Once upon a train ride. The further adventures of Frank and Karen [MF] [Oral] [Anal] [BDSM]

Part 2

MORE ADVENTURES OF FRANK AND KAREN

 Thanksgiving with my friends was as always a major party.
Friends I haven’t  seen in a year came out of hibernation. 
The food was laid or should I say heaped upon the sideboard.
Along with a very liberal helping of alcohol made for an evening of drunken merrymaking.

However much fun this evening had been that is not what I wish to tell you about. 
What is important to this chronicle is the phone call I received around 10:30 that evening. 
It was Karen calling.
“Frank, Hi it’s Karen I hope I’m not calling you to late, am I ?
I just couldn’t take the chance that you might leave tomorrow without me getting a chance to see you again.” She said.
“Karen, I’m going to be in town until Monday afternoon.
Is there any chance you will also be around until then?” I asked.
“Karen I’m glad you called I haven’t been able to think about anything else since last night.
Never have I met anyone as free and exciting.

The Hairdresser [MF]

I usually get my hair cut by Shelly, a nice older lady who works out of a small shop in town. I’m the kind of guy who doesn’t like to make small talk during a cut, and Shelly understands this perfectly. It feels like a running joke between us. Once a month I arrive, say a quick hello, take my seat, and she does her business quietly. Once I hear “Okay, all done!”, I routinely reply “Looks great, thanks!” Then I pay up front and I’m out the door. Just a simple transaction. But this story isn’t about Shelly. Like I said, nice older lady. Emphasis on older.

A few years ago I was looking especially haggard after I had gone several weeks without a cut. I was looking like Season 1 Jim Halpert when I preferred to look like Season 6 Jim Halpert. I called in to book an appointment, and the lady on the phone told me that Shelly was out of town for a while but had arranged someone to cover her usual clients. Didn’t really matter to me, I wasn’t (and still am not) too picky about my hair. So I booked myself in for an evening with Shelly’s backup.

Classmate gave [M]e a night to remember for the rest of my li[F]e

First post on reddit, just a true story that you’ll hopefully like :)

I had a major crush on one of my classmates for years in highschool but never did anything about it because she was in a relationship with a good friend of mine. Well also i was really shy and afraid of rejection like most teenage boys.

Fast forward maybe 4-5 years and we were part of a mutal friend group in college where we’d party together and do stupid things.
One weekend we ended up playing strip poker the whole friend group. I don’t remember what most most of the girls looked like naked but i remember her quite well.

A few weeks later they break up after a 4 year relationship. The very next weekend we were out drinking with a bunch of people. It had gotten late and we were all pretty drunk so myself, my still major crush at the time and a girlfriend of ours decided to crash at her place.
I was surprised that they both stripped down to their underwear before going to bed since we didn’t really have that kind of relationship.
But ofcourse i went with it and did so to.

Island Discovery – Chapter 6

Working on a full-blown novel. Your comments and observations would be greatly appreciated. Be frank. I can take it!

If you want to read more, you can find it at [https://playfullifestyle.com/island-discovery-an-erotic-novel/](https://playfullifestyle.com/island-discovery-an-erotic-novel/)

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Tim noticed that Jen was unusually hungry. Normally, she opted for a fairly small breakfast, but this morning was different. He was hungry, too. He had slept well and felt rested. After the events of the previous evening, he wasn’t surprised. Things had escalated pretty quickly with Kate and Mickey, and although he had “finished” in the hot tub, he still had work to do once they got back to the privacy of their own room. Jen was more than a little worked up, too. She hadn’t cum in the pool, but that didn’t mean she didn’t like what they had done. In fact, at one point she actually had him sit on a chair so that she could straddle him again, reliving the experience. She said very little as she moved from one orgasm to the next, but it was clear that she had thoroughly enjoyed their first experiences with exhibitionism and voyeurism.

He watched as she finished the last of her banana pancakes, while he nursed a final cup of coffee.

My friends daughter gave me a blowjob on her 18th birthday

True story.

I’ve been friends with Adam since high school. He got some girl pregnant very young and they had a kid. They got married, and divorced and now he has full custody of her. I’m a pretty regular friend, me and Adam make music together and I’m over at his place a lot, talking shit, drinking, smoking weed. His daughter Katie had always been cute but only recently have I noticed her womanly figure. As of 17 she would walk around the house in very tight short booty shorts with her asscheeks peeking out. Very low top exposing lots of cleavage. She’s very developed for her age. Katie has brown hair, light hazel eyes, double D tits, and a magnificent ass. She’s voluptuous and thick with some delicious thighs. Her birthday was this past weekend and she turned 18 (and im 37.) They had a little get together at the house with some of her friends and I along some other friends were invited. Katie would always flirt and joke around with me. Smile and giggle everytime she would make me blush. She gave me compliments all the time how she loved my music and loved my voice. She loves the way I rap and she listens to my songs all the time. I was really flattered and genuinely honored that my music would resonate with younger audiences. So at this birthday getty one of het friends kept flirting with me the whole night. I kind of just kept it platonic and didn’t really interact with her much but Katie noticed. After the party everyone was gone, her dad said I could crash since I was pretty smashed and he went to bed.

My Mom and I in Las Vegas

My mom had recently been suffering because of a divorce.  I guess maybe she had decided that she no longer wanted to be married to a womanizer anymore. It has only been drugs and alcohol for her since then. So, I like any other smart girl asked her to come to Vegas with me.

We had the much-needed fun though. With both of us going to spas and getting our bare butts massaged by hot guys. Yet mom was not ready to get into the Dick business. Though I did notice that she silently enjoyed the attention she was receiving.

Interestingly though, I did notice some startling noises from her side of the bed in the night. WTF my mom was rubbing her pussy like crazy! I just pretended to be sleeping since getting caught masturbating by your daughter is perhaps the last thing any mother would want.

### NEXT DAY…

We decided to go for dinner together in a fine restaurant to just chill and enjoy Vegas. Things were good. We ate while hearing to a band and mom was all smiley again.

A[M]sterdam [F]un

I recently took a solo business trip to Amsterdam and took the opportunity to visit the red light district. During the day I roamed around all over the city including ‘De Wallen’ taking in the sights and the visual spectacle it had to offer but come night, I felt the urge to check out the famous glass windows.

Walking to De Wallen at night is a unique experience with dimly lit windows filled with women of any kind you can imagine with around 400 odd women in ‘active service’ at any given time all throughout the night. These range from White women (mostly from Eastern Europe), Asian women (Filipinos and South East Asians) and black women (African I’m assuming) in row after row of side streets.

I walked about for a bit taking in the sight of skimpily clad women in bikinis and underwear beckoning to the passers by, gesturing and smiling seductively. They were all quite attractive, with heavy make up and shapely bodily features. I stopped and stared at a few who who were speaking to potential customers, similar young men most of them in hoodies and baseball caps to obscure their identity or to ward off the cold Dutch breeze.

Used In An Alley By A Group Of Men And Loving It [gangbang] [freeuse] [mmmmf]

Used In An Alley By A Group Of Men And Loving It [gangbang] [mmmmf] [freeuse]

Jenny Nakamura was wondering if he would be there. She had tried walking down the alley a couple of times before during the week, and he wasn’t. Each time she had gotten dressed up and she felt like it was starting to become a waste of time.

*Maybe he doesn’t hang out there anymore?* she thought as she got to the entryway of the alley. While she was getting tired of getting her hopes up, she also wanted to try one more time before she called it quits and found a new spot to walk home through.

She had dressed up *really* slutty. To play off her Asian ancestry, she had donned a sailor outfit this time. A tiny Japanese schoolgirl… Who wouldn’t be excited when they saw that? For someone as hard up as Jenny had become, she was hoping that once it was on display that it would give some extra motivation.

[FM] Just wanted to share a thing I do for my boyfriend. Might be a bit gross to some.

I like doing everything, as much as I can, for my boyfriend whenever I’m with him. One time, as some kind of sexy funny joke, I offered to have him pee in a bottle so that he doesn’t have to get up and go to the bathroom himself. He rents a room in the basement floor and the bathroom is upstairs. And I would take the bottle and empty it in the toilet myself, at the expense of being seen by his housemates, which I didn’t really care about since I’m not easily embarrassed.

As time went by, this act actually started being more useful than funny. In the mornings, I loved having him stay in bed. I’d have him get rid of his pee right there, then transition straight to riding or giving him a blowjob. He gives out his best moans while he’s still half asleep, which I love.

On those mornings, I would sometimes get caught walking to the bathroom naked, cradling a plastic bottle of my boyfriend’s pee in my arms. And if the bathroom happens to be occupied at the time, I will actually just stand and wait outside the door, and they get to enjoy staring at my body. And if they’re really lucky, sometimes I’d have cum still dripping off my face or I’d be sucking on a used condom.

[MF] My own little Advent Calendar Adventure (25F)

I was getting out of a relationship with little to no sex. Will spare you the details, but it sucked. One day, I will write an entire story about it, but to keep things short, let’s just say that we often spent weeks without any sex and even without any affection or touching. I tried everything I could, but somehow, a naked woman in bed with him rubbing her breasts on his back wasn’t enough. He plain and simply ignore me, or even moved away.

I was used to having sex several times a week, if not several times a day. I was used to, when I was single, multiple partners in a single week and, sometimes, in a day. This relationship was a brutal shock for me. But I really wanted to have a boyfriend and do “boyfriend and girlfriend” stuff, I somehow convinced myself it was worth it, so I sucked it up, and stuck up with the relationship for way longer than I should have.