20-Year-Old Straight Boy's First Hole Fingering

Landon Michaels is a 20-year-old straight boy who is trying his first anal play at Red Hot Straight Boys. He strips naked and Tom secures him in his spanking tower, but there won't be any spanking today, this device is good to hold the boy's legs securely in the air while Tom fingers his tight, virgin butt hole.

19-year-old straight boy Landon Michaels first appeared on Red Hot Straight Boys in April 2023. That was his first gay experience and he stripped naked and site owner Tom jacked him off. Three months later, Landon returned and Tom gave him a blowjob.

Red Hot Straight Boys brings us horny young men and their titillating first sexual experiences on video. Some of them only jack their cocks, but many experience site owner Tom's hand and mouth on their stiff young hard-ons. A curious few go further with hole fingering and small dildos. There are 250 titillating videos here and Tom adds a new one every other week.

Read our Red Hot Straight Boys review