Make her your dress up doll.

"Okay mommy, if you REALLY feel sorry, then you'll act as a surrogate for every girl I couldn't score with because I was raised by a sissy mommy instead of a real man!" You see the guilt and indecision play upon her face and it is so fetching you forget any feelings of guilt for taking advantage of your mommy's good nature...

"Of course, honey boo boo. You can dress me up however you want and tell me all about your crushes. Nothing is taboo. Mommy will be every girl you've ever wanted and they will all want you. Who should I be first?" You are so turned on by her willing submissiveness that you are tempted to tell her that she is one of your number one sick, sordid fantasies, but you don't want to give her the satisfaction just yet.

"Go up to Brandi's room and find one of her old cheerleader uniform's your going to be my bubble brained crush, Brandi, and you're going to tell me how much more you love my cock than Slade's limp dick!" You love the way mommy's ass jiggles as she runs upstairs and before you know it she's back downstairs in a cheerleader outfit that she looks ready to spill out of. She's taller than your sister, Becca, so the skirt doesn't quite cover her panty covered sissy sack or the bottom half of her bountiful buttocks. The overall result only adds to the perverse obscenity of it all.

"Like, hi, stud. I was like totes hopin' I'd catch you home alone. I got a lil' secret I've just been dyin' to tell you..." you are already breathing hard by the time she slinks over to you and bending down takes your earlobe between her soft lips and whispers, "Don't tell nobody, but that big bully Slade is impotent, or is into dudes or sumthin'. I've been so horny..." "Becca" slips her hand down to your throbbing cock, her breasts crush against your chest, she slips her tongue inside your ear, cooing, "can you pretty please take my virginity?"

Your knees go weak and your vision blurs as your so much blood rushes to your tiny engorged cock that you think you'll pass out. Instead, you shoot another sticky stringy rope of cum all over "Becca's" soft hand. Your mommy looks confused, unsure how to proceed in your little fantasy world if her "stud" is going to keep shooting off everytime he so much as touches him.

"Golly gee, stud muffin', don't worry, I'm sure it happens to lotsa guys. If you want, I could give some pills to help you last longer. They like have side effects an' junk tho. Or..." she guides your hand to her silk covered sissy shaft, "I could take your virginity instead." You are confused in more ways than one. You want to fuck your fantasy girls, but if you have to have pills to help, it kind of dampens your feeling of power and control. And who knows what kinds of side effects they could have?

On the other hand, after sucking mommy's sissy shaft, you've been curious about what it would feel like in your other hole. You are starting to fantasize about Becca with a bulge. Your mommy is your sex toy for the week, why not make her your dildo as well?