Search Results for: Unexpected

Nipple Orgasms & Footjobs

Posted by: Hollowjack Age: 19 Posted on: 30 May 2016 4 comments
8 likes 1076 views Category: Masturbation Male-Female Tags: nipples, orgasm, toes, foot job, cum

A few words about my first real girlfriend, giving her orgasms by sucking her tits and fingering her, as well getting my first ever foot job.
My first real girlfriend almost unwittingly fulfilled almost all of my sexual fantasies. She was a horny little slut (her words) and she wanted me to punish her. We started out wi... » Read more
A Helping Hand

Posted by: HayleyUK Age: 22 then, 37 now Posted on: 24 May 2016 11 comments
16 likes 4660 views Category: Masturbation Female-Male Tags: Hand job, fingering, tit sucking, friend sex

Male friend helped me out with my frustration
When I had just finished uni and was single, I had a close male friend who I hung out with a lot. He was single too and kind of broken up about an ex. There was never anything between us, although I thought he was good looking we were never really each other's type; I liked... » Read more
Bend Me Over

Posted by: princessslut Age: 18 Posted on: 23 May 2016 6 comments
5 likes 3668 views Category: Masturbation Female-Male Tags: spanking, hair, pulling, rough

He finally got me going in the most unexpected way.
My fiance and I have been together for almost five years and I can probably count the number of orgasms he's given me on one hand. This is no fault of his own, I just get incredibly impatient and usually fake an O. The other day though, he pulled something new out and... » Read more
Handjob on the Redeye

Posted by: Socaloldguy Age: 23 or so at the time Posted on: 04 May 2016 2 comments
3 likes 1276 views Category: Masturbation Male-Female Tags: hand-job cum, orgasm, taste, swallow, airplane

After playing a series of shows in the early 1970's on the east coast, the redeye flight home had a happy ending. This is another in the history of my sexual escapades.
It had been three weeks of performing a show around the Washington DC area. Following the final performance I was going to take a Sunday night redeye t... » Read more
Sex and the Art Of Steam Engine Maintenance

Posted by: Radientrustles Age: 35 Posted on: 21 Apr 2016 3 comments
8 likes 1299 views Category: Masturbation Female-Female Tags: Interesting oral sex with a twist, fun, surprise sex

Unexpected library sex
Sex and the Art Of Steam Engine Maintenance The thing of it was, I was never supposed to be there at all. I was supposed to be picking up a kid who'd already put me off twice citing calc tutoring for more time, while I was pretty sure he was checking out biology instead. Bored beyond belief, in a... » Read more
My Kindle Gave Me Away

Posted by: restlessandstroking Age: 52 Posted on: 13 Apr 2016 5 comments
6 likes 2306 views Category: Masturbation Male Solo Tags: Masturbation, Caught, Friends Wife

Masturbating at friends home
I stayed at a friends house some weeks ago. I've known him for over 40 years and every so often I go and visit him and his wife and family, enjoy a day out with them, catch up on whats happening in our lives, stay overnight and then take a lazy ride back home. Their children are grown up now... » Read more
Me and Mat Our Very First Time

Posted by: Drewcop Age: 16 then Posted on: 03 Apr 2016 6 comments
21 likes 3164 views Category: Masturbation Male-Male Tags: 16, head-jobs, ropes of cum, hunk, 8 inch, naked, huge loads

Me and my mate both wanted to explore with each other so I finally took charge and never looked back. It was the best sexual experience I have ever had and that was 22 years ago.
The most erotic experience of my life 24 years ago with my mate when we were 16 years old. In year 10 at high school me and my best friend (... » Read more
My Ex Teacher - Part 2

Posted by: WhiteKing Age: 26 Posted on: 27 Mar 2016 1 comments
2 likes 734 views Category: Sex Stories Male Gay Tags: Singapore, Teacher, Married, Adultery

Things escalated after the chalet
Miss Tan and I kept in touch after that night and she started sharing more. Turns out she and her husband have been trying for a baby to no avail, and it's because the doctor said he has low sperm count. Its not impossible for them to conceive, but its much harder. I joke sometimes that... » Read more
Quick Unexpected Changing Room Fun

Posted by: mbpoker Age: 22 Posted on: 25 Mar 2016 4 comments
2 likes 2541 views Category: Masturbation Male-Male Tags: panties, jerk off, dressing room, mall

A guy on a social network site contacted me because he thought I was cute. He was a cute skinny smooth guy in his early 20s. I am a buff clean guy in my 20s.
So we met at the mall. We started immediately talking about sex; then conversation moves into what he like it when a girl wears. We talk about working out and wh... » Read more
The Website Ad

Posted by: JTMac14 Age: 50 Posted on: 29 Feb 2016 4 comments
4 likes 1230 views Category: Masturbation Male-Male Tags: priest, jockstrap, mutual masturbation, cops, captors

An unexpected turn of events occurs after a response to an ad.
Finally. About a month after placing an ad "Seeking priest for mutual masturbation" on "Sexual Connexxions", someone responded. He referred to himself as "Fr. John", saying it wasn't his real name because he wanted to make sure everything was cool, and that ... » Read more
Catching Up With My Sister

Posted by: superdee Age: 23 Posted on: 26 Feb 2016 10 comments
30 likes 9784 views Category: Masturbation Female-Female Tags: sisters, masturbating, tits, fingering

After being away at college for five years, one of my younger sisters and I finally had a chance to reconnect and ended up learning a lot about one another.
I was now twenty three years old and after graduating from college and a year of internship, both at a large city hours from home, I moved to a town that was about ... » Read more
My Afternoon

Posted by: Sailingon Age: 50's Posted on: 21 Dec 2015 5 comments
3 likes 1377 views Category: Masturbation Male-Female Tags: male, female, swingers, oral, magic wand

Unexpected ending to my afternoon fun
I operate a small business while my wife Marsha works in a large office. Occasionally we can arrange our schedules so that we can share an afternoon of fun time in bed. This last Wednesday was one of those times. These have been great as we can turn our phones off and just enjoy our... » Read more
My Wife's Revelation

Posted by: hardwood53 Age: 40s then Posted on: 28 Nov 2015 11 comments
13 likes 1045 views Category: Masturbation Male-Female Tags: Unexpected, bare pussy, mutual masturbation

I was talking to a friend on ST about his wife's revelation that she wasn't wearing any knickers when they were out. I said it reminded me of a similar experience, and I described it briefly. He encouraged me to post it here, so here it is.
My wife Carole and I were walking down a main boulevard in our home town, return... » Read more
Unexpected Fun in the Shower

Posted by: volks73 Age: 40 Posted on: 04 Nov 2015 9 comments
8 likes 1995 views Category: Masturbation Male-Female Tags: shower, doggy-style, wet

I was pleasantly surprised by my girlfriend the other morning.
I pulled back the shower curtain and stepped into the tub, letting the hot water wash over me. I woke up with a raging hard-on but, figuring I had to be ready to go out fairly quickly, I thought I had to ignore it. Still, the feeling of the warm spray hittin... » Read more
Anal Acuity - Two Guys and a Girl

Posted by: jstfrths Age: 24 Posted on: 01 Nov 2015 3 comments
5 likes 1654 views Category: Masturbation Male-Female Tags: strip poker, anal, anus

Here's another story told to me by a friend. I actually recorded his whole story on my iPhone and have transcribed it for you here. I edited it a bit here and there so it would make sense to you, since you haven't met him, but as to the details, it is 100% accurate. My friend is 24 years old, white, average height, a t...
I own a small musical instrument store and have two employees. When there are no customers in the store, the conversation can get quite, well, explicit. I think all three of us have been somewhat attracted to each other, or at least we are very good friends, and we do communicate well. The other two are Amanda, age 24,... » Read more
My Japanese Mother and Me #2

Posted by: Asianexploits Age: Still 18 Posted on: 29 Oct 2015 4 comments
8 likes 1706 views Category: Masturbation Male-Female Tags: Asian, incest, mother and son, Doctor, incest, sister, japanese, dorm neighbors

The promise made by my Mother (see "My Japanese Mother and Me") had to be delayed but there were compensations.
Thank you all for your supporting comments on my first posting My Japanese Mother and Me. It was also good that no one criticised my English. I rushed home as soon as my term examinations were done, wanting t... » Read more