Enjoying Your First Strap-on Session

How Will Your First Pegging Go

Are you ready to take that first strap-on up your ass?  Ready to be the bitch of a Strap-on Domme?  Your first strap-on session may come with a mix of emotions.  Anxiety or fear.  Does it make you gay?  Will it hurt?  No, strap-on sex won’t make you gay, and it shouldn’t hurt if you’ve been following the Anal Training Program.  Excitement is the BEST emotion, because this is something you’ve wanted for so long.  So, how’s your first strap-on session going to go?  Let me tell you one of the many ways I pop a butt slut’s cherry!

*Disclaimer* This one description may *not* be YOUR strap-on fantasy, and that is totally OK! Mistress Delia ALWAYS personalizes every session.

Preparation for Pegging

A strap-on session can be humiliating, and if that’s what my anal slut wants, I’ll start by dressing her in a naughty schoolgirl outfit. Maybe a crop top with her bra peeking out, plaid mini skirt and NO panties!  They’ll just get in the way! Knee socks and Mary Janes complete the outfit.  Kneeling before me, I’ll lecture her about her slutty ways, blowing the Quarterback behind the bleachers! That has not gone unnoticed and she needs punishment.  I might start with a spanking, and when her ass is nice and red?  Well, then it’s time.

Get Down to the Fucking

First, she needs to show me her cock sucking skills on my dick.  As she is slobbering away, I tell her it’s going in her “pussy” next so she had better lube it up well!  Of course, once I’m satisfied with her knob gobbling, I take pity on her, tell her to face away from me, face down and ass up, and flip that skirt onto her back.  I’ll inspect her with my lubed fingers, seeing just how many I can get into her hungry hole, and once it’s well lubed, I get behind her, and just push the head of that cock up against her puckered hole, teasing her, waiting for her to beg me to fuck her.  Once she does, I’ll slowly push it in, then pull it all the way out, and back in, faster and faster, until she’s moaning and begging for it harder and deeper!  Maybe I’ll find out she is a butt slut when she cums just from the pegging!