Mandy’s Story xx
I was 12 the first time I ever wore an Item of Female clothing. It felt ABSOLUTELY AMAZING. I continued to dress up whenever I had the chance throughout my life. I’d wear clothing that belonged to my Mother or Grandmother. Then when I got married I would wear my Wife’s clothes with a Cheap Wig that I bought from a Fancy Dress shop. In 2017 I moved into a flat on my own when my Marriage ended and I treated myself on my 40th birthday to lots of feminine clothes, underwear, makeup, a couple of pairs of High Heels, Jewellery and a Few Wigs. I would dress up at every available opportunity and I soon found myself Fantasising about being with a Man when I was fully dressed up.
A couple of weeks passed and I had a few days off of work. I went shopping and bought myself a few bottles of Wine, some new Hold up Stockings, some Hair Removal Cream and a new Bright Red Lipstick. When I got home I stripped off and covered my entire body in the Hair removal cream. I waited a few minutes and checked if it was working. Then I got into the shower and washed it all off.
After I’d washed all the Hair removal cream off of my body I went into my bedroom and stood in front of my Mirror, my body was COMPLETELY smooth and hair free.
I then got all my Feminine Clothes, shoes and Wigs out of the Wardrobe in my spare room and started to unpack them from the bags and suitcases that I kept them in and laid them all out on my bed.
Then I got my Douche out and went back into the bathroom. I Took my time and gave my Ass a very good cleanse. When I’d finished I went back into my room and started to paint my finger and toenails. I picked out a few different items of clothing and ironed them.
Then I chose a Wig and gave it a good brushing.
I was ready to start getting dressed x
I started by putting on my Waist Clincher, followed by a Bra with the cups cut out that is a couple of sizes to small for me to push my chest together to give me a little bit of cleavage.
then I put on my suspender belt and a pair of Black Seamed Stockings. It was at that point that I went back into the bathroom to put my makeup on.
My foundation went on first, followed by silver eyeshadow, black eyeliner, long false eyelashes and some Mascara.
Next I went over my Eyebrows with a Black Eyebrow pencil, I then went over my lips with a flesh coloured Lip Liner before applying my Bright Red Lipstick. I then used a small paintbrush to apply More lipstick to make my lips look bigger and fuller.
I finished my makeup off by applying Blusher to my cheeks and then went back into my bedroom.
I put my Pink Padded bra on, followed by another Bra with my E cup breast inserts inside it, then I put on a third bra to push everything together, giving me a good cleavage.
I decided to wear my Pink Batwing Sleeved top and my Black Wet look skirt.
I finished my look off with my Light Brown Wig, my Black High Heels and a Pair of Clip on Hoop Earrings.
I then went into the Room and sat on the sofa and I opened a Bottle of Wine.
I felt the Most Relaxed that I’d felt in Years.
After a Bottle and a half of Wine I started to feel a little bit Horny so I decided to watch some Pornography. I began watching a video of a Man jerking himself off, after it finished I started to imagine that he was Jerking off over me. That thought got me EVEN hornier would I went into my spare room and got one of my Dildos out. I then went back into the living room and knelt in front of the tv, I positioned myself over my dildo and lowered myself on to it. I restarted the video that I’d watched and started to slide up and down on my dildo while stroking my Hard Cock and imagining that the Man in the video was standing before me and Jerking off over me.
I had the most AMAZING Orgasm of my life. I Shot Cum all over the floor, so I removed my dildo and started to lick my Cum off of the floor, but that just made me EVEN hornier.
After I’d cleaned up my mess, I went online and started to search for Sex Hookup sites. I found one and made myself a profile. I uploaded a couple of pictures and wrote a few things about myself saying what I was looking for and what I was into.
Within Minutes I had received a message from a Married Guy who wanted to meet me later that day. We exchanged a few messages and pictures and it turned out that his workplace was only a 2 minute walk from my flat, so I told him my full address and invited him round.
15 minutes later the buzzer to my flat went off, I nervously answered to intercom and asked who was there. It was Him. I buzzed him into the building and stood behind my door looking through the peep hole. When he got to my door I opened it up and stood behind it to make sure that none of my neighbours saw me. He walked in and I closed and locked the door behind him. I turned around to face him. He was just standing there, looking me up and down.
I was the most nervous that I’d ever been, what if he didn’t like how I looked? What if he didn’t find me attractive? What if he thought that I looked absolutely ridiculous?
I stood there looking at him, my nerves were racing. Then he walked towards me, he placed his hands on my waist and pulled towards him. Then he wrapped his arms around my waist and Kissed me. I’d never Kissed a Man before, my arms went over his shoulders, his hands started to caress my Ass and then he started to slide my skirt up.
Kissing him made me feel so incredibly sexy and feminine, I didn’t think anything else could make me feel anymore like a Real Woman.
I was SO wrong, he slide his Hand into my Panties and began to tease my hole. It drove me absolutely wild, he must’ve noticed because he pulled his hand out, stuck his finger in his mouth and then he put his wet finger inside my hole and started to finger me.
After a few minutes he stopped and removed his finger. I was hornier than I’d ever been in my entire life so I took him by the hand and led him into my Spare Bedroom and sat him on the end of the bed. I started kissing him as I began to undo his belt and trousers. As I pulled his trousers down to his ankles I saw his Hard Cock. It was approximately 7 inches long and quite thick. I dropped to my knees and nervously wrapped my lips around it. I started to suck and lick his cock. He started to moan with pleasure which just made me even more horny. After about 5 minutes of sucking his cock I stopped and stood up. I looked him straight in the eyes and told him that I wanted him to Fuck me.
He moved up the bed and laid on his back, I got a Condom and some Lube out of my drawer and climbed on the bed. As he was putting the Condom on I applied some Lube to my Hole and then I applied some to his Cock.
I straddled him and lowered myself onto his Hard Cock, it felt AMAZING as it slid inside me. I slowly started to Ride him while I got used to his Cock Inside me, then when I was used to it I started to speed up.
Riding his Hard Cock felt so incredibly amazing. That Day TOTALLY changed my life.
I went from being a Curious Man who would Occasionally wear women’s clothes for his own Sexual pleasure,
To a Bisexual Crossdressing Slut who LOVES Sucking Cock and Being Fucked by Horny Married Men
A couple of weeks passed and I had a few days off of work. I went shopping and bought myself a few bottles of Wine, some new Hold up Stockings, some Hair Removal Cream and a new Bright Red Lipstick. When I got home I stripped off and covered my entire body in the Hair removal cream. I waited a few minutes and checked if it was working. Then I got into the shower and washed it all off.
After I’d washed all the Hair removal cream off of my body I went into my bedroom and stood in front of my Mirror, my body was COMPLETELY smooth and hair free.
I then got all my Feminine Clothes, shoes and Wigs out of the Wardrobe in my spare room and started to unpack them from the bags and suitcases that I kept them in and laid them all out on my bed.
Then I got my Douche out and went back into the bathroom. I Took my time and gave my Ass a very good cleanse. When I’d finished I went back into my room and started to paint my finger and toenails. I picked out a few different items of clothing and ironed them.
Then I chose a Wig and gave it a good brushing.
I was ready to start getting dressed x
I started by putting on my Waist Clincher, followed by a Bra with the cups cut out that is a couple of sizes to small for me to push my chest together to give me a little bit of cleavage.
then I put on my suspender belt and a pair of Black Seamed Stockings. It was at that point that I went back into the bathroom to put my makeup on.
My foundation went on first, followed by silver eyeshadow, black eyeliner, long false eyelashes and some Mascara.
Next I went over my Eyebrows with a Black Eyebrow pencil, I then went over my lips with a flesh coloured Lip Liner before applying my Bright Red Lipstick. I then used a small paintbrush to apply More lipstick to make my lips look bigger and fuller.
I finished my makeup off by applying Blusher to my cheeks and then went back into my bedroom.
I put my Pink Padded bra on, followed by another Bra with my E cup breast inserts inside it, then I put on a third bra to push everything together, giving me a good cleavage.
I decided to wear my Pink Batwing Sleeved top and my Black Wet look skirt.
I finished my look off with my Light Brown Wig, my Black High Heels and a Pair of Clip on Hoop Earrings.
I then went into the Room and sat on the sofa and I opened a Bottle of Wine.
I felt the Most Relaxed that I’d felt in Years.
After a Bottle and a half of Wine I started to feel a little bit Horny so I decided to watch some Pornography. I began watching a video of a Man jerking himself off, after it finished I started to imagine that he was Jerking off over me. That thought got me EVEN hornier would I went into my spare room and got one of my Dildos out. I then went back into the living room and knelt in front of the tv, I positioned myself over my dildo and lowered myself on to it. I restarted the video that I’d watched and started to slide up and down on my dildo while stroking my Hard Cock and imagining that the Man in the video was standing before me and Jerking off over me.
I had the most AMAZING Orgasm of my life. I Shot Cum all over the floor, so I removed my dildo and started to lick my Cum off of the floor, but that just made me EVEN hornier.
After I’d cleaned up my mess, I went online and started to search for Sex Hookup sites. I found one and made myself a profile. I uploaded a couple of pictures and wrote a few things about myself saying what I was looking for and what I was into.
Within Minutes I had received a message from a Married Guy who wanted to meet me later that day. We exchanged a few messages and pictures and it turned out that his workplace was only a 2 minute walk from my flat, so I told him my full address and invited him round.
15 minutes later the buzzer to my flat went off, I nervously answered to intercom and asked who was there. It was Him. I buzzed him into the building and stood behind my door looking through the peep hole. When he got to my door I opened it up and stood behind it to make sure that none of my neighbours saw me. He walked in and I closed and locked the door behind him. I turned around to face him. He was just standing there, looking me up and down.
I was the most nervous that I’d ever been, what if he didn’t like how I looked? What if he didn’t find me attractive? What if he thought that I looked absolutely ridiculous?
I stood there looking at him, my nerves were racing. Then he walked towards me, he placed his hands on my waist and pulled towards him. Then he wrapped his arms around my waist and Kissed me. I’d never Kissed a Man before, my arms went over his shoulders, his hands started to caress my Ass and then he started to slide my skirt up.
Kissing him made me feel so incredibly sexy and feminine, I didn’t think anything else could make me feel anymore like a Real Woman.
I was SO wrong, he slide his Hand into my Panties and began to tease my hole. It drove me absolutely wild, he must’ve noticed because he pulled his hand out, stuck his finger in his mouth and then he put his wet finger inside my hole and started to finger me.
After a few minutes he stopped and removed his finger. I was hornier than I’d ever been in my entire life so I took him by the hand and led him into my Spare Bedroom and sat him on the end of the bed. I started kissing him as I began to undo his belt and trousers. As I pulled his trousers down to his ankles I saw his Hard Cock. It was approximately 7 inches long and quite thick. I dropped to my knees and nervously wrapped my lips around it. I started to suck and lick his cock. He started to moan with pleasure which just made me even more horny. After about 5 minutes of sucking his cock I stopped and stood up. I looked him straight in the eyes and told him that I wanted him to Fuck me.
He moved up the bed and laid on his back, I got a Condom and some Lube out of my drawer and climbed on the bed. As he was putting the Condom on I applied some Lube to my Hole and then I applied some to his Cock.
I straddled him and lowered myself onto his Hard Cock, it felt AMAZING as it slid inside me. I slowly started to Ride him while I got used to his Cock Inside me, then when I was used to it I started to speed up.
Riding his Hard Cock felt so incredibly amazing. That Day TOTALLY changed my life.
I went from being a Curious Man who would Occasionally wear women’s clothes for his own Sexual pleasure,
To a Bisexual Crossdressing Slut who LOVES Sucking Cock and Being Fucked by Horny Married Men
3 years ago