https://www.transhero.com/tags/shemale-date/ Tue 14 Apr 2026 11:43:31 +0200 https://www.transhero.com/videos/33683/blind-date-sucks-shemales-big-black-cock/
Casey Calvert and her busty shemale date Leilani Li are really connecting.The big tits ebony tgirl lets the brunette peel off her dress and kiss her.The petite babe wraps her lips around the trans bbc and deepthroats her.The black tranny fucks her ]]> Fri 24 May 2024 10:42:03 +0200 https://www.transhero.com/videos/33683/blind-date-sucks-shemales-big-black-cock/ https://www.transhero.com/videos/29336/trans-date-swap-fuck-michael-jackman-kalli-grace/
Smokin' hot trans babe Kalli Grace is on a date when she catches the attention of dark-haired cutie Michael Jackman, who can’t resist checking out the sexy brunette. Feeling horny, the naughty pair sneak away from their respective partners to get down and dirty in the bathroom! After passionately making out, Kalli kneels down and deepthroats Michael’s huge, thick rod, treating him to an extra sloppy blowjob before rimming his ass. The tall stud returns the favor, and after eating out Kalli’s hungry hole, he penetrates the all-natural tgirl from behind in doggystyle while spanking her thicc booty! Next, tattooed Kalli spreads her stocking-clad legs and takes a hard anal pounding in missionary position before bouncing on Michael’s big cock in cowgirl. When it’s time to cum, Michael pulls out just in time to blow a sticky load all over Kalli’s gorgeous face as she jerks herself to orgasm! ]]> Sun 24 Mar 2024 17:02:40 +0200 https://www.transhero.com/videos/29336/trans-date-swap-fuck-michael-jackman-kalli-grace/ https://www.transhero.com/videos/20577/jeez-your-big-ts-meat-is-impressive/
You dont have to impress me I said to my busty shemale date Erica Cherry.Your massive tgirl cock is enough to get me naked and ready to fuck.I deepthroated and handjobbed her tranny dick and the big tits trans licked my pussy before banging me ]]> Sun 13 Aug 2023 12:37:31 +0200 https://www.transhero.com/videos/20577/jeez-your-big-ts-meat-is-impressive/ https://www.transhero.com/videos/14436/chad-has-special-needs-finally-finds-a-date/
TS Casey Kisses goes on a blind date with Chad Diamond, and is thrilled when he wants nothing more than to see her cum ]]> Wed 12 Oct 2022 10:32:43 +0200 https://www.transhero.com/videos/14436/chad-has-special-needs-finally-finds-a-date/ https://www.transhero.com/videos/16684/two-tbabe-model-enjoy-a-date-lena-moon-jessica-fox/
The lovers are unable to keep their hands to themselves as they undress, taking the chance to play with each other's breasts. It's not long before Lena eagerly goes down on Jessica's cock, which has Jessica's head in a spin. When Jessica finally sinks her cock into Lena's ass, they lose themselves in the moment. This is the best surprise Jessica's ever gotten... and she's more than ready to show her gratitude! ]]> Tue 12 Jul 2022 09:43:28 +0200 https://www.transhero.com/videos/16684/two-tbabe-model-enjoy-a-date-lena-moon-jessica-fox/ https://www.transhero.com/videos/16498/sexy-trans-fucks-on-first-date/
Just an hour ago these two had met for the first time through a dating app and had met for lunch. ]]> Tue 14 Jun 2022 09:01:20 +0200 https://www.transhero.com/videos/16498/sexy-trans-fucks-on-first-date/ https://www.transhero.com/videos/11523/gender-x-gracie-jane-is-his-very-first-shemale-date/
Gracie Jane arrives to Sergeant Miles right after he hangs up the phone. This is his very first time with a trans and who would be the better partner than Gracie? ]]> Thu 12 May 2022 08:16:38 +0200 https://www.transhero.com/videos/11523/gender-x-gracie-jane-is-his-very-first-shemale-date/ https://www.transhero.com/videos/11522/gender-x-roxxie-moth-give-donte-thick-the-first-transgender-experience/
Donte Thick welcomes TS Roxxie Moth in his house. She sees that her partner is pretty nervous because this is his first date with a trans. She says he looks like a virgin, but he knows how to use his cock for sure. ]]> Fri 06 May 2022 08:16:33 +0200 https://www.transhero.com/videos/11522/gender-x-roxxie-moth-give-donte-thick-the-first-transgender-experience/ https://www.transhero.com/videos/11464/tranny-date-went-well-sofia-sanders/
]]> Wed 04 May 2022 07:13:24 +0200 https://www.transhero.com/videos/11464/tranny-date-went-well-sofia-sanders/ https://www.transhero.com/videos/11484/this-is-my-first-time-with-a-trans-i-found-her-on-a-dating-site-jade-venus-spencer-bradley/
Spencer Bradley has always wanted to make it with a trans woman and finally builds up the courage to go for it via a dating site. Jade Venus has only had sex once with a cis female so this is kind of a new thing for both girls. The date went well and now Spencer finds herself back at Jade's place. When Jade comes back into the room wearing the sexiest lingerie and a stiff cock bulging out she is mesmerized. This is all she ever wanted in life. Immediately the two girls are all over each other and Spencer is slurping down Jade's gorgeous lady stick to the balls. Spencer's pussy is the perfect desert for Jade as she greedily slurps and licks it wet for her to start putting her hard dick into. Spencer comes over and over gazing into the eyes of the beautiful woman fucking her so well and eventually gets a huge facial of lady juice from Jade. What a date. It's everything Spencer imagined and more. ]]> Wed 06 Apr 2022 07:23:03 +0200 https://www.transhero.com/videos/11484/this-is-my-first-time-with-a-trans-i-found-her-on-a-dating-site-jade-venus-spencer-bradley/ https://www.transhero.com/videos/11460/tori-mayes-her-date-take-turns-fucking-each-other/
]]> Sun 20 Mar 2022 07:06:26 +0200 https://www.transhero.com/videos/11460/tori-mayes-her-date-take-turns-fucking-each-other/ https://www.transhero.com/videos/6491/first-trans-date-makes-him-nervous/
Donte Thick welcomes TS Roxxie Moth in his house. She sees that her partner is pretty nervous because this is his first date with a trans. She says he looks like a virgin, but he knows how to use his cock for sure. ]]> Sat 24 Apr 2021 09:05:30 +0200 https://www.transhero.com/videos/6491/first-trans-date-makes-him-nervous/