Archive for Clothing

Aug 22

JWHD – My Drunk Kitchen Crossdressing Spoof (Parody) – Makeup Tutorial & Gender Talk

Please Like & Share This Video! Inspired by My Drunk Kitchen by Hannah Hart, Jessica sits down with her friends to have some drinks and talk about crossdressing, gender bending, society, past experiences, struggles, positivity, relationships, crossdresser tips, comedy, short films, life in general, shopping, fashion, makeup and more!! re: Drunk Makeup Tutorial This is my 99th video and probably the realest one I’ve ever done, please watch the whole thing and hang out with meeeeee 🙂 Thank you so much for watching! Hi, I’m Jessica Who? And yea, I’m a dude! —————————————————————————————————- TWITTER – twitter.com FACEBOOK – www.facebook.com GOOGLE PLUS – gplus.to —————————————————————————————————- LULU’S CHANNEL – youtube.com GAMING CHANNEL – youtube.com —————————————————————————————————- WEBSITE – jessica-who.com GAMING BLOG – http —————————————————————————————————- Please remember to share this video, add to favorites and give thumbs up! Thank You!!! Look out for a brand new video next Tuesday!! (and perhaps a bonus video on Friday) Thank you so much for watching, I really appreciate your support!!! Love Always Jessica De Leon Makeup – Urban Decay book of shadows IV (eyeshadow, eyeliner, mascara) makeup forever

Jul 16

Crossdressing was a way of Life , Now It Over

i went out just on a lovely night in June the 23 of 2012 , it was 900, pm at night , i was in a sexy new mini skirt high heels and a nice top ,walking my friends Dog and wow Conney island was packed that night, and i got stop by two woman , preaching the word of god they had no Ida at first i was a guy , but any way i never been so belittle in my life, the made me feel like a cheap low life whore, and made me so-so guilty , as they were saying I’m going to Rot and Burn in hell along with all the other crossdressers ,gays ,Transsexual’s and anyone that is not married , i went Home and Really stareded to think about it all that night ,maybe they are Right , so that it for me I’m giving up the whole thing , its over for me

Jun 29

JWHD – Transsexual, Drag Queen, Crossdresser WHAT ARE YOU?!

Please Like & Share This Video! Okay, so this might be the final Transgender Labels video that I do, unless I come up with more ideas haha!! This is the fourth in my series about LABELS, which I avoid using for myself since I feel that they are bogus and don’t apply to me. By all means use labels if that is how you identify but for those of you who hate labels, feel free to not use them and/or come up with your own!! Here are the labels that I came up with to describe myself: Genderrific Pretty Guy Trans Awesome Very Feminine Guy Very Masculine Girl Gifted Gender Bigendered Not An It Comedianne Straight Dude in Women’s Clothing Youtube’s Crossdressing Comedy Princess Boy/Girl Super Dresser Trans Fashionista Ale Vestite Ambigender Male Lesbian Beautiful B’Girl Male Princess Clothes Vestite Purr Sun Hope you laughed and enjoyed this video!! Thank you so much for watching! Hi, I’m Jessica Who? And yea, I’m a dude! —————————————————————————————————- TWITTER – twitter.com FACEBOOK – www.facebook.com GOOGLE PLUS – gplus.to —————————————————————————————————- LULU’S CHANNEL – youtube.com GAMING CHANNEL – youtube.com —————————————————————————————————- WEBSITE – jessica-who.com GAMING BLOG – http

Apr 28

Vicki Vegotta – Aroused by Crossdressing? Transgender Questions, Help & Advice #5

Please Like & Share This Video! Vicki Vegotta is back to answer your questions! Today’s questions: I am aroused by crossdressing. Should I be worried? How do I get my girlfriend to accept my crossdressing? My parents found my mother’s clothing in my room after I was crossdressing. What should I do? What do girls really think about crossdressing? I was home alone crossdressing and my maids almost caught me. Help! How risky is it to put pictures of myself dressed as a girl on the web? I think transsexuals are disgusting, but I’m not afraid of them. Am I transphobic? I can’t tell if you’re a boy or a girl. Can I call you “it”? Leave your questions for Vicki in the comments below and she’ll answer them on the next episode of Ask Vicki. About Vicki: Vicki Vegotta is a young man from Brooklyn, New York who enjoys boxing, action movies, macking ladies, and dressing up like a woman from time to time. She also enjoys giving advice, telling it like it is, and not holding back. Vicki has been banned from most online cross-dressing communities due to the fact that she does not hold her tongue. People are afraid of Vicki and the message she has to share. Jessica is a little bit afraid to hang out with Vicki. Thank you so much for watching! Hi, I’m Jessica Who? And yea, I’m a dude! —————————————————————————————————- TWITTER – twitter.com FACEBOOK – www.facebook.com GOOGLE PLUS – gplus.to

Mar 24

Crossdressing Getting Ready to Party like a Tranny Tonight

Just me putting on my girl cloths ready to go shopping at the mall then go out to the bar and have a few drinks! Just having fun with the camera! Add me on facebook! Tell me if you like it Im looking for comments and veiws! 😀 www.facebook.com Also please comment and subcribe and like!

Mar 18

Jessica Who HD – Transgender Crossdresser Interview – Amnesia Sparkles Q&A with Vicki Vegotta

Thanks for Subscribing!! Please share this video!! Special thanks to Amnesia Sparkles youtube.com In this video, Amnesia and Vicki sit down for an interview. What will happen when these two grand people get together? Watch and find out? Thank you so much for watching! Hi, I’m Jessica Who? And yea, I’m a dude! —————————————————————————————————- LULU’S CHANNEL – youtube.com GAMING CHANNEL – youtube.com —————————————————————————————————- FOLLOW ME ON TWITTER – twitter.com FACEBOOK FAN PAGE – www.facebook.com —————————————————————————————————- WEBSITE – jessica-who.com GAMING BLOG – http —————————————————————————————————- Please remember to share this video, add to favorites and give thumbs up! Thank You!!! Look out for a brand new video next Tuesday!! (and perhaps a bonus video on Friday) Thank you so much for watching, I really appreciate your support!!! Love Always Jessica De Leon Makeup – Outfit – This video was filmed with a Canon Vixia HF s200 and edited in Sony Vegas Movie Studio 11.0 Music courtesy of Kevin MacLeod — incompetech.com

Dec 17

Heidi crossdresser outdoors

photo series of shots taken outside

Mar 04

Crossdressing in Public! Transvestite Comedian Jessica Who’s Stand-Up Comedy Debut!!

Thanks for Subscribing! Please rate and comment! First and foremost, I want to thank my wife, my mother, my brother and all of my wonderful friends for being so accepting and encouraging me to do this. Second, I want to thank all of you, you guys are like family to me, thank you so much for giving me the courage to do this. This is not my first time doing stand-up comedy, but it is my first time doing stand-up in girl mode as Jessica Who?. The crowd was very receptive and treated me very well, it was a great experience, the reactions from my friends when they saw me dressed as a woman were priceless! Everybody was nice to me and it was a great show. As a side note, the crossdressing jokes were all brand new hence the delivery was not up to par with my normal act. At the end of my set, I did some of my polished material so I was able to do both types of jokes on stage to great acceptance. I hope to do this again very soon and when I do the act will be even better. 🙂 TWEET THIS VIDEO PLEASE — MY TWIN BROTHER’S CHANNEL – youtube.com MY GAMING & ACTION FIGURE CHANNEL – youtube.com TWITTER – twitter.com FACEBOOK – www.facebook.com WEBSITE – jessica-who.com GAMING BLOG – http Please remember to share this video, add to favorites and give thumbs up! Thank You!!! Look out for a brand new video next Tuesday!! (and perhaps a bonus video on Friday) Thank you so much for watching, I really appreciate your support!!! Love Always Jessica De Leon Dress By – Oscar De La Renta Sweater