Confessions of a Cross-dresser June 29, 1982
It is 8:35 on a warm summer morning. I hear the front door close and already the excitement is building. I hear the car start and then pull out of the drive way. I run to the front of the house and watch my mother pull up the hill and off to work. My sister left for work 5 minutes ago and Dad is gone until 2PM.
I turn and walk up the green carpeted stairs. With each step I feel my heart pounding harder and harder. As I reach the top of the stairs I take one last look out the window to make sure mom has driven out of sight. I turn left and open the door to her room. Instantly the smell of chanel permeates the air. I make my way into her room and turn to the large wooden dresser that takes up the entire wall.
The titillation of what is about to happen makes my little cock start to pulse. As I look down I slowly pull down my fruit of the loom briefs which have a tiny bulge from my half erect penis. I kneel down and fall to my right side and slowly reach for the middle center drawer of the dresser. The anticipation is building as I can't wait for what is inside.
The smooth sound of the wood as I pull the drawer open heightens the tension inside me. There it is, my favorite thing in the small world I know. An old JC Penny bag with a string closure. I remove it and gently open it. My mother's lingerie lays inside. As I reach in I am so excited I can feel my heart beating through my chest. What shall I wear today? I separate the lingerie into possible outfits, laying my favorites to the side. Before I can make my choice, I open the top center drawer of the dresser and put on my favorite white slip that she owns. The feeling on my skin is pure ecstasy. I feel it gently kiss my penis and can feel the soft fibers slipping in the crack of my bottom. I pull the slip up to under my arms which I pretend is a sundress that barely covers my penis and comes to rest at the top of my thighs.
At ***** I used to sneak into my mothers room and put on her panty hose and high heel shoes. The first time she caught me, so laughed and took a picture. She told me never to do it again. The next day she came into my room and I was under my bed. She made me come out and there I was again in her panty hose and high heels. That feeling has never left me. The excitement of wearing ladies undergarments throughout my life has always brought me back. This went on for a week or 2 and freaked my mom out so much she ending up talking to a shrink about it. She bought me girls panties and took them in to fit me but those crappy cotton things just wouldn't do it.
Back to her room, I have decided. I have always had a love affair with white lingerie. I pull out a pair of her white stockings, her white garter belt and a pair of her white panties. I pack everything that I am not wearing back, just in case someone come home I can get away quicker. Taking the white garter belt which is made of soft see though lace I clasp it as tight as it will go and pull it up my smooth hairless legs, then over my hairless scrotum. I pull it over my penis as I continue up to my belly button. They tickle as the straps brush against my thighs and over my buttocks. As I sit on the floor I lay the stockings out and grab the top of them. I carefully slip my right foot into the nylon making sure to stay straight with the seem and toe and instantly fell the rush. As I slide further and further in, the sensation and silkiness gets me more and more aroused as it inches up my thigh. It comes to rest right at the point where my leg meets the bottom of my bottom. I reach down and clasp the stocking to the garter belt behind my thigh. I repeat on the front. Now I do the same with my left leg. I stand up and put her satin bikini style panties on as I am now fully erect with the soft touch of them on my penis.
I then head to the closet. I walk in and find a pair of silver high heels which are open toed and have fake diamonds in them which run around the toe hold. I sit down on the floor and let the slip hang off me and down my body. I slide my feet into the heels and I reach down and put the strap through the 1/4" buckle and tighten them to the very last hole, which still barely holds my ankle in place and the shoe on. As I exit the closet I walk into the bathroom. I walk back and forth on the tile floor to hear the clip clop of her heels on the floor. I spin and twirl as I watch the slip, my sundress flow back and forth across my midriff and then repeatedly come to a rest on my bare skin. I sit on her bench with legs closed and move my hands from my breasts down across my stomach. As I reach my crotch, I ever so slowly open my legs to let my imaginary mans hands touch my genitalia. I softly run his hands over my whole body to make sure every piece of skin is tantalized by the soft silk. Then, I walk as seductively as I can back into the bedroom to her full length mirror and look myself up and down.
I then erotically pull down the slip, making sure I press it against my body and slide it down my back. I make little circles with it as I cautiously move it over my derriere to make it feel like the a man behind me who loves to touch every area of my body. I then bend over like you see pin up models do and slide the slip off, letting it rest on the floor as I step out of it. I then look at myself in her mirror as by this point I am so aroused I am ready to burst. I turn around and look at myself over my shoulder to make sure the lines on my stockings are straight and her panties and smooth and tight across my bottom.
Now I go back to the middle drawer and in the back corner, under her sweatshirts I take out a little brown box which is about 2 1/2" wide and about 8" long. It has a gold label on it which says "Mr. Squirmy." I take the top off and it is a flesh colored dildo which feels almost real. It is a little soft and has a little metal rod coming out of the bottom. I hold the bottom of the penis tightly and turn the rod and Mr. Squirmy starts to squirm. I take it over to her bed and kneel down like I am saying my bedtime prayers. I get on my knees and with her beautiful cock on the bed I imagine a man would be sitting there, waiting for me to start pleasuring him. I lean over and begin kissing this beautiful penis. I kiss and lick up and down the shaft, making sure I get every inch of the vein which runs down the underside. I then put my tiny mouth around it and start just sucking the tip of it. moving farther and farther down with each entry.
As I continue to lick and suck I reach down and start rubbing my little erect penis cautiously so I do not ejaculate. I bring my hand back up and work up a good load of saliva so I can get Mr. Squirmy drenched and holding him firmly I give him a hand job. As I am rubbing his shaft, I make sure I continue to lick the top of his cock. I am so excited feeling this cock in my hand and mouth, my penis rubbing my satin panties, the stockings on my legs and the pressure of the shoes on the bridge of my feet I am ready to cum to completion.
I turn to my mom's night stand and take the cap off of the jar of Vaseline and I pull out her conair massager. I unwound the cord from the handle and removed her attachment and put on something that looked like a cup. I slide it through the slide of the panties and forced my erect penis down into the cup. I plug it in and turn it on high, which gives a fast but slight vibration to my penis. As I slowly move toward a feeling of euphoria, I continue giving fellatio to the cock in front of me which seems to get bigger with each thrust into my mouth. I dip the tip of my finger into the Vaseline just enough to coat the tip, I reach down and slide the back of the panties over and put the slightly cold ointment on my anus. I pull the underwear back into place and I run my fingers between my legs and with my middle finger, I start rubbing my anus through the satin. As I rotate and shove the sweet tasting cock in my mouth, I push farther and farther into my ass with my finger, finally penetrating myself. I keep sucking and fucking for what seems like an eternity. I put down Mr. Squirmy and turn the conair down to low, which gives a deep hard vibration to my rock hard cock. I pick up Mr. Squirmy again and start sucking as hard and as fast as I can, making sure to keep it wet with my spit so it is dripping off my hand and onto her bedspread. The sounds of slurping and popping from it going in and out of my mouth are driving me wild! I continue to shove my finger deeper and deeper into my ass which is so tight, it starts to hurt a bit. I keep going as I am about to come to climax.
Now that I have reached the point of no return, I start clinching and tightening my penis to make sure when I cum, I have the hardest orgasm possible. I keep sucking wanting him to cum in my mouth as I suck him through orgasm. As I am about to cum, I shove my finger in as far as it can possibly go, my back goes straight, my penis presses as hard as it can against the cup and I shove the cock in and out of my mouth as fast as I can. I AM CUMMING as my body starts convulsing. My ass is clinched so tight, I couldn't remove my finger with a pair of pliers. I start pulling down with the tip of my finger milking out every last bit of cum as I writhe with each pulse of my penis. I try to scream but Mr. Squirmy only allows muffled growns. As I finish my orgasm, I slide the finger out of my ass and carefully reach down the front of my panties. I pull the conair out carefully so I don't spill a drop. I take the cock out of my mouth and put it upside down on top of the cup. I turn it over and take off the cup, instantaneously I start sucking it again feeling the warm cum in my mouth. I swallow everything and keep putting it in my mouth to get everything off of every crevasse around the head and vein on the shaft. Like when I started, I lick and kiss it like I was worshiping it.
Before I do the usual clean up I put my sundress back on and I still wear the lingerie and heels. I seem to walk a little more like a girl after sucking a good cock and being fucked in the ass. As I walk back and forth from the bathroom, my ass cheeks slide against each other from the Vaseline all over my anus. I put Mr. Squirmy back in his box and then go to the closet. I unbuckle my high heels and kick them into the corner; I go into the bathroom and wash mom's panties and use her blow dryer to hide the stains I made. I put them on one last time to walk back into the bedroom. I look in the mirror one last time just like a woman who is about to go out for the night. I open the drawer and take out the bag. I remove her panties and I unclasp her stockings. I take the stockings off one at a time making sure to make the sensation last as long as possible.
With everything put away I make it back downstairs awaiting my next chance to wear her lingerie again. Maybe tomorrow. Well it is only 10:00. No one will be home until around 2!
I turn and walk up the green carpeted stairs. With each step I feel my heart pounding harder and harder. As I reach the top of the stairs I take one last look out the window to make sure mom has driven out of sight. I turn left and open the door to her room. Instantly the smell of chanel permeates the air. I make my way into her room and turn to the large wooden dresser that takes up the entire wall.
The titillation of what is about to happen makes my little cock start to pulse. As I look down I slowly pull down my fruit of the loom briefs which have a tiny bulge from my half erect penis. I kneel down and fall to my right side and slowly reach for the middle center drawer of the dresser. The anticipation is building as I can't wait for what is inside.
The smooth sound of the wood as I pull the drawer open heightens the tension inside me. There it is, my favorite thing in the small world I know. An old JC Penny bag with a string closure. I remove it and gently open it. My mother's lingerie lays inside. As I reach in I am so excited I can feel my heart beating through my chest. What shall I wear today? I separate the lingerie into possible outfits, laying my favorites to the side. Before I can make my choice, I open the top center drawer of the dresser and put on my favorite white slip that she owns. The feeling on my skin is pure ecstasy. I feel it gently kiss my penis and can feel the soft fibers slipping in the crack of my bottom. I pull the slip up to under my arms which I pretend is a sundress that barely covers my penis and comes to rest at the top of my thighs.
At ***** I used to sneak into my mothers room and put on her panty hose and high heel shoes. The first time she caught me, so laughed and took a picture. She told me never to do it again. The next day she came into my room and I was under my bed. She made me come out and there I was again in her panty hose and high heels. That feeling has never left me. The excitement of wearing ladies undergarments throughout my life has always brought me back. This went on for a week or 2 and freaked my mom out so much she ending up talking to a shrink about it. She bought me girls panties and took them in to fit me but those crappy cotton things just wouldn't do it.
Back to her room, I have decided. I have always had a love affair with white lingerie. I pull out a pair of her white stockings, her white garter belt and a pair of her white panties. I pack everything that I am not wearing back, just in case someone come home I can get away quicker. Taking the white garter belt which is made of soft see though lace I clasp it as tight as it will go and pull it up my smooth hairless legs, then over my hairless scrotum. I pull it over my penis as I continue up to my belly button. They tickle as the straps brush against my thighs and over my buttocks. As I sit on the floor I lay the stockings out and grab the top of them. I carefully slip my right foot into the nylon making sure to stay straight with the seem and toe and instantly fell the rush. As I slide further and further in, the sensation and silkiness gets me more and more aroused as it inches up my thigh. It comes to rest right at the point where my leg meets the bottom of my bottom. I reach down and clasp the stocking to the garter belt behind my thigh. I repeat on the front. Now I do the same with my left leg. I stand up and put her satin bikini style panties on as I am now fully erect with the soft touch of them on my penis.
I then head to the closet. I walk in and find a pair of silver high heels which are open toed and have fake diamonds in them which run around the toe hold. I sit down on the floor and let the slip hang off me and down my body. I slide my feet into the heels and I reach down and put the strap through the 1/4" buckle and tighten them to the very last hole, which still barely holds my ankle in place and the shoe on. As I exit the closet I walk into the bathroom. I walk back and forth on the tile floor to hear the clip clop of her heels on the floor. I spin and twirl as I watch the slip, my sundress flow back and forth across my midriff and then repeatedly come to a rest on my bare skin. I sit on her bench with legs closed and move my hands from my breasts down across my stomach. As I reach my crotch, I ever so slowly open my legs to let my imaginary mans hands touch my genitalia. I softly run his hands over my whole body to make sure every piece of skin is tantalized by the soft silk. Then, I walk as seductively as I can back into the bedroom to her full length mirror and look myself up and down.
I then erotically pull down the slip, making sure I press it against my body and slide it down my back. I make little circles with it as I cautiously move it over my derriere to make it feel like the a man behind me who loves to touch every area of my body. I then bend over like you see pin up models do and slide the slip off, letting it rest on the floor as I step out of it. I then look at myself in her mirror as by this point I am so aroused I am ready to burst. I turn around and look at myself over my shoulder to make sure the lines on my stockings are straight and her panties and smooth and tight across my bottom.
Now I go back to the middle drawer and in the back corner, under her sweatshirts I take out a little brown box which is about 2 1/2" wide and about 8" long. It has a gold label on it which says "Mr. Squirmy." I take the top off and it is a flesh colored dildo which feels almost real. It is a little soft and has a little metal rod coming out of the bottom. I hold the bottom of the penis tightly and turn the rod and Mr. Squirmy starts to squirm. I take it over to her bed and kneel down like I am saying my bedtime prayers. I get on my knees and with her beautiful cock on the bed I imagine a man would be sitting there, waiting for me to start pleasuring him. I lean over and begin kissing this beautiful penis. I kiss and lick up and down the shaft, making sure I get every inch of the vein which runs down the underside. I then put my tiny mouth around it and start just sucking the tip of it. moving farther and farther down with each entry.
As I continue to lick and suck I reach down and start rubbing my little erect penis cautiously so I do not ejaculate. I bring my hand back up and work up a good load of saliva so I can get Mr. Squirmy drenched and holding him firmly I give him a hand job. As I am rubbing his shaft, I make sure I continue to lick the top of his cock. I am so excited feeling this cock in my hand and mouth, my penis rubbing my satin panties, the stockings on my legs and the pressure of the shoes on the bridge of my feet I am ready to cum to completion.
I turn to my mom's night stand and take the cap off of the jar of Vaseline and I pull out her conair massager. I unwound the cord from the handle and removed her attachment and put on something that looked like a cup. I slide it through the slide of the panties and forced my erect penis down into the cup. I plug it in and turn it on high, which gives a fast but slight vibration to my penis. As I slowly move toward a feeling of euphoria, I continue giving fellatio to the cock in front of me which seems to get bigger with each thrust into my mouth. I dip the tip of my finger into the Vaseline just enough to coat the tip, I reach down and slide the back of the panties over and put the slightly cold ointment on my anus. I pull the underwear back into place and I run my fingers between my legs and with my middle finger, I start rubbing my anus through the satin. As I rotate and shove the sweet tasting cock in my mouth, I push farther and farther into my ass with my finger, finally penetrating myself. I keep sucking and fucking for what seems like an eternity. I put down Mr. Squirmy and turn the conair down to low, which gives a deep hard vibration to my rock hard cock. I pick up Mr. Squirmy again and start sucking as hard and as fast as I can, making sure to keep it wet with my spit so it is dripping off my hand and onto her bedspread. The sounds of slurping and popping from it going in and out of my mouth are driving me wild! I continue to shove my finger deeper and deeper into my ass which is so tight, it starts to hurt a bit. I keep going as I am about to come to climax.
Now that I have reached the point of no return, I start clinching and tightening my penis to make sure when I cum, I have the hardest orgasm possible. I keep sucking wanting him to cum in my mouth as I suck him through orgasm. As I am about to cum, I shove my finger in as far as it can possibly go, my back goes straight, my penis presses as hard as it can against the cup and I shove the cock in and out of my mouth as fast as I can. I AM CUMMING as my body starts convulsing. My ass is clinched so tight, I couldn't remove my finger with a pair of pliers. I start pulling down with the tip of my finger milking out every last bit of cum as I writhe with each pulse of my penis. I try to scream but Mr. Squirmy only allows muffled growns. As I finish my orgasm, I slide the finger out of my ass and carefully reach down the front of my panties. I pull the conair out carefully so I don't spill a drop. I take the cock out of my mouth and put it upside down on top of the cup. I turn it over and take off the cup, instantaneously I start sucking it again feeling the warm cum in my mouth. I swallow everything and keep putting it in my mouth to get everything off of every crevasse around the head and vein on the shaft. Like when I started, I lick and kiss it like I was worshiping it.
Before I do the usual clean up I put my sundress back on and I still wear the lingerie and heels. I seem to walk a little more like a girl after sucking a good cock and being fucked in the ass. As I walk back and forth from the bathroom, my ass cheeks slide against each other from the Vaseline all over my anus. I put Mr. Squirmy back in his box and then go to the closet. I unbuckle my high heels and kick them into the corner; I go into the bathroom and wash mom's panties and use her blow dryer to hide the stains I made. I put them on one last time to walk back into the bedroom. I look in the mirror one last time just like a woman who is about to go out for the night. I open the drawer and take out the bag. I remove her panties and I unclasp her stockings. I take the stockings off one at a time making sure to make the sensation last as long as possible.
With everything put away I make it back downstairs awaiting my next chance to wear her lingerie again. Maybe tomorrow. Well it is only 10:00. No one will be home until around 2!
9年前
