A wager I really shouldn't have taken
My boyfriend and I unfortunately have different levels of sexual desire. I am perfectly fine going without, but he has a constant need for it. He…
My boyfriend and I unfortunately have different levels of sexual desire. I am perfectly fine going without, but he has a constant need for it. He specifically prefers oral sex, which is something I dislike doing. One day he proposed a challenge—the first one to reach an orgasm would lose the bet. If he won, I owed him a blowjob. If I won, I could put a chastity device on him for thirty days. We were both in a play together where there was a scene involving me being placed into a straightjacket. After rehearsing, he suggested I wear the jacket home so I could get accustomed to it by wearing it longer than just during that single scene. For my part of the dare, I wore a t-shirt and bright red leggings, an outfit I know turns him on. I agreed, but as he buckled the straps, I had a bad feeling about this decision. We didn’t drive straight home (to my place; we live apart) because he took us to a nearby town and stopped at a sex shop. While I stood looking at the clothes, he purchased two vibrators. He led me into the bathroom, unfastened the crotch strap, reached inside my leggings, inserted both vibrators, and switched them on. Then he re-fastened the crotch strap tightly. Those dildos were not going anywhere! But his erotic torment went further: he rolled up a newspaper and placed it under my crotch before I sat down in the car. The road needed resurfacing, so as we drove over every little bump, each jolt pushed the dildos deeper inside me. I tried hard to hold back but could not prevent the orgasm. He got his blowjob. (And this happened while I was still trapped in the straightjacket.) That scene in the play will mean something different to me now! Every bump drove the dildos further inward.