MY FIRST TIME OUT AS A CROSSDRESSER
MY FIRST TIME OUT AS A CROSSDRESSER
A true story
Over time after my wife passed I was a loan I had never been out in public before but I have mist being touched and held for so long I knew I had to do it.. one night I got up the courage to get dolled up and go outside.. I went to the gas station and filled up my vehicle. It was a cool night and the cool air blowing On my silky legs and up my skirt made my ass and legs tingle. It was a feeling I had never experienced before and it made my puss juice up some… People were just going by not saying anything a couple of guys walked by staring real hard. I think they were just looking at my big boobs like guys do and I did look pretty hot in my heels and sexy outfit.. I went to the drive-thru And the only thing anyone said about me was the girl who took my money. She complimented me on my beautiful nails the next Saturday I spent 5 hours to get perfectly dolled up Because I had picked out an alternative nightclub.. When I got there I was so nervous. Walking from the parking lot to the door I just stood there for a while before opening it.. I finally said this is it!!! and opened it the doorman was standing right there. I paid him the $4 and he opened the next door for me and told me to have fun.. When I walked in it was a whole new world there were girls hugging and kissing each other. Guys with their arms around each other.. But people were just having fun drinking and dancing. I found a spot at the bar and ordered a drink. The bartender was really friendly and I started to feel more comfortable.. I was just another sexy Bitch having fun when the bartender came back and gave me a drink.. I reached in my purse to get him some money and he said no this drink is on the guy across the bar and he pointed at him.. The guy held up his drink so I held up mine and nodded my head.. Pretty soon I had 5 shot glasses in front of me. Guys were buying me drinks and coming over to talk to me.. A few of them would rub my ass as they said some nice things to me.. But I did notice they didn't look in my eyes... I see what girls mean; they were talking to my boobs lololololololol except for one guy. He was quite handsome with a slim muscular build. He did rub my ass but he looked at me when he was talking.. I felt real comfortable with him and we talked for a while and we laughed and joked like old friends.. After 3 or 4 drinks I was feeling pretty frisky And grabbed his arm and slid his hand under my skirt on my ass.. He just smiled at me and started playing with it as we talked. I like his hand gently gliding on my Silky ass.. He asked me to dance I was real shy about doing it I had never really danced in heels before but I had been wearing heels for about 10 years and was graceful when walking so I finally said okay.. It was fun I could strut around in rhythm with the music.. I started clapping my hand and moving my ass as I clicked my heels on the Dance floor like a tap dancer and he was moving right with me.. We where having fun till I told him; LET'S GO SIT DOWN FOR A BIT.. I did not want to get sweaty no one likes a sweaty gurl unless there on top of you lolololol When we got to our spot I told him to hold my place because I needed to go to the bathroom.. I tried not to wiggle my ass too hard as he watched me walk away.. When I got to the bathroom I wasn't sure which one to use but I felt like I couldn't use the men's room with my big boobs and in stockings and heels so I went to the ladies room and of course there was a small line and the girls were just staring at me till the one girl in front of me started talking to me.. Not knowing I was a guy I have a real natural feminine voice Also... You wouldn't believe what girls talk about as we move forward in line. I told her I was a guy and she thought I was lying to her she said no way your boobs look so natural and I told her they were.. I let her feel them which was a mistake because before I knew it there were 3 or 4 of them Checking them out.. and once we got in the bathroom they wanted me to show them my chubby clit so I did.. One of them wanted to take me home I told I was with someone and I went in the stall pulled down my panties and sat on the seat I had to pee bad by now .. (I straitened my self up and checked my make up) When I open the door she was standing waiting for me so I told her come on.. We went back to the bar where Jimmy was and I introduced her to him... We were having a lot of fun with him teasing and joking around sexually when Jimmy said let's go to his place...I had been longing to be held for so long I jumped on the opportunity.. We all drove to his house Beth and I were as giddy like schoolgirls.. When we got inside Beth whispered in my ear that she had not been with a guy in a long time!! I told her it was okay I knew what to do but I haven’t been with a guy in a long time either .. Beth and I sat on the couch and Jimmy went in the kitchen.. She started kissing me and rubbing my boobs I undid her pants and started rubbing her pussy through her panties when Jim came back in the room he just stood there and watched as making out then came over and joined us.. Jimmy just sat there while Beth and I undressed each other in front of him.. We got on our knees. She undid his pants and I pulled them off.. I kissed her Then she held his cock playing with it and showed it to me; waiting for me to suck it!! So I went down on him getting it hard.. Then I did the same for her we were having fun and laughing sharing his cock .. Then Beth let me take over we were both on our knees in our panties and bras having fun.. She got behind me and started licking my ass I could feel her sliding my panties to one side and started munching on my puss mmmmmmm It felt so good as I throated Jim’s cock.. She made me super juicy!!! Then we swapped. I ate her ass and fingered her pussy and ass I was having so much fun with it.. Jim must have been real Hot because I could see he was going to Cum.. I moved up to Beth and tried to get her to stop but she just kept going till his cock was ready to blow she pulled it out and started jerking on it real fast pushing my head over it.. The first load went right in my eye and she started laughing. I put my lips on the head and let the rest shoot in my mouth. She told me not to swallow it as she jerked him off milking it all in my mouth when he was done I sat up.. Beth licked the Cum off my face and kissed me taking the Cum from me !! And motioned me to get on the couch I sat beside JIm and she crawled up on me putting her hands on my shoulders I put my head back and open my mouth as she started to drip Cum in my mouth letting Jim watch us we swapped it back and forth kissing and playing with each other enjoying the tasty Cum.. Then I got on all 4’s and held my ass up for her. She worked her tongue as deep as she could pushing the Cum in me and mixing it up in my ass.. Jim was rubbing his cock watching us not saying a word .. When Beth was done she got on her back between my legs and told me to push.. My ass was facing Jim so he could see the creampie but Beth was catching it in her mouth as it ran off my balls and swallowing it when it was all gone she licked my balls and puss clean and shared it with me giving me a taste of my juices mix with the Cum!!! We took Jim by the hand and took him in the bedroom and got into bed we let Jim finish undressing us Beth and I took turns he took off Beth bra then mine I moved back and Beth moved up letting him slip off her panties then I moved up and he slipped mine off they were all wet from Beth working my ass he through them on the bed Beth jump over and got them sucking the juice from them as I just razed up my ass and laid my head on the bed waiting for Jim to take it!!! I felt him grab my hips real hard and move up behind me slipping his cock on my back Beth put her pussy right in my face with her knees up as she sucked on my panties so I started munching on it… I could feel the head of Jim’s hard cock opening me juicy puss I was in heaven as he worded it in.. I pushed Beth's knees back and started to eat her ass and working my fingers in.. Jim short stoked me for a bit then drove it deep in me and started pounding my ass making me cry out AAAA AAAA BABY FUCK ME MMMM YES MMMMM FUCK ME MMMMMMM I put my face back between Beth legs and start going crazy on her ass and pussy making her cry out too.. OH YOU FUCKING BITCH EAT ME MMMM MAKE ME CUM MMMMMMM JAM YOUR TONGUE IN MY ASS AAA AA YES EAT IT MMMMM every time Jim slammed his cock to the base it dove my tongue Deeper into Beth .. She started Cumming She was crying out real loud I couldn't understand what she was saying it was like she was talking in Hebrew or something but her whole body was quivering... Jim was pounding me so hard I was crying out in Beth's ass because I couldn't stop eating her pussy Cum tasted so good; I would suck it out of her pussy and work it in her ass.. Beth pulled back a little bit and raised up some and started squirting all over us I could see her legs trembling as it squirted out then she just dropped to the bed and laid there quivering and crying out MY GOD MY GOD !!!!! Jim was pounding me so hard and fast it was going to make me Cum… I cried out Jim your going to make me Cum he fucked me faster driving my face in the bed I’M GOING TO CUM he stopped and pulled it out and grabbed my hard clit and folded it back pushing it in my ass making me Cum in my self (I love that) he was fucking me with my clit I could feel my warm loads shooting making me Cum even more he milked all he could in me and jammed his cock back in working my Cum Deep in me I started fucking him back real hard crying out YOU FUCKING BASTARD AAAA FUCK ME WITH MY JUICY CUM OOOOOO WORK IT IN ME MMMMM FUCK ME FUCK ME HARD MMMMM GIVE ME YOUR CUM OOOOOO CUM IN MY ASS MMMM he started crying out as he drove it to the base and held it MMMM I CUMMING AAAAAAAA AAA AAA AAA AAA I could feel the load shoot deep in me .. I told him Cum In My Ass Fill Me Up I Want It All Beth moved over and was rolling his balls in her hand as he unloaded in me .. I kept fucking his cock mixing our juices till he pulled it out.. I just stayed there with my ass in the air as Beth and Jim ate me together. She would get a mouth fill and share it with me here and there but Jim kept it all I didn’t care he was having fun with me!!! When we were all done we just laid there on the bed naked and exhausted.. Jim was done for a while but Beth wanted more of my ass and I wanted more of hers.. She climbed on top of me and folded my legs way back and put her ass in my face and we started munching on each other like a couple of Lez’s … Till Jim has ready again !!! and he took Beth with her tilling him to fuck her ass too... I know it was ready for him. I made it so juicy eating and fingering it … He push her to the bed on her Stomach and climbed on top of her on his knees I spread open her ass for him as he ran the the head up & down her crack letting me watch it as he drove it in and started fucking her real hard I moved up and put my chubby clit and puss in her face and she started sucking and jerking on it while fingering my ass going in rhythm with Jim we were all being fucked at the same time… it took a while but I couldn’t wait to eat Beth Cum filled ass.. Jim was fucking her like a pro I could see she was real enjoying it her ass was moving around fucking him back I climbed on top of Beth a started kissing Jim as he fucked her he grabbed a handful of my tits twisting my nipples and kissing me.. Beth back was getting all slippery from the juice licking out of me and I was sliding it all around on her in rhythm with them.. We were on our knees kissing With him fucking her ass real good when he started to Cum I reach around and worked a finger in his ass to make him Cum more I could feel Beth razing her ass up to accept his Cum and Jim was Kissing me Hard and passionately as he Cummmed… when he was done I gave him to Beth to suck clean I just want her Cum filled ass I spread open her legs and went down on her ass it was so good all hot and juicy I could feel her inside pulsing when I would push my tongue real deep and it tasted so good with her ass juice and Jim’s Cum mixed together MMMM … I still fuck both of them here and there once in a while all 3 of us get together... Beth bought a Big Strap On and has got real good with it.. I slipped Jim a Viagra one time and fucked him for 5 hours non stop… Well that was my first experience on going out as a cross-dresser I hope you have enjoyed it because I really did lolololololololololol Sextoy101
A true story
Over time after my wife passed I was a loan I had never been out in public before but I have mist being touched and held for so long I knew I had to do it.. one night I got up the courage to get dolled up and go outside.. I went to the gas station and filled up my vehicle. It was a cool night and the cool air blowing On my silky legs and up my skirt made my ass and legs tingle. It was a feeling I had never experienced before and it made my puss juice up some… People were just going by not saying anything a couple of guys walked by staring real hard. I think they were just looking at my big boobs like guys do and I did look pretty hot in my heels and sexy outfit.. I went to the drive-thru And the only thing anyone said about me was the girl who took my money. She complimented me on my beautiful nails the next Saturday I spent 5 hours to get perfectly dolled up Because I had picked out an alternative nightclub.. When I got there I was so nervous. Walking from the parking lot to the door I just stood there for a while before opening it.. I finally said this is it!!! and opened it the doorman was standing right there. I paid him the $4 and he opened the next door for me and told me to have fun.. When I walked in it was a whole new world there were girls hugging and kissing each other. Guys with their arms around each other.. But people were just having fun drinking and dancing. I found a spot at the bar and ordered a drink. The bartender was really friendly and I started to feel more comfortable.. I was just another sexy Bitch having fun when the bartender came back and gave me a drink.. I reached in my purse to get him some money and he said no this drink is on the guy across the bar and he pointed at him.. The guy held up his drink so I held up mine and nodded my head.. Pretty soon I had 5 shot glasses in front of me. Guys were buying me drinks and coming over to talk to me.. A few of them would rub my ass as they said some nice things to me.. But I did notice they didn't look in my eyes... I see what girls mean; they were talking to my boobs lololololololol except for one guy. He was quite handsome with a slim muscular build. He did rub my ass but he looked at me when he was talking.. I felt real comfortable with him and we talked for a while and we laughed and joked like old friends.. After 3 or 4 drinks I was feeling pretty frisky And grabbed his arm and slid his hand under my skirt on my ass.. He just smiled at me and started playing with it as we talked. I like his hand gently gliding on my Silky ass.. He asked me to dance I was real shy about doing it I had never really danced in heels before but I had been wearing heels for about 10 years and was graceful when walking so I finally said okay.. It was fun I could strut around in rhythm with the music.. I started clapping my hand and moving my ass as I clicked my heels on the Dance floor like a tap dancer and he was moving right with me.. We where having fun till I told him; LET'S GO SIT DOWN FOR A BIT.. I did not want to get sweaty no one likes a sweaty gurl unless there on top of you lolololol When we got to our spot I told him to hold my place because I needed to go to the bathroom.. I tried not to wiggle my ass too hard as he watched me walk away.. When I got to the bathroom I wasn't sure which one to use but I felt like I couldn't use the men's room with my big boobs and in stockings and heels so I went to the ladies room and of course there was a small line and the girls were just staring at me till the one girl in front of me started talking to me.. Not knowing I was a guy I have a real natural feminine voice Also... You wouldn't believe what girls talk about as we move forward in line. I told her I was a guy and she thought I was lying to her she said no way your boobs look so natural and I told her they were.. I let her feel them which was a mistake because before I knew it there were 3 or 4 of them Checking them out.. and once we got in the bathroom they wanted me to show them my chubby clit so I did.. One of them wanted to take me home I told I was with someone and I went in the stall pulled down my panties and sat on the seat I had to pee bad by now .. (I straitened my self up and checked my make up) When I open the door she was standing waiting for me so I told her come on.. We went back to the bar where Jimmy was and I introduced her to him... We were having a lot of fun with him teasing and joking around sexually when Jimmy said let's go to his place...I had been longing to be held for so long I jumped on the opportunity.. We all drove to his house Beth and I were as giddy like schoolgirls.. When we got inside Beth whispered in my ear that she had not been with a guy in a long time!! I told her it was okay I knew what to do but I haven’t been with a guy in a long time either .. Beth and I sat on the couch and Jimmy went in the kitchen.. She started kissing me and rubbing my boobs I undid her pants and started rubbing her pussy through her panties when Jim came back in the room he just stood there and watched as making out then came over and joined us.. Jimmy just sat there while Beth and I undressed each other in front of him.. We got on our knees. She undid his pants and I pulled them off.. I kissed her Then she held his cock playing with it and showed it to me; waiting for me to suck it!! So I went down on him getting it hard.. Then I did the same for her we were having fun and laughing sharing his cock .. Then Beth let me take over we were both on our knees in our panties and bras having fun.. She got behind me and started licking my ass I could feel her sliding my panties to one side and started munching on my puss mmmmmmm It felt so good as I throated Jim’s cock.. She made me super juicy!!! Then we swapped. I ate her ass and fingered her pussy and ass I was having so much fun with it.. Jim must have been real Hot because I could see he was going to Cum.. I moved up to Beth and tried to get her to stop but she just kept going till his cock was ready to blow she pulled it out and started jerking on it real fast pushing my head over it.. The first load went right in my eye and she started laughing. I put my lips on the head and let the rest shoot in my mouth. She told me not to swallow it as she jerked him off milking it all in my mouth when he was done I sat up.. Beth licked the Cum off my face and kissed me taking the Cum from me !! And motioned me to get on the couch I sat beside JIm and she crawled up on me putting her hands on my shoulders I put my head back and open my mouth as she started to drip Cum in my mouth letting Jim watch us we swapped it back and forth kissing and playing with each other enjoying the tasty Cum.. Then I got on all 4’s and held my ass up for her. She worked her tongue as deep as she could pushing the Cum in me and mixing it up in my ass.. Jim was rubbing his cock watching us not saying a word .. When Beth was done she got on her back between my legs and told me to push.. My ass was facing Jim so he could see the creampie but Beth was catching it in her mouth as it ran off my balls and swallowing it when it was all gone she licked my balls and puss clean and shared it with me giving me a taste of my juices mix with the Cum!!! We took Jim by the hand and took him in the bedroom and got into bed we let Jim finish undressing us Beth and I took turns he took off Beth bra then mine I moved back and Beth moved up letting him slip off her panties then I moved up and he slipped mine off they were all wet from Beth working my ass he through them on the bed Beth jump over and got them sucking the juice from them as I just razed up my ass and laid my head on the bed waiting for Jim to take it!!! I felt him grab my hips real hard and move up behind me slipping his cock on my back Beth put her pussy right in my face with her knees up as she sucked on my panties so I started munching on it… I could feel the head of Jim’s hard cock opening me juicy puss I was in heaven as he worded it in.. I pushed Beth's knees back and started to eat her ass and working my fingers in.. Jim short stoked me for a bit then drove it deep in me and started pounding my ass making me cry out AAAA AAAA BABY FUCK ME MMMM YES MMMMM FUCK ME MMMMMMM I put my face back between Beth legs and start going crazy on her ass and pussy making her cry out too.. OH YOU FUCKING BITCH EAT ME MMMM MAKE ME CUM MMMMMMM JAM YOUR TONGUE IN MY ASS AAA AA YES EAT IT MMMMM every time Jim slammed his cock to the base it dove my tongue Deeper into Beth .. She started Cumming She was crying out real loud I couldn't understand what she was saying it was like she was talking in Hebrew or something but her whole body was quivering... Jim was pounding me so hard I was crying out in Beth's ass because I couldn't stop eating her pussy Cum tasted so good; I would suck it out of her pussy and work it in her ass.. Beth pulled back a little bit and raised up some and started squirting all over us I could see her legs trembling as it squirted out then she just dropped to the bed and laid there quivering and crying out MY GOD MY GOD !!!!! Jim was pounding me so hard and fast it was going to make me Cum… I cried out Jim your going to make me Cum he fucked me faster driving my face in the bed I’M GOING TO CUM he stopped and pulled it out and grabbed my hard clit and folded it back pushing it in my ass making me Cum in my self (I love that) he was fucking me with my clit I could feel my warm loads shooting making me Cum even more he milked all he could in me and jammed his cock back in working my Cum Deep in me I started fucking him back real hard crying out YOU FUCKING BASTARD AAAA FUCK ME WITH MY JUICY CUM OOOOOO WORK IT IN ME MMMMM FUCK ME FUCK ME HARD MMMMM GIVE ME YOUR CUM OOOOOO CUM IN MY ASS MMMM he started crying out as he drove it to the base and held it MMMM I CUMMING AAAAAAAA AAA AAA AAA AAA I could feel the load shoot deep in me .. I told him Cum In My Ass Fill Me Up I Want It All Beth moved over and was rolling his balls in her hand as he unloaded in me .. I kept fucking his cock mixing our juices till he pulled it out.. I just stayed there with my ass in the air as Beth and Jim ate me together. She would get a mouth fill and share it with me here and there but Jim kept it all I didn’t care he was having fun with me!!! When we were all done we just laid there on the bed naked and exhausted.. Jim was done for a while but Beth wanted more of my ass and I wanted more of hers.. She climbed on top of me and folded my legs way back and put her ass in my face and we started munching on each other like a couple of Lez’s … Till Jim has ready again !!! and he took Beth with her tilling him to fuck her ass too... I know it was ready for him. I made it so juicy eating and fingering it … He push her to the bed on her Stomach and climbed on top of her on his knees I spread open her ass for him as he ran the the head up & down her crack letting me watch it as he drove it in and started fucking her real hard I moved up and put my chubby clit and puss in her face and she started sucking and jerking on it while fingering my ass going in rhythm with Jim we were all being fucked at the same time… it took a while but I couldn’t wait to eat Beth Cum filled ass.. Jim was fucking her like a pro I could see she was real enjoying it her ass was moving around fucking him back I climbed on top of Beth a started kissing Jim as he fucked her he grabbed a handful of my tits twisting my nipples and kissing me.. Beth back was getting all slippery from the juice licking out of me and I was sliding it all around on her in rhythm with them.. We were on our knees kissing With him fucking her ass real good when he started to Cum I reach around and worked a finger in his ass to make him Cum more I could feel Beth razing her ass up to accept his Cum and Jim was Kissing me Hard and passionately as he Cummmed… when he was done I gave him to Beth to suck clean I just want her Cum filled ass I spread open her legs and went down on her ass it was so good all hot and juicy I could feel her inside pulsing when I would push my tongue real deep and it tasted so good with her ass juice and Jim’s Cum mixed together MMMM … I still fuck both of them here and there once in a while all 3 of us get together... Beth bought a Big Strap On and has got real good with it.. I slipped Jim a Viagra one time and fucked him for 5 hours non stop… Well that was my first experience on going out as a cross-dresser I hope you have enjoyed it because I really did lolololololololololol Sextoy101
3 年 前
