eroticliterature Archives — Page 437 of 2917 — NSFW story

My [23M] True First time with a Trans Female

TLDR: My tinder date had more than I expected, I didn’t stop.

–This is my story from college last year. I’m reposting because I don’t have access to my old account, I want all the people who followed me to be able to find me!–

Hello everyone, I am 24 and not exactly sure what I’m into. I always thought I was straight into cis women exclusively then I met a beautiful woman who happened to be trans a few years ago. I had no idea which to me at the time was surprising, I always thought you could tell, either from the body type or the way of speech. This experience really confirmed to me that trans people are the sex they identify as. Anyway, the date went really great! We went ice skating and to dinner and had a great time talking. Definitely my best tinder date ever haha.

After dinner we were holding hands walking back to my car and when I opened the door for her instead of getting in she turned to look at me, tell tale kiss me sign, so I did. And we were heavily making out in a maggianos parking lot lol. She broke off the kiss and asked to get into the car so we could talk. I assumed she wanted to go to one of our places to have sex.. I was right but that’s not what she said. Read more »

Breeding Party [impregnation, toys, bondage, femdom, gangbang]

I have been Lily and John’s pet for several months. Although we started this relationship against my will, I have gotten used to everything. I quit my job to fulfill Lily and John’s every sexual need and they pay for all of my expenses and give me a huge allowance to spend in my free time. I don’t often have free time since they both work their high paying jobs from home. I’m usually being fucked by one or the other and after the work day is done, both.

Today they sat me down for what sounded like a serious talk.

“Sarah, we both love you very much and we have a big favor to ask you.” Lily started the conversation, as she always does. “John has a brother, Mark, and he and his wife are having trouble conceiving. We are asking that you carry a baby for them.”

“What would that entail?”

“Mark has a low sperm count so they have asked that a mix of Mark, John and Drew’s sperm be used for conception. Since they are all brothers the baby will be family and will look like Mark.” Lily paused, “It’s a big ask and I understand if you don’t want to. I’m not eager to share you but I can’t carry a pregnancy myself.” Read more »

CoWorker tease leads to affair

This story takes place in 2018. At the time I was a 36M, married for 13 years with 2 kids. My wife and I had been up and down for a decade, but both of us did not want to break up our home. We moved to a new city looking for a fresh start, but as time went on the only thing that changed was the scenery.

I am an attractive male. Not to be conceded, but I’m confident. I am 6’4″, 215lbs, brown hair/eyes and extremely outgoing. I attract a lot of attention from females and it only got worse once I put a ring on my finger. Working in a hotel, you can imagine the encounters and “opportunities” that presented themselves. Having worked in the hotel for around 18 months, my co-workers started feeling comfortable around me as I spent more time at work than at home. This is where the story begins… Read more »

One Little Moan Part 2 (MF Breeding DubCon Exhibitionism First Time)

It was impossible to forget that night, even a week later, but Taylor tried. Kevin’s cocky smile haunted her though. Awake or asleep, it would come back to her at random times. It made her uncomfortably wet in class, and kept her horny pretty much all the time now. She tried to imagine other men when she masturbated to relieve the pressure. That was something she’d barely done since school had started, but it didn’t help. No matter who’s face she put on the man in her fantasies, that damn smile always came back, and with it, those words “Your cherry is mine, and no one else is going to fuck you and until I’ve stretched you out properly.” Nothing made her cum like that threat, and it lingered long after the words he’d written on her had faded. Read more »

Neighours Part 1 [M/F]

It had been five months since our first encounter. I was exhausted after the drive and had attempted to carry one too many moving boxes inside. He ran to my rescue before the contents of my boxed belongings ended up all over my new front lawn.

“Silly girl, you should have asked for help! These boxes are far too heavy. Take more trips, look after your little body.” His tone was stern but his face, playful.

He was so handsome. His salt-and-pepper stubble drew even more attention to his perfect face. His jaw was strong but his smile, soft. He wore his shirt like he was doing it a favour. Clearly much older than myself, but more handsome than any man my age. When do men start looking like… well, like this?

He placed the boxes down and extended his hand. “Daniel. My name’s Daniel. And yours, Miss?” I placed my hand in his and his size engulfed me. My hand looked like a child’s in comparison to his muscular hands. He placed his other hand on top of mine and that’s when I noticed. A ring. My new, deliciously handsome and chivalrous neighbour was married. Read more »

How I continued to fuck this granny part 1 [MF] True Story

After our first “private” interaction with H. my new FWB Granny, we kept it secret at
work, we were just saying hello and good bye at work. Nobody knew, and it
should be staying that way. We didn’t have interaction at work, except using
text messages. We texted each other few times a day in order to know when we
could meet and what to do to each other. I loved it, it was always a pleasure
to receive a hot message from her, unfortunately she was not into sending
pictures. But the description of what she would do to me or from me to her, was
so hot, I was often getting hard at work just by reading her messages. We used
to meet 1-2 times a week and sometimes more, depending of vacation, public days
etc.…
She would text me or I would text her and she would come to me at 7-8pm, we had 2-3hours
to fuck…
The second time she came to me, she was just wearing a jacket and nothing less… I open the
door naked, she entered, I closed the door and I went down on her, I pushed her
against the door. This time she shaved her pussy. It looked nice and she tasted
fantastic, I entered her pussy with my tongue, licking her deep and slowly, it
was like I was cleaning her pussy. I must say I loved that job… I am crazy
about that, I could do it hours long. Her Taste, her legs shacking when she is
about to came, and the moaning. I love everything about that. After licking
inside her pussy I started to play with a clitoris, I moved my tongue sideway
very fast, I stopped, starting to suck her clitoris and then put a finger in
her pussy… she was so wet, it was gliding into her without problem, I fingered
her at a regular pace and licked her clitoris at the same time. It was a
jackpot. She came in 2 or 3 minutes. Oh man, she was loud! She came hard! I
stud up and let her few seconds to breath but she started to kiss me and
jerking me of at the same time, I was hard in a matter of seconds, then she
went on her knees and started to blow me. I can tell you: this woman had a lot
of experience! I cannot imagine you would ever need Viagra with her. She loved
it as much as I loved licking her pussy, it was like a drug!
I was hard as a rock, I took her licked her tits and turned her. I was not able to wait
another second not being in her… I started to fuck her from behind against the
door, always at a slow pace at the beginning, I am not a beginner anymore but
still have to learn to control myself. It is just a matter of time and “training”
;) I loved when her ass was bouncing against my body, just the view and the
sounds of that… years later I still can remember…
I was feeling better and more confident, and started to fuck her faster and deeper.
It was like a dream… She was moaning and moaning, and I had too… I started to
slap her ass, she loved it and me too! I fucked her quit fast, she was playing
with her clitoris and told me to go deeper, I loved it when she told me what to
do, so I pounded her as hard as I could, her tits where clapping against the
door. She tried to protect her head from the door with the other hand… I had
no mercy. She wanted to be fucked hard… so be it!
At one moment I recognized the signs of her having soon an orgasm, she was moaning louder
and breathing heavier. So I continued giving her the pounding she deserved and
after few minutes she came… Luckily my neighbors are never home… nobody is here
to complain… Her Pussy was so tight when
she came, and because of that I was about to come… I told her and she went on
her knee, and blew me… very slowly at the beginning, taking my entire penis in
her mouth with slow motions and licking the tip… But she wanted to make me come!
She started to blew me faster and faster until that moment I was not able to
control myself anymore… I unload myself in her mouth without telling her… It
was not a problem… she had a lot of experience… She took it all, swallowing
every drop of my load. After that, we were both exhausted a little bit so we
greet each other and we went on the sofa and had a drink and a small break.
That was the first part of our second “date” …

Happy Mother’s Day (MF, BD,DS)

Tracey had been a mom for five years and although she loved her children, she realized quickly that parenting was not for the faint of heart. The one thing that made being a mom tolerable was Mother’s Day.

Her husband Mason made sure that each year on Mother’s Day Tracey got whatever she wanted.

Mother’s Day 2022.

The kids were at Tracey’s parent’s house and Mason was ready to give her what she wanted. She got in the shower that morning and thought she heard something. She turned the water off and listened again, but didn’t hear anything.

As she turned the water on again, she smiled as she knew she heard someone breaking into their bedroom. With a teddy beard head covering his face, Tracey was snatched out of the shower and pulled down onto the cold bathroom floor. She winced from the pain and trembled in fear and anticipation.

Now with her mouth taped up and her hands and feet bound, the intruder attacked. He began by running his fingers through Tracey’s hair and then smelling it. He loved the way her hair smelled like fresh roses. Tracey squirmed, but he used his body weight to keep her still. Read more »

A mother in-law’s unexpected journey Part eight [M4F]The pain of it.

There was no denying it Padraig was only a cunt. A using bastard that didn’t give a fuck as long as he got to unload his batch once a week into Bernie, should it be up her fanny, down her throat or in her arse. He didn’t care. Why would he? It was her who initiated it all, the Sunday late night meet ups, it was down to her, so now he was going to make it worth his while. All the things that he’d loved to ask Niamh to do when she was in better health but hadn’t the courage, was now on Bernie. If he wanted her to dress a certain way then he would. If he wanted her to meet or talk to a stranger, then she’d do it, or he’d walk away and he knew Bernie wanted his cock.
She wasn’t going to lie, she was for the first time dreading a Sunday night. The thought of it filled her with dread. She was game, always was, she’d let him put it in her every day, hadn’t she proved it already, but up her back passage as she called it, she squirmed in her seat thinking about it. Would she bleed? Vaseline would make it easier but she was straight up scared. Yes for the first time, Sunday didn’t seem appealing.
The week passed and the weekend came, and as before they went through the same routine. A bottle of wine, a bit of supper and bed while Padraig waited for Bernie down stairs. She’d tried to dissuade him a few times. She even wore her best beige trousers and ivory silk panties thinking he’d be happy enough to ride her, but no, Padraig wanted her hole and nothing was going to stop him.
About half one he tip toed up the stairs, checked on Niamh and then made his way into Bernie. There she was waiting for him. She looked apprehensive but smiled nonetheless, nervously but it was still a smile. She was still dressed. He asked her to get on all fours, she did and went over to feel her arse. Fuck the material against her skin was hot as fuck. Just feeling her wearing them, he could make himself cum without touching himself. She said are you ok? and he said the best. He went over to the wardrobe and started to undress himself. She moved and sat at the edge of the bed. He was hard now. He thought on something. He said Bernie I want you on your knees, she duly done what he said, he then took his cock out and rubbed her face with it. She said I can’t suck you yet, but I can pull you off and you can come over my face and tongue, but he declined. He asked her was she ready for her back door delivery? She said nothing, she just got up onto the bed and pulled her trousers down to her knees and got on all fours. He got up behind her. Her silk panties cutting the hole and cunt of her. She whispered “the Vaseline ” . He reached over to the locker opened it up, then he put his two fingers in and took out a generous dollop, and worked it around her opening, fuck she was small, had to be a virgin. She was tight. He massaged for a couple of minutes and finally slid a finger in. She recoiled and gasped. That sore she said. He then asked if he could try and ease his cock in. She said yes, just be slow and gentle. So he then guided his tip to the entrance, fuck he didn’t know if it would fit she was that tight. She groaned and said go easy, it’s still sore. With that he pushed ever so slightly in further. She groaned again, he didn’t want to tear anything, including his foreskin, so he was just taking things slowly. He’d move a little against her hips and push again. He didn’t know about her, but the tightness was great to feel. It was like his cock was getting squeezed in a fleshy wall, squeezed in a way that gave him intense pleasure. What a fucking thrill he was getting, what was it about this woman, everything she done with him seemed like his orgasm multiplied by ten fold. He was three quarters the way in and knew it wouldn’t be long. She pushed against him now with a lot more ease. For her it wasn’t one bit nice. The odd fleeting moment she felt a split second of pleasure, but mostly pain. A pain she could handle but didn’t want again. She said push on now Padraig, push it on in there. He did and felt the tingling, the tingling of climax. He asked her to groan as if she enjoyed it every time he pushed it in. Even though it was sore, she did what he asked. She started moan in a sexual tone, and started to talk. Yes Padraig, give it to me, give it to me hard. I love that big cock of yours inside me. Fuck my arse Padraig, fuck it as hard as you can Padraig. That’s it Padraig, give me your load. Padraig loved her talking. He replied with, your right Bernie. You’ll take it. You’ll take it and everything that comes your way. That tight fleshy wall was now squeezing on his cock. Like a clamped mouth. I’d love another man here Bernie, another man watching us, pulling himself off in the corner watching us Bernie, what do you think about that, she just groaned and said mmmm Padraig I’d love it. You fucking me and another stranger watching us, and with another groan she give, he felt her insides tighten around his cock. It was to much to bear. With his two hands on her hips he pushed, plunged as deep as he could go, God knows what he’d hit in there, but he didn’t give a fuck, here it come. Slowly rising inside him. Like an erupting volcano, his body shook and quivered, like a mild spasm, intense pleasure enveloped him. Intense wasn’t a good enough word. This woman was amazing. He felt himself shooting up her. He squeezed on her hips and pushed deep as he could, the cum just kept on coming, two, three, four, four times he think he felt. The orgasm slowly subsided. She groaned, a groan of pain, pain and relief. He pulled out easy and got of the bed. Are you ok Bernie? She said yes, but he’d better go, it was after two. He cleaned up and left. Bernie wiped clean, and got into bed. Ten minutes later she had to get up and wipe again as she felt the cold trickle of spunk running down her left arse cheek as she lay on her side. He must have blew the full bag up her. Good. She’d done good. She took one for the team. Padraig was going to bed with his seed spilled, and that’s all that mattered, his happiness. She finally drifted off to sleep as did Padraig. Tomorrow was another day..