My girlfriend and her sister’s nude habits – Part II [M/F].

**Sorry I haven’t posted any updates, but I have been very busy with work. Anyway a couple of things happened last weekend which I think you guys will find was worth the wait. And and by the way I am including their names (just the first names since I can still be vague about it).**

Last week GF (Erica) had to go out of town and was driving back Friday afternoon. She asked if I can meet her at their place and if I can go ahead and make dinner. GFS (Erin) was not going to be joining us.

After work I went to the market to pick up some stuff, headed over to their place and started to make dinner. 45 minutes later Erica walks in, throws me something and gives me a kiss. I looked at what she threw and it was a pair of panties. I smiled and she lifted her skirt to show me that she was wearing nothing underneath.

Sending [m]y girlfriend of[f] right

My girlfriend finished her bachelor’s degree yesterday. After years of working hard, she completed her last exam and is finally free. She already has a job lined up, but doesn’t start full time until June, so she decided to take a long vacation. She’ll be leaving today and I won’t be seeing her for a couple weeks. So naturally, being the horny fucker I am, I had to make the best of my last night with her.

It was almost midnight and I was already in bed, when she walked in wearing these tight black yoga pants and a tee shirt that fit her curves in the best way. A little about her, she’s 5′ 3″ with C cups and a hips that won’t quit. She’s got an amazing ass, and the yoga pants were making it that much hotter. I already knew I wanted to fuck her, but when she bent over to grab some stuff out of a drawer, my mind went blank and I knew I needed to have her now.

[M]y [F]riend Holly in the Hot Tub

As promised, this is the story of how my friend Holly became my one night stand Holly. She then became my FWB Holly, but those are other tales. In my previous story, I noted that Holly was my ex’s younger sister. Five years younger than my ex, and 7 years younger than me. I became something of a mentor to her – got her a job, helped her apply for college, etc. And she had also grown into a really beautiful young woman. Holly was thin and waify with few curves, prominent hip bones, and boobs a little bigger than you’d expect on a frame like that. A brunette with long straight hair and huge blue eyes; I’ve always been a big fan of that combination.

I’d visit Holly when I was back in town to see my parents. Or, she’d visit me at my parents house, which had a really sweet hot tub. I didn’t know then just how far a hot tub goes to setting the scene with a girl. It’s actually crazy.

Short story o[f] a horny wife

My wife and I have read a few of the stories on here (me more than her) and get turned on at the prospect of many of the things you guys post about. We have posted a few pictures here and there of her, but I wanted to share a story that happened not too long ago.

A little background first: We have been to a swingers club but didn’t have a super great experience. We fantasy and dirty talk in bed, but have never actually acted out our MFM or FFM fantasies, nor have we gotten very far in planning anything. The swingers bar was just “to check out the lifestyle”. It was interesting night.

You can read the writeup here:

https://www.reddit.com/r/Swingers/comments/32297p/first_experience_trying_out_the_lifestyle/

The Masseuse: An orgasmic epic

I had initially posted this in hopes of recreating the memory in some fashion on /r/dirtypenpals. But, after some suggestions, I’ve realized it’s really more a story. Something that I hope you all can enjoy here.

**—–CHAPTER 1: THE ORIGIN—–**

It all started when I accepted an invitation to be my friend’s groomsman. I was but a simple un-defiled man. Hadn’t even stepped foot in a strip club. Oh, but things were going to change. Next came the bachelor party invitation. Where you ask? Montreal. Oui, Montreal. I was hesitant at first. I was only vaguely aware of my friends propensity for strip clubs, prostitutes and the like. I’m worried what is going to happen and if I’m even going to be down to party. I tell him that I’m not sure I can make it. Plans and such… He doesn’t buy it.

> “Don’t worry, you’re in good hands. You don’t want to miss out buddy. Your life will change.”

My life will change? That’s quite a statement. I put it out of my mind for a month or so until the groom texted me.

> “You still have time.”

Romantic dinner suddenly turned into rough sex [F/M]

How we met:

I met Jay at a coffee place / bar while I was out drinking with some friends. I’m not exactly sure how, but he somehow became part of our group that was hanging out even though he didn’t know anyone initially. He was friendly, cheerful, charismatic and confident (or drunk) enough to talk to strangers. We connect over some common interests and he buys me some drinks. I find out that he is a college student and only 21. At 25, I kind of set 22 as my lower limit age-wise for guys, so it made me less interested in him. I know “age is just a number blah blah blah” but I just didn’t want to deal with inexperience and immaturity. I actually straight up told him he’s out of my “range” in a humorous tone and he responded in a serious manner that he’ll be turning 22 soon. I find it funny and we continue to chat and drink. As we get more drunk, we somehow ended up talking about sex. The topic of slapping comes up. I tell him that I sometimes like getting slapped across the face and choked a little bit. And that I really, really enjoy getting spanked. Now the whole dynamic between us changes. I now sense that he has become extremely interested in
pursuing me. It was like it went from lighthearted chatting to getting zeroed in on. I felt like a target the way he was looking at me. I was wearing a tight fitting, somewhat short dress and heels. I felt his eyes on my chest, legs, everywhere. He was also making lustful comments. For example, that I looked so hot and slutty in that dress and that the glasses I wore make it even sluttier. While I would be a bit embarrassed to admit it to other people, the way he was looking at me and his comments made me super horny. Eventually, my friends were leaving and I followed them. He found me outside and got my number, making sure to squeeze my ass before he left. He also touched my underwear, right where my wet pussy is, as he was doing that.

M/F/F (M)y first time threesome with my girl(ff)riend and her classmate, with some pegging.

Earlier this week my girl friend finished her last semester in grad school and decided to have a party for some of the girls in her cohort. Because it was all women, my girl friend asked if I could entertain myself or go someplace so they could “openly share memories and stories.” No biggy, playoff hockey and basketball with an open excuse to drink, done. I spent a few hours at the bar near my house and came home around 11pm and only one car was remaining in the driveway. I casually walked through the door to find my girlfriend and one of her classmates, Carol, laughing and giggling on the sofa. Carol is 26 about 5’5″ with shoulder length dyed blonde hair with brown roots, she has a thin frame with small A breasts and no ass and looks very younger. Emily, my girl friend is 5’1″ with long wavy hair brown hair, she is curvy with almost DD breasts. I am 5’8″ with a beer belly that formed after college, and still going on see above, but not awfully big. My dick is right around average at just under 6″ but I like to say 6″ to feel good. Back to the story.

My first threesome.. and the morning after. [M/M/F]

This happened quite unexpectedly. I was stressing out about my grades in my first year of college and I was not planning to party over the weekend and just lock myself in the library. My frat bros were all for it but they told me to stop by after midnight to grab a beer with them. I said sure. The only way to finish an all-day study session is with a nice cold glass of Guinness. No other beer is necessary or required.

So I’m walking back to the house after a long day of cramming notes into my head and I get a text from one of my older brothers, Troy, “Hey can you pick some condoms on the way? I’m all out. Trojan Ecstasy.” Fuck this guy. It’s freezing cold out around 5 degrees and he expects me to turn back, go to the store and pick his condoms for him and his girlfriend. I was a pledge, so I kind of had to do it.

[M]y first anal, from the [f]riendliest stripper ever.

This all happened about five years ago. It was after my long-time girlfriend left me. We were in a new city, and she didn’t have any friends or family there. I can see why she left now. But back then, I still needed to get her off my mind. Other than that, it was a pretty good year for me. My new job was going well. I had lost one hundred pounds at that point in the year. Going from fat to average was a great accomplishment for me. I still felt fat in my head though. Undesired. Lonely. This is a story of the woman who got me over that.

She was sitting in a Starbucks when I first saw her. She had long black hair that went down to the small of her back. Almost ivory skin. I didn’t know what color her eyes were, but they were dark. Her face was held up by beautiful, full cheeks. She was wearing a t-shirt and sweatpants, almost like a Saturday morning at home, but at a Starbucks. She sat at a corner table listening to something on her phone and sipping her coffee. She had large tits that stretched out her t-shirt. Looking at her I could tell she was built for more comfort than speed. She wasn’t fat, but, plush almost. With a nice ass, that I could tell was big even though she was sitting, supported by strong legs that held everything up in a perfect display Maybe the best way to describe her was…squeezable.

Request: My sluttiest story (3 guys in a night at the same party)

This story answers a PM that asked me for a really slutty thing I’ve done…here it is.

When I was in college, a friend, Andy, invited me over to his house party that was near the college. The setting was a beautiful, 3 story Victorian mansion split into rental units but the party was the whole house. It was a Christmas/end of semester party. I got there fashionably late and already kinda buzzed. I was surprised by how many people were there. Over 100 people I guessed and maybe a 2 to 1 ratio on men vs women. I was wearing a Forever 21 red velvet dress which was different for me but festive, and I made it really pop with thigh highs, heels, and my 36C boobs.

I had just broke up with a boyfriend of 2 years and had already got fucked silly last weekend by a guy I met at a bar. I was hungry for more and didn’t want any emotional attachment…just wanted to get fucked because I was really horny.

I met up with Dale, the guy who invited me, and some other people from the same class. They got me started on bourbon and gingers and I was pretty drunk in no time.