William Prince and the World's Smallest Dildo

We've really fallen in love with this str8 boy, William Prince, over the past year. And we've done our level best to get him to see the gay light but he's still resistant. He went from solo to duo but in the duos with other boys it was always difficult for us to judge if he was enjoying himself or just playing at it for the audience. So this time we wanted to approach it from the other direction... Read more [+]

We've really fallen in love with this str8 boy, William Prince, over the past year. And we've done our level best to get him to see the gay light but he's still resistant. He went from solo to duo but in the duos with other boys it was always difficult for us to judge if he was enjoying himself or just playing at it for the audience. So this time we wanted to approach it from the other direction and see if maybe a bit of anal stimulation might convince William that there's more to life than girls. He was resistant to the idea of anything going up his ass at first. Then we produced what is surely the worlds smallest dildo and with that, he consented to try it. We suspect his concerns for his ass were more psychological than physical. So after flinching with the initial penetration, he seemed to relax and maybe even felt a bit of pleasure. We'll let you be the judge. Read less [-]