Hypothetical Hitch Hiker Part 1
- 2 years ago
- 40
- 0
Hitch HIker Adventure free porn video
Picked up a hitch hiker on their way to San Francisco.
I am heading up Rt5, got off to get gas, there is a tranny hitch hiker by the on ramp, I am dressed in my gurl clothes but not too noticeable unless you were tranny oriented. I had on my panties, waist cincher, bra with A cup forms, girls jeans, and shirt. Not too obvious. I stopped the car and the hitch hiker came to the passenger side door, they said, "going to San Francisco?" and I said, "Hop in we will go together". He put his stuff in the back and hopped into the passenger seat in front. I looked across and looked into his eyes and could tell he was totally into being fem. He looked me over and his eyes got big as he saw my fem garb and noticed my breasts pushing my shirt out. We both smiled at each other with knowingness and thoughts of, "this will be an interesting ride". I introduced myself as Johnny, and he as James. We started talking about the long ride, heat in the desert and then politics. He was for Biden and hoped the scene in San Francisco was going to be calmer with Biden. I agreed and said, we must make our society safe for people like us, and James looked hard into my eyes and agreed. We both warmed up to our feminine sides fast. Then I said, "how long have you been dressing?" He said, "since I was a little boy, and now I am going fem wherever I go, I said I am also stepping out but not to his degree.
We both sat in silence for the next 20 miles or so, and then he put his hand on my leg, and I opened my knees to let him know I liked the touch. I said you are welcome to explore me, I hope to get to explore you as well. He said, "Yeah that is a good thought, we should find a hotel." I was not ready for that but he planted the seed. He continued to feel my leg, which got me hard, he moved up to my cock and caressed it through the jeans and I was getting to scream hard. He then brought his other hand up to my tits and felt them, appreciating my bra with A-cups. He found his way into my nipple under my blouse and started to tweak them making my cock get even harder. I said we have to chill since I needed to concentrate on driving, so he backed off and simply kept his hand on my hard cock. I put my hand on his cock and could feel it easily through his thin female slacks, and panties that held him nicely. He said, "like what you feel, and I nodded in agreement, I said, "we both like what we are feeling, both inside and out." He agreed, and we continued to talk about crossdressing in public and how we are accepted, or not accepted.
I asked him what his fem name is and he said Jamie, since it goes with his boy name, and I say call me Joyce, kind of goes with Johnny but mostly expresses my inner passion of joy on this planet in this lifetime. Jamie continued to tell me about her transition, being with other women who accepted him and rejected him. I asked him about what did he think made women accept him and he said, "Don't really know but they were open souls who had their own fetishes that involved them being subservient to their own desires and passions. One woman was into long nails and PVC clothing and putting Jamie in bondage for a day while she teased him everywhere." I said, "how did you like it?" He said, "took some getting used to but I eventually yearned for her tying me up and torturing me both with teasing and pain. This surprised the hell out of me and then realized that we are all victims of our sensations, and no matter how acceptable they are our bodies are on a different level." I nodded in agreement and felt his cock stiffen under my caressing fingers.
We were both getting hotter as we rode talking about our fetishes. My favorite fetish is about feeling a crossdresser with boobs and acting like we are lesbians, kissing deeply, feeling our boobs and finally sucking each other's cocks, but edging with our panties on and sometimes not taking them off but simply feeling through them, coupled with kissing and feeling their boobs. I love to have mine felt also, like a girl might, but I am not sure if girls like their boobs felt since my experience is pushed in the other direction. Jamie said he loved the same thing especially sucking of nipples. He wants to get fucked while his boobs are clamped, and his cock is pumped. He wants to cum without touching his cock, like a girl would through the inside passage. I said that would suit me as well and I would love to fuck him silly while I pinched his nipples. He felt my cock even harder, unzipped me, and put his hot hand on my hot cock, it felt wonderful, the slippery sensation of his fingers trailing along the underside of my hard cock. Oh, I love this ride, we were so out there in tranny land.
We were getting closer to SF near Stockton, not a great place to pull over, but we needed a pee break, went into a rest stop and hit the bathrooms. He had to go into the female restroom since he was in girl mode and I went into the men's with quite a few men looking me over. One guy caught on quick and came over and complemented me on my outfit, said he was a crossdresser as well, thought we might hit it off. I told him about Jamie and to meet us around back in 5 minutes. I went out to Jamie and said, "follow me, we have a surprise around back." Jammie followed me and we met up with the guy, his eyes were big, and we smiled and said hi. He wanted to know if we were a couple and I told him no but becoming fast female friends. He said "I am on my way to SF and would like to hook up with you two if you like, he said his name is David and to call him Dina, since he liked the fem side of himself being expressed. He showed us the tops of his panties and pulled up his shirt to show us his bra. He had a hardon that we could see between his legs. Under his pants he had on stockings, which I thought was a nice measure. We exchanged phone numbers and were off as he said he can fully dress at his place in SF if we wanted to visit him. We said goodbye and thought about the possibilities.
Back on the road, we kissed deeply before pulling out of the parking space, my cock rose again, Jamie's did as well, we were so hot for each other. I asked Jamie if he was married and he said, well, "yes I am, and my wife is expecting me back in SF today." Well, that was a new twist, here I am feeling the cock of a married crossdresser, something I wished I had in my life. Jamie said his wife supports him fully and would like him to go fem full time and be her girlfriend with benefits. I thought this would be such a wonderful thing for him, he was so naturally fem. We continued into SF and got to his place, I went in to meet his wife and she was such a sweet doll. She was so glad to see Jamie she hugged him hard as she kissed him deeply. Jamie introduced me and she was pleasantly surprised that I was also a crossdresser. She loved my outfit and that it was out there but subdued. Her name is Julia and she wanted to know if Jamie and I got intimate with our discussion and we said we had, and then she asked, did you guys feel each other up, and we both looked at each other and Julia and she know we had. Julia then said, "ok gurls strip, I want you both naked in seconds." Jamie and I were like Olympic athletes in the triathlon, stripping naked in about 10 second’s total. We both saw each other for the first time, Jamie had a nice fat long cock, and I about 6" Julia said we both looked good and will look better and to get to the shower.
Once in the large shower with the water on, she told us to kiss each other to show her how passionate we were for each other, this was an easy act, since we had been kissing all the way down the 5. She stripped naked and joined us in the shower. Her medium sized boobs and short wide hip stature made her very statuesque and cute in a friendly way, I could see where Jami could where some of her lingerie but not most. I am taller tan they both are, and Julia's head came up to my shoulder. She herded use into a shave job from neck to toe, Jamie was shaved already but had stubble and I was hairy, and she shaved us both smooth. This made me feel wanted and controlled at the same time as giving my fem side validation in that I could be a good looking female if done right. Julia got us out of the shower and told us she would make us up with makeup and wigs and the rest of the lingerie that we loved. She took me first, and made my face into a feminine doll to die for, I loved the look, felt I was finally going all the way, Jamie was next and Julia made him really look good, I would have to kiss him later. Then she did her own make up and dressed us in some casual feminine wear with boobs that showed but no too big. Once we had our shoes on she said, "ok, let's go, we have many places to see, and not enough time to do it." Jamie and I looked at her and smiled, we knew she was taking us on the fem circuit in SF and that she would be the one who was titillated with scenes of other guys giving us the fem treatment, while we would have to please them in our feminine way, Jamie and I were both over the top with excitement, we knew we needed this trip, and Julia was giving it to us.
Out we went down the street, folks did not pay us much attention, which made me understand that dressing fem is not such a big deal, although we were in SF. On down to the train station, picked up a trolley took us to the tenderloin district where anything goes mostly. Out on the sidewalk down the street, she had us hold hands as we walked so that folks could see we were spoken for. I got to feel like a lesbian which was one of my dreams and Julia pulled us into a night club. This one had dancing and strippers both men and women strutting their naked bodies with limited fetish clothing on. A gurl was on stage doing a strip tease, sticked out her booty with a butt plug planted in deeply. She was moaning that it was breaking her in half and needed someone to pull it out with their teeth, no one jumped to help but they certainly were feeling themselves up as fast as she/he was asking for help. Another gurl came up and put her mouth over the butt plug and pulled it out, then licked it and shoved it into the first gurls mouth and they both sucked it clean. I thought this was so hot and reached over to Jamie's lap and felt him up, Julia's hands were there already so we both held hands while feeling Jamie.
Julia got excited when the gurl strippers were done and the club called for volunteers. Julia was upon on stage before they stopped announcing and was doing a great strip tease for everyone’s enjoyment. She was jerking off as fast as she could, and then walked off stage, came back with a dong strapped to her waist. She motioned to Jamie to come up to the stage, and he reluctantly got up and went up to stand next to Julia. She put her arms around his neck and felt his boobs, since we were both dressed to get fucked. She followed up with a deep kiss and then felt his cock and balls and unzipped and pulled it out. He was a good size, almost 9" and she had it all out. The next part led to more fun, she directed Jamie to kneel and suck her dong, he did so willingly. Then she made him pull down his panties and kneel on the floor so she could fuck him, we all watched in anticipation of we what we thought would be next. She did not disappoint, I wondered how I would feel fucking Jamie since he and I had gotten intimate at least in our mental space on the way up to SF.
Jamie, was ready to receive Julia's dong, he said, "Julia, my mistress of my life, please fuck me, stick your dong deep inside me, make me the female I would like to be, you know me, thank you." Julia responded with, "Jamie my love, I so love to fuck you, you are my femboi and I love you as my sissy submissive, take my hard cock deep into your asshole, you make me so hard, but then I can only get hard with plastic." Jamie's asshole opened as he pushed hard to take in Julia's dong. His asshole opened and swallowed the dong as deep as Julia could push it, "Give me all you have Julia," Jamie pleaded, "I love to feel you inside me as you fuck my asshole." I was hard as a rock, feeling my tits and my middle finger simulating a cock. This got the guy next to me looking as he was surveying the crowd for action. He came over and kissed me deeply, another male kiss today, I was getting used to these guys sticking their fat tongues down my throat and feeling my cock and helping it get hard. He was so into the stage action, he said, feel my cock and I reached into his pants and felt his cock behind nylon panties, and I gave him a knowing look, he was into my scene as well. I guess this is what SF is all about. He sat down next to me and we started to kiss and feel each other up right there in the audience as Julia was fucking Jamie who was moaning loudly and stating that he was about to cum. Julia looked over and saw me with this guy and she motions to the guy to get up there and suck up Jamie's cum, he moves quickly, savoring the opportunity to be decadent and on stage to share his decadence with everyone. I was so over cum by the scene that I followed him up on stage and pulled down his pants as he was getting under Jamie. I caressed his hard cock through the panties, which the crowd loved, then I took out his cock and started deep throating him as best I could, to the crowd viewing pleasure. They were all getting off in their own way, and I was dressed to kill in my fem clothes so looked like a girl sucking her man, which I loved the image in my head.
Jamie was gasping and breathing deeply and said, "here I cum, gobble it all" ohh, ohh, ohh, it is so good. And the guy opened wide and sucked all of Jamie's cum into his mouth. Then he got up, pulled his cock out of my mouth, and shared the cum with Julia and then me, we all group kissed and took a bow to a roaring crowd who loved the scene and its depravity. We all got our clothes back on and got off the stage. Josh, the guy who came on to me, was fast becoming our bedfellow friend. We were glad to meet him and invited him over for a post orgy drink at Julia's which was a couple miles away. He said he had a car and we all got in, Julia to feel Josh up as he drove, and Jamie and I in the back seat to kiss deeply and savor our newfound adventure.
I am heading up Rt5, got off to get gas, there is a tranny hitch hiker by the on ramp, I am dressed in my gurl clothes but not too noticeable unless you were tranny oriented. I had on my panties, waist cincher, bra with A cup forms, girls jeans, and shirt. Not too obvious. I stopped the car and the hitch hiker came to the passenger side door, they said, "going to San Francisco?" and I said, "Hop in we will go together". He put his stuff in the back and hopped into the passenger seat in front. I looked across and looked into his eyes and could tell he was totally into being fem. He looked me over and his eyes got big as he saw my fem garb and noticed my breasts pushing my shirt out. We both smiled at each other with knowingness and thoughts of, "this will be an interesting ride". I introduced myself as Johnny, and he as James. We started talking about the long ride, heat in the desert and then politics. He was for Biden and hoped the scene in San Francisco was going to be calmer with Biden. I agreed and said, we must make our society safe for people like us, and James looked hard into my eyes and agreed. We both warmed up to our feminine sides fast. Then I said, "how long have you been dressing?" He said, "since I was a little boy, and now I am going fem wherever I go, I said I am also stepping out but not to his degree.
We both sat in silence for the next 20 miles or so, and then he put his hand on my leg, and I opened my knees to let him know I liked the touch. I said you are welcome to explore me, I hope to get to explore you as well. He said, "Yeah that is a good thought, we should find a hotel." I was not ready for that but he planted the seed. He continued to feel my leg, which got me hard, he moved up to my cock and caressed it through the jeans and I was getting to scream hard. He then brought his other hand up to my tits and felt them, appreciating my bra with A-cups. He found his way into my nipple under my blouse and started to tweak them making my cock get even harder. I said we have to chill since I needed to concentrate on driving, so he backed off and simply kept his hand on my hard cock. I put my hand on his cock and could feel it easily through his thin female slacks, and panties that held him nicely. He said, "like what you feel, and I nodded in agreement, I said, "we both like what we are feeling, both inside and out." He agreed, and we continued to talk about crossdressing in public and how we are accepted, or not accepted.
I asked him what his fem name is and he said Jamie, since it goes with his boy name, and I say call me Joyce, kind of goes with Johnny but mostly expresses my inner passion of joy on this planet in this lifetime. Jamie continued to tell me about her transition, being with other women who accepted him and rejected him. I asked him about what did he think made women accept him and he said, "Don't really know but they were open souls who had their own fetishes that involved them being subservient to their own desires and passions. One woman was into long nails and PVC clothing and putting Jamie in bondage for a day while she teased him everywhere." I said, "how did you like it?" He said, "took some getting used to but I eventually yearned for her tying me up and torturing me both with teasing and pain. This surprised the hell out of me and then realized that we are all victims of our sensations, and no matter how acceptable they are our bodies are on a different level." I nodded in agreement and felt his cock stiffen under my caressing fingers.
We were both getting hotter as we rode talking about our fetishes. My favorite fetish is about feeling a crossdresser with boobs and acting like we are lesbians, kissing deeply, feeling our boobs and finally sucking each other's cocks, but edging with our panties on and sometimes not taking them off but simply feeling through them, coupled with kissing and feeling their boobs. I love to have mine felt also, like a girl might, but I am not sure if girls like their boobs felt since my experience is pushed in the other direction. Jamie said he loved the same thing especially sucking of nipples. He wants to get fucked while his boobs are clamped, and his cock is pumped. He wants to cum without touching his cock, like a girl would through the inside passage. I said that would suit me as well and I would love to fuck him silly while I pinched his nipples. He felt my cock even harder, unzipped me, and put his hot hand on my hot cock, it felt wonderful, the slippery sensation of his fingers trailing along the underside of my hard cock. Oh, I love this ride, we were so out there in tranny land.
We were getting closer to SF near Stockton, not a great place to pull over, but we needed a pee break, went into a rest stop and hit the bathrooms. He had to go into the female restroom since he was in girl mode and I went into the men's with quite a few men looking me over. One guy caught on quick and came over and complemented me on my outfit, said he was a crossdresser as well, thought we might hit it off. I told him about Jamie and to meet us around back in 5 minutes. I went out to Jamie and said, "follow me, we have a surprise around back." Jammie followed me and we met up with the guy, his eyes were big, and we smiled and said hi. He wanted to know if we were a couple and I told him no but becoming fast female friends. He said "I am on my way to SF and would like to hook up with you two if you like, he said his name is David and to call him Dina, since he liked the fem side of himself being expressed. He showed us the tops of his panties and pulled up his shirt to show us his bra. He had a hardon that we could see between his legs. Under his pants he had on stockings, which I thought was a nice measure. We exchanged phone numbers and were off as he said he can fully dress at his place in SF if we wanted to visit him. We said goodbye and thought about the possibilities.
Back on the road, we kissed deeply before pulling out of the parking space, my cock rose again, Jamie's did as well, we were so hot for each other. I asked Jamie if he was married and he said, well, "yes I am, and my wife is expecting me back in SF today." Well, that was a new twist, here I am feeling the cock of a married crossdresser, something I wished I had in my life. Jamie said his wife supports him fully and would like him to go fem full time and be her girlfriend with benefits. I thought this would be such a wonderful thing for him, he was so naturally fem. We continued into SF and got to his place, I went in to meet his wife and she was such a sweet doll. She was so glad to see Jamie she hugged him hard as she kissed him deeply. Jamie introduced me and she was pleasantly surprised that I was also a crossdresser. She loved my outfit and that it was out there but subdued. Her name is Julia and she wanted to know if Jamie and I got intimate with our discussion and we said we had, and then she asked, did you guys feel each other up, and we both looked at each other and Julia and she know we had. Julia then said, "ok gurls strip, I want you both naked in seconds." Jamie and I were like Olympic athletes in the triathlon, stripping naked in about 10 second’s total. We both saw each other for the first time, Jamie had a nice fat long cock, and I about 6" Julia said we both looked good and will look better and to get to the shower.
Once in the large shower with the water on, she told us to kiss each other to show her how passionate we were for each other, this was an easy act, since we had been kissing all the way down the 5. She stripped naked and joined us in the shower. Her medium sized boobs and short wide hip stature made her very statuesque and cute in a friendly way, I could see where Jami could where some of her lingerie but not most. I am taller tan they both are, and Julia's head came up to my shoulder. She herded use into a shave job from neck to toe, Jamie was shaved already but had stubble and I was hairy, and she shaved us both smooth. This made me feel wanted and controlled at the same time as giving my fem side validation in that I could be a good looking female if done right. Julia got us out of the shower and told us she would make us up with makeup and wigs and the rest of the lingerie that we loved. She took me first, and made my face into a feminine doll to die for, I loved the look, felt I was finally going all the way, Jamie was next and Julia made him really look good, I would have to kiss him later. Then she did her own make up and dressed us in some casual feminine wear with boobs that showed but no too big. Once we had our shoes on she said, "ok, let's go, we have many places to see, and not enough time to do it." Jamie and I looked at her and smiled, we knew she was taking us on the fem circuit in SF and that she would be the one who was titillated with scenes of other guys giving us the fem treatment, while we would have to please them in our feminine way, Jamie and I were both over the top with excitement, we knew we needed this trip, and Julia was giving it to us.
Out we went down the street, folks did not pay us much attention, which made me understand that dressing fem is not such a big deal, although we were in SF. On down to the train station, picked up a trolley took us to the tenderloin district where anything goes mostly. Out on the sidewalk down the street, she had us hold hands as we walked so that folks could see we were spoken for. I got to feel like a lesbian which was one of my dreams and Julia pulled us into a night club. This one had dancing and strippers both men and women strutting their naked bodies with limited fetish clothing on. A gurl was on stage doing a strip tease, sticked out her booty with a butt plug planted in deeply. She was moaning that it was breaking her in half and needed someone to pull it out with their teeth, no one jumped to help but they certainly were feeling themselves up as fast as she/he was asking for help. Another gurl came up and put her mouth over the butt plug and pulled it out, then licked it and shoved it into the first gurls mouth and they both sucked it clean. I thought this was so hot and reached over to Jamie's lap and felt him up, Julia's hands were there already so we both held hands while feeling Jamie.
Julia got excited when the gurl strippers were done and the club called for volunteers. Julia was upon on stage before they stopped announcing and was doing a great strip tease for everyone’s enjoyment. She was jerking off as fast as she could, and then walked off stage, came back with a dong strapped to her waist. She motioned to Jamie to come up to the stage, and he reluctantly got up and went up to stand next to Julia. She put her arms around his neck and felt his boobs, since we were both dressed to get fucked. She followed up with a deep kiss and then felt his cock and balls and unzipped and pulled it out. He was a good size, almost 9" and she had it all out. The next part led to more fun, she directed Jamie to kneel and suck her dong, he did so willingly. Then she made him pull down his panties and kneel on the floor so she could fuck him, we all watched in anticipation of we what we thought would be next. She did not disappoint, I wondered how I would feel fucking Jamie since he and I had gotten intimate at least in our mental space on the way up to SF.
Jamie, was ready to receive Julia's dong, he said, "Julia, my mistress of my life, please fuck me, stick your dong deep inside me, make me the female I would like to be, you know me, thank you." Julia responded with, "Jamie my love, I so love to fuck you, you are my femboi and I love you as my sissy submissive, take my hard cock deep into your asshole, you make me so hard, but then I can only get hard with plastic." Jamie's asshole opened as he pushed hard to take in Julia's dong. His asshole opened and swallowed the dong as deep as Julia could push it, "Give me all you have Julia," Jamie pleaded, "I love to feel you inside me as you fuck my asshole." I was hard as a rock, feeling my tits and my middle finger simulating a cock. This got the guy next to me looking as he was surveying the crowd for action. He came over and kissed me deeply, another male kiss today, I was getting used to these guys sticking their fat tongues down my throat and feeling my cock and helping it get hard. He was so into the stage action, he said, feel my cock and I reached into his pants and felt his cock behind nylon panties, and I gave him a knowing look, he was into my scene as well. I guess this is what SF is all about. He sat down next to me and we started to kiss and feel each other up right there in the audience as Julia was fucking Jamie who was moaning loudly and stating that he was about to cum. Julia looked over and saw me with this guy and she motions to the guy to get up there and suck up Jamie's cum, he moves quickly, savoring the opportunity to be decadent and on stage to share his decadence with everyone. I was so over cum by the scene that I followed him up on stage and pulled down his pants as he was getting under Jamie. I caressed his hard cock through the panties, which the crowd loved, then I took out his cock and started deep throating him as best I could, to the crowd viewing pleasure. They were all getting off in their own way, and I was dressed to kill in my fem clothes so looked like a girl sucking her man, which I loved the image in my head.
Jamie was gasping and breathing deeply and said, "here I cum, gobble it all" ohh, ohh, ohh, it is so good. And the guy opened wide and sucked all of Jamie's cum into his mouth. Then he got up, pulled his cock out of my mouth, and shared the cum with Julia and then me, we all group kissed and took a bow to a roaring crowd who loved the scene and its depravity. We all got our clothes back on and got off the stage. Josh, the guy who came on to me, was fast becoming our bedfellow friend. We were glad to meet him and invited him over for a post orgy drink at Julia's which was a couple miles away. He said he had a car and we all got in, Julia to feel Josh up as he drove, and Jamie and I in the back seat to kiss deeply and savor our newfound adventure.
Jayla
- 03.12.2020
- 11
- 0
