Anal Envy: Practice On Me First – Michael Boston & Dylan Hayes
Dylan Hayes and her boyfriend are making out. As things start to heat up, her boyfriend wants to go all the way, but Dylan is feeling a little anxious because she’s still a virgin. Michael Boston, the older brother of Dylan’s boyfriend, enters and offers to help. Dylan’s boyfriend is upset, but Dylan confesses that he’s nervous and fears his boyfriend’s penis won’t fit inside him, so Michael happily offers to give him some pointers. Michael starts by asking if they have lube, but it turns out they don’t. Michael tells Dylan’s boyfriend that it’s his duty to support his man, so Dylan’s boyfriend reluctantly leaves to buy lube and other supplies.
Now that they’re alone, Michael asks Dylan if there’s anything else he’s worried about. Dylan admits that, being a virgin, he has NO idea what to do. Michael gives Dylan some advice to help him feel more prepared, but then starts talking to Dylan, saying he can help Dylan warm up. Dylan is surprised at the idea of cheating on his boyfriend, but Michael says it will help ensure Dylan’s first time with his boyfriend is magical, so Dylan agrees to give it a try.
They start with a few kisses and caresses, and then they undress. Dylan tries to give Michael a blowjob and is pleased to find that he is a natural at sucking cock and sucking balls as well. Michael surrounds Dylan and prepares him for penetration, and Dylan settles on Michael’s cock for cowboy sex. It turns out to be a lot more pleasurable than Dylan expected, and Michael avidly fucks Dylan in several other positions. Of course, Michael’s intentions aren’t entirely altruistic, but Dylan is having too much fun to care.
