First Time Full Dressed Up

"I wanted to experience what it would be like to crossdress fully and go out in public"

Font Size

I had always wondered what it was like to get dressed up as a woman and go outside. One day the opportunity came.  I didn’t go crazy, nothing super public, but outside nonetheless.

My wife was out of town on business and there was a bag of clothes we were going to donate, and inside was a pink office-type suit: skirt, white blouse, and pink jacket.  I had bought a pair of pantyhose earlier and had access to wigs and costume jewelry. I find pantyhose very sexy and had beat off and cum in them before.

One night, I decided it was time, I started by smoking some kick-ass weed, went into the bag and took out the desired clothing. I cut the skirt to make it shorter, so it stopped between my knees and upper thigh.  Pulling the pantyhose on; feeling the fabric on my legs and over my hard cock felt heavenly. I almost came right there. Hell, I’m getting really horny now just remembering about it.

Getting dressed was a challenge. I had to keep myself from beating off…so horny with excitement.  I found a red lace bra in the bag, and finished getting dressed. When done I had a pink skirt, white blouse, the jacket was a very tight fit, a red wig and costume jewelry pearls around my neck.

It was dark, and my plan included taking a drive in my wife’s sports car around the neighborhood. I did not have heels that fit, so I went down the stairs to the driveway in my stocking feet. The way the skirt brushed up against my cock was making the pre-cum ooze.

I drove around for about fifteen minutes. Frightened to death I would see someone I knew or get into a situation where I would have some serious explaining to do.  Between the fear and feel of pantyhose, skirt, and looking damn hot just increased my horniness.

When I got home, I made dinner. Turkey leg, veggies and wine. All served under candlelight.  A romantic dinner for one…me, before some serious fucking.  It was difficult getting through dinner.  Stroking my cock and caressing the bra made it tough to have an imaginary conversation with the person who was gonna fuck this horny, crossdressing slut. I am so horny NOW. I have to cum before I finish this true story.

Mission accomplished.  After dinner, I went upstairs to the bedroom. My cock was aching to explode. There were two full-length mirrors attached to the sliding doors between my closet and my wife’s. I put on some music and began to dance between the mirrors. Rubbing my hands up and down over my legs…up….down…across my legs…fingers on the inside of my thigh…I had a 360 degree view of myself. My ass looked great, and I couldn’t wait to fuck it.  I slowly took off my jacket, and continued to slowly dance and traced my fingers all over my body.  I slowly unbuttoned my blouse…exposing the lacy red bra and ran my fingers lightly over my nipples.  My breathing got faster an I let out a low moan.  I am a hot, slutty, bitch…I lean face first into the mirror, feeling myself pressed up against the glass. Needing to be fucked.  Needing to cum.

I had set up a video camera facing the bed, turned it on, hit record, and continued my dance on the bed. My dance turned into a striptease. First came the blouse falling to the bed…slowly I unzipped my skirt…and wriggled it down my legs…over my throbbing cock…over my knees and to my feet.  My pantyhose is soaked with sticky pre-cum.  Tracing my fingers across my balls and over my cock I moan louder, my heart racing, my breath coming in gasps.

I continue my dance on my knees, my pantyhosed-ass facing the camera. Looking over my shoulder to the screen I see a perfect ass ready to fucked hard.  I can’t hold out much longer. Even now, I can feel to urge to fuck myself.  Now I am lying on my back, reaching over to the night stand for my fuck toy, a long-neck beer bottle.  I rub the long neck over the pre-cum on the pantyhouse, making it glisten,…I make believe the bottle is a long cock, covered in pre-cum as I lick and suck it.  I can’t wait any longer, peeling down my pantyhouse to below my knees, my heart racing even faster.

My legs are spread and slowly push the ‘cock’ into my quivering ass. The deeper it goes, the better it feels, the louder I moan.  I begin to pump the “cock’ in and out, fantazing about the stud fucking me sooo good.  Stroking my cock while fucking myself is amazing. My eyes are closed, the feeling is fantastic…I open my eyes and see my sluty, crossdressing self being fucked on the screen….my cock begins to throb even harder, my eyes roll into my head…I let out a guttural moan from deep within me, almost as deep as the ‘cock’ fucks my ass, and I shoot my cum across my chest, onto my chin.  I keep fucking my ass and stroking my cock as more cum covers my chest and hands.  I finally stop cuming…remove the ‘cock’ from my quivering ass…dip my fingers into my hot cum and suck my fingers like I am sucking a big fat cock.  It’s the first time I’ve tasted my own cum and it’s delicious.  

My heart rate slows and I begin to fall asleep. A warm, satisfied feeling in my body with hot, tasty cum on my chest.  As I drift off, there is a feeling of excitement.  I am looking forward to watching the video later. But that’s another true story.

 

Published 5 years ago

Leave a Comment