rubbersidedown20, Author at NSFW story

My [40M] masseuse [36F] ate my ass [MF]

I’m a casual athlete and I have been seeing my masseuse for 12 years. She is not the rub and tug kind, but a real sports masseuse I met at my physical therapy clinic. Despite the clinical setting, I almost always got a boner during the massage. Nothing happens then, but Covid has changed us from a clinic to my home. I pay her directly and we’ve gotten friendly. She often has a glass of wine with me before or after the massage.

She’s 5’5”, thin, mid-30s, blonde, attractive. She started giving me a regular massage but now in the home setting, she’s been giving me handjobs for the past 6 months at the end. Not sure what came over her on her usually first Friday of the month visit, but this time was a blowjob starting on the base of my dick, down to my balls, and eventually my ass. I’ve been rimmed before so I spread my legs wider and leaned back to give her better access. I was in heaven. I can’t help but rub my dick against a face while my ass is being eaten. I tried to rub her, but she said next time as she was on her period. I rubbed myself, finishing all over her face. Aside from some lingering guilt am I paying someone for a blowjob (she hasn’t charge extra at anytime), it was awesome. She was so into eating my ass. Haven’t seen her since, but I’m really excited for next month.

Titty fucking the hot blonde with the massive tits from work [MF]

This happened in 2005. Then, I was a guy in my late 20s and top of my game as a single man. I was a professional in New York City with a 6-figure salary, lived in a doorman building, fancy dinners, Hamptons on the weekends. I live a very different life now, but I’ve been told my life then sounds like Sex in the City type stuff.

I met Jennifer at work. She was also late 20s, 5’6″, long blonde hair down to her lower back. We hit it off over coffees and post work drinks. As we got closer, we’d share stories over AOL Instant Messenger about the slutty things you do as singles in a major city. One night, she mentioned she needed a fresh wax and I knew I had to have a taste. Read more »

The most erotic massage experience [MF]

I was an male athlete growing up. I played college soccer at a division I school. Because I was on a team, we got personal training, nutrition help, and periodic massages. I always liked getting massages. My muscles felt great afterward and I loved the feeling of the blood rushing to my heart. I paid attention and I got pretty handy giving massages too.

As I got older into my 20s and 30s, I got really good at giving massages to women as foreplay. As someone who gets off on women moaning in pleasure, I enjoy giving the massage as much or more than the woman. This is about a recent massage experience that led to the most intense and intimate sexual experience I have ever had.

I drove to meet my girlfriend Amy at a New England bed and breakfast. Amy is a 5’5” brunette with a former dancer’s body fighting middle age. She’s got an amazing ass and she’s super playful in bed. I love her to death. We both had a rough week and planned a weekend getaway. We had a lovely evening when we got there with dinner and wine. When it came time to sex though, for whatever reason, I couldn’t get my shit up. First time that’s ever happened to me. We always have fun though and she got off and I eventually trickled out a load. We went to bed naked holding each other. Read more »

Inspired by Reddit, I made sure to creampie her and take video of it [MF]

For the life of me, I never considered admiring at my own handiwork after spraying a load inside a woman. When I found out how granular porn can be on Reddit 3 years ago, r/creampies really interested me. I’m well over 30, been having sex for decades. and despite the fact I’ve left my fair share of creampies behind, I never thought of even looking at a woman’s pussy after we had sex.

It really turns me on to look inside a pussy after leaving a load. Now that I have a partner who equally loves the feeling of cum everywhere, we were ready to make our own creampie video.

Our plan was to meet up on Sunday night. We talked during the day how she should groom. She sent me a pelfy of her hairy overgrown bush. I was so turned on and loved the idea of having a hairy backdrop to leave a white creamy mess, I asked her to keep some hair. Turnabout is fair play. I told her I had shaved my balls and ass for her mouth. She loves eating me and playing with my ass so I indulge her. Read more »

[M]y first time sitting on her [F]ace

My partner Amy is 41, brunette, with a lovely body. We met at university 20 years ago. Had a fling.
Didn’t work out. Reconnected last year, both of us 40 at the time. Turns out, we still had a connection. We texted and chatted for almost 6 months before we both said, I still love you. It wasn’t long before we started sleeping together. In the years we’ve spent apart, we both developed confidence and kinks. She’s the sexiest and most playful partner I’ve ever had. In the bedroom we have this playfulness between our dominant and submissive traits. For example, we both struggle to control who gets to give oral, and she often wins. But she’s submissive too. When it’s time for me to cum, she tells to drop my load where I please. More often than not, my favorite places to cum on her is her face or pussy. Who knew, I’d just be getting into giving facials at 40+? Read more »

Being old and dirty – how the guy got off [40+][MF]

This is going to be one of two posts. This one focusing on how I have cum with my current partner, Amy. The next one will be about Amy’s orgasms.

Amy and I dated in college but it never worked out. We went our separate ways and reconnected at 40. So one of the things that happened when we reconnected is that we have way more candid conversations about sex, what we want, what our interests in bed are, and we do way nastier stuff than we ever did as kids. We live in separate parts of the country so I only see her monthly, but man oh man, we have ridiculous sex when we see each other. In the past 6 months, I have cum:

1) unloading on her tits. This was the first time having sex ever. I asked her where she wanted it and she said “come on my tits.”

2) into her mouth. I made her gag. Neither of us minded.

3) I gave her a facial. I grabbed the back of her head. Held her face close to my dick as I unloaded rope after rope onto her face. Read more »