[MF] I [33 M] went on a road trip with a hot cougar [47 F].. and was taught a few new sex positions.

I am back with some more adventures of the fun times I had with [**Lisa**](https://www.reddit.com/r/eroticliterature/comments/suqwka/mf_i_32m_met_a_cougar_47f_on_my_train_ride_to/) the cougar I picked up on a train, and then a week later had awesome mind-blowing sex.

This story happened a few weeks later. Lisa messaged me to check how I was doing. She said she is planning a solo road trip to a nearby lake 2 hours north of our city. And asked me if I wanted to join. I was excited for sure. How can I turn down the opportunity? I immediately replied, *”yes”.*

She said she was going to rent a car, and we can switch driving on the way. Then we will book a room once we get there. We agreed to meet outside a mall — she would pick me up and then head to our adventure.

This was my first time I’ve been on a road trip with a woman. Most of my past sexual adventures happened in my bedroom. So I was excited to try new things.

On Saturday, I packed a small bag and headed to the mall where we were supposed to meet. I got there 20 minutes early. I wanted to get some condoms, lubes, and mints, and I did.

[MF] I [33 M] went on a road trip with a hot cougar [47 F].. and was taught a few new sex positions.

I am back with some more adventures of the fun times I had with [**Lisa**](https://www.reddit.com/r/gonewildstories/comments/suqr6a/mf_i_32m_met_a_cougar_47f_on_my_train_ride_to/) the cougar I picked up on a train, and then a week later had awesome mind-blowing sex.

This story happened a few weeks later. Lisa messaged me to check how I was doing. She said she is planning a solo road trip to a nearby lake 2 hours north of our city. And asked me if I wanted to join. I was excited for sure. How can I turn down the opportunity? I immediately replied, *”yes”.*

She said she was going to rent a car, and we can switch driving on the way. Then we will book a room once we get there. We agreed to meet outside a mall — she would pick me up and then head to our adventure.

This was my first time I’ve been on a road trip with a woman. Most of my past sexual adventures happened in my bedroom. So I was excited to try new things.

On Saturday, I packed a small bag and headed to the mall where we were supposed to meet. I got there 20 minutes early. I wanted to get some condoms, lubes, and mints, and I did.

[F] Abby on Display Part Three

If you haven’t already, make sure to read parts one and two. I pinned them on my profile, along with a few of my other stories. I hope this turns you on as much as it does me…

Amelies exploration of my pussy has left me incredibly turned on, far more so than such a brief experience should. It takes all my self control to keep my gaze forward and above everyone else, like he wanted. I can feel how wet I am, my heart racing at the thought of feeling her touch on me once more.

Once the waiters finish clearing the table, one of them announces that coffee will be served in the living room. Amelie is the first to move, sliding out of her chair in the most seductive manner. I can’t stop myself, I bite my lip as she approaches me, hoping that she has hidden my face from him.

Amelie unfastens my arms, her hands spending longer touching my skin than they should. She rests one hand on my arse as she kneels behind me and unlocks the spreader bar, pushing it away from my ankles as she does. She takes me by the hand and leads me into the living room.

My wife’s career choices chapter 3 [MF] [cheat]

This is part 3 of the story, you can find the previous parts on my account

[Neil]

The past couple of days went way better than I expected, I met Mark, my wife’s boss, and he was a real gentleman, he was about two inches taller than me and had this serious but fun vibe, I think I saw him at our firm before, overall, he seems like a really nice guy.

When we met one day after work I told him our only one rule: no bringing home guests without our approval, he not only agreed but also offered to help with the house chores and also offered to pay a really high rate for the couple of days he is going to stay with us, I had my concerns though, so I talked with his lawyer and Lara about his situation and they assured me that this was just one of his rivals sending him a message and there will be no further legal actions taken against him.

The Promise [FM] [Femdom]

There’s something about cunnilingus that I find just totally intoxicating. I’d always enjoyed eating pussy, sure, but there’s this one memory with an ex from my early 20s that I’ve never forgotten. We were fucking for the last time – both of us knew it was over and she had some new guy waiting in the wings. She straddled my face, cumming over and over as she worked her pussy on my tongue and I devoured her like my life depended on it, knowing I’d never get to taste her again. That memory is seared into my mind.

Maybe I should have put more effort into sorting out my hangups, but instead, I recently posted a personal ad on a seedy website, offering up my mouth for others’ pleasure. “Oral worship – no reciprocation required”. I got a few messages. However, only one response really stood out. Her profile was pretty sparse on details; there was no written information, just two or three faceless lingerie photographs.

“I really enjoyed the tone of your post. I’m very interested. The only thing is, I can’t meet up until the weekend as I’m out of the province for work,” she wrote.

The time I [M] fucked my manager [F] after work pt.2

If you just want to skip to the sex, scroll down to the *****.
I saw Angel every day when I walked in the front door to the office. She did the financials and HR at the startup we worked for. I should also mention that Angel had tattoos. She was the type of person that when asked how many they have, it wasn’t really possible to count anymore. She was on the taller side, Latina, and had fantastic full lips. A little about myself: I’m 6’3”, slightly built from intermittent spells of working out. I dress well at the office and am very conscious about my style. I’ll also add the detail that the startup we worked for was in the fashion industry, so everyone dressed to a certain standard.
On this particular day, Angel was wearing a beautiful yellow top with frills that hung like icicles over her bust. She flashed me a smile as I walked in. I smiled back and gave her a little wave. Today was the office holiday party so we were closing early and then meeting at the venue of the party.
Our coworkers had no idea that Angel and I’s relationship was sexual or that we had any type of connection outside of work. We had a rule that we kept things related to work separate as we were both focused on our careers. Therefore, we’d never done anything sexual at work whatsoever. Our friends with benefits relationship was an entirely after work affair. That is until today.
As everyone started to finish up early for the day, I still had a few more things to do before I was ready to leave for the party. Some of my coworkers waved goodbye to me as they left for the party venue. I waved back and then stuck my nose back in the paperwork I was reviewing. The minutes droned on and soon there were just a few of us left in the office. I still had plenty to do and didn’t see myself finishing anytime soon. The stack of papers on my desk demanded attention, and I didn’t have the option to finish later.
The last few of my coworkers shuffled out of the back office and I was soon alone. Or at least I thought I was.
*********
I heard the back door open and in stepped Angel.
“Hey I thought everyone left for the party— I’m still trying to make it through all this paperwork.”
She laughed, “Everyone’s gone but you and me, I’ve got more to finish too.” At this she stepped closer to me.
“Do you need a ride to the party?” I ventured, sitting up on my desk.
“No.” She looked me directly in my eyes.
“Then-“, She cut me off and leaned in for a kiss.
I kissed her hard. Our tongues flashed in and out of eachother’s mouths as she straddled my lap. My cock immediately began to harden. I wasn’t so sure this was a good idea. If anyone walked in we were both toast immediately. There wasn’t any way we’d be keeping our jobs. I tried to express my concern, and stammered out a few words.
“Do you think this is a good idea? Maybe we should go to the car.” She responded by diving into my pants and producing my unbelievably hard dick. She smirked, put it in her mouth, and started bobbing her head up and down. All my concerns went out the window immediately as I moaned deeply. She was expert in her blow job skills. Her tongue swirled around the head of my dick. I had no control over my body, she cast a spell on me with the best blowjob I’ve ever received. I could feel myself already getting close to cumming so I pulled her off by her hair.
“Bend over slut.” I commanded her. She was breathing heavy, hair a mess. With no hesitation she spun around, leaning forward on the desk. I peeled back her jeans and panties to reveal her dripping pussy. Wasting no time I slowly pushed into her. Her whole body sighed. In and out I pumped away. The only sound in the office was the quiet hum of fans and my balls slapping her ass. She stifled a moan as I pulled her hair back. Her whole back arched and she started to match my thrusts by pushing her ass back into me. I was so close to cumming. The sight of her perfect bubble butt was too much.
I spanked her hard, leaving a red mark from my hand on her ass. She shuddered, “Oh baby I’m so close.” She was practically fucking me from how hard she was pushing onto my cock.
“In me. Please” She breathed.
I was getting closer and closer, and with one final thrust I buried rope after rope of cum deep inside her. She quaked from her own orgasm and lay spent across my desk.

Mountain Friends (MF)

Just as an aside, I have a few chapters planned. There’s going to be some femdom, some cheating, light cucking, We’ll see where the rest of it goes. As always feel free to give feedback.

***

Maria moaned as I licked and sucked at her clit, wrapping her thick muscular brown thighs around my head while one hand massaged her nipple and the other was buried in my hair, pushing my face deeper into her cunt. Her hips moved in shuddering thrusts, using my face to stimulate her clit. I could barely breathe while she ground my face in and became a sopping mess of her juices. My own erection was desperate and called out for attention but with one hand wrapped around her thigh reaching for her luscious breasts and the other fingering her pussy and teasing her asshole, I was left to futilely hump the bed.

She was a vocal lover and her howls of pleasure drove me to continue licking as fast and hard as I could. My index and middle finger were jammed in her tight hole and I was making the come here motion with my fingers, stimulating her G spot. I finally removed them agave my tongue a rest as I moved my thumb over her nub before plunging it back inside. I slipped my lubricated finger down to her rosebud and pushed the tip into her sphincter. She moaned and pushed on my head again.

[MF] — I [32M] met a Cougar [47F] on my train ride to work… and a week later came in her pussy.. and intense orgasm

I wanted to share my first time with one of my best sexual partners – my past FWB Lisa, a hot corporate cougar.

I want to start off the story with the pickup, date, and then sex. But if you are anxious to read the goodie part about sex, you can skip to the part where is says ***”The Sex”.***

**The Failed Pickup**

For a few months, I had to take the train to work. It was a long commute that lasted one hour. So I often had a book with me to read. I had to make a transfer to take the route to work.

One such Friday, I distinctively remember it was a December. I boarded the train. It was early in the morning, just before 8am. The train wasn’t packed, but there were no seats. I didn’t mind standing by the doors to read my book.

As I was reading my book, I noticed a pair of hot legs across me. My eyes naturally and immediately went there. A woman was wearing a skirt, and I could see part of her shiny white thighs.

I [F] took virginity of 20 yo guy

I’m 33, he’s 20. The funny thing is that I had sex with his older brother a couple of months ago. Yes, his older brother and I met at the airport where he still works as an engineer. He called me two weeks ago and for a very long time persuaded me to make such a gift for his younger brother. Well, yeah. Why not? Anyway, it’s my superpower.

Well, I’m a very experienced girl and it’s not the first time I’ve taken the virginity of young guys.

We agreed that he would be waiting for me at the hotel and I will go there after my flight procedures. I am very excited that I will take in my mouth and lick a cock that has not yet seen a single pussy.

And I’ll be the first to taste his cum. He will touch my wet holes for the first time and learn what it is to hold real tits in his hands. For the first time, he will feel what it means to cum in girl’s mouth and watch as I swallow his virgin sperm. Of course, he will also try to insert his finger into my ass. So, fucking hot.

[M]y first threesome [FFM]

So another post from the past, in fact, it was the first (but by no means last) sexual encounter I had with Jane from my previous story…

At this time, Jane was just a mutual friend among our friend group and I had never had, or expected to have, any hanky panky with her. She had a friend, Emily, visiting from overseas and, at the time I was living in another city so, when Emily was touring round the country seeing the sights she came and stayed with me on the way through. Sadly, at that point in time, nothing happened between us but eventually she finished her travels here and was due to head back home. By coincidence (honestly!) I was visiting the city she was flying out from the night before so Jane, Emily and I booked a room in a hostel for the night and commenced an early drinking session.