My long-term best friend Krystal reached out to me and told me about her “boy toy“ that she’s been dating. She told me that he’s a virgin church boy. We talked over Monday just catching up from University days when we would have fun teasing the boys. I told her that I am in school for RMT massage and I’ve been looking for new clients to practice on. “A lot of my clients get boners while they are getting massaged, and I have always wanted to practice stroking them off but I’m afraid of compromising my license”, I shared with her. She told me that I could practice on her toy Sammy “boy toy” Sammy to make up for the time that she sucked my ex-boyfriend’s dick behind my back in first year university.
On Tuesday night, she text me that she told Sammy that he is to come and get his first RMT massage. He has agreed to do everything she asked. This was his very first RMT massage so he didn’t know what to expect.Right before bed, she told me she will give him a prostate massage while he is sleeping to intensify his blue balls.
The day finally comes and Krystal told me that Sammy had to take a cold shower to relieve some of the intensity built up in his blue balls. How exciting. There is no way he will be able to resist my touch, I thought.
As Sammy walks through my door, he appears very shy and meek. Looking through his glasses, he tells me he met Krystal at a church group. I bring him to my massage table and place a towel on top, instructing him to fully undressed and drape himself with the towel. “Even my underwear?” He asks. “Yes, but don’t worry. You will be covered.” “Ok. This is my first time” Sammy replies in a shaky voice.
He lays face down, and after a minute I enter the room. I start massaging his shoulders as his face is buried into the table, covering his eyes with embarrassment. I see my opportunity to fully underdress without his knowledge. I moved down to the foot of the massage table and start rubbing his inner thighs. I slowly run my hands over his blue balls. He gasps with embarrassment and tries to get up to leave. I put my hands on his back to lay him back down, push his face back into the table and reassure him that Krystal gave me permission to massage them as she’s told me they’ve been very sore. “She told you that?” “Yes. It’s all part of the treatment. Plus we are best friends.”
I start playing with the outside of his bum and he shoots up and catches a glimpse of my naked body. “You’re naked!” he shouts with extreme embarrassment, covering his eyes. I reassure him that I was just hot and then I needed to remove my clothes to feel more comfortable during the treatment process. He says he doesn’t feel like any of this is right, and he decides to call Krystal to get reaffirmation that everything is how it should be. “Do everything she says”, Krystal says over the phone. “Ok….” He replies reluctantly in his quiet, shy voice. So he has no choice but to submit.
Sammy relays this message me and tells me, “OK fine I will submit, but I’m not attracted to you and I’m not going to get a boner”. We will see about that, I challengely say to myself.
I tell him to roll over, and he does as I command while keeping himself covered. I see that he is now pitching a tent and I start slapping his dick. “You told me that you wouldn’t get a hard on” I say. Each time I slap it, he closes his eyes and tenses up, trying to fight the pleasure with embarrassment. I know his secret. I sit on the foot of the massage table, facing him, one leg on each side on the massage table and his legs on top of mine massaging his quads.
He likes his bum being played with. I just know it. I press on the space between his bum and his balls, his perineum, massaging it gently while taking turn teasing his full bulls. He is squealing delight, sounding like a girl. Slowly I take my finger, and I enter him, playing with his prostate. He is mine now to help encourage and embrace his feminine inside. He is resistant, but slowly accepting this part of who he is. After giving him three consecutive prostate orgasms, he can no longer take the teasing, and he starts to stroke himself. Harder and faster. He rides the waves of his orgasm, built up since Monday, for a whole 30 seconds.
My Experience
Sammy spoke to me on behalf of Krystal. This the first opportunity for Sammy to share what he desired, embodying the role of a dominant female and taking on the submissive and bashful role of Sammy, which was exciting. Throughout the week, he fantasized about Krystal (my bestie) edging Sammy (himself) under Autumn’s (me) direction, which really intensified his orgasm in the end.
It was exhilarating being rejected by him because of his embarrassment while finding a way to convince him to finally let go, reassuring that what he was doing wasn’t wrong.
I couldn’t help but to wonder if there was a more feminine side to him that he’s kept hidden. I suppose this will something that might come out in our future sessions, if it’s there, and when the time feels right for him.
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