Tyrone s Crossdressing White Pussyboy
- 4 years ago
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Chubby Boy Out In Public Crossdressing With M4m Pa free porn video
Born with a slight hormone imbalance that decided to breakthrough during my high school years I began dabbling in cross dressing. I would go online with my webcam and dress up (college-age sisters intimates/skirts/low cut tops/leggings ect.) seeking attention from fellow male camers. My reception was overwhelmingly great and I was even given gift cards by some of these guys to go and buy more clothes to model/show off in. I got too chubby for my sisters clothes so I had reached a crossroads.. I was too afraid to have clothes delivered because my sister was always waiting for the mail and my parents were super super nosey. My grandmother lived a few towns in a town Of mostly elderly and polish but very close to a huge shopping mall where I wasn’t known or familiar with anyone. My grandmother had gone on vacation and asked me to care for her pets and offered me to stay at her place which all I heard was opportunity. The clothes even on amazon that would fit my body were going to take too long so my only choice was buying them in person. I had a wig that I would wear from when I worked at a Halloween store which was wavy and blonde (it fit my soft chubby big lipped face perfectly). All I needed was some clothes to pull off the look so I decided to check my grandmothers closets (she had 3) and to my fortune one was my aunts closet she had left it full of clothes but I guess just forgot about them when she moved out. My aunt was a bigger lady and she obviously got her booty from the same genes that gave me mine. She had a lot of dresses but what caught my eye were her bicycle shorts they went to the knee and outlined the butt so killer. I put on a shaper and tucked my little guy behind my thigh using the tight shaper to keep my excitement hidden. My boobies sit really high so I matched the biker shorts with a Short university softball zip-up sweatshirt (she was team manager) and a spandex tank top that with a little positioning maybe my boobs look big with a lot of cleavage. I put my wig on and put some light pink lip stick on, took my earrings out and put my grandmothers large cubic zirconia studs in, and a pair of big frame sunglasses for alittle extra feminine touch. I took her car rather than mine just to be safe and as I left her driveway it all hit me with crazy excitement. I unzipped the sweatshirt reveling my big boy moobies which even turn me on looking down at them. I was driving a maroon Hyundai Sonata which not only was a slow car but it was very small and low to the ground. You don’t ever forget the first time a man flirts with you in femme because it’s absolutely life changing ask any girl that’s been gawked at or approached publicly in femme. I was at an intersection of a busy road and a side road with the extended green across from my side when a workers van pulled up in the lane next to me with full perfect view of my cleavage and big thighs peering over wanting me to catch him. I looked over and gave a grin as I looked away really shy. I tried to avoid anymore interaction because I was barely out of her neighborhood and I didn’t know what this guy could be trying to do. The next thing I know he beeps and he is talking to me through the window saying hey sweetie your back tire looks low if you pull over I have a portable pump and I’ll get it to the proper inflation. I said oh thank you and before I could say no thanks I hear beeping so I hit the gas and I see him pull right behind me so being alittle worried I just pulled over to the gas station and went to the air pressure. He hopped out of the truck a construction type tall built very masculine. I was shaking when he came up to talk to me and he offered for me to get out to show me the tire pressure but I said I don’t have shoes on and he laughed and kind of looked at me for a minute analyzing me. He was very intense but was clear as day flirting with me smiling and looking me right in my eyes. I was rock hard the entire time just doing whatever I could to stay put I was almost his height and trembling. He topped all my tires off for me and I prepared a ten dollar for him as he approached he refused the money and said no thanks sweetie I like to help people it’s what I do. I said well is there anything I can help you with and he said no just keep looking pretty us men need to see pretty ladies like you. I blushed and he walked away but I decided to pull up to his van after he got in. I told him I wanted to make it up to him somehow and he gave me his card and said call me anytime. I was on cloud 9 now ready to hit the shops. I pulled up to Marshalls and tossed my
money in an old purse that was in the back seat of her car and with my sweatshirt unzipped to the bottom of my bust, my tight biker shorts struggling to hold all my booty inside, and my socks with sandles. I approached the store 730 on a Monday night it was slow but plenty of shoppers. I sprang for the women’s section and picked out some thongs, a perfume set, a mini skirt, and a very low cut pajama shirt and shorts silky onesie. I walked over to the luggage section where I saw a dark handsome man and I began looking at luggage with no interest in buying one in an attempt to show off. I was bending over from a standing position pushing my butt out right in front of him being a bit slutty. I’ve always been intrigued by black men and I know a majority of them appreciate a nice big ass. It worked and I gave him a show for a good minute trying to look natural in bending over and sticking my ass out. At this point I was having a wardrobe malfunction and my rock hard erection pushed its way out of the shaper. I went to the men’s room not thinking I was in femme. I walked leaving my purchases right out front and an old man was at the urinal and was shocked to see me in there. He told me I was in the wrong bathroom and I told him I was a boy. He said oh I didn’t even know he said to me “you should use the women’s bathroom because when men see you in here like this it could cause problems. I told him it was for a dare and he laughed saying wow you must have some balls to do this type of thing for a bet. I said well it’s actually a lot of fun and I’m glad you caught me. He laughed and continued his piss as I forced my little boner back in the shaper. At this point I decided to go check out and figure out my next move. The car is sitting on my passenger seat and I’m horny wanting a man to take me. I called the number on the card and he answered I kind of froze. I said hi you helped me with my car in my monotone girly voice he said oh yeah how are you doing? I didn’t expect to hear from you. I told him I can’t stop thinking about him and how nice he was for helping me. He was alittle off putting not giving me a good Segway to flirt. So I interrupted his speech about checking my tires and I said listen I got a desk at home I can’t setup and I will pay him to do it for me. He said I can’t tonight I’m sorry so I said oh ok sorry to bother you and thanks again before I could finish he said how about tomorrow morning? I was glowing in excitement I said what time he said well the earlier the better I will come over before work because I can’t do anything after 6pm I have people who depend on me at home. I thought he must have k**s so I’ll oblige concerned because I have no desk and now he’s waking up early just to help me. I decided I would confess when he came and if he’s mad I’ll pay him anyway. I started looking up the name off his van and found his Facebook which was full of pics of him with females and him shirtless working. He had 2 daughters it looked like and he was a fan of the tv show OZ which I knew had a lot of cock and gay sex. I hid my grandmas pictures and prepared my outfit that night after my research. We had decided on 6am so I set my alarm for 4 to get fully ready. He called me at 545 to confirm and I said I’m up and ready for him. I put on my new thong under my revealing pajama set. I sat on my knees at her front window watching out for his van. He was slightly early pulling up and fiddled around in his van for quite a while before walking up. I had the door unlocked and I was laying on her couch on my belly so my cleavage dropped out over my top and I yelled for him to come in. He had his tool bag and said good morning where’s your table. I said good morning I have some news actually. The box wasn’t the table it was actually a kennel for the dog im so sorry. He sighed and I said to him but I’m going to pay you for your time and of course he refused. I said listen im going to be honest I called you because I thought you were hot and I wanted to see you in private. He laughed and said sweetheart I’m double your age easily and I’m not the man you want to share yourself with believe me. I said try me there’s a lot you don’t know about me either. He asked what and I said well you won’t find out if you leave. He said I’m doing you a favor but you have my number call me
when the table comes in and he walks out. I sprung for my phone calling him before he can leave and I see his van drive away. He called me back 10 mins later asking me if I called him. I told him he left a tool and I didn’t want to be responsible for it. He came back and I made him come in again this time I asked him if I could suck his cock. He pulled his pants down with no hesitation and walked right over to me shoving his cock in my face. I began marrying his cock and my lips together in slow movements but utilizing my large lips to pillow his head. I really liked this guys cock it was maybe 5.5 inches small balls but his cock was thick. I was letting him thrust his cock into my mouth rapidly and it didn’t even hit my throat it was wonderful. I was relaxing deep throating his short cock for 5 minutes. I decided to come clean about my crossdressing and his response was no fucking way let me see your cock. My cock is very small soft but it’s around 6.5 hard. He began sucking my cock and immediately became taken back when I got hard so quick and he choked badly on my cock. He was really impressed with how big my average length cock was and he went to town on my cock. I will continue this true story on part 2
money in an old purse that was in the back seat of her car and with my sweatshirt unzipped to the bottom of my bust, my tight biker shorts struggling to hold all my booty inside, and my socks with sandles. I approached the store 730 on a Monday night it was slow but plenty of shoppers. I sprang for the women’s section and picked out some thongs, a perfume set, a mini skirt, and a very low cut pajama shirt and shorts silky onesie. I walked over to the luggage section where I saw a dark handsome man and I began looking at luggage with no interest in buying one in an attempt to show off. I was bending over from a standing position pushing my butt out right in front of him being a bit slutty. I’ve always been intrigued by black men and I know a majority of them appreciate a nice big ass. It worked and I gave him a show for a good minute trying to look natural in bending over and sticking my ass out. At this point I was having a wardrobe malfunction and my rock hard erection pushed its way out of the shaper. I went to the men’s room not thinking I was in femme. I walked leaving my purchases right out front and an old man was at the urinal and was shocked to see me in there. He told me I was in the wrong bathroom and I told him I was a boy. He said oh I didn’t even know he said to me “you should use the women’s bathroom because when men see you in here like this it could cause problems. I told him it was for a dare and he laughed saying wow you must have some balls to do this type of thing for a bet. I said well it’s actually a lot of fun and I’m glad you caught me. He laughed and continued his piss as I forced my little boner back in the shaper. At this point I decided to go check out and figure out my next move. The car is sitting on my passenger seat and I’m horny wanting a man to take me. I called the number on the card and he answered I kind of froze. I said hi you helped me with my car in my monotone girly voice he said oh yeah how are you doing? I didn’t expect to hear from you. I told him I can’t stop thinking about him and how nice he was for helping me. He was alittle off putting not giving me a good Segway to flirt. So I interrupted his speech about checking my tires and I said listen I got a desk at home I can’t setup and I will pay him to do it for me. He said I can’t tonight I’m sorry so I said oh ok sorry to bother you and thanks again before I could finish he said how about tomorrow morning? I was glowing in excitement I said what time he said well the earlier the better I will come over before work because I can’t do anything after 6pm I have people who depend on me at home. I thought he must have k**s so I’ll oblige concerned because I have no desk and now he’s waking up early just to help me. I decided I would confess when he came and if he’s mad I’ll pay him anyway. I started looking up the name off his van and found his Facebook which was full of pics of him with females and him shirtless working. He had 2 daughters it looked like and he was a fan of the tv show OZ which I knew had a lot of cock and gay sex. I hid my grandmas pictures and prepared my outfit that night after my research. We had decided on 6am so I set my alarm for 4 to get fully ready. He called me at 545 to confirm and I said I’m up and ready for him. I put on my new thong under my revealing pajama set. I sat on my knees at her front window watching out for his van. He was slightly early pulling up and fiddled around in his van for quite a while before walking up. I had the door unlocked and I was laying on her couch on my belly so my cleavage dropped out over my top and I yelled for him to come in. He had his tool bag and said good morning where’s your table. I said good morning I have some news actually. The box wasn’t the table it was actually a kennel for the dog im so sorry. He sighed and I said to him but I’m going to pay you for your time and of course he refused. I said listen im going to be honest I called you because I thought you were hot and I wanted to see you in private. He laughed and said sweetheart I’m double your age easily and I’m not the man you want to share yourself with believe me. I said try me there’s a lot you don’t know about me either. He asked what and I said well you won’t find out if you leave. He said I’m doing you a favor but you have my number call me
when the table comes in and he walks out. I sprung for my phone calling him before he can leave and I see his van drive away. He called me back 10 mins later asking me if I called him. I told him he left a tool and I didn’t want to be responsible for it. He came back and I made him come in again this time I asked him if I could suck his cock. He pulled his pants down with no hesitation and walked right over to me shoving his cock in my face. I began marrying his cock and my lips together in slow movements but utilizing my large lips to pillow his head. I really liked this guys cock it was maybe 5.5 inches small balls but his cock was thick. I was letting him thrust his cock into my mouth rapidly and it didn’t even hit my throat it was wonderful. I was relaxing deep throating his short cock for 5 minutes. I decided to come clean about my crossdressing and his response was no fucking way let me see your cock. My cock is very small soft but it’s around 6.5 hard. He began sucking my cock and immediately became taken back when I got hard so quick and he choked badly on my cock. He was really impressed with how big my average length cock was and he went to town on my cock. I will continue this true story on part 2
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