Mortimer and Myrtle A Love Story
- 4 years ago
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- 0
My First Time Being Taken Dressed As A Woman free porn video
I'm a 42 year old married bisexual guy, slim built, average height and shaved below. Ive had a few encounters with other men but none dressed as a Woman.
Ive had fantasies for years about wearing women's clothes and make up. Unfortunately I haven't had much opportunity for either, that was until a few months ago.
As it turned out my wife would be away for 3 weeks and opportunity presented itself. I quickly got down to planning and slowly but surely a plan came together, well sort of anyway.
I went online and ordered some womens lingerie, wigs, panties, make up and a few slutty costumes, I was amazed how aroused I was getting just by shopping online. A few days later the parcels arrived, I spent the whole day at work with a semi hard on just thinking about getting home that night.
That night I opened up the parcels and tried everything on quickly one after the other. I decided on the spur to go the full hog and went to the bathroom and showered and shaved myself top to bottom, back to front, legs arms, ass, crack. Taking particular effort to shave myself smooth around my ass and scrotum.
I then proceeded to apply some of the make up I bought, not very well to be honest, but it did the job. After I put on my wig and last but not least I applied the sluttiest whore red lipstick you have ever seen! Petra the slut was born!
I opened a new pair of fishnet stockings, slipping them on over my smoothly shaved legs, then I chose a nice set of black lace see thru panties from the parcel.
Finally I put on a nice short black satin dress with an open back, I went and stood in front of the mirror. I was completely amazed at how well I looked, up until this point I'd never dressed up completely.
I spent at least twenty minutes checking myself out, at this stage my cock was rock hard and already dripping precum.
I decided to take a few fotos as I didn't know when I'd get the opportunity to dress up again. I cleared away the sofa in my living room and set up the camera.
I took a lot of fotos in different poses, different dresses, panties on, panties off, close ups, and also some harder pics with my favorite black 10" dildo up my butt. All this dressing up and taking pics had been going on for at least two hours, at that stage I needed to cum. I placed my black dildos with suction cup on the floor and mounted it, taking the whole length.
I jerked my shaven cock, slowly pulling the foreskin back and forth over my rock hard dick. I was about to explode, I pushed my ass hard down on the dildo nearly getting to the base and one or two more jerks I erupted in one of the best orgasms I have ever had. I was still squirting cum in spasms a full minute later.
The next day after work, I decided for a laugh to put an Advert with pic on Craigslist and see what happens. I think it was more of turn on for me than a way of actually meeting a guy.
A couple of hours later I had around 7 emails, I was speechless to say the least and nearly sh*t myself. Up until this point my dressing up as a woman was a secret. One guy in particular seemed very nice and wanted to meet me.
We chatted online for about 3 hours, he was an average sort of guy, and had no problem that I wasn't a full time TV. I made it clear to him that I had never done anything like that before and he was fine with it. We talked about what we would like to do and arranged a meeting at my house the following night at 7pm. I made up my mind then and there that I would give it a go and completely become a woman for the encounter, doing what was expected sexually of me.
We texted the next day about what I should wear, which underwear and so on.
That day seemed to last forever and more than once I thought about pulling out and cancelling, any other Crossdresser's will know what I'm talking about.
I got home and got ready, shaving everything again. I'm a firm believer that dressed as a CD everything should be shaved smooth and lady like. I gave myself an anal douche and after that I put on the make up, wig, lingerie, dress and was ready ten minutes before the doorbell rang. The guy arrived, he looked better in his online fotos to be honest, but I wasn't going to back out now. He was about 5,9 slim built with a stubbly beard. We chatted for about a half hour and drank a few wines each.
Turned out he was a nice guy, he'd been with a few TVs and got a kick out of it, fine by me. I put on a porno on the television and we both sat on the couch, at bit awkward at first, but a few minutes into the video he asked me if I would give him a massage. At that stage I was really getting into the roleplay and was already semi hard.
He took his clothes off and lay down on the couch on his front, I got a quick glimpse of his cock, not yet hard, but seemed reasonable anyway. He was quite hairy but obviously had trimmed his pubic hair recently. I got the oil out and massaged his back and shoulders moving slowly down towards his ass cheeks.
I was feeling a little naughty by this stage and a little tipsy to say the least. He turned over on his back, then revealing a very nice hard cock standing proudly about 8"s.
I quickly got the message and proceeded to suck him off, lowering my lips up and down careful not to get my teeth in the way. He seemed to be enjoying the blowjob and I was really getting into the role.
After about fifteen minutes my jaw was starting to tire so we took a quick break with another wine and watched the porno movie. In the meantime I took my panties off and got my cock out, which promptly stood to attention.
Whilst mutually jerking off he asked me what I would like to do then, I told him honestly I would do whatever he liked, and told him I'd like to be used like a slut for a few hours.
At this stage the whore slut in me had definitely come out and was speaking. He took me by the hand and sat me in front of him the couch, my ass on the floor, a cushion under my back, my head back onto the couch. He stood over me, his cock in front of my face.
He pushed his big uncut dick into my mouth right back into my throat, I nearly choked trying to push him back, over and over he pushed his dick in making me gag each time. After ten minutes my face was covered in a mix of my own spit plus his precum. He pulled his cock out of my mouth and slapped it on my forehead and cheeks, putting his hairy ball sack and ass near on my lips.
In one way this was a turn off as I was a bit revolted at the thought of of his hairy, possibly dirty asshole, but on the otherhand I had a raging hard on at the perversion and humiliation of it.
He moved up on the couch with his knees, trapping my head under his ass, meanwhile he's telling my to lick his ass. Once more the dirty whore in me won and I stuck my tongue out into the crack of his ass, all I could taste was a musty smell of sweat and who knows what.
He moved his ass back and forward on my face and I have to admit I got into it quite quickly, thrusting my tongue up into his asshole and licking his ring like a dog would. He turned around , bent over and spread his ass cheeks pushing himself back onto my face. I licked and poked my tongue into his ass like a possessed crack whore.
He told me to pull my dress up above my waist, he got me to kneel on the couch in doggie position exposing my shaved ass pussy, this I did eagerly as by this stage my dick wanted to explode. He then took a condom and some lube and used the lube and worked it in with his fingers into my ass. He put the condom on but only after I blew him again for a few minutes, he didn't rush it but took his time slowly pushing the head into my ass before working up a slow rhythm, a few inches at first working up to his whole eight inches.
It hurt a little at first but because I've had a few dildos up there I adjusted quickly. Within a few minutes he was pounding my ass, and I could tell he was going to cum. I told him I'd like if he cum on my face, he pulled out of my ass took off the rubber, I got on my knees in front of him, put my mouth on his cock jerking him off.
He pulled out and shot his cum load all over my face, hair and dress. He pushed his semi hard cock into my mouth forcing me to taste his come, a bit musky and salty to say the least but okay. I was surprised how much he came, I knelt there covered in cum with make up all smeared, looking like the cheap cum slut whore Petra I had become.
xx petra
Ive had fantasies for years about wearing women's clothes and make up. Unfortunately I haven't had much opportunity for either, that was until a few months ago.
As it turned out my wife would be away for 3 weeks and opportunity presented itself. I quickly got down to planning and slowly but surely a plan came together, well sort of anyway.
I went online and ordered some womens lingerie, wigs, panties, make up and a few slutty costumes, I was amazed how aroused I was getting just by shopping online. A few days later the parcels arrived, I spent the whole day at work with a semi hard on just thinking about getting home that night.
That night I opened up the parcels and tried everything on quickly one after the other. I decided on the spur to go the full hog and went to the bathroom and showered and shaved myself top to bottom, back to front, legs arms, ass, crack. Taking particular effort to shave myself smooth around my ass and scrotum.
I then proceeded to apply some of the make up I bought, not very well to be honest, but it did the job. After I put on my wig and last but not least I applied the sluttiest whore red lipstick you have ever seen! Petra the slut was born!
I opened a new pair of fishnet stockings, slipping them on over my smoothly shaved legs, then I chose a nice set of black lace see thru panties from the parcel.
Finally I put on a nice short black satin dress with an open back, I went and stood in front of the mirror. I was completely amazed at how well I looked, up until this point I'd never dressed up completely.
I spent at least twenty minutes checking myself out, at this stage my cock was rock hard and already dripping precum.
I decided to take a few fotos as I didn't know when I'd get the opportunity to dress up again. I cleared away the sofa in my living room and set up the camera.
I took a lot of fotos in different poses, different dresses, panties on, panties off, close ups, and also some harder pics with my favorite black 10" dildo up my butt. All this dressing up and taking pics had been going on for at least two hours, at that stage I needed to cum. I placed my black dildos with suction cup on the floor and mounted it, taking the whole length.
I jerked my shaven cock, slowly pulling the foreskin back and forth over my rock hard dick. I was about to explode, I pushed my ass hard down on the dildo nearly getting to the base and one or two more jerks I erupted in one of the best orgasms I have ever had. I was still squirting cum in spasms a full minute later.
The next day after work, I decided for a laugh to put an Advert with pic on Craigslist and see what happens. I think it was more of turn on for me than a way of actually meeting a guy.
A couple of hours later I had around 7 emails, I was speechless to say the least and nearly sh*t myself. Up until this point my dressing up as a woman was a secret. One guy in particular seemed very nice and wanted to meet me.
We chatted online for about 3 hours, he was an average sort of guy, and had no problem that I wasn't a full time TV. I made it clear to him that I had never done anything like that before and he was fine with it. We talked about what we would like to do and arranged a meeting at my house the following night at 7pm. I made up my mind then and there that I would give it a go and completely become a woman for the encounter, doing what was expected sexually of me.
We texted the next day about what I should wear, which underwear and so on.
That day seemed to last forever and more than once I thought about pulling out and cancelling, any other Crossdresser's will know what I'm talking about.
I got home and got ready, shaving everything again. I'm a firm believer that dressed as a CD everything should be shaved smooth and lady like. I gave myself an anal douche and after that I put on the make up, wig, lingerie, dress and was ready ten minutes before the doorbell rang. The guy arrived, he looked better in his online fotos to be honest, but I wasn't going to back out now. He was about 5,9 slim built with a stubbly beard. We chatted for about a half hour and drank a few wines each.
Turned out he was a nice guy, he'd been with a few TVs and got a kick out of it, fine by me. I put on a porno on the television and we both sat on the couch, at bit awkward at first, but a few minutes into the video he asked me if I would give him a massage. At that stage I was really getting into the roleplay and was already semi hard.
He took his clothes off and lay down on the couch on his front, I got a quick glimpse of his cock, not yet hard, but seemed reasonable anyway. He was quite hairy but obviously had trimmed his pubic hair recently. I got the oil out and massaged his back and shoulders moving slowly down towards his ass cheeks.
I was feeling a little naughty by this stage and a little tipsy to say the least. He turned over on his back, then revealing a very nice hard cock standing proudly about 8"s.
I quickly got the message and proceeded to suck him off, lowering my lips up and down careful not to get my teeth in the way. He seemed to be enjoying the blowjob and I was really getting into the role.
After about fifteen minutes my jaw was starting to tire so we took a quick break with another wine and watched the porno movie. In the meantime I took my panties off and got my cock out, which promptly stood to attention.
Whilst mutually jerking off he asked me what I would like to do then, I told him honestly I would do whatever he liked, and told him I'd like to be used like a slut for a few hours.
At this stage the whore slut in me had definitely come out and was speaking. He took me by the hand and sat me in front of him the couch, my ass on the floor, a cushion under my back, my head back onto the couch. He stood over me, his cock in front of my face.
He pushed his big uncut dick into my mouth right back into my throat, I nearly choked trying to push him back, over and over he pushed his dick in making me gag each time. After ten minutes my face was covered in a mix of my own spit plus his precum. He pulled his cock out of my mouth and slapped it on my forehead and cheeks, putting his hairy ball sack and ass near on my lips.
In one way this was a turn off as I was a bit revolted at the thought of of his hairy, possibly dirty asshole, but on the otherhand I had a raging hard on at the perversion and humiliation of it.
He moved up on the couch with his knees, trapping my head under his ass, meanwhile he's telling my to lick his ass. Once more the dirty whore in me won and I stuck my tongue out into the crack of his ass, all I could taste was a musty smell of sweat and who knows what.
He moved his ass back and forward on my face and I have to admit I got into it quite quickly, thrusting my tongue up into his asshole and licking his ring like a dog would. He turned around , bent over and spread his ass cheeks pushing himself back onto my face. I licked and poked my tongue into his ass like a possessed crack whore.
He told me to pull my dress up above my waist, he got me to kneel on the couch in doggie position exposing my shaved ass pussy, this I did eagerly as by this stage my dick wanted to explode. He then took a condom and some lube and used the lube and worked it in with his fingers into my ass. He put the condom on but only after I blew him again for a few minutes, he didn't rush it but took his time slowly pushing the head into my ass before working up a slow rhythm, a few inches at first working up to his whole eight inches.
It hurt a little at first but because I've had a few dildos up there I adjusted quickly. Within a few minutes he was pounding my ass, and I could tell he was going to cum. I told him I'd like if he cum on my face, he pulled out of my ass took off the rubber, I got on my knees in front of him, put my mouth on his cock jerking him off.
He pulled out and shot his cum load all over my face, hair and dress. He pushed his semi hard cock into my mouth forcing me to taste his come, a bit musky and salty to say the least but okay. I was surprised how much he came, I knelt there covered in cum with make up all smeared, looking like the cheap cum slut whore Petra I had become.
xx petra
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