All the guys at Straight Fraternity have been experimenting with ass lately, either another guy's or their own. Today Jacob gets his very first rim job and anal fingering. Jacob seems unusually quiet and nervous today, so I make him more comfortable with a hot blow job. I stroke and suck his dick and balls until he's hard and on the edge of cumming. Then it's time for Jacob to get on his knees. I move behind Jacob so I can eat his ass while I jack his dick. I tell Jacob to sit back and hold up his legs for easier access. After Jacob's hole is good and wet, I slip in a finger and milk his prostate until his butt is sore.