This is about how I once tried to see my girlfriend fuck another man. This story is based mostly on true events and I have shortened her name to M since these stories can be googled (this was previously posted here with real names). M is a very sexy ethnic Chinese lady from Vietnam in her late 40s. Like many Asian ladies she easily looked 15 years younger. Norm is M's lover and she will not discuss her affair or let me watch. I did try to spy on them one night and snuck around his property dressed as a sissy but did not see them and did not get texts or pictures from her.
"A sissy cuckold spies on his unfaithful girlfriend"
My girlfriend M is a very attractive ethnic Chinese lady from Vietnam. She has long dark hair, a cute happy laugh, and large breasts for an Asian lady. She keeps her curvy figure trim by jogging and exercising in the gym. I met her at our workplace in Ottawa, Canada and we began to date. I was very different from the guys she would meet at the gym and I was very happy to be able to land such an attractive woman. I never had much luck with the ladies. I wasn't in bad shape but never worked out and was never a very physical person. I always thought of my dating M as a triumph of brains over brawn since most of her gym friends could have kicked my ass. I was quite small and was always picked on in school.
We got on well and were soon living together. M and I were good together but not all was good in the relationship since I did have some problems in bed. My penis was small and I lacked confidence. She was a very physical girl and it became clear that she was used to more skilled lovers. I thought we could work past it but this became a source of contention with her. Eventually our sex life became almost non-existent but I believed that M loved me for more than that so I wasn't too worried. She was generally understanding of my inabilities but she did occasionally talk about her previous lovers. This I found humiliating but it did turn me on as I thought about her past lovers fucking her. I hadn’t told M but one reason why I couldn’t get turned on was because I had homosexual tendencies and had a crossdressing fetish.
The inevitable soon happened and she took a lover. At first she denied it, claiming to be working late but she eventually told me that she had met a French Canadian bus driver called Norm. She had fucked a few other guys as well but she soon settled on Norm as her only lover. He was much older than her and seemed to offer her comfort and security. She casually mentioned that he also had a rather large penis! Her cheating confused me at first but I learned to accept the strong feeling of inadequacy and humiliation and, as I discovered, of some considerable excitement. I knew I was inadequate with girls. M knew and now the secret was out as she began to explore other men. I felt like I had been living with a secret which was now out. It was actually a relief. M was grateful that she no longer had to keep her sex life secret but she wasn’t too keen about my desire to participate by watching her fuck another man.
My desire to watch M grew stronger but she constantly refused to have her lover over or to set up a situation where I could watch. She was intensely private about her relationship with Norm. I did know generally when she would visit him and, after snooping around her room, I was able to learn a bit about him. She had a sticky note on her monitor showing Norm’s phone number to be 819-xxx-xxxx. A bit of googling quickly gave me his full name (Norm xxxxx, his email (agxxxxx@hotmail.com, and his address: xxx xxxxx xxxxx, Thurso, QC ). Google maps showed his place to be a fairly isolated rural location. I figured the only way to watch the lovers would be to spy on them. I knew M would stay over on Saturday nights so I figured I could rent a car for a weekend, drive out to Norm’s place and sneak onto his property at dusk, hopefully catching the lovers in action through a window.
I became very excited as Saturday night approached. M never bothered to inform me of her movements anymore but she left as I anticipated. I was so excited at the prospect of seeing Norm fuck M that I got very turned on, getting a small hard on. I thought a lot about Norm these days and with a shock I realized that I was definitely becoming either bisexual or homosexual. While I wanted to see M in action with her lover and to see her satisfied, I was very excited at seeing Norm. I wanted to see him naked and to gaze on his enormous penis which had M so enthralled. Recently, I was starting to fantasize about becoming a transvestite sexually submissive to Norm. Since this was to be a secret private trip, I decided to wear some of my female clothes and to dress up as a girl. I thought it would be deliciously exciting to be prancing around Norm’s rural property wearing only girly lingerie!
I put on black panties, a black bra with falsies inserts, as well as stockings with a garter belt. I was going to put on heels but decided it would be difficult for moving outside and settled on runners instead. A last minute addition was a vibrating prostate massager that stayed in place under my panties. I put on a long coat to cover myself while I ran to where I parked the car. Once in the car I stripped the coat off and put on a blonde wig. Driving in lingerie was very arousing and I really enjoyed the pressure on my penis from the underwear. Women’s panties aren’t designed to accommodate cock and balls, even ones as small as mine, so I found the feeling of constraint quite satisfying. It was still light when I got to Norm’s rural road so I pulled out my little cock and drove around the area, going past Norm’s place several times, pulling on my little penis as I passed by. I couldn’t get hard and I was very aware this is why M was at Norm’s place at that very moment since I couldn’t satisfy her.
"A sissy cuckold spies on his unfaithful girlfriend"
My girlfriend M is a very attractive ethnic Chinese lady from Vietnam. She has long dark hair, a cute happy laugh, and large breasts for an Asian lady. She keeps her curvy figure trim by jogging and exercising in the gym. I met her at our workplace in Ottawa, Canada and we began to date. I was very different from the guys she would meet at the gym and I was very happy to be able to land such an attractive woman. I never had much luck with the ladies. I wasn't in bad shape but never worked out and was never a very physical person. I always thought of my dating M as a triumph of brains over brawn since most of her gym friends could have kicked my ass. I was quite small and was always picked on in school.
We got on well and were soon living together. M and I were good together but not all was good in the relationship since I did have some problems in bed. My penis was small and I lacked confidence. She was a very physical girl and it became clear that she was used to more skilled lovers. I thought we could work past it but this became a source of contention with her. Eventually our sex life became almost non-existent but I believed that M loved me for more than that so I wasn't too worried. She was generally understanding of my inabilities but she did occasionally talk about her previous lovers. This I found humiliating but it did turn me on as I thought about her past lovers fucking her. I hadn’t told M but one reason why I couldn’t get turned on was because I had homosexual tendencies and had a crossdressing fetish.
The inevitable soon happened and she took a lover. At first she denied it, claiming to be working late but she eventually told me that she had met a French Canadian bus driver called Norm. She had fucked a few other guys as well but she soon settled on Norm as her only lover. He was much older than her and seemed to offer her comfort and security. She casually mentioned that he also had a rather large penis! Her cheating confused me at first but I learned to accept the strong feeling of inadequacy and humiliation and, as I discovered, of some considerable excitement. I knew I was inadequate with girls. M knew and now the secret was out as she began to explore other men. I felt like I had been living with a secret which was now out. It was actually a relief. M was grateful that she no longer had to keep her sex life secret but she wasn’t too keen about my desire to participate by watching her fuck another man.
My desire to watch M grew stronger but she constantly refused to have her lover over or to set up a situation where I could watch. She was intensely private about her relationship with Norm. I did know generally when she would visit him and, after snooping around her room, I was able to learn a bit about him. She had a sticky note on her monitor showing Norm’s phone number to be 819-xxx-xxxx. A bit of googling quickly gave me his full name (Norm xxxxx, his email (agxxxxx@hotmail.com, and his address: xxx xxxxx xxxxx, Thurso, QC ). Google maps showed his place to be a fairly isolated rural location. I figured the only way to watch the lovers would be to spy on them. I knew M would stay over on Saturday nights so I figured I could rent a car for a weekend, drive out to Norm’s place and sneak onto his property at dusk, hopefully catching the lovers in action through a window.
I became very excited as Saturday night approached. M never bothered to inform me of her movements anymore but she left as I anticipated. I was so excited at the prospect of seeing Norm fuck M that I got very turned on, getting a small hard on. I thought a lot about Norm these days and with a shock I realized that I was definitely becoming either bisexual or homosexual. While I wanted to see M in action with her lover and to see her satisfied, I was very excited at seeing Norm. I wanted to see him naked and to gaze on his enormous penis which had M so enthralled. Recently, I was starting to fantasize about becoming a transvestite sexually submissive to Norm. Since this was to be a secret private trip, I decided to wear some of my female clothes and to dress up as a girl. I thought it would be deliciously exciting to be prancing around Norm’s rural property wearing only girly lingerie!
I put on black panties, a black bra with falsies inserts, as well as stockings with a garter belt. I was going to put on heels but decided it would be difficult for moving outside and settled on runners instead. A last minute addition was a vibrating prostate massager that stayed in place under my panties. I put on a long coat to cover myself while I ran to where I parked the car. Once in the car I stripped the coat off and put on a blonde wig. Driving in lingerie was very arousing and I really enjoyed the pressure on my penis from the underwear. Women’s panties aren’t designed to accommodate cock and balls, even ones as small as mine, so I found the feeling of constraint quite satisfying. It was still light when I got to Norm’s rural road so I pulled out my little cock and drove around the area, going past Norm’s place several times, pulling on my little penis as I passed by. I couldn’t get hard and I was very aware this is why M was at Norm’s place at that very moment since I couldn’t satisfy her.
