![Ready for a Challenge, Sissy? [x-post from /r/sissyhypno]](/preview/0/58/584488.jpg)
![Escape challenge [Metal bondage]](/preview/0/125/1259549.jpg)
![A Little Challenge [Female, Girlfriend, Lingerie, Orgasm Challenge, Condom]](/preview/0/153/1538437.jpg)
A Little Challenge [Female, Girlfriend, Lingerie, Orgasm Challenge, Condom]
imgur.com category @Hentaicapposter391
![Challenge Week - Sexy Blackjack [Female, Girlfriend, Bunny Outfit, Cards]](/preview/0/153/1538865.jpg)
Challenge Week - Sexy Blackjack [Female, Girlfriend, Bunny Outfit, Cards]
imgur.com category @Hentaicapposter391
Giant Album: Reshare as our main account got messed up! Dares and Hotwife Challenges
imgur.com category @Playfulcouple2019
![Maybe those rumours weren't so bad, after all. [implied] [public sex] [challenge]](/preview/0/219/2192998.jpg)
Maybe those rumours weren't so bad, after all. [implied] [public sex] [challenge]
imgur.com category @VanillaCaptions
![The way she said it, it was a challenge. [attitude] [implied] [bratty]](/preview/0/219/2193244.jpg)
The way she said it, it was a challenge. [attitude] [implied] [bratty]
imgur.com category @VanillaCaptions
![It was remarkable what a little motivation could do. [challenge]](/preview/0/219/2193577.jpg)
Your friend never steps down from a challenge and now your girl is getting blacked
imgur.com category @kcox506
![A relationship with a superheroine comes with its challenges... [F4M] [GFE] [No Sex] [Romance] [Drama] [Build-Up] [Cheesy & Wholesome] [Convoluted Narrative]](/preview/0/338/3389421.jpg)
imgur.com category @PhoenixEugene
![[H] You unwittingly challenge your futanari kouhai to an unwinnable dick measuring contest. [Futa on male][futadom][Artist:Zheng][Female reader version in comments]](/preview/0/338/3389568.jpg)
imgur.com category @Erelzen
