Tag: caningPage 2 of 8

Please Hurt Me

It took me awhile to realize Chloé was a sadist. We met at a party that was thrown by a mutual friend and we hit it off right…

Sex Show

When I was a young man, I used to enjoy going to strip clubs. I wouldn’t get the chance to go very often, usually because a friend was…

Types of Ass Play

January 8, 2024 Penetrating his boy pussy is a reminded his holes are yours. Using the ITIT GIFs, here are some examples of how his asshole can be…

Types of punishment

November 25, 2023 The categories of punishment generally involve pain, humiliation, and/or serving. Using the GIFs of I’d Try It Twice. I offer here a few suggestions for…

Ways to serve mistress

October 25, 2023 Pussyboys can serve their mistresses in many ways. In general, service falls into several categories: serving the mistress’s sexual needs, serving the mistress’s material needs,…

The transition from play to pain and humiliation

October 12, 2023 In April of 2017 we started playing with chastity in the bedroom. Once locked in a steel cage, my partner seemed to become empowered and…