Vicky’’s boyfriend Cowboy has always wanted to be pegged by her. Vicky has a surprise for cowboy today! Vicky shows Cowboy a couple of smaller dildos to peg him with and says she’ll fuck him with the extra large one, only if he can take the smaller ones first. He enthusiastically nods but then Vicky tells him that she will only peg him if he is in chastity! He’s got to lock away his dick if he expects to get pegged today. He walks away and locks his dick up in the cock cage before returning, admitting that it feels annoying. Vicky warms up his ass and lubes up a plug, sliding it into his ready ass. She teases him a bit and gets the next dildo in her strapon ready to peg him. She continues teasing him, stroking her strap, taunting him about being in chastity. Then she eases her strap into him as she continues to tease and taunt him - giving him a bit of pleasure with the pain. She continues fucking his ass harder and faster and tells him he cand work his way up to the bigger dick next time.