Ladyboys Moving to Thailand and my first Ladyboy
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My First Lady Sex free porn video
My first lady.
At 18 years of age I had accumulated savings of £1,850.00p a sum that in my youth was a lot. For the most part it had been earned by me lying flat on my back with my legs spread or with a cock in my mouth. Sex paid and I was keen for it to continue to do so. By now I knew that men found me sexually attractive but what came as a complete surprise was that some women were also drawn to me sexually and as it turned out, me to them. I first became aware of it at a Christmas party at a house in Fulham, London. I had been invited by Hazel, a girl of a similar age to me who I knew from my part time job. To placate my parents, I had told them that I would be staying with Hazel after the party and would be back home some time the following day, Sunday. That wasn’t strictly true, but I was on the look out for more business and needed to give myself options. I dressed for the party in a white polyester cotton mix blouse, an orange mini skirt the hem about 4 inches above the knee and white plastic knee length Cuban heeled tight fitting boots that were all the rage at the time. Underneath I had on a white lace see through bra with matching lace edged panties under sheer black tights. My hair was cut short in Jean Shrimpton fashion that suited me extremely well.
We arrived at just after 9.00pm having had a few drinks at a local pub. By the time we arrived the party was underway, although not in full swing as several guests had yet to arrive. I was introduced to the people giving the party and a couple of other people and then Hazel disappeared with a guy that she had arranged to meet. I was left kicking my heels for a bit but it wasn’t long before a tall, slim woman with shoulder length blond hair and wearing an expensive looking very tight very short black dress with a neckline that left no doubt she was bra-less. The hem of the dress ended just below her crotch. ‘Nice tits’ was my first thought as she stopped in front of me and smiled a perfect smile revealing beautiful white teeth..
‘Hi’ she said. ‘I’m Alice, who are you?’.
‘Paula’ I responded, at which she bent forward and kissed me on the cheek before saying; ‘Very pleased to me you’. She introduced herself as being a neighbor of the Stevens’ the people whose party we were at but who she told me were a terrible bore but did do partying well. She laughed at that remark and ask if I wanted to dance. It wasn’t unusual for women to dance together and as I had no other company I agreed, and we pushed our way through the crowd to where the dancing was going on to a loud Stones record.
After a few dances we retrieved our drinks and she took my hand and led to a sofa where we sat down and chatted. After a while I decided that I found her to be very attractive, vivacious and amusing. She asked about me and what I was doing and was very interested in my just having started at university. She told me that she was a buyer for an up-market London based chain of boutiques, and regaled me with a wealth of stories about various customers and celebrities that frequented the stores. At 18 and naïve about much of the world I was obviously taken with her sophistication and poise. There was something else I noticed as well; that she made me feel like I did when I fancied a man and after a while, I realised that I found her sexually attractive, a feeling that gave me goose bumps. As she spoke she moved about freely on the sofa crossing and uncrossing her legs and shifting her position that, because the shortness of her dress, gave me an eyeful of her crotch that was covered by tight black silk knickers that I noticed allowed small strands of blonde pubic hair to escape the edges of the gusset. Also, as she became more animated in her stories and thus her movements ( by now we had consumed several glasses of wine each) her ample perfectly formed tits and rich dark nipples were revealed to me on numerous occasions in sumptuous detail.
The upshot of her behaviour and charm was that I felt myself becoming sexually aroused and I could feel that my panties were becoming damp as my desire increased. It unnerved me but also excited me that I really fancied this woman and would readily fuck her or allow her to have me! She had the shapeliest long legs that were bare and slightly tanned. Her mouth was wide with full lips that glowed red with an expensive lipstick that I had the urge to kiss.
We danced some more and then at Alice’s suggestion we went out into the rear garden for some air and to smoke a cigarette. We walked along a concrete path and about 50 or 60 yards from the house we stepped behind a garden shed that put us out of sight of others who were in the garden closer to the house. As I reached for my cigarettes, she put her hand on my mine and stopped me. ‘Try one of these’, she said producing a silver cigarette case and flicking it open to reveal several roll up ciggies. I looked puzzled as I had never smoked anything other than filter tipped tailor made brands. She laughed at my expression and said, ‘These aren’t your usual brand of smokes darling!’ and winked at me. I suddenly understood and said that I had never tried anything like them before. ‘Well’, she said, ‘There has to be a first time’ and lit one and handed it to me. I was a bit apprehensive but didn’t want to look ‘square’ as we used to say back in the day. I took a puff and inhaled, it tasted musky and dry and I didn’t like the pungent smell but insofar that Alice, or ‘A’ as she told me that she preferred to be called, was smoking one I persevered and by the end of it I found it wasn’t that unpleasant.
‘What do you think? She asked me, Any affect?’
I admitted that at that precise moment that, no, I had no other feelings other than feeling somewhat pissed through having a lot to drink. At which point we both burst out laughing and she hugged me. Then she kissed me full on the mouth. Holding the kiss for a few heart beats she pulled back and looked me straight in the eyes and said in very sexy husky voice ‘That’s what you wanted me to do, right?’
I was frozen to the spot and couldn’t speak; I was so confused and at the same time my heart was pounding with fear and excitement. After a short while I felt my head nod in the affirmative, oh yes that was exactly what I wanted her to do! She moved in again, put her arms around me and kissed me fully on the mouth whilst at the same time forcing my lips apart with her tongue and then thrusting it deep inside my now willingly open mouth before moving it around and intertwining it with mine. I could taste her, and she was delicious, and I felt my legs beginning to tremble and a hot passionate feeling in my groin culminating in me getting close to cumming as her right hand caressed and squeezed my left breast whilst her other hand cupped the back of my head to force a harder kiss and faster deeper movement of her tongue in my mouth. I was gasping with excitement and put my arms around her to pull her against me as hard as possible feeling her pubic mound extended and hard against my own that sent shivers of deight and excitement through me!
Overcome with desire, I moved my right hand from her back to grasp her left breast, crushing it so much that she let out a small cry. At the same time, I started thrusting my pelvic mound against hers and rotating it slowly. She sighed into my mouth and then reached down and taking my right hand she directed it between us and down between her legs.
‘Gently baby’ she sighed into my mouth ‘make me cum’.
I squeezed her pubic mound in the same way that I did mine when I was pleasuring myself and heard her moan softly and felt her press her mound into my hand. My fingers moved down and then between her legs that she opened slightly to give me access. Her panties were soaked with love juice and I rubbed her soft swollen cunt lips through the fabric at first gently and then with more pressure and urgency and was rewarded with her gasping and asking for more. In my excitement I paused and pressed my hand between my own legs raising my skirt to my hips and feeling the electric charge of my sex as I rubbed and squeezed it. Returning to ‘A’, I resumed caressing her pussy, slipping my forefinger under the edge of her panties and between her cum juice soaked cunt lips. She gave another small cry into my mouth kissing me harder and then caressed each of my breasts hard with both hands, her finger tips pinching my erect and hard nipples. My fingers had found their way fully inside her panties and I probed her open cunt, luxuriating in the wetness of her and the heat of her hole as she writhed and gasped under my touch.
‘Get your tits out for me baby’, she gasped urgently into my mouth ‘I want to suck them before you go down on me!’ I was still feeling her, my forefinger searching her most innermost parts, nothing would have stopped me!, but I was suddenly very aware of where we were and that someone could appear at any moment. ‘What here!’ I exclaimed quietly, ‘We’re in the open!’
She let out a small gasp, ‘No one will see us in the dark and anyway no one here will care’ She replied fumbling to find the buttons of my blouse. I let her continue for a moment or so but she was having trouble so I paused from administering to her cunt and undid my blouse. Pulling it open I fumbled to get my tits out from the bra until she hurriedly found the fastener at my back and unhooked it. Freed from the hot material my tits tingled in the cold air and when her lips fell hungrily upon each of them and she sucked on my nipples one after the other. The feeling of her hot mouth and wet saliva on my chilled skin was exquisite and I took hold of each breast and fed them to her, letting her tongue and mouth enjoy as much flesh as possible. Gasping she stopped after a few minutes and stepped back, reached down, pulled up her skirt and yanked her panties off. ‘Go down baby, go down!’ she gasped pressing on my shoulders. I crouched down and could just make out in the dark her triangle of pubic hair against her white skin. Suddenly I was overwhelmed with the desire to press my face into her and taste her. I did just that and she made a long aaahhhhh sound and spread her legs wide as I kissed and licked her pubic mound and felt the roughness of her pubic hair touch my lips and face and the sweet slight musky taste of her cum juices that I had spread over her whilst fingering her hole. She pressed my face hard into her and I heard her whisper, ‘Suck me baby, fuck me and make me cum, please’.
I needed no encouragement as my mouth found her wet cunt lips and then, prising them apart with my fingers, I ran my tongue the full length of her slit from arse to clit. At the same time I used my right hand to masturbate myself through my tights and panties pressing hard until I felt myself shudder with an orgasm that was the best I had ever had while I frantically commenced to lick and suck and nibble at her engorged clit. Her moans were now loud or so it seemed as she moved to my rhythmic licking and sucking. Then on an impulse I extended my tongue as far as it would protrude and ducking my head between her legs I in plunged it as deep into her cunt as it would go and using my tongue as a cock I commenced to fuck her pussy moving it back and forth as fast as I could whilst sucking in her fast flowing cum juice. I could feel her legs quivering and shaking as I pleasured her and she responded with movements of body and by running her hands through my hair and over my shoulders whilst softly urging me on with desperate words of encouragement and exclamations of pleasure.
All of a sudden she cried out, gripping my shoulders hard and digging her nails into my flesh and then suddenly she bent over me, seized by a tremendous orgasm, whilst all the time rotating and grinding her hips against my face and mouth until after what seemed an age she let out a long deep groan and sigh and slumped down on her haunches enfoldeding me in her arms. We stayed like that for a minute or more before she slowly stood up taking me with her. We stood in a tight embrace kissing and caressing one another for a long time, my naked breasts pressed against her hot trembling body, both of us oblivious to chill night air.
‘That was wonderful darling’ she whispered into my ear after a while. ‘You sure as hell know your way round a girl’s body. Thank you’. She kissed me on the mouth again and then asked if I had enjoyed it.
‘I think I heard you cum a couple of times?’. I smiled and nodded yes and then kissed her.
‘It was wonderful’, I said softly against her lips, meaning every word.
I dared not admit that this had been my first ever sexual experience with a woman. She helped me dress and we went back into the house. By now it was the early in the morning, but the party was still in full flow with the music and chattering of guests ever louder. We moved through the crowd, but no one gave us a second glance. All that fucking going on in the garden and everyone was oblivious to it! We laughed at the thought as we sought out the bathrooms to clean up.
Having straightened ourselves up we met on the stairs. ‘I live just a few doors along from here’ she informed me. ‘Do you have to go home, or would you like to sleep with me tonight? It’s Sunday so we can have a long lay in and relax’.
I kissed her lightly on the mouth and said, ‘That would be lovely’.
And so that was the first time I had sex with a woman, but not the last time. Sunday was, well, let’s say very active throughout the day! Our relationship lasted for many years and I’ll tell you more in the future.
Hope you enjoy this little memoir. Love Paula
At 18 years of age I had accumulated savings of £1,850.00p a sum that in my youth was a lot. For the most part it had been earned by me lying flat on my back with my legs spread or with a cock in my mouth. Sex paid and I was keen for it to continue to do so. By now I knew that men found me sexually attractive but what came as a complete surprise was that some women were also drawn to me sexually and as it turned out, me to them. I first became aware of it at a Christmas party at a house in Fulham, London. I had been invited by Hazel, a girl of a similar age to me who I knew from my part time job. To placate my parents, I had told them that I would be staying with Hazel after the party and would be back home some time the following day, Sunday. That wasn’t strictly true, but I was on the look out for more business and needed to give myself options. I dressed for the party in a white polyester cotton mix blouse, an orange mini skirt the hem about 4 inches above the knee and white plastic knee length Cuban heeled tight fitting boots that were all the rage at the time. Underneath I had on a white lace see through bra with matching lace edged panties under sheer black tights. My hair was cut short in Jean Shrimpton fashion that suited me extremely well.
We arrived at just after 9.00pm having had a few drinks at a local pub. By the time we arrived the party was underway, although not in full swing as several guests had yet to arrive. I was introduced to the people giving the party and a couple of other people and then Hazel disappeared with a guy that she had arranged to meet. I was left kicking my heels for a bit but it wasn’t long before a tall, slim woman with shoulder length blond hair and wearing an expensive looking very tight very short black dress with a neckline that left no doubt she was bra-less. The hem of the dress ended just below her crotch. ‘Nice tits’ was my first thought as she stopped in front of me and smiled a perfect smile revealing beautiful white teeth..
‘Hi’ she said. ‘I’m Alice, who are you?’.
‘Paula’ I responded, at which she bent forward and kissed me on the cheek before saying; ‘Very pleased to me you’. She introduced herself as being a neighbor of the Stevens’ the people whose party we were at but who she told me were a terrible bore but did do partying well. She laughed at that remark and ask if I wanted to dance. It wasn’t unusual for women to dance together and as I had no other company I agreed, and we pushed our way through the crowd to where the dancing was going on to a loud Stones record.
After a few dances we retrieved our drinks and she took my hand and led to a sofa where we sat down and chatted. After a while I decided that I found her to be very attractive, vivacious and amusing. She asked about me and what I was doing and was very interested in my just having started at university. She told me that she was a buyer for an up-market London based chain of boutiques, and regaled me with a wealth of stories about various customers and celebrities that frequented the stores. At 18 and naïve about much of the world I was obviously taken with her sophistication and poise. There was something else I noticed as well; that she made me feel like I did when I fancied a man and after a while, I realised that I found her sexually attractive, a feeling that gave me goose bumps. As she spoke she moved about freely on the sofa crossing and uncrossing her legs and shifting her position that, because the shortness of her dress, gave me an eyeful of her crotch that was covered by tight black silk knickers that I noticed allowed small strands of blonde pubic hair to escape the edges of the gusset. Also, as she became more animated in her stories and thus her movements ( by now we had consumed several glasses of wine each) her ample perfectly formed tits and rich dark nipples were revealed to me on numerous occasions in sumptuous detail.
The upshot of her behaviour and charm was that I felt myself becoming sexually aroused and I could feel that my panties were becoming damp as my desire increased. It unnerved me but also excited me that I really fancied this woman and would readily fuck her or allow her to have me! She had the shapeliest long legs that were bare and slightly tanned. Her mouth was wide with full lips that glowed red with an expensive lipstick that I had the urge to kiss.
We danced some more and then at Alice’s suggestion we went out into the rear garden for some air and to smoke a cigarette. We walked along a concrete path and about 50 or 60 yards from the house we stepped behind a garden shed that put us out of sight of others who were in the garden closer to the house. As I reached for my cigarettes, she put her hand on my mine and stopped me. ‘Try one of these’, she said producing a silver cigarette case and flicking it open to reveal several roll up ciggies. I looked puzzled as I had never smoked anything other than filter tipped tailor made brands. She laughed at my expression and said, ‘These aren’t your usual brand of smokes darling!’ and winked at me. I suddenly understood and said that I had never tried anything like them before. ‘Well’, she said, ‘There has to be a first time’ and lit one and handed it to me. I was a bit apprehensive but didn’t want to look ‘square’ as we used to say back in the day. I took a puff and inhaled, it tasted musky and dry and I didn’t like the pungent smell but insofar that Alice, or ‘A’ as she told me that she preferred to be called, was smoking one I persevered and by the end of it I found it wasn’t that unpleasant.
‘What do you think? She asked me, Any affect?’
I admitted that at that precise moment that, no, I had no other feelings other than feeling somewhat pissed through having a lot to drink. At which point we both burst out laughing and she hugged me. Then she kissed me full on the mouth. Holding the kiss for a few heart beats she pulled back and looked me straight in the eyes and said in very sexy husky voice ‘That’s what you wanted me to do, right?’
I was frozen to the spot and couldn’t speak; I was so confused and at the same time my heart was pounding with fear and excitement. After a short while I felt my head nod in the affirmative, oh yes that was exactly what I wanted her to do! She moved in again, put her arms around me and kissed me fully on the mouth whilst at the same time forcing my lips apart with her tongue and then thrusting it deep inside my now willingly open mouth before moving it around and intertwining it with mine. I could taste her, and she was delicious, and I felt my legs beginning to tremble and a hot passionate feeling in my groin culminating in me getting close to cumming as her right hand caressed and squeezed my left breast whilst her other hand cupped the back of my head to force a harder kiss and faster deeper movement of her tongue in my mouth. I was gasping with excitement and put my arms around her to pull her against me as hard as possible feeling her pubic mound extended and hard against my own that sent shivers of deight and excitement through me!
Overcome with desire, I moved my right hand from her back to grasp her left breast, crushing it so much that she let out a small cry. At the same time, I started thrusting my pelvic mound against hers and rotating it slowly. She sighed into my mouth and then reached down and taking my right hand she directed it between us and down between her legs.
‘Gently baby’ she sighed into my mouth ‘make me cum’.
I squeezed her pubic mound in the same way that I did mine when I was pleasuring myself and heard her moan softly and felt her press her mound into my hand. My fingers moved down and then between her legs that she opened slightly to give me access. Her panties were soaked with love juice and I rubbed her soft swollen cunt lips through the fabric at first gently and then with more pressure and urgency and was rewarded with her gasping and asking for more. In my excitement I paused and pressed my hand between my own legs raising my skirt to my hips and feeling the electric charge of my sex as I rubbed and squeezed it. Returning to ‘A’, I resumed caressing her pussy, slipping my forefinger under the edge of her panties and between her cum juice soaked cunt lips. She gave another small cry into my mouth kissing me harder and then caressed each of my breasts hard with both hands, her finger tips pinching my erect and hard nipples. My fingers had found their way fully inside her panties and I probed her open cunt, luxuriating in the wetness of her and the heat of her hole as she writhed and gasped under my touch.
‘Get your tits out for me baby’, she gasped urgently into my mouth ‘I want to suck them before you go down on me!’ I was still feeling her, my forefinger searching her most innermost parts, nothing would have stopped me!, but I was suddenly very aware of where we were and that someone could appear at any moment. ‘What here!’ I exclaimed quietly, ‘We’re in the open!’
She let out a small gasp, ‘No one will see us in the dark and anyway no one here will care’ She replied fumbling to find the buttons of my blouse. I let her continue for a moment or so but she was having trouble so I paused from administering to her cunt and undid my blouse. Pulling it open I fumbled to get my tits out from the bra until she hurriedly found the fastener at my back and unhooked it. Freed from the hot material my tits tingled in the cold air and when her lips fell hungrily upon each of them and she sucked on my nipples one after the other. The feeling of her hot mouth and wet saliva on my chilled skin was exquisite and I took hold of each breast and fed them to her, letting her tongue and mouth enjoy as much flesh as possible. Gasping she stopped after a few minutes and stepped back, reached down, pulled up her skirt and yanked her panties off. ‘Go down baby, go down!’ she gasped pressing on my shoulders. I crouched down and could just make out in the dark her triangle of pubic hair against her white skin. Suddenly I was overwhelmed with the desire to press my face into her and taste her. I did just that and she made a long aaahhhhh sound and spread her legs wide as I kissed and licked her pubic mound and felt the roughness of her pubic hair touch my lips and face and the sweet slight musky taste of her cum juices that I had spread over her whilst fingering her hole. She pressed my face hard into her and I heard her whisper, ‘Suck me baby, fuck me and make me cum, please’.
I needed no encouragement as my mouth found her wet cunt lips and then, prising them apart with my fingers, I ran my tongue the full length of her slit from arse to clit. At the same time I used my right hand to masturbate myself through my tights and panties pressing hard until I felt myself shudder with an orgasm that was the best I had ever had while I frantically commenced to lick and suck and nibble at her engorged clit. Her moans were now loud or so it seemed as she moved to my rhythmic licking and sucking. Then on an impulse I extended my tongue as far as it would protrude and ducking my head between her legs I in plunged it as deep into her cunt as it would go and using my tongue as a cock I commenced to fuck her pussy moving it back and forth as fast as I could whilst sucking in her fast flowing cum juice. I could feel her legs quivering and shaking as I pleasured her and she responded with movements of body and by running her hands through my hair and over my shoulders whilst softly urging me on with desperate words of encouragement and exclamations of pleasure.
All of a sudden she cried out, gripping my shoulders hard and digging her nails into my flesh and then suddenly she bent over me, seized by a tremendous orgasm, whilst all the time rotating and grinding her hips against my face and mouth until after what seemed an age she let out a long deep groan and sigh and slumped down on her haunches enfoldeding me in her arms. We stayed like that for a minute or more before she slowly stood up taking me with her. We stood in a tight embrace kissing and caressing one another for a long time, my naked breasts pressed against her hot trembling body, both of us oblivious to chill night air.
‘That was wonderful darling’ she whispered into my ear after a while. ‘You sure as hell know your way round a girl’s body. Thank you’. She kissed me on the mouth again and then asked if I had enjoyed it.
‘I think I heard you cum a couple of times?’. I smiled and nodded yes and then kissed her.
‘It was wonderful’, I said softly against her lips, meaning every word.
I dared not admit that this had been my first ever sexual experience with a woman. She helped me dress and we went back into the house. By now it was the early in the morning, but the party was still in full flow with the music and chattering of guests ever louder. We moved through the crowd, but no one gave us a second glance. All that fucking going on in the garden and everyone was oblivious to it! We laughed at the thought as we sought out the bathrooms to clean up.
Having straightened ourselves up we met on the stairs. ‘I live just a few doors along from here’ she informed me. ‘Do you have to go home, or would you like to sleep with me tonight? It’s Sunday so we can have a long lay in and relax’.
I kissed her lightly on the mouth and said, ‘That would be lovely’.
And so that was the first time I had sex with a woman, but not the last time. Sunday was, well, let’s say very active throughout the day! Our relationship lasted for many years and I’ll tell you more in the future.
Hope you enjoy this little memoir. Love Paula
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