Caught by the Neighbor Crossdressing While Home Al
- 2 years ago
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Caught Crossdressing By My Neighbor Down Stairs free porn video
My story is a true event that happened when i was in my early thirty's. I was renting a up stairs apartment, My down stairs neighbor Tom was a ruggedly handsome guy in his mid forty's. I work the over night shift so my sleep habits are different which leads to my encounter with Tom. Tom and i became good friends we would hang out together when we were not working. Tom would borrow things from me from time to time. I had a key made up for Tom so if he needed to borrow any thing and i was either sleeping or not there Tom could let himself in get what he needed and just leave me a note telling me he had stopped by. One day after work i was feeling very horny so i got dressed in my favorite lingerie. This consisted of a pink satin bra and pantie set,white garter belt and white thigh high stockings. I then poured my self a drink and put in my favorite tv/ts porno dvd. After i worked my self up to the point of a powerful climax i drifted off to sleep. The next thing i knew there was Tom standing over me smiling from ear to ear i was mortified . I started sobbing because i figured our friend ship was over . Tom sat down on the couch next to me he gently started to wipe my tears away. Tom then pulled me up to a seated position and slide right next to me. Tom told me he always thought that i acted more feminine than most guys he knew but never would of guessed that i liked to also dress as a woman. Tom then out of the blue cupped my face and kissed me. I was shocked and pulled back. Jamie did you not expect me to kiss you. I told Tom that him kissing me was fine but i did not figure he would seeing that he liked other woman not some guy dressed as a woman. Tom then said you look so damn sexy dressed like that i could not help but to kiss you he then kissed me again and this time i melted in his arms. Our mouths locked together his tongue was giving me a deep french kiss. Tom then asked me if i would go on a date with him tomorrow night i was stunned do you think i could pass as a female? Tom just smiled and said you will be fine. Tom said he would buy me something sexy to wear all i needed to do is give him my sizes. I was awakened by a knock on my door it was a delivery guy he had flowers for me they were incredible. Tom stopped by later and i greeted him with the biggest hug and deepest kiss he just said wow. Tom had me model what he had picked out for me a bright red dress that was about knee length and matching flats. Tom said i should wear what i was wearing the day he discovered my secret, After doing my make up i decided since i was wearing a red dress i would become a redhead the wig was the final touch. I looked at my self in the mirror and i did look like a female no doubt. Tom picked me up at 7:00 he said you look gorgeous on the way to the restaurant he could not keep his one hand from running up my leg to my thigh and almost touching my pantie clad crotch i just smiled i was so hot. At the restaurant Tom ordered for me and bought a bottle of wine as we waited for the food Tom had managed to work my dress up to the point where he could clearly see my panties . Tom then had me raise up a little with one final tug my dress now was bunched up around my waist my panties clearly visible to Tom. Our food came the server i am sure got an eye full. She just said i hope you enjoy your selves here. We left the restaurant both hot and bothered. Tom said we were going for a drive i knew better as soon as we left the city he found the nearest secluded place to park Tom pulled a blanket from the trunk we sat on it finishing the wine from the restaurant then we started making out like some teenagers. Tom had me stripped down to just my bra and panties i had Tom completely naked i took his throbbing member in my mouth and gave him the best oral sex that he ever had his cock was 7 inches and rather thick. I was going down on him like a lust starved girl. Tom quickly started to shake and filled my mouth with his hot cum some of it leaking out of the corners of my mouth. Tom and i just giggled i just gave my neighbor his best blow job ever. As we dressed he told me he wanted to fuck my sweet tight ass i just smiled because i wanted it to. The drive back was short and all Tom talked about was how it was his turn to please me. When reached my place he told me to put on my favorite night gown and nothing else. I looked great in my see through baby doll night gown Tom was more than happy his cock was hard as steel Tom had me get on the bed on all fours Tom started with some lube first inserting one finger then two into my eager ass i wiggled it back and forth to turn him on further. Tom then put me on my back and said that it was now my turn to be pleasured Tom now guided his hard cock into my waiting ass it hurt for a little bit but my ass quickly got used to his size. We developed a rhythm and our love making seemed to last forever until i heard Tom groan he quickly pulled out of me and shot his wad all over me including giving me a facial. I was in heaven we then fell a sleep in each others arms like lovers do.
Alessandra
- 14.08.2020
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Caught Crossdressing by Aunt Sharon
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My Crossdressing Teen Neighbor
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