca, choosing to address the more immediate portion of her statement.

“For you, I’ve got all night,” she responded. Will’s eyes drifted shut, and a genuine smile crept over his lips. Read more »

From passion to pain, part 6 [M][F] (age gap) (BDSM)

“Thoughts on rimming?” Ally uttered the words as casually as any other morning greeting. But, it wasn’t any other morning greeting and my mind started spinning. I gave her the “one second” gesture and made a huge show out of stretching, yawning, and rubbing my eyes, trying to buy myself enough time to formulate an answer. “You’re never going to convince me that it’s possible to get truly clean down there. So, I’m going to politely decline out of cleanliness concerns.” I’m pretty sure Ally had already known what my answer would be, because without skipping a beat, she had a follow up. “Hmmmm…. what about receiving?” I could feel the smile playing on her face, even if the cup she was sipping from concealed her expression. I stroked my beard pensively, before I spoke. “I’m… not going to make you. But, I’m also not going to stop you.” Ally extricated her tight body from the chair and slipped over to me, “That works.” She declared simply, sealing it with a peck on my cheek. I watched her sashay back to the fridge, mouth slightly agape once again. Somehow, she managed to make a 10 foot walk across the house sexually charged and many times more intense than it should be. She must have felt my eyes on her perfectly juicy ass, because she turned to me with a fiery look, shaking her head gently. Read more »

Landlord Confessions: Anal loving student stays for summer [MF]

The usual boring background bit first: I’m a landlord who owns multiple properties all rented out as student accommodation for the local university. And it’s the fucking best. I have to deal with a lot of shit but on the bright side I’m a 37 year old guy who gets to spend his days surrounded by young hot students who are often grateful when I help fix their problems…

Amy was a 20 year old student who was a total pain in ass and only got away with it because of her big innocent eyes and smile. Being tall and leggy redhead helped too. But she had the ability to break almost everything she touched. When she moved into one of my student houses for her second year at university I swear I was round fixing something at least once a month. She’s the only person I’ve ever known who managed to break a pair of curtains. HOW DOES THAT EVEN HAPPEN??

Even though I was round at the house all the time thanks to her clumsiness, nothing ever happened. It seemed she had a long term boyfriend and didn’t show any of the tell-tale signs of flirting or suggestion she’d be into doing anything. Read more »

My new family? Part 2

Yvette is only a complication because I like her so much. She’s another one of Bellas friends she surprised me with.
She’s a trans girl with a great body. High perky tits, bubble butt, long curly brunette hair. Also a small thin cock with a big head and little balls.
Our first time together was one of my greatest sexual experiences. I’ve detailed it in my other stories.
Needless to say it’s complicated because I now have 2 live in girlfriends who are in constant need of my cock.
Yvette was more or less a virgin when I met her. That went away quickly. We invited her to move in that night and she was in our home within the week.
We got a bigger bed at the same time and sleep together every night. Because she was so inexperienced Yvette turned slut right away.
She had thought she only liked guys before she got into Bellas pussy. Now it’s open season.
Since Bella is usually the first one home from work she’ll be waiting naked for whoever comes home next. If it’s me we’ll be fucking in the shower by the time Yvette gets there. If Yvette is first I’ll usually find her eating Bellas pussy on the couch while she plays with her cock. I love that little cock. They finish up while I get clean and then Yvette will wait for me in bed.
The reason it goes this way is no one can suck my cock like Yvette. Before her, cumming that way rarely happened for me. Now it’s almost automatic. Most days I have to stop her so our little threesome can all get fucked properly.
Sucking her off turns me on so much and Bella loves watching. She doesn’t cum a lot but it’s always so sexy. They love fucking each other too. No holes barred in this house. For anyone.
We also keep our side action. Amanda spends a lot of time with us. She’s practically our fourth. To the point we’re discussing getting a bigger place so she can move in too.
Yvette loves fucking Keisha because they share an anal fixation. Bella has girls nights out to leave me and Yvette to our little cock parties. There’s nothing like having a beautiful little trans girl on molly to fuck and suck for hours before your thick Latina girlfriend and curvy Asian sidekick come home to join in on the fun.

KLIT 96.9 THE RAVE 135 Maids Duties Dream Master (FF MF MFF MFM ANAL BONDAGE TOYS ROLE PLAYING)

“”I hear others in the home wellness society complaining about their duties butt not me. No, I love my job. And to be more specific I am a maid who lives and serves in Amera. Despite what people may think I serve this household to the fullest of my ability and never once has the Master or Lady asked me to do any sexual deeds. That is until this story, this tail that has me wet and willing.”

“Are you having problems staying awake? Then crank up your radio to Midnight Lust Klit 96.9 with DJ Maeve and The Rave and let the Xxxmas Countdown continue to help you cream! Oh yeah we know…” Nova ReBoot said in a seductive way.

“Mmm, a maid service? I might be interested in that…
This is DJ Maeve and The Rave cuming all over your speakers with Midnight Lust Klit 96.9. Now back to the service. I would want my house cleaned, dusted and Umm my pussy needs some attention too so back to the tail.” Read more »