https://www.transhero.com/tags/wedgies/ Tue 14 Apr 2026 21:36:52 +0200 https://www.transhero.com/videos/187019/elis-ataxx-and-rowan-hunter-giggled-as-daddy-richard-gave-them-a-massive-wedgie/
Rowan and Elis might be in college and grad school but these barefoot boys enjoy kicking back and watching something stupid. ]]> Mon 23 Mar 2026 01:21:37 +0200 https://www.transhero.com/videos/187019/elis-ataxx-and-rowan-hunter-giggled-as-daddy-richard-gave-them-a-massive-wedgie/ https://www.transhero.com/videos/318435/stepdad-strips-little-frank-funsize-and-lifts-him-up-in-the-air-by-the-underwear/
Step-dad strips little Frank and lifts him up in the air by the underwear, carrying him around the kitchen and swinging him back and forth. ]]> Sat 21 Mar 2026 05:11:59 +0200 https://www.transhero.com/videos/318435/stepdad-strips-little-frank-funsize-and-lifts-him-up-in-the-air-by-the-underwear/ https://www.transhero.com/videos/327667/richard-lennox-tests-how-stretchy-his-tight-whities-by-giving-himself-a-ball-wed/
The ball wedgies he gives himself don't look too comfortable, but he is able to get the underwear upp over his shoulders. ]]> Sat 07 Mar 2026 16:32:21 +0200 https://www.transhero.com/videos/327667/richard-lennox-tests-how-stretchy-his-tight-whities-by-giving-himself-a-ball-wed/ https://www.transhero.com/videos/161869/the-newlyweds-jd-dickerson-and-elis-deliver-a-punishing-wedgie-into-his-crack-as/
His underwear is stretched all the way up to his shoulders, but the wedgies continue well into the commercial break. ]]> Sat 28 Feb 2026 06:20:51 +0200 https://www.transhero.com/videos/161869/the-newlyweds-jd-dickerson-and-elis-deliver-a-punishing-wedgie-into-his-crack-as/ https://www.transhero.com/videos/196904/latino-julian-jaden-has-his-ass-spanked-by-his-ceo-richard-lennox/
Julian Jaden has a talk with Mr. Richard Lennox in the executive suite to air his grievances! ]]> Thu 26 Feb 2026 07:13:33 +0200 https://www.transhero.com/videos/196904/latino-julian-jaden-has-his-ass-spanked-by-his-ceo-richard-lennox/ https://www.transhero.com/videos/384474/dominant-elis-ataxxx-torments-leo-blue-with-extreme-wedgies/
Elis Ataxxx has had another bad day. He calls in his whipping guy, Leo Blue, to get his aggressions out! ]]> Fri 13 Feb 2026 07:27:55 +0200 https://www.transhero.com/videos/384474/dominant-elis-ataxxx-torments-leo-blue-with-extreme-wedgies/ https://www.transhero.com/videos/334109/sinister-voice-commands-johnny-mercy-to-wedgie-himself/
Johnny Mercy is enjoying a refreshing glass of water on his patio when a call comes in! ]]> Thu 12 Feb 2026 20:49:40 +0200 https://www.transhero.com/videos/334109/sinister-voice-commands-johnny-mercy-to-wedgie-himself/ https://www.transhero.com/videos/222770/johnny-mercy-and-richard-lennox-broke-their-ass-with-wedgies/
Richard Lennox and Johnny Mercy are here to show us some painful fun by giving themselves a wedgie until their ass breaks and their balls rips! ]]> Sun 18 Jan 2026 08:15:07 +0200 https://www.transhero.com/videos/222770/johnny-mercy-and-richard-lennox-broke-their-ass-with-wedgies/ https://www.transhero.com/videos/406998/manpuppy-richard-lennox-tests-his-new-stretchy-undies-by-giving-himself-wedgies/
Richard calls customer service. They told him to test how stretchy and give himself wedgies, and pointed out the benefits of super stretchy undies. ]]> Sat 10 Jan 2026 17:45:54 +0200 https://www.transhero.com/videos/406998/manpuppy-richard-lennox-tests-his-new-stretchy-undies-by-giving-himself-wedgies/ https://www.transhero.com/videos/155099/daddy-richard-lennox-wedgies-himself-with-his-white-undies/
Richard Lennox calls customer service, hopping mad that the underwear that was delivered is not the he ordered! ]]> Thu 18 Dec 2025 22:00:37 +0200 https://www.transhero.com/videos/155099/daddy-richard-lennox-wedgies-himself-with-his-white-undies/ https://www.transhero.com/videos/64280/richard-lennox-asked-the-trainee-to-demonstrate-wedgies-on-bdsm-tighty-whities/
Richard sees you looking through BDSM's assortment of underwear and insists on demonstrating their resilience with his trainee's help. ]]> Tue 16 Dec 2025 11:10:26 +0200 https://www.transhero.com/videos/64280/richard-lennox-asked-the-trainee-to-demonstrate-wedgies-on-bdsm-tighty-whities/