*This is a true story only the names have been changed to protect the identity of those involved.
Stephen was a fantastic sub. Over our time together, I had found lots of interesting ways to push his boundaries and though he offered some resistance, he never disappointed. This particular evening was no different...
Stephen and I had gone out for some drinks and found ourselves at a local gay bar, not a place Stephen would've anticipated. Although I have a huge appreciation for both sexes he insisted he was not interested in men. Enter Jackson. While enjoying our drinks, an adorable young man approached Stephen and myself. Jackson...he was sweet and chatty and could not help himself, shamelessly flirting with Stephen all night.
Looking at Stephen I commented, "Wow he is really into you."
Stephen, boyishly responds: "Yeah that's not my thing... But if you told me that that's what you wanted from me I would do him in a heartbeat."
Me: "Oh? Is that so" Stephen: "Yeah only because I feel I need to prove myself to you."
Pondering this for a moment I look him in the eyes "Perhaps you should prove yourself."
Looking rather dumbfounded, Stephen replied, "Seriously?"
I nodded and to his credit, he jumped right into action. He let down his guard and began to return Jackson's flirtations. Jackson, thrilled to have broken Stephen down, invited us back to his place for a few drinks with he and a couple friends. Graciously accepting the two of us joined the group headed toward Jackson's.
The night seemed to go on forever and Stephen was growing impatient. He had worked himself up for hours and now it was a waiting game. Waiting on Jackson's company to leave, waiting for his opportunity to make me proud. Finally, it was just the three of us. Stephen and I sitting on the couch and Jackson on the loveseat. I proceeded to rub Stephen's cock through his jeans as Jackson watched with enjoyment. As he got hard his size becomes painfully obvious, bulging in his pants.
Jackson looks at me and says "I'm sorry I can't take anymore of this can I please go down on him."
To which I respond: "Of course you can".
He looks at Stephen and begins to ask him the the same question. Cutting him off I interject: "You don't need to ask him sweetie."
I look at Stephen. "Unzip your pants and put your cock in Jackson's Mouth"
Stephen obediently unzips his pants and pulls out his cock. Jackson is practically drooling when he sees Stephen big hard cock. Jackson gets down on his knees in front of the couch and proceeds to go down on Stephen.
Such an eager boy.
After a few minutes he asks if we could please move into the bedroom. When we enter the room I direct Stephen "Take off your clothes and sit in the middle of the bed." He does as a any good boy should.
Jackson has some experimenting of his own he'd like to do. He looks at me "I've never made out with a woman before... do you mind?"
I pull him into me and we make out as I slip out of my clothes and his lips move from my lips down to my breasts. He gently sucks and licks my nipples, rolling his tongue around each one. He then asks if I would let him go down on me and try to make me cum. I get up on the bed and lay down next to Stephen "Stephen, Be a good boy and show Jackson what he needs to do."
Stephen proceeds to coach Jackson in just how I like to be pleased orally. Lucky for me Jackson is a fantastic learner and within minutes he makes me cum, my orgasm accompanied by me squirting and exploding all over him and his bed. He squeals and giggles and yells "Oh my God I had no idea women did that. That's amazing!" Jackson continues to please me and I caress his head telling him what a good boy he is. Each time he makes me cum I reiterate what a good boy he is and I can see Stephen is growing noticeably concerned.
Stephen's goal is always to be the best boy in the room. Stephen watches and strokes his cock. I can tell by the look in his eye that he will take out his concern and frustration on Jackson.
