Straight Male / 30
I think of myself as an average looking guy but I guess I'm pretty reserved or maybe even shy. I'm 6' 4", 245 lbs with a muscular build and I have an above average cock which measures out at just over 8" in length and 6.5" in girth. I have no idea why I'm here but only to say weird shit has happened to me over the years. Again I guess I find it weird because I'm reserved and shy. Women seem to flock to me thus far in life and some of them happen to be girlfriends of friends, relatives and co workers. I have never had a stranger approach me which is most likely due to my size which can be intimidating to some women. I find it funny as I can pretty much write a book with everything that has happened to me. I'll start from my first experience and then my 5 most favorite.
I was 15 years old and my older sister had a friend was 17 that absolutely loved teasing me. Gail was a very small girl around 100 lbs, 5' tall with nice tits and ass. I'd be watching TV many times when she came over and she would jump on my lap and grind my dick until I could feel precum flowing from it. In turn I'd flash her while exiting the shower anytime she was present. Eventually I ended up getting head from her about 6 - 8 times before she would allow me to finger her and then finally fuck her. Even though it was my first time it was great as I was able carry her around. She had fucked a few other guys in our High School but none of them made her walk funny like I did. I just remember laughing because my cock was about the size of her forearm and was amazed as she took it all in to her small frame. I continued to fuck Gail throughout HS and recently met her where she blew me in a parking lot while her son was playing baseball and her husband in the stands watching the game.
I was 16 when I got the idea to flash my 17 year old cousin. I had been working up to it for awhile until one day I had pants with a broken zipper and button and while we were home alone let my cock flop out in front of her. She looked away initially but then turned back and with a straight face said to me "You don't wear underwear?" It was not the response I was expecting and explained I haven't in years. As I went to tuck myself back in she asked that I leave it out so she could get a better look. She had only seen pictures or a video of a cock before so I obliged. I asked if she would like to touch it and although reluctant at first she soon took it in her hand. My cock was pulsating and twitching as she began to stroke it slowly thereby making it rock hard in short order. She mentioned that she wanted to make it "shoot" like in a movie she watched where the girl jerked it and also placed it in her mouth. Of course I agreed so she began stroking me and it was then she did something yet even more unexpected but yet awesome to me anyway. As she stroked me she raised my shirt up and began licking and sucking my nipples. For me this heightened everything and minutes later I told her I was almost ready to cum. Oddly enough she wanted to taste it so she took a knee and began to take me in her mouth. Within a minute I was spurting like a newly drilled oil well which didn't seem to bother her at all. My body shuddered for what seemed like an eternity as she drained my balls of their load. Over the next while we ended up fucking until she got a boyfriend who she ended up marrying. She divorced him 6 months ago and she called me not to be her shoulder to cry on but her lap to cry on if you know what I mean...
Again when I was 17 years old I got the prize that every teen aged boy dreams of which was one of my HS Teachers. She was 34 years old and recently estranged from her husband. She was essentially an exhibitionist as she wore loose shirts to show maximum cleavage, short thin sun dresses and did very little to cover up. I wore baggy shorts with no underwear and took a chance on exposing my dick to her while I was seated at my desk. I caught her looking so many times and I didn't care if any classmates got a look either. In exchange for this she provided many views of her shaved box, her tits which she would slip out of her bra and the odd accidental grind of my cock as she reviewed my lab work. During the Summer I went to her house many times where she schooled me further but in intercourse, anal and performing oral on her. Best Summer ever and I wished it never ended but she went back to her husband that Fall for the sake of their kid.
At work when I was 28 I had them lining up even though I was living with my now wife. One girl Natalie was 19 and had a smoking body with killer tits. She was about to get married when she asked if I would go out with her to a movie. I also worked with her brother so I assumed we were going out in a larger group but this is not what she wanted. She made it clear it was to be just her and I alone. My GF was going away the following weekend so we arranged to meet up and headed out for dinner and a movie. Well she didn't last the entire movie and proceeded to rub my cock through my shorts as we kissed. We left the movie and went to a nearby hotel where we fucked multiple times that night before I dropped her off at her parents home. A week later she was getting married and 9 months after that she had a baby and never returned to work.
Another co worker Danielle found out about this and was pissed that Natalie asked me out especially considering that they all knew my GF. This girl was stunning in every aspect and an absolute 11 out of 10. She went on to tell me that she would date me 100% but she knew my GF but that still didn't stop her from giving me head in the parking lot.
Around this time Tracy who was my age had her husband leave her after being married for 10 years took a liking to me. Her husband worked at the same place and I was one of his bosses and friend. I had known her from HS. I felt badly as our shifts would end late at night and I wasn't about to let her take public transit or walk so I drove her home. After 4 or 5 times before exiting the car she thanked me as usual but leaned in and kissed me. I was floored and was expecting nothing. The next day she told a mutual friend what she had done and the friend was pissed off at her and me as well. The mutual friend had always been interested in me but again she knew my GF. The next time I drove her home she leaned over and began kissing me while fumbling with the zipper on my jeans. I went to grab her hand but she pushed mine away so the next thing I know I'm getting head and she swallows everything. The next day she tells the mutual friend she gave me head and I have a big cock and it was difficult to get her mouth around it. At lunch I am confronted by the mutual friend who scolds me like a kid but then begins to cry and tells me she wants me to leave my GF for her so I can father a child for her. So now I am getting head from the girl from HS and the mutual friend. To top it off Tracy worked in the office which was filled with women and tells her boss what is going on. The next time I go in the office I'm confronted by her boss who says "Tracy told me you have something she really liked and it was hard to use" I thought great now every girl in the office knows because that's how they work. Being more comfortable with this now I do what I would have not done before and ask if she would like to see this something?" She smiled and said she would like to see what all the fuss is about. So right there in her office I unbuckled, unzipped and pulled out my cock before stroking it to full attention. The look on her face was priceless as she placed her hand on it and said "Oh my Tracy was right" Nothing went further with her or the others as I guess it was a challenge for them.
My most recent quest is what I consider to be the Holy Grail which is my Mother in Law. She is 47 years old but looks like she is early 30's. I know this because I have been out with her and people will ask if she is my wife and then are stunned when they find out she is my MIL. We have always had a weird relationship and she is so cool. I started out by flashing her and it has progressed from there. My FIL and her separated years ago and her more recent BF died a short time ago so she is in need of cock. After many years of her cock teasing by her I have recently claimed my Grail. At first she was reluctant until I told her she did not have to do anything but lie there with her pants removed. I explained to her that I would like to eat her out and I will remain fully dressed. Last week she agreed and to my surprise trimmed her bush in to a small stripe. I ate her pussy for what seemed like an eternity until my jaw was sore after making her cum so many times. She was so thankful and went on to tell me that no one had ever done that for her before and she appreciated it so much but after some thought she really need some cock. She nudged me back in to a chair as she began pulling my shirt over my head and then removing my pants. When my cock was exposed she was giddy as a school girl and said "My daughter mentioned she was very happy and now I know why" She went to her knees and took me in her mouth causing me to instantly go hard. She worked her mouth up and down on my shaft before rising up to straddle me before sinking my shaft in her steaming gaping hole. For the next 10-15 minutes she rode me cowboy and reverse cowboy before moving to the bed. There she spread herself wide before spitting on my cock in preparation for me to stick it in her ass. I gently plunged my cock in to her quivering hole as she shuddered and came again. Moments later my balls were touching her ass and as I began to pick up speed she began to rub her clit. I was ready to blow my load and was fully prepared to do so in her ass when she unexpectedly told me she wanted that shit in her mouth. Apparently it had been awhile since she had tasted some cum. I removed my cock from her ass and she slid down the bed and took it in her mouth where I received the best head ever...better then her daughter or any of the other women that have blown me in the past. My MIL was getting some ATM and she didn't seem to care...A moment later I thrust forward causing her to gag before releasing my load in to her mouth. She did not let a drop escape from her mouth and swallowed every spurt from my cock. We lay there for 20 minutes and spoke about how we would handle what just happened and going forward. Basically we or she rather agreed that I will provide this service for her when needed and nothing shall ever be mentioned to anyone else but I know that doesn't always work that way.
I was 15 years old and my older sister had a friend was 17 that absolutely loved teasing me. Gail was a very small girl around 100 lbs, 5' tall with nice tits and ass. I'd be watching TV many times when she came over and she would jump on my lap and grind my dick until I could feel precum flowing from it. In turn I'd flash her while exiting the shower anytime she was present. Eventually I ended up getting head from her about 6 - 8 times before she would allow me to finger her and then finally fuck her. Even though it was my first time it was great as I was able carry her around. She had fucked a few other guys in our High School but none of them made her walk funny like I did. I just remember laughing because my cock was about the size of her forearm and was amazed as she took it all in to her small frame. I continued to fuck Gail throughout HS and recently met her where she blew me in a parking lot while her son was playing baseball and her husband in the stands watching the game.
I was 16 when I got the idea to flash my 17 year old cousin. I had been working up to it for awhile until one day I had pants with a broken zipper and button and while we were home alone let my cock flop out in front of her. She looked away initially but then turned back and with a straight face said to me "You don't wear underwear?" It was not the response I was expecting and explained I haven't in years. As I went to tuck myself back in she asked that I leave it out so she could get a better look. She had only seen pictures or a video of a cock before so I obliged. I asked if she would like to touch it and although reluctant at first she soon took it in her hand. My cock was pulsating and twitching as she began to stroke it slowly thereby making it rock hard in short order. She mentioned that she wanted to make it "shoot" like in a movie she watched where the girl jerked it and also placed it in her mouth. Of course I agreed so she began stroking me and it was then she did something yet even more unexpected but yet awesome to me anyway. As she stroked me she raised my shirt up and began licking and sucking my nipples. For me this heightened everything and minutes later I told her I was almost ready to cum. Oddly enough she wanted to taste it so she took a knee and began to take me in her mouth. Within a minute I was spurting like a newly drilled oil well which didn't seem to bother her at all. My body shuddered for what seemed like an eternity as she drained my balls of their load. Over the next while we ended up fucking until she got a boyfriend who she ended up marrying. She divorced him 6 months ago and she called me not to be her shoulder to cry on but her lap to cry on if you know what I mean...
Again when I was 17 years old I got the prize that every teen aged boy dreams of which was one of my HS Teachers. She was 34 years old and recently estranged from her husband. She was essentially an exhibitionist as she wore loose shirts to show maximum cleavage, short thin sun dresses and did very little to cover up. I wore baggy shorts with no underwear and took a chance on exposing my dick to her while I was seated at my desk. I caught her looking so many times and I didn't care if any classmates got a look either. In exchange for this she provided many views of her shaved box, her tits which she would slip out of her bra and the odd accidental grind of my cock as she reviewed my lab work. During the Summer I went to her house many times where she schooled me further but in intercourse, anal and performing oral on her. Best Summer ever and I wished it never ended but she went back to her husband that Fall for the sake of their kid.
At work when I was 28 I had them lining up even though I was living with my now wife. One girl Natalie was 19 and had a smoking body with killer tits. She was about to get married when she asked if I would go out with her to a movie. I also worked with her brother so I assumed we were going out in a larger group but this is not what she wanted. She made it clear it was to be just her and I alone. My GF was going away the following weekend so we arranged to meet up and headed out for dinner and a movie. Well she didn't last the entire movie and proceeded to rub my cock through my shorts as we kissed. We left the movie and went to a nearby hotel where we fucked multiple times that night before I dropped her off at her parents home. A week later she was getting married and 9 months after that she had a baby and never returned to work.
Another co worker Danielle found out about this and was pissed that Natalie asked me out especially considering that they all knew my GF. This girl was stunning in every aspect and an absolute 11 out of 10. She went on to tell me that she would date me 100% but she knew my GF but that still didn't stop her from giving me head in the parking lot.
Around this time Tracy who was my age had her husband leave her after being married for 10 years took a liking to me. Her husband worked at the same place and I was one of his bosses and friend. I had known her from HS. I felt badly as our shifts would end late at night and I wasn't about to let her take public transit or walk so I drove her home. After 4 or 5 times before exiting the car she thanked me as usual but leaned in and kissed me. I was floored and was expecting nothing. The next day she told a mutual friend what she had done and the friend was pissed off at her and me as well. The mutual friend had always been interested in me but again she knew my GF. The next time I drove her home she leaned over and began kissing me while fumbling with the zipper on my jeans. I went to grab her hand but she pushed mine away so the next thing I know I'm getting head and she swallows everything. The next day she tells the mutual friend she gave me head and I have a big cock and it was difficult to get her mouth around it. At lunch I am confronted by the mutual friend who scolds me like a kid but then begins to cry and tells me she wants me to leave my GF for her so I can father a child for her. So now I am getting head from the girl from HS and the mutual friend. To top it off Tracy worked in the office which was filled with women and tells her boss what is going on. The next time I go in the office I'm confronted by her boss who says "Tracy told me you have something she really liked and it was hard to use" I thought great now every girl in the office knows because that's how they work. Being more comfortable with this now I do what I would have not done before and ask if she would like to see this something?" She smiled and said she would like to see what all the fuss is about. So right there in her office I unbuckled, unzipped and pulled out my cock before stroking it to full attention. The look on her face was priceless as she placed her hand on it and said "Oh my Tracy was right" Nothing went further with her or the others as I guess it was a challenge for them.
My most recent quest is what I consider to be the Holy Grail which is my Mother in Law. She is 47 years old but looks like she is early 30's. I know this because I have been out with her and people will ask if she is my wife and then are stunned when they find out she is my MIL. We have always had a weird relationship and she is so cool. I started out by flashing her and it has progressed from there. My FIL and her separated years ago and her more recent BF died a short time ago so she is in need of cock. After many years of her cock teasing by her I have recently claimed my Grail. At first she was reluctant until I told her she did not have to do anything but lie there with her pants removed. I explained to her that I would like to eat her out and I will remain fully dressed. Last week she agreed and to my surprise trimmed her bush in to a small stripe. I ate her pussy for what seemed like an eternity until my jaw was sore after making her cum so many times. She was so thankful and went on to tell me that no one had ever done that for her before and she appreciated it so much but after some thought she really need some cock. She nudged me back in to a chair as she began pulling my shirt over my head and then removing my pants. When my cock was exposed she was giddy as a school girl and said "My daughter mentioned she was very happy and now I know why" She went to her knees and took me in her mouth causing me to instantly go hard. She worked her mouth up and down on my shaft before rising up to straddle me before sinking my shaft in her steaming gaping hole. For the next 10-15 minutes she rode me cowboy and reverse cowboy before moving to the bed. There she spread herself wide before spitting on my cock in preparation for me to stick it in her ass. I gently plunged my cock in to her quivering hole as she shuddered and came again. Moments later my balls were touching her ass and as I began to pick up speed she began to rub her clit. I was ready to blow my load and was fully prepared to do so in her ass when she unexpectedly told me she wanted that shit in her mouth. Apparently it had been awhile since she had tasted some cum. I removed my cock from her ass and she slid down the bed and took it in her mouth where I received the best head ever...better then her daughter or any of the other women that have blown me in the past. My MIL was getting some ATM and she didn't seem to care...A moment later I thrust forward causing her to gag before releasing my load in to her mouth. She did not let a drop escape from her mouth and swallowed every spurt from my cock. We lay there for 20 minutes and spoke about how we would handle what just happened and going forward. Basically we or she rather agreed that I will provide this service for her when needed and nothing shall ever be mentioned to anyone else but I know that doesn't always work that way.
