Bi-Sexual Male / 45
I have been a crossdressing sissy since I was 14yo. Started wearing my sister's clothes and eventually started to wear my mom's clothes when I got to be a teenager. Neither my past girlfriends or wife wife knows of my secret life.
We bought an old Victorian home with lots of rooms and even a secret room that my wife has no idea exists. In that room is my other life. So many frilly skirts and dresses, lingerie, heels, etc.
I have no desire to meet with other sissies but I do need sex. In a special closet is my sex partner named Maria. Maria is a rather expensive silicone sex doll. The quality of the doll is amazing to behold, from only a few feet away Maria looks like a real woman.
I dress Maria as I dress myself. Frilly outfits with stockings and heels. Maria has this pussy that begs to be fucked. When my wife goes to see her family every few weeks, that's when I take Maria out and bring her to our bedroom upstairs.
I have been having this type of sex for almost 10yrs. Maria stays in our bed while my wife is visiting her family. I barely leave the house so I can stay dressed and enjoy Maria when I'm ready to take her again, which is many times during my wife's absence.
I sat the video camera up in the corner of the bedroom right after my wife drove down the street. I would have three days with Maria and I was starting to get hard as I thought about the sissy attire I was going to wear for the evening.
I brought Maria to the bedroom, I had dressed her in a very frilly skirt with stockings and black patent pumps. My attire was almost the same as I had dressed the doll. My cock was rock hard under my sissy outfit. I walked over to the camera and turned it on, the remote was nice with the monitor to see the action as close as I wanted. I would watch the video when my wife was only gone for a short time shopping, I would masturbate watching myself fuck the sissy doll.
I got on the bed and moved between the legs of my doll. My cock ached for what I was about to do. I lifted the fluffy dress up and exposed her silicone pussy. The lips of the doll protruded outward, as if it had been in a vacuum pump. My cock pulsated under my sissy dress just looking at it.
I lifted my own frilly dress and exposed my cock. I could see I was wet already, the hole glistened with precum. I began to stroke my hard cock, the doll seemed to be staring at me while I masturbated. I knelt up slightly and pulled the doll towards me. My cock only inches from the soft opening. I lifted my sissy dress and took hold of my cock and pushed it inside the doll.
The room seemed to spin as the pleasure of this moment overwhelmed me. I tried to be gentle to the doll named Maria, but the hunger was too strong this time. It had been many weeks since we were together, my appetite for release was too strong. I began to fuck the doll harder and deeper. I glanced at the monitor, saw my big hard cock penetrating the sissy doll.
With the remote I zoomed in closer, my cock looked even larger than what it was already. The sight of the moment pushed me over the edge. I fucked the doll savagely now, my cock thrust into the silicone pussy savagely. I talked to the doll as if it were a real lover, told Maria I was going to fuck her until I came inside of her sissy pussy.
The moment arrived all too soon. I went too far, triggering my orgasm I couldn't hold back even if I had wanted. I called my sissy doll a whore and other names as if she were real, I felt my cock pulsate inside the doll as I began to ejaculate. My head went back slightly as my hips thrust furiously against the doll. My thick mass of cum blasted inside the silicone pussy and I was moaning with pleasure as I pumped my hot cum inside the doll.
Then it was over a few minutes later. I slowly pulled my spent cock out of the doll, my cum drenched in my own milky fluid. I looked at the monitor as pushed the head of my dripping cock on the outside of the silicone mound. I looked at the monitor enjoying seeing myself dripping cum on the silicon mound and lips of the doll, even zooming in once again to see the detail of this moment.
Once I was finished I slid off the bed and cleaned myself up a bit, the telephone rang a moment later. It was my wife on the phone and she sounded very strange. She informed me that she would be staying with her family a few more days, but she wouldn't tell me the reason for it. Selfishly I was thinking it would give me more time with Maria the sissy doll. The conversation was very cold and my wife hung up before we exchanged I love you's.
When my wife returned home she was just a cold as she had been on the phone that night. No welcome home kiss. Making love was suddenly out of the question, she was too tired or had another headache. Weeks went by and when my wife decided to go to the movies with her friend I decided to watch the last video I had made and masturbate while my wife was at the movies.
Everything was just as I remembered. The camera caught it all from our sissy outfits to me mounting the doll for sex. I was close to cumming, waiting for the moment that I used the remote to zoom in when suddenly to my horror the camera caught something else in the background. We have a large mirror on the dresser in the bedroom, the video camera recorded my wife standing in the bedroom doorway. Her expression was if she had seen a dead body. Her mouth open, her eyes wide open in disbelief at what she was seeing.
She was seeing me dressed like a sissy and having sex with a doll dressed as I was. The video zoomed at that moment and my hard cock in my hand just turned to a limp noodle. The video played on right in front of me but I stopped looking. I was too stunned and shocked to see anymore, I can only imagine how my wife must have felt.
Weeks went by, it wasn't the same anymore between us. We lived under one roof but we were no longer a loving couple, we lay in bed with our backs to each other. I was hoping that my wife would say something but she didn't, finally I had to face the embarrassment and open the conversation one evening. I had to tell her everything and even showed her where I kept my sissy things and the doll. When my wife saw the doll she gasped. If you remember at the start of my story I said how real the doll looked, my wife thought I was having sex with another woman!
Things are slightly better these days but my wife cannot forget how she saw me dressed that evening. We still haven't had sex since that night she caught me with the doll. My wife asked me to get rid of everything, which I did if you consider taking the sissy things and the doll to a storage facility..........
We bought an old Victorian home with lots of rooms and even a secret room that my wife has no idea exists. In that room is my other life. So many frilly skirts and dresses, lingerie, heels, etc.
I have no desire to meet with other sissies but I do need sex. In a special closet is my sex partner named Maria. Maria is a rather expensive silicone sex doll. The quality of the doll is amazing to behold, from only a few feet away Maria looks like a real woman.
I dress Maria as I dress myself. Frilly outfits with stockings and heels. Maria has this pussy that begs to be fucked. When my wife goes to see her family every few weeks, that's when I take Maria out and bring her to our bedroom upstairs.
I have been having this type of sex for almost 10yrs. Maria stays in our bed while my wife is visiting her family. I barely leave the house so I can stay dressed and enjoy Maria when I'm ready to take her again, which is many times during my wife's absence.
I sat the video camera up in the corner of the bedroom right after my wife drove down the street. I would have three days with Maria and I was starting to get hard as I thought about the sissy attire I was going to wear for the evening.
I brought Maria to the bedroom, I had dressed her in a very frilly skirt with stockings and black patent pumps. My attire was almost the same as I had dressed the doll. My cock was rock hard under my sissy outfit. I walked over to the camera and turned it on, the remote was nice with the monitor to see the action as close as I wanted. I would watch the video when my wife was only gone for a short time shopping, I would masturbate watching myself fuck the sissy doll.
I got on the bed and moved between the legs of my doll. My cock ached for what I was about to do. I lifted the fluffy dress up and exposed her silicone pussy. The lips of the doll protruded outward, as if it had been in a vacuum pump. My cock pulsated under my sissy dress just looking at it.
I lifted my own frilly dress and exposed my cock. I could see I was wet already, the hole glistened with precum. I began to stroke my hard cock, the doll seemed to be staring at me while I masturbated. I knelt up slightly and pulled the doll towards me. My cock only inches from the soft opening. I lifted my sissy dress and took hold of my cock and pushed it inside the doll.
The room seemed to spin as the pleasure of this moment overwhelmed me. I tried to be gentle to the doll named Maria, but the hunger was too strong this time. It had been many weeks since we were together, my appetite for release was too strong. I began to fuck the doll harder and deeper. I glanced at the monitor, saw my big hard cock penetrating the sissy doll.
With the remote I zoomed in closer, my cock looked even larger than what it was already. The sight of the moment pushed me over the edge. I fucked the doll savagely now, my cock thrust into the silicone pussy savagely. I talked to the doll as if it were a real lover, told Maria I was going to fuck her until I came inside of her sissy pussy.
The moment arrived all too soon. I went too far, triggering my orgasm I couldn't hold back even if I had wanted. I called my sissy doll a whore and other names as if she were real, I felt my cock pulsate inside the doll as I began to ejaculate. My head went back slightly as my hips thrust furiously against the doll. My thick mass of cum blasted inside the silicone pussy and I was moaning with pleasure as I pumped my hot cum inside the doll.
Then it was over a few minutes later. I slowly pulled my spent cock out of the doll, my cum drenched in my own milky fluid. I looked at the monitor as pushed the head of my dripping cock on the outside of the silicone mound. I looked at the monitor enjoying seeing myself dripping cum on the silicon mound and lips of the doll, even zooming in once again to see the detail of this moment.
Once I was finished I slid off the bed and cleaned myself up a bit, the telephone rang a moment later. It was my wife on the phone and she sounded very strange. She informed me that she would be staying with her family a few more days, but she wouldn't tell me the reason for it. Selfishly I was thinking it would give me more time with Maria the sissy doll. The conversation was very cold and my wife hung up before we exchanged I love you's.
When my wife returned home she was just a cold as she had been on the phone that night. No welcome home kiss. Making love was suddenly out of the question, she was too tired or had another headache. Weeks went by and when my wife decided to go to the movies with her friend I decided to watch the last video I had made and masturbate while my wife was at the movies.
Everything was just as I remembered. The camera caught it all from our sissy outfits to me mounting the doll for sex. I was close to cumming, waiting for the moment that I used the remote to zoom in when suddenly to my horror the camera caught something else in the background. We have a large mirror on the dresser in the bedroom, the video camera recorded my wife standing in the bedroom doorway. Her expression was if she had seen a dead body. Her mouth open, her eyes wide open in disbelief at what she was seeing.
She was seeing me dressed like a sissy and having sex with a doll dressed as I was. The video zoomed at that moment and my hard cock in my hand just turned to a limp noodle. The video played on right in front of me but I stopped looking. I was too stunned and shocked to see anymore, I can only imagine how my wife must have felt.
Weeks went by, it wasn't the same anymore between us. We lived under one roof but we were no longer a loving couple, we lay in bed with our backs to each other. I was hoping that my wife would say something but she didn't, finally I had to face the embarrassment and open the conversation one evening. I had to tell her everything and even showed her where I kept my sissy things and the doll. When my wife saw the doll she gasped. If you remember at the start of my story I said how real the doll looked, my wife thought I was having sex with another woman!
Things are slightly better these days but my wife cannot forget how she saw me dressed that evening. We still haven't had sex since that night she caught me with the doll. My wife asked me to get rid of everything, which I did if you consider taking the sissy things and the doll to a storage facility..........
