Sis Helps You Crossdress

20:39 | Added 14 days ago
(This video is a bit cheaper because it's shot on my phone rather than my filming camera! There is no real sexual action in this video, it's just crossdressing encouragement, but a part 2 will be coming soon where bro and sis mutually masturbate together!) Your big sister walks into your room without knocking, about to ask you if you want to go to the gym with her - but she's shocked to find you wearing a dress and admiring yourself in front of the mirror! At first she gives you the benefit of the doubt and assumes you must have a costume party, but you fumble your excuses and she quickly realizes that you're lying! She tells you it's okay, you can tell her the truth - did you just want to know what wearing a dress felt like? You're so embarrassed but you admit that yes, you just wanted to dress up in cute girl clothes to see how it felt... Your sister tells you not to feel bad about it, and that she's happy you're experimenting - but that the dress you're wearing is really ugly, so how about she lets you try on some of her clothes, which will suit you a lot better! She fetches a few dresses for you to try on, and suggests you start with a cute pink sundress. She's very supportive of how it looks on you, telling you that you look really good, but that she can't help but giggle a little in shock as it's just so strange seeing her little brother dressed like this! The next dress you try on is a sexy, tight bodycon one, so she instructs you on how to roll it onto your body and warns you that it will be very formfitting! The dress feels so nice that you can't help but get an erection, and when your sister turns back around she immediately spots it, as the dress is so tight that she can basically see the outline of your hard cock super clearly! You're embarrassed again but she tells you it's fine, she did kind of guess that this was a sexual thing for you, and she doesn't want to shame you at all - in fact she reiterates that she thinks you look really nice, even saying that maybe in future she'll ask her boyfriend to try wearing a dress for her! She tells you she brought another dress in, but warns you it's very sexy - it's basically a babydoll nightie, with massive slits up each side so it doesn't leave much to the imagination... You put it on and your boner sticks out so much that your sister giggles even more, but she also can't seem to take her eyes away from you! She shyly suggests you try some actual lingerie, and fetches some stockings, and a bra and panties from her room. She teaches you how to put the pale pink, lace top stockings on first, and then tells you to put the red, lacy lingerie on - warning you that the panties are very small and won't cover much at all! Once you've put it all on she can't stop staring at your hard cock, barely constrained by the tiny strip of red fabric, and after giving you lots of compliments and promising that you look really good, she suggests she leave you alone so that you can take care of your boner - and tells you just to wash the lingerie before you give it back to her! As she leaves she keeps glancing at you and at your hard cock, and you wonder if she might even be going to 'take care' of herself as well...
TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, pov, taboo , bro sis, brother sister, crossdressing, crossdresser, cross dressing, cross dresser, sissy, sissification, encouragement, lingerie, big sister, little brother
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