Hey – thought it would be fun to share some of my select sexcapades over the years. Some happened while singe and some while married. This is not my entire sex life, but 6 events that stick out for me. I hope you enjoy.
#1 Summer Fun
In my freshman year of college I was a bit of a pussy. I was actually a good looking guy, I just had no idea and no confidence. So after my freshman year I decided I was just going to say fuck it and go for broke with girls. Meaning – just say what I wanted and have fun. It was by far my best summer ever. I went from ZERO luck to hooking up with five chicks and having sex with one (my first) over the course of three months. Here is one of my best stories.
One of my female friends was super hot. I was basically an orbiter. We hung out a lot and she was a junior when I was a freshman. We had been friend for about a year. We were out at a party and grinding on each other all night. The next day she calls me and says “I know that you were hard when you were dancing with me last night”. Before that summer I would have been embarrassed and denied or deflected. But I say, “Yeah I was. What can we do about it now?” So we decided I’d come over to her place. We got into her room. I said, “Strip for me”. She did (I was like fuck,what?). Her body was awesome. We made out, I massaged her and fingered her until she came. I was super naive – and got nothing in return. But – seeing a naked hot chick, touching her all over and fingering her was a HUGE step in the right direction for me.
#2 That Bachelor Party
I was at a bachelor party. I was stupid drunk. I was sitting in the middle of the floor. One of the strippers (we had strippers) came out and laid a blanket on the floor right in front of me (oh, yeah – she was totally naked). The next stripper comes out – naked as well. They start making out.
At this point, I am 100% fixated on the naked strippers making out. I 100% either don’t notice or care about the guys at the party crowding around the scene (again, I am stupid drunk). So stripper #2 begins to eat out stripper #1. I am literally in arms reach looking at this. So, my drunk self decides to join in. I begin sucking on the tits of stripper #1. At some point I also start fingering her ass while stripper #2 eaters her out. Stripper #2 tries to push away my hand, but it is pretty obvious that stripper #1 is loving this. So we all continue until stripper #1 cums.
Not until the 2am ride to get some breakfast does it dawn on me how much I fucked up (I was married at the time). Everyone saw what happened. Luckily this was before everyone had a smartphone – so no pictures or video (luckily).
#3 Trying Something Different
I was rooming with a guy for grad school. One night he brought over two chicks. I was sleeping in the my room. Let’s say it was around 11:00pm. They are all drunk. I guess at one point him and one of his chicks goes into his room. The other chick gets lonely and comes into my room. I pretend I am sleep. She reaches under the cover and begins to stoke my cock. I get hard, but pretend to stay asleep. She eventually leaves.
I hear her in the living room and decided to go out. She is completely naked at this point. She is a little bigger than girls I like, but she was still attractive. I was in a relationship at the time, so I did not want to fuck her although she kept asking for it. She did give me a hj/bj. My roommate finished up with her friend and they left.
#4 My First
I paid for my first dominatrix. This was one of the best sensual experiences I have ever had (but there was not “sex”). She was this beautiful Asian chick (late 20’s). She had perfect tits and a nice ass. She had me strip naked and then the fun began. She wore this latex outfit where her tits were out (perfect tits) but the rest was like a bikini? She also had on high heel boots.
She spread my legs in some contraption and my hand were bound to a chain from the ceiling. She whipped me, scratched me, tortured my cock + balls, slapped me and teased me. This went on for about 45 minutes. For the last 10 she strapped me to a table with my legs and arms bound – then teased me with a magic wand (focused on my cock and balls – but also played with my whole body). I have never felt anything like this. It was pain and pleasure all wrapped into one. When she was done, she untied my hands and told me I could masturbate. I asked her if i could kiss her ass while I masturbated. She said yes. At some point I started licking her ass (cheeks) she let this going on for about a minute – then she chimed in “I said kiss not lick”. I came soon after that. She was amazed at how much cum shot out. She rocked my fucking world. It was worth every penny. It felt like the first time I did yoga – my body just felt different.
#5 Pegging Anyone?
This was my second dominatrix experience. So this was a German chick. Early to mid 20’s. She started with a latex outfit – again lingerie with a lot of skin exposed and high heels.
We started with leg worship. I licked her shoes, calves, thighs and ass cheeks. After we did that for a while she pushed me onto the couch and she smothered me with her tits. This was okay, not my favorite. She also was allowed to slap and spit on me. I was okay with the slapping, but spitting is not my thing.
So after maybe 30 minutes of foot worship, smothering and other stuff I can remember – it was the main event. I had asked to be pegged. She strapped me into a sex swing. She changed out her outfit and into a harness for a dildo (that was all she wore). I think she had a couple of different size dildo’s. She lubed me up and then began slowly playing with my ass. She started with a small one and they got progressively bigger. Then as some point she was fucking me in the sex swing. It was great. After sometime she told me to jack off. So I started. I guess she noticed me staring at her awesome tits. She said “you can touch them”. So I did until I came. This was not a good as my first time, but pretty fucking good.
#6 Kinda Sad
This on kinda sucked. Paid a “certified” massage therapist to give me a massage in my hotel room. i was traveling on business. The massage therapist was a little crass – just not very lady-like/feminine. I was really looking forward to the message – she just talked a lot and the massage was meh. To finish, i got a happy ending. Eh…..i just felt dirty. Would not repeat this again.
Source: reddit.com/r/gonewildstories/comments/6t61e3/my_sexcapadeswell_some_ffm_mf