Careful Not To Cum Too Quick! free porn video
I'm a 42 year old married bisexual guy, slim built, average height and shaved below. I've had a few encounters with other men but none dressed as a Woman. I've 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.
After my initial encounter I took a little more time to plan my next step. I'd had time to reflect about my first time experience, some things had gone well some not so. Next time I decided I would plan everything a little better, making sure to do a better job on my make up, hair and overall image.
A friend of mine was going to be away and wanted me to take care of his appartment for a few weeks. This presented a perfect opportunity for Paula to get ready for another meeting.
I started to plan and ordered some decent make up from an online store specially for Transvestites, I picked out some cover stick to hide any five o'clock shadow I might have plus various Foundations and Slutty Lipsticks. Also some sexy black Panties, Bra and Garter belt followed by a pair of sexy black 5" High Heels. Various jewellery accessories were also ordered. The dress I had already, a sleek sexy grey shiny short dress that shows off my legs and ass nicely.
I then set about putting an Advert on Craigslist looking for a guy over thirty who would like to dominate a sexy Tranny. I got a lot of replys but one in particular stuck out from the start. Micheal was a 43 year old married guy who was dominant in bed and said Transvestites turned him on. We exchanged Pics and agreed to meet.
I got to the appartment two hours early and got to work, first showering and then shaving my legs, ass, sack and cock. I then started on my make up, taking my time this time. I put on a black wig, my black Lingerie with the straps, fishnet tights and finished off with my dress and heels. Paula was ready for business. I have to say I actually looked good, not too much make up this time.
I was dressed and ready a full fifteen minutes before Micheal arrived. He arrived on time, we chatted for a few minutes and as we had agreed beforehand. He was a good looking guy I have to say, short blond hair about 5,8 and slim built.
He decided he liked what he saw and wanted to stay, we chatted about his likes and dislikes sexually. We discussed what I was looking for and what was allowed, disallowed. I told him I didn't really have any Taboos, just no blood or toilet stuff and anal with a condom. I told him also I do not mind him being a little rough as it turns me on.
We got quickly down to business, we stood up and he pulled me close to him and kissed my deeply. He pushed his tongue inside my mouth flicking it in and out. After a few minutes he pushed me to my knees and took off his shirt, jeans and underpants releasing a nice hard 7" shaved uncut cock. At this stage I knew I would do anything this guy wanted. I'm a sucker for a nice cock, so to speak!
I quickly got to working his dick in and out my mouth, licking, sucking his ball sack, shaft. He particularily liked to hold the back of my head and force his 7" dick down my throat making my gag like a sissy whore. He kept this up for at least ten minutes and my jaw was starting to ache from the assault my mouth was getting. We moved to the bed and he freed me of my black g string panties, feeling his way around to my ass pussy with his fingers.
He kissed my again deeply, which really turned my on, I'm such a slut. By this stage my cock was rock hard and I was dripping precum. He moved me onto all fours on the bed in doggy position. He stood behind me and started to rub his fingers in and around my nicely shaved asspussy. He told me he liked what he saw and before I knew he spat on my hole and proceeded to lick my ass. He worked his tongue in and out for a few minutes, and I have to admit it felt fucking good.
I even put my head into the pillow and used my hands to spead my ass cheeks more to give him better access. He then pulled me back to the side of the bed spat on my ass again and started to push his dick in my asspussy without a condom.
With just spit as lube it hurt like a Motherfucker and I had to stop for a minute or two with the pain. This time I got a condom and sucked his cock hard again, put the condom on and got back in doggy position. Second time round I was more relaxed and he slid straight in.
I had told Micheal I wanted to be treated like a Lady and fucked like Whore, and give him his due he delivered and fucked my ass solid for a good twenty minutes. He pounded my asspussy like a pornstar, I was getting dizzy just trying to keep up with him. All I could do was whimper like a little slut. I could fell I was going to come soon as this pounding he was giving my ass was rubbing my prostate, and I could feel an explosion coming on. Not good I thought as the last thing I wanted to do was cum first, I'm a one shot guy/gal, when I cum I normally need a break for an hour.
I was getting a little uncomfortable in the doggy position so I turned over onto my back with my legs in the air, he pushed my legs back behind my head still fucking my ass, this time kissing me. That was it I couldn't hold back, I told Micheal I was going to cum. Unexpectedly he pulled his cock out of my ass, moved down and put his mouth on my cock sucking me off letting my come in his mouth. He then moved back up and kissed me dumping a mix of my cum and his spit into my mouth.
I tried to resist but I hadn't expected it so all I could do was be a little whore and swallow the whole load. I told Micheal I needed a break but I could tell he had other plans. His dick had gone a bit flacid so he took of the condom and both lay on the bed spooning, him behind me. Before I knew his dick was hard again and he was pushing his cock bareback up my asspussy again.
I was too exhausted to stop him this time, but secretly I wanted to feel him in my ass. I knew I had made a big mistake cumming first and too quick, as I had sobered up pretty quick after I blew my load. I could also tell that Micheal wasn't going to be finished anytime soon. And by the feeling of the pounding my ass was getting he was enjoying it. Well I had asked for it, and to be honest I was getting my second breath.
Micheal pulled out of my ass and we moved into 69 position, me underneath, I cleaned his cock with my mouth and sucked him in and out, working my around his balls with my tongue, licking between his legs and licking his sweaty asshole. I could tell the attention his ass was getting was working. He told me he was ready to cum so I asked him what to do. He told me get on my knees, which I promtly did. I stoked his cock a few more times just before he erupted a huge load of man cum into my mouth meanwhile keeping eye contact I swallowed his load in one gulp revelling in the slutiness of it.
We both had a bit of a laugh and a five minute well earned rest, before I realised his cock was hard again. He told me then that he can come multiple times no problem, I've never met anyone that could do that. The second time round was much gentler, more kissing, licking and I have to say Micheal was a great lover. He fucked me more like a girlfirend or wife the second time, we finished up me on my back, legs up in the air, him fucking me bareback, jerking my cock at the same time. In the end he came in my ass and I jerked my cum over my belly. We shared another laugh and kissed and agreed to meet again, next time maybe a bit of roleplay too.
He got dressed and he said goodbye, I think I lay down and slept for an hour after because I was so spent. When I got up later I was covered in cum, with Micheals cum leaking out of my ass and down my leg. Kind of a nice feeling to be honest ;-) can't wait until next time xx Paula
After my initial encounter I took a little more time to plan my next step. I'd had time to reflect about my first time experience, some things had gone well some not so. Next time I decided I would plan everything a little better, making sure to do a better job on my make up, hair and overall image.
A friend of mine was going to be away and wanted me to take care of his appartment for a few weeks. This presented a perfect opportunity for Paula to get ready for another meeting.
I started to plan and ordered some decent make up from an online store specially for Transvestites, I picked out some cover stick to hide any five o'clock shadow I might have plus various Foundations and Slutty Lipsticks. Also some sexy black Panties, Bra and Garter belt followed by a pair of sexy black 5" High Heels. Various jewellery accessories were also ordered. The dress I had already, a sleek sexy grey shiny short dress that shows off my legs and ass nicely.
I then set about putting an Advert on Craigslist looking for a guy over thirty who would like to dominate a sexy Tranny. I got a lot of replys but one in particular stuck out from the start. Micheal was a 43 year old married guy who was dominant in bed and said Transvestites turned him on. We exchanged Pics and agreed to meet.
I got to the appartment two hours early and got to work, first showering and then shaving my legs, ass, sack and cock. I then started on my make up, taking my time this time. I put on a black wig, my black Lingerie with the straps, fishnet tights and finished off with my dress and heels. Paula was ready for business. I have to say I actually looked good, not too much make up this time.
I was dressed and ready a full fifteen minutes before Micheal arrived. He arrived on time, we chatted for a few minutes and as we had agreed beforehand. He was a good looking guy I have to say, short blond hair about 5,8 and slim built.
He decided he liked what he saw and wanted to stay, we chatted about his likes and dislikes sexually. We discussed what I was looking for and what was allowed, disallowed. I told him I didn't really have any Taboos, just no blood or toilet stuff and anal with a condom. I told him also I do not mind him being a little rough as it turns me on.
We got quickly down to business, we stood up and he pulled me close to him and kissed my deeply. He pushed his tongue inside my mouth flicking it in and out. After a few minutes he pushed me to my knees and took off his shirt, jeans and underpants releasing a nice hard 7" shaved uncut cock. At this stage I knew I would do anything this guy wanted. I'm a sucker for a nice cock, so to speak!
I quickly got to working his dick in and out my mouth, licking, sucking his ball sack, shaft. He particularily liked to hold the back of my head and force his 7" dick down my throat making my gag like a sissy whore. He kept this up for at least ten minutes and my jaw was starting to ache from the assault my mouth was getting. We moved to the bed and he freed me of my black g string panties, feeling his way around to my ass pussy with his fingers.
He kissed my again deeply, which really turned my on, I'm such a slut. By this stage my cock was rock hard and I was dripping precum. He moved me onto all fours on the bed in doggy position. He stood behind me and started to rub his fingers in and around my nicely shaved asspussy. He told me he liked what he saw and before I knew he spat on my hole and proceeded to lick my ass. He worked his tongue in and out for a few minutes, and I have to admit it felt fucking good.
I even put my head into the pillow and used my hands to spead my ass cheeks more to give him better access. He then pulled me back to the side of the bed spat on my ass again and started to push his dick in my asspussy without a condom.
With just spit as lube it hurt like a Motherfucker and I had to stop for a minute or two with the pain. This time I got a condom and sucked his cock hard again, put the condom on and got back in doggy position. Second time round I was more relaxed and he slid straight in.
I had told Micheal I wanted to be treated like a Lady and fucked like Whore, and give him his due he delivered and fucked my ass solid for a good twenty minutes. He pounded my asspussy like a pornstar, I was getting dizzy just trying to keep up with him. All I could do was whimper like a little slut. I could fell I was going to come soon as this pounding he was giving my ass was rubbing my prostate, and I could feel an explosion coming on. Not good I thought as the last thing I wanted to do was cum first, I'm a one shot guy/gal, when I cum I normally need a break for an hour.
I was getting a little uncomfortable in the doggy position so I turned over onto my back with my legs in the air, he pushed my legs back behind my head still fucking my ass, this time kissing me. That was it I couldn't hold back, I told Micheal I was going to cum. Unexpectedly he pulled his cock out of my ass, moved down and put his mouth on my cock sucking me off letting my come in his mouth. He then moved back up and kissed me dumping a mix of my cum and his spit into my mouth.
I tried to resist but I hadn't expected it so all I could do was be a little whore and swallow the whole load. I told Micheal I needed a break but I could tell he had other plans. His dick had gone a bit flacid so he took of the condom and both lay on the bed spooning, him behind me. Before I knew his dick was hard again and he was pushing his cock bareback up my asspussy again.
I was too exhausted to stop him this time, but secretly I wanted to feel him in my ass. I knew I had made a big mistake cumming first and too quick, as I had sobered up pretty quick after I blew my load. I could also tell that Micheal wasn't going to be finished anytime soon. And by the feeling of the pounding my ass was getting he was enjoying it. Well I had asked for it, and to be honest I was getting my second breath.
Micheal pulled out of my ass and we moved into 69 position, me underneath, I cleaned his cock with my mouth and sucked him in and out, working my around his balls with my tongue, licking between his legs and licking his sweaty asshole. I could tell the attention his ass was getting was working. He told me he was ready to cum so I asked him what to do. He told me get on my knees, which I promtly did. I stoked his cock a few more times just before he erupted a huge load of man cum into my mouth meanwhile keeping eye contact I swallowed his load in one gulp revelling in the slutiness of it.
We both had a bit of a laugh and a five minute well earned rest, before I realised his cock was hard again. He told me then that he can come multiple times no problem, I've never met anyone that could do that. The second time round was much gentler, more kissing, licking and I have to say Micheal was a great lover. He fucked me more like a girlfirend or wife the second time, we finished up me on my back, legs up in the air, him fucking me bareback, jerking my cock at the same time. In the end he came in my ass and I jerked my cum over my belly. We shared another laugh and kissed and agreed to meet again, next time maybe a bit of roleplay too.
He got dressed and he said goodbye, I think I lay down and slept for an hour after because I was so spent. When I got up later I was covered in cum, with Micheals cum leaking out of my ass and down my leg. Kind of a nice feeling to be honest ;-) can't wait until next time xx Paula
Fay
- 15.04.2022
- 13
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