Schoolgirl outfit. This is a classic, and can lead to some incredible role-playing situations. The skirt should be short enough you can see his little white panties peeking out without even bending over.Makeup. This is a favorite activity. I love giving him a makeover. Super slutty makeup is the best and can be combined with any outfit.Deepthroat training. Let’s eliminate that gag reflex ladies! Seriously one of the most degrading things you can do to your man is fucking his face. I like to recreate positions from porn in this activity. Relax on the couch or chair while wearing your strapon. Put him on his knees and make him get to work. If he’s not going deep enough grab his hair and force his face down on that dick! Trust me, he can take it. Don’t be gentle. Make sure he maintains eye contact like a good little porn star! I also like to have him lay on his back on the bed or couch, with his head hanging over the side and cram my dick down his throat. Do this until he gags, over and over, he’ll be drooling all over himself soon enough. Have him lie down on his back, then straddle his upper chest/neck area so the only thing you can see is his face. Put your dildo in his mouth and jackhammer that thing down his throat. Don’t be scared of hurting him, even if your dildo is on the large side of realistic. he’ll eventually be able to take it balls deep. He might complain that it doesn’t fit. Well, its your job to MAKE it fit. Yes he’s going to cough and gag, a lot, yes he’s going to have a lot of drool and mucus coming out of his mouth. That’s OK. Don’t be deterred by any sounds, drool, or complaints. Also give him instructions and compliments when appropriate (“yeah, show me your tongue” “hands behind your back and open wide bitch” “give me that throat” “that’s a good little cocksucker”)EDIT: I’ve received several questions about this point. I’ll clarify exactly what were doing here and why. When I make him suck my dildo, I’m not getting any physical pleasure out of it and neither is he. This is not meant to be physically pleasurable to us, it’s meant to make him feel like my bitch. When you do this, make it an ordeal he needs to suffer through. When he’s on his knees in front of you, fuck his mouth hard and fast. Really make an effort to get your entire dildo down his throat as you thrust in and out. Make him suffer here for quite some time, 5, 10, 15 minutes even. Don’t let him get away with pulling his head away or anything either. Make him keep your dick in his mouth, see how long you can keep it buried balls deep in his mouth, lock your legs around his head if necessary. His jaw and throat should be very sore after this ordeal, and his face should be a mess of slobber and spit. Once he can take your whole dildo down his throat without gagging, its time to upgrade to something longer and/or thicker. Your goal should be to have him performing at THIS LEVEL and he won’t get there without proper training.Pegging/dildo play - This falls into the pain category as well depending on your mood. I really feel that in order to make this act as degrading as possible, its important to get a dildo that looks and feels like a real penis. It should have balls and be a realistic skin tone. It should also be at least slightly bigger than his own penis (within reason). A big aspect that makes pegging so humiliating is the mental side to it. Obviously, there’s some physical to it as well, but just being forced to “deal” with a dick is mortifying to most straight men. Some activities involving your strapon or dildo:
