(This was originally filmed as a custom video) Your step-mother and you are very close, and she's taught you a lot about relationships and sexuality - and today she's decided it's time for you to learn all about anal play! She reassures you that it's nothing to be scared of, she's going to walk you through it nice and slowly so that you can experience it safely with her, and then you'll know what to do when you want to do it by yourself or with someone else! She hands you a douche first and tells you to go to the bathroom and clean yourself up, and when you get back she makes you lay back on the bed with your legs pulled up to your chest, so that she can access your asshole! She talks sweetly and soothingly to you as she uses first her fingers, then a smallish buttplug, then a medium one, and then a huge one - which you manage to take no problem, prompting her to praise you and tell you that you're clearly a natural! She leaves the massive one in your hole while she strips out of her dress and puts on a strap-on harness, telling you she's going to show you pegging now, and that you'll love it! She removes the huge plug, commenting on your cute gaping asshole, then slowly begins fucking you with her strap-on! She encourages you to stroke your cock as she picks up speed, checking in with you often to make sure you're feeling good. You impress her with how well you're taking it, so she ends up fucking you hard and fast as you play with your cock, pounding you until you can't hold it anymore and you shoot a big load of cum all over yourself, while she tells you how proud she is of you! TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, pov, stepmommy, stepmom, stepmother, step-mommy, step-mom, step-mother, step-son, gentle femdom, encouraging, sweet, loving, pegging pov, pegging lessons, sex lesson, sex lessons, strapon, strap-on, stockings, anal play, anal toys, anal masturbation, buttplug, femdom pov