Tag: Girlfriend

The Vacation – part 2 [MF] [cheating] [oral]

As Ash brushed past me and smirked, I heard a car door close in the driveway. “Thank god Jeff is home. Actually fuck Jeff, this is way too interesting” I thought frenetically.

“Hey guys! Got more beer and beef. Mmm Ash, you’re looking real good.” I watched as he cupped her ass with fondness.

“Oh I am well aware” I muttered to myself, shocked that the words came out of my lips. During this entire exchange, Ash was staring at me.

I spent the entire night getting hammered and eating like a good friend does when he is invited on vacation. Needless to say, I woke up the next morning with a blistering headache.

I stumbled out of bed at the crack of dawn because alcohol does not let me sleep in, and attempt to make some coffee. To my surprise Ash is down there in her shirt shorts and a tank top without a bra, nipples displayed for the world to see. Read more »

Fun with Mom [M/F] [Incest] [Son/Mom]

I’ve been dying to fuck my mom for as long as I can remember. She’s tall, incredibly attractive, and has the smoothest voice that just milks you dry the more she speaks to you. It started off innocently enough. With dad and her divorcing, I was allowed to occasionally sleep in the master bed. Rubbing myself up against her as she slept, wearing her silky soft pajamas, realizing all the dreams of puberty every night beside such a wonderful example of a woman. It became an obsession. I wanted to breed her. Every porn star reminded me of her. I wanted to fill her up in ways no one else ever had. I was always a bit flirty with her, though I’m sure she never thought much of it other than just a horny teenage boy needing to get off – which was really an accurate definition, among many others. We’ve always had a special relationship she doesn’t seem to share with my sisters. Or with dads for that matter.

When I lost my job, my girlfriend and I moved in back home with her. She was all I could think about. This last week I decided to finally make my move. I was going to have her. Read more »

It’s a Small World (of Casual Sex) After All [MF] [True Story]

As published in [Dean’s Sexplorations:](https://deanssexplorations.tumblr.com/post/155519677242/its-a-small-world-of-casual-sex-after-all)

I haven’t blogged much about it yet, but one of my favorite things to do is attend sex clubs and parties. Groups are sort of my fetish and while I love one-on-one sex, there’s a different energy with a group that I find incredibly fun. Beside, it’s a huge taboo to watch other people have sex – and to have sex with other people watching – so that cranks up the fun factor even more as far as I’m concerned.

I have lost exact count of the number of times I’ve been to a sex club or party, but my closest approximation is 20 times or so. And every time I go, in the back of my head I wonder whether I’m going to run into a friend, or a colleague, or an ex girlfriend. Not that the idea of seeing someone I know bothers me tremendously. I figure there’s sort of a “mutual assured destruction” aspect to such an encounter. I won’t tell anyone in your world if you don’t tell anyone in mine. But time and time again I would attend an event, and never did come across anyone I recognized.

Until that one night at Club Kiss. Read more »

Getting fingered in a DILF’s Tesla and fucking after Rolling Stone’s Concert (Part 2). [MF][F21][M53]

We exited the parking garage and continued on toward the venue downtown. I worried that I would leave a wet spot on his seat both from how turned on he got me, but also from all the cum that would ultimately drip out.

He put his hand on my knee.

“Well, this isn’t at all how I was expecting the night to go, but I’m certainly glad that it did.”

I guided his hand between my legs, grabbing by the wrist to ensure that his fingertips touched my wet pussy.

“As you can tell, so am I.”

He dipped his middle finger into me, stroking. There was so much cum, both mine and his, inside of me. It was like honey, so thick and so so sweet.

“More” I cried.

He put in another finger.

I started to moan, lifting my feet off the car floor and curling into my pleasure.

“Oh, Daddy, that feels so good. You know how to fuck me, Daddy.”

“You’re such a good girl, you deserve it.” Read more »

[M] My girlfriend’s daughter?

So im a older black guy lets say im 37 and sorry for making it a sterotype but i do have a nice thick cock. Anyway ive been dating this beautiful woman, Lucy, for a year now and shes around 40. Not really sure its rude to ask. Ha kidding. Anyway she has a daughter, amy whos 18 and i was introduced to her a while back but didnt really get to know her. Anyway around a week ago i asked Lucy to move in with me. I was super nervous but luckily she said yes. I have a decent sized house 4 bedroom so now Amy her daughter is living with me now as well and im gonna be brutally honest i think shes into me. I know its weird and inappropriate but i really think she likes me

Weve been living for around 5 days now and just unpacking their things and she gives me these weird looks and smiles when talking. Lucy is in the kitchen cooking lunch for us and amy decides to wear crop tops with no bras and really short shorts which show her ass. I love my girlfriend lucy with all my heart but amy is a fine piece of ass. Its not like i have feelings for her but more like if i had a chance i would bang her. The guys will understand. Anyway yeah thats it for now. Maybe an update soon?

Road trip for a good Tinder fuck [MF]

First time posting. I thought it might be fun!

A little about me: I’m a 21 year old male. I’m 6’2”, athletic body type with a little extra chub, (I like to drink whiskey) with a 7.5” dick.

3 years ago I was living in California going to school to work on cars. I was 18 and I lived in my parents new trailer in a trailer park because it was cheaper than paying rent on a crappy apartment. I had little to no money as I’m terrible at saving.

I had been living there for about 3 months and I thought about getting to know some girls. I installed tinder and started swiping.

About a week in, I’d chatted with a couple girls but none wanted to meet or were too busy. Then I came across her. She was a cute country girl who lived about an hour away. She was about the same age as myself, 5’4”, had thin black hair and a great body. She had B cup breasts and a fantastic ass. Read more »

[MF] The best sex I ever had

The night that really stands out in my memory above all the others is from about 15 years ago, the night I hooked up with a friends ex girlfriend. Wild night doesn’t begin to describe it.

I’d met them both while they were dating, through a long time friend of mine after moving back to my hometown, and I’d always thought that she was attractive. She was a petite, pale complexion, freckled redhead, maybe 5’2”, and around 100lbs, but still had nice full B cup breasts and a great firm ass. They split after a year or so, but I still saw her quite often as she was still part of that circle of friends. When we would be around each other at parties, out with friends somewhere, or just hanging around the house she was always less than subtle about the fact that she wanted to fuck me. I was definitely into the idea as well, but bro code of not immediately jumping on your buddies ex being what it is, my buddy being kind of a head case about her, acting super possessive and jealous and trying to get back with her even though she’d told him there was no chance in hell, was putting the brakes on that. Read more »

A mom on Tinder [FM]

Had a lot of fun writhing my previous post so I thought I’d tell another that takes place roughly about a month before my last post here. To dive into the background it was about a year after breaking up with my last girlfriend I had decided I was ready to start seeming some new people and decided that Tinder might be the best way to accomplish that. A bit about [M]e, I’m 24 years old, 5’7”, got a big belly, and at the time had long beard coming down to my chest and hair I kept usually tied up in a top knot. I had just graduated from college with a BA, and was doing some post bacc work. I attribute my tinder success to being honest and funny. But enough about me and let me tell you and V. Read more »

A kiss from (someone else’s) Rose [MF] (Cheating)

The summer before last, I was recently out of a long term relationship and being keen to jump back on the horse (or someone at least) I had a look through my figurative little black book and found Rose. I’d met her a few years before when I was helping out at something she was doing through uni. I was a few years older than most of them, Rose was older and about my age. We flirted during the trip but she had to leave early. Despite having no game normally, I decided I had nothing to lose so suggested she catch a later train and come for a picnic with me. An hour later we’re somewhere in the Kent countryside with my cock in her mouth. An hour after that she’s back on her train.

She was living in London at the time and we met up for a date that before too long ended up back in her student room and bent over her desk as I went down on her and fucked her hard. She was an ex-gymnast and I was keen to see how flexible she was! We never managed a second-date, she started seeing someone and we fell out of touch – I was young and didn’t rate my performance so assumed that was part of the reason. Read more »

My [F]irst orgy

A little less than a month ago I was invited to an orgy. I [F28] was so super nervous about it. I’ve never done anything like it except ffm, so from a three person party to a nine person one was quite a big step! The hosts, Mr. and Mrs Sexwithfun, wrote about it a little while ago. [You can find that post here.](https://www.reddit.com/r/Swingers/comments/cpc4hf/feedback_on_the_second_orgy_we_hosted/)

It started like a regular party, but since everyone was so kinky, the conversations were very different haha. ‘I bought this new buttplug; I know someone who makes leather cuffs; Last fetish party I’ve been too…..’. Made me feel like there is so much more for me to discover. Everyone was very laid back and chill and there was so much laughter.

Mr SexWithFun made some games with rules and restrictions. If you broke one, you had to grab a sexy challenge from a bowl. The challenges really made the party into a sexy one. Like for instance, I needed to kiss someone I’ve never kissed before. I went to the bathroom when the party was still light and sexy and when I was there I heard some loud slapping. When I got back the whole atmosphere changed. A pain slut got her ass all beaten up while everyone was watching, it was super intense. And then POOF, people started kissing each other and the couch was made into a XL bed. It felt like a massive sex explosion. Read more »