Getting Railed – Sex on a Train (29f) [FM]

There’s something inherently soothing about rail travel. Perhaps it’s the ever present thrum of motion, the gentle shudder of passing a join in the track, or possibly just the very notion that you’re being taken where you need to go without the possibility of deviation. It’s an opportunity to sit back and unwind, close eyes and drift off listening to a podcast awaiting delivery to destination…

Or, alternatively, if you’re feeling somewhat less romantically and generously inclined; it’s a usually overheated and tedious sweat-box of misery and inevitable delay that does nothing but make for an inherently boring and overlong journey to somewhere that, without fail, falls short of your ultimate destination.

I fall somewhere between these two mindsets. I’ve enjoyed/endured enough train travel in my life thus far to have experienced both ends of the spectrum. Which is precisely why, when given the opportunity, I leapt at the prospect of adding a little excitement to an otherwise tedious session on the tracks. A rare instance in which I could get railed on rails.

My first MILF [MF]

Memory lane – My first MILF [mf]

I, (m, mid 40s) had a good bit of fun before settling down. I love this subreddit and visit it frequently. This is my first attempt at posting here. Also, this happened nearly 20 years ago so this is from memory. Be gentle.

It’s the early 2000s and I just moved to a new city for a job. I was in my late 20s. Since I did not manage my money wisely before the move, I had to make some sacrifices like only having internet but no cable TV. Cell phones were not smart yet. So, I did what any single & horny guy did, I spent a lot of time on Yahoo messenger looking for hook-ups.

One evening after work, I received a message from a woman saying that I looked familiar. We chatted a bit and figured out why she recognized me. As the chat continued, we discovered that we lived in the same apartment complex! We talked for a few hours that night. Near the end of the conversation, we got on the topic of football. We made a bet, whoever wins the upcoming MNF game, we would meet (win/win for us both).

My Housekeeper knows I have a Big Cock (Part 2) (MF)

[Part 1](https://www.reddit.com/r/eroticliterature/comments/nuypwl/my_housekeeper_knows_i_have_a_big_cock_mf/?utm_medium=android_app&utm_source=share)

After the “incident” with my housekeeper, I have been very sexually frustrated. I just wasn’t used to being horny all the time. Before the pandemic, I usually hooked up with girls all the time. But being stuck at home, I have been deprived of my deviant pleasures.

And don’t get me started on Camille. Having her around the house has been hard. God, I wanted her bad. So BAD.

These past few days, she’s been doing my laundry way earlier than usual. Right around the time I wake up. Honestly, I don’t blame her for trying to get a peek. My morning wood was really BIG. It stood up like a circus tent in my boxers.

A few times, I’ve even caught her silently admiring it. How HUGE and THICK it was. She almost looked like she wanted to suck it. However, I pretended not to notice all this in my sleepy daze.

But one day I caught her by surprise. I woke up to find her crouching at the foot of my bed. She was looking up at it in amazement. Amused, I lay still, not wanting to interrupt her moment. She moved closer to my erection till her face was next to it. She looked stunned to realize it was BIGGER than her face!

The first time I [M] fucked my girl[F]riend in the ass

I had just gotten into college and started dating a very hot brunette who we’ll call M. She was around my height, had small breasts and very long legs.

After a couple of weeks, we started having sex and it was still pretty vanilla, because we were young, shy and getting to know each other. She gave me my first blowjob to orgasm, I gave her her first orgasm through oral and more first time stuff. Very good memories, my dear friends…

High School Psychopath – Boyfriends Come and Boyfriends Go [mf][Manipulation][school]

Maria Novak is smart, she is hot, she is popular – she gets whatever or whoever she wants. Maria is the “It Girl” of Palmwood State High School. She is school captain, a straight A student, guaranteed a place at any university she chose and captain of the school soccer team.

Maria lives by the motto “whatever it takes”. For Maria this was not some vague underlying principle, it was her driving force. She doesn’t do anything without a purpose, a purpose that will benefit her. Maria has total lack of empathy for others. She will lie, cheat, manipulate, deceive – whatever it takes to get what she wants. She has no conscience, no feelings of guilt or remorse.

Maria Novak is an 18-year-old psychopath in a school uniform.

Everyone at Palmwood High loves Maria. Those that figured out what Maria really is, do not survive – teachers, councillors, students, principals – if you don’t love Maria, if you don’t do as Maria wants you won’t be at Palmwood High for long. You will either choose to leave in fear for your own safety and sanity or watch as your reputation and life is destroyed.

Giving him a lil show from the bar bathroom… [MF]

Hi y’all!
I thought I’d give some back story to my last post. This is how I ended up hooking up with that coworker, starting with some fun Snapchat videos!

I’m a girl in my midtwenties, usually a bubbly and bright smartass. I’ll be honest, I love attention. I have lots of colorful ink all over my legs (my thick thighs definitely save lives too) and my hair is always an insane color. At this time, it was half green, half purple! I have DD tits, a lil chubby, but tall enough to get away with it.

I started a new job at a bar, working 14ish hour days serving, and one day an unfamiliar voice called my name to pick up food from the window. I jogged back to the kitchen, putting a little pep in my step to jiggle my boobs because I think it’s fun and none of my coworkers were around… Except this new line cook, who’s smirking from behind the line. He’s in his early fifties, grey hair cut and styled well, with a beard and tattooed arms. His blue eyes were laser focused on my chest. I decided to play it cool and grab the food wordlessly, but I’ve always been attracted to older guys and I was definitely feeling him. At the end of the night, I was washing bar glasses, and if you’ve ever been a horny bar patron, you’ll know it can be quite a show when a girl has big naturals like mine. I felt someone looking at me, and sure enough it was the cook. He winked and said “I love a hard worker, maybe scrub a little harder for daddy?”

The first time I [F] was filled by my boyfriend [M]

Hi! First time poster and am feeling like an amateur after reading some of the posts on this thread, wow! Please don’t be too tough on me haha

P.S. This took place around 5 years ago – but it was a memorable experience to say the least!

***

I was 19 years old the first time someone came inside me.

Living at home with conservative parents, my boyfriend (J) and I were only allowed to spend time alone together downstairs (we had a spare room) with the door open. It was easy to get away with making out, groping each other, and the occasional blowjob unbeknownst, but anything more would have to wait until my parents were out of the house.

Being young and horny, it never felt like we had enough opportunities to be alone. So, J took matters into his own hands.

Eli(F31) surprises me(M31) with an F42

I had been fucking Mary and Eli whenever I the opportunity presented itself. Eli made sure she had an off day on a different day than Mary and she made sure she milked my cock thoroughly. Mary on the other hand had started to get annoying with nagging, and her post alcohol behaviour was now intolerable. She used to pick fights after getting drunk in clubs now for no reason and I can’t stand people like that. I started phasing her out of my life.

Due to Durga Puja, Mary and Eli would fly back home and I had decided to break up with Mary then. Eli on the other hand was going to shift to Vizag to be with her fiancé post Durga Puja. I was going to face a dry spell. But Eli and the Gods had a different plan for me. Mary had flown back home, and I was to go and live with Eli for the one week before she also left for Mizoram.

We finished our work and headed home. This night Eli seemed to have a wicked smile on her face. I knew something was and my dick-sense was tingling. Eli changed in to a red baby doll dress and turned to me.

[M]I blindfolded and handcuffed an ex[F], while she was sleeping, during our Vegas trip

You can skip down to the “*********************” to get straight to the part where she’s getting blindfolded and cuffed while sleeping.

A little background first… this happened with a woman that was an ex at the time. We had already broken up and I had moved but we kept in touch. The sex we had was great… she was very kinky and dirty. She liked being submissive, dirty talk, hair pulling, light choking, toys and restraints.

As our relationship progressed, she revealed she had fantasies about consensual non-con. A couple times she had similar dreams about not being able to run or move her body while a man, or multiple men, had their way with her. Don’t get me wrong, in her dreams she would beg for more and orgasm. She would tell me all the details of her dreams while we fucked and even demonstrated it for me but acting like she was jerking off a ghost cock while I was fucking her doggy style (just like she described in her dream).

Naughty Bridal Party Part 02

That thought, could she settle for just one cock to suck the rest of her life, set off a chain of thoughts. She remembered what they had done the last weekend before this one, what her friends gigglingly referred to as her last weekend of freedom.

Her girlfriends had rented a private room at a male strip club, and the sight of all those hard-bodied guys, really got them going. Malena enjoyed seeing all the hard cocks on display, thinking how much she would love to suck them all off. After the show, one of the guys, a big, black well-chiseled hunk named Brant, invited them backstage, to the private lounge. Maybe this wasn’t such a good idea, but bolstered by her friends, and some liberal shots of liquor, she didn’t want to be a party pooper.

Malena was thinking, well, not too much can happen, she was with her friends, they were just going to hang out for while, was quickly put to rest.

When they entered, Brant pulled Linda close to him, and growled, “You wanna see my big black dick, up close?”

Linda was quickly out of her clothes, and on her knees, sucking that big 9 inches.