Disclaimer: Names have been changed on request for privacy reasons.
This has been a very strange last two months. I have this friend named Beth, she makes money as a bi domme. About two months ago one of her clients had told her of a specific fantasy she had where a guy calls her pretending to be a stalker and forces her to masturbate and cum over the phone. She wanted him to degrad her a little by calling her a whore and slut, making her call him Daddy, and making her say she is a good girl when she cums. Beth told her, "I know a guy who would love to do that."
So I get a phone call. Beth gives me the skinny and I'm like ummm what? Not sure I'd like doing that with someone I don't know. She says, "She is willing to pay you $200 for two hours of this." I say I'm in. We share a laugh for a moment, but I explain I have a few conditions, one is this client and I speak before hand in a non sexual context, and two we make the ground rules very clear about this.
Beth sets it up and a couple of days later I'm on the phone with Tiffany, a 40 something career woman, single mom, from the Midwest living on the west coast. The conversation is a little awkward but because it is a three way call with Beth, she gets comfortable enough to tell me what she wants and I'm like okay I can do this. First we talk about safe words so we dont have to break scene. We set up a plan for her to send me a photo of her neck down so I can know what she's wearing that day. Then set up a time for me to call her when she's alone and just start the scene.
To say I was nervous is an understatement, this was very strange. I'd done similar things (phone sex is how I met beth) but not for money. It felt strange. Exciting but strange. This is what happened:
The phone rings and I hear Tiffany's voice say hello. I can hear the slight excitement in her voice. So I say nothing, just breathe heavy into the microphone making her repeat herself. "Hello?" Still nothing. To her credit she kept the scene going as this was not a part of the original plan. "Hello? Who is this?"
That's when I spoke. The first thing I said was how much I liked her ass in those jeans she was wearing. She protested, but when I continued mentioning that dark blue denim really makes her hips pop in a way lighter colored ones don't. Plus the contrast with her white button up shirt looked real nice.
We went back in forth, establishing that I knew what she was wearing (down to her underwear color), where she was (her bedroom), what she did for a living, and what she had done that day (some errands). Then I told her about the "pictures" I'd had. And if she wanted them to not leak onto the internet she was going to be a good little slut and do exactly what I told her.
First I had her unbutton her jeans. Slide her hand inside and rub her clit through her silky pink panties. Her breathing was real heavy now. Once in a while she'd beg me to stop, sometimes I'd tell her to shut up and others I'd ignore her. Eventually I told her to unbutton her shirt. Had her start playing with her nipples. Made her squeeze them until she yelped. This kept going on until I had her on all fours, naked on her bed with her fingers on her clit, and her repeatedly spanking herself loud enough for me to hear, begging me to please stop to leave her alone. But by that point she was already addressing me as Daddy.
We'd been on the phone for two hours or so, two hours of her edging, before I told her that if she wanted to end this she'd have to cum and thank Daddy for letting her. She argued, but when I reminded her of the pictures she agreed, a few moments later she came loud and haaaaard, saying her line perfectly. When she was done riding it out, I simply said, "That's a good little slut. We'll talk again soon." And I hung up. After five minutes I called her back to make sure she was okay. She was panting still but she said it was perfect. We chatted a little, for aftercare. She sent the money via PayPal. Then we hung up.
A few hours later Beth told me Tiffany was singing my praises and asked if I'd be willing to do this with others if the need came up. I said sure, maybe. Thinking it wouldn't happen again but a week later I get another phone call.