Caught in my sister’s clothes

I thought I was home alone so I went into my older sisters closet to do what I usually do pick out my favorite outfit of hers and put it on accompanied by some of her makeup. This particular time I got a bit cocky and went downstairs while all dressed up. Things were going good until I heard the door unlock I tried to run back upstairs but it was too late my sister saw me and began video taping me so she can blackmail me. She told me that if I don’t listen to her she will post the video on every social media app there is. I hesitantly agreed. If you want to be a girl so bad your gonna be treated like one my sister said. That means your gonna be fucked like one too she added on. She told me to follow her into her room so she can give me a full makeover. She told me fully strip of what I was currently wearing and put them back. I was scared at first because no one has ever seen me fully naked. When I took the final piece of clothing off my sister began to laugh as she saw my insanely small cock no wonder you wanna be a girl with a cock that small. She stopped laughing and picked out the outfit she wanted me to wear. It consisted of a pink lace bra with a tight black crop top that when worn whatever was under it was visible she then had pink lace panties and a black mini skirt. I pretended to be mad but deep down I was very happy when I was done putting them on. She then did my blonde hair which was down to about my elbows into a ponytail. I was then guided to the makeup booth where she did my eyebrows eyelashes with some pink lipstick and some eyeshadow. When she was done with me I looked like a proper slut. Now since it was all over she told me her plans for me which was that her boyfriend had a younger brother who needed a date if my sister and her boyfriend wanted to have a double date. So I was forced into going on a double date as a girl before I even went on a date of my own. They came at around 7 to pick me and my sister up. I opened up the door to the backseat and I saw my date for the first time he was about 6 foot with brown fluffy hair. He immediately complimented me on everything I was wearing and how my hair and makeup looked. After making some small talk throughout the car ride he began to place his hand on my thigh. My sister looked back at this exact moment and began to laugh knowing that I was a boy. I tried to pull his hand away but I knew my sister would be mad if I did so I let him keep doing it. When we got to the restaurant nothing to exciting happend between me and my date. It wasn’t until my sister said why don’t we go back to my place and watch a movie. Everybody agreed even me but it was through my teeth. As we arrived back to my house we put on a scary movie. About halfway through there was a jumpscare that made me dig my head into my dates chest making him hold me tighter. My sister saw the whole thing and began to laugh again just like in the car. My date asked if anyone wanted anything to drink or eat because he was about to get up everyone said no but he told me to come into the kitchen with him I was both scared and curious so I went with him and he instantly began to kiss me and and start rubbing my ass it wasnt long for him to realize that I wasn’t a girl because all the kissing and him grabbing my ass made my penis become hard and visible through the skirt. He didn’t care though because he brought his pants down to his ankles to reveal his 8 inch cock about 4 times the size of mine. When I saw it something cameover me and I dropped down to my knees and began sucking his cock after a few grunts from him and muffled moans from me he pulled me off his cock and bent me over the countertop. He lifted the skirt over my ass and pulled the panties to the side and began thrusting his penis into my ass using my saliva as lube. I’ve never had anything in there and it hurt the first couple of minutes but I ended up pushing back on his cock without him even having to do anything my moans began to increase in volume same with his grunts by the end of it we were practically yelling and I began to feel his dick become tense in my hole and he began to increase his speed until he shot his load into me as his dick fell out of me and I turned around to kiss him I saw my sister and her boyfriend watching us. His brother looked very proud and my sister looked shocked as she never thought it would’ve went this far. It has been about a year since my first date and me and him are still together. His brother and my sister broke up for reason I don’t know. My sister has taught me how to be a full time girl and my boyfriend has never stopped fucking my ass since our first date.

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