Roleplay Phone Sex

Engaging in roleplay phone sex can be great fun, and an awesome way to live out your most taboo phone sex fantasies in a way that is completely safe and without consequences, other than a mind blowing orgasm at the end! One of my favorite callers loves to engage in sensual domination phone sex, and we’ve played lots of different scenarios and I’ve been many different women in his fantasies. But the basic elements of the fantasy are usually similar, though he is so adaptable and full of creative ideas that I’m never quite sure just where our roleplay phone sex fantasy will go, I just know it will be awesome, as it always is.
In our last session, I played his older sister and I had just completed nursing school. I had been home for a few days, and if I was home, somewhere not too far off was my little brother. See, he’d been in love with his big sister for years now, and while he thought it was just his secret, I knew it and so did our Mom, and my friends. Now my little brother is a very special boy, in that he really is little for his age. He’s about to turn 18, and he still looks like a jr high school boy. He has no facial hair, and a very small diminutive stature, not to mention a tiny penis. He’s always been small for his age, but for the last several years I’ve had him taking “special vitamins”, but he hasn’t grown an inch.
As mom was giving him a bath, yes, she still bathed him just like you would a little boy, I came into the bathroom without knocking, a pair of my dirty panties in my hand. I held them out in an accusatory fashion and said “Mom, do you see what this naughty little boy has been doing?” His face turned beet red, and he started to sputter about how he hadn’t, he didn’t …. and I looked him in the eye and asked if he was calling me a liar. He almost cried as he said “No sis, I’m sorry.” I told our mother I thought it was time I took over with him, she’d spent enough of her life taking care of a little boy, and she agreed. She handed me the hairbrush saying, “I think he needs a spanking” and with a wink she left him in my capable hands.
Now he’s a little boy, and I’m a tall, statuesque woman with large muscular thighs, and big tits, so the difference in our sizes is obvious. His lip quivered as he got across my lap and I spanked him hard with the hairbrush, til he was crying and promising never to do it again! Even though he had really done nothing at all, it was all a set up. I stood him in front of me, holding him firmly between my thighs, and confronted him about being in love with me, his own sister and he blushed and admitted it was true, and had been for years. I made him confess all his naughty secrets about his love for me, and how he got so excited looking at my beautiful legs, firm ripe breasts, and especially my sweet round ass.
He confessed to masturbating thinking about me, and that’s when I told him that had to stop. I had plans for cock control phone sex with my little brother and to that end I had a little pink penis restrainer, a chastity cage for his little cock. He whined and begged, but in the end he begged me to let him wear it as a sign of his love for me. I told him that I’d been planning this for a long time, and had other plans for him too. Even my girlfriends all wanted to spend time with him, we like special little boys like him. Virgin boys. He blushed furiously and asked if all my friends knew he was a virgin, and I just smiled and said “of course dear, boys like you don’t have girlfriends. You’re not like the other boys your age, you’ll always be a virgin.” Poor baby. I held him in my arms comforting him, even as I felt his tiny little penis growing against my thigh.
I explained there would be new rules, he’d always be naked at home, in front of Mom, my friends, and me. He’d never masturbate without permission, and he would soon be learning what it meant to be my cuckold phone sex submissive boy. He told me he’d do anything for me, and I just smiled. I have so many plans for my special little boy …..
There’s so much more I could tell you about this hot caller and our sexy calls, but that’s just a sample of HIS fantasy, and I’d love to hear about your own roleplay phone sex fantasy. Call me and let me bring it to life the way only a mature and experienced phone sex Diva can!
Sylvia @ 1-877-264-4931


