Fisting My Young Man
I told the young man we were to meet in a motel room. We both love meeting that way. There is something particularly sexy and forbidden to me about motels. I've always admitted a peculiar fetish for them. The fact that it's neutral territory. No real life interruptions or distractions. The knowledge that untold numbers of other people have had sex in this same room. Not to mention that I don't get stuck washing the towels and sheets. As I always have a supply of lube and toys at the ready, making a mess with the towels and sheets is a happy result of our meetings.
I heard his knock on the door. Right on time. Good boy. Although it's sometimes nice to have an excuse to punish him from the outset. Not to worry. I always discover or invent some transgression on his part that warrants attention. As he enters the room and addresses me as mistress I try not to be too obvious in just how happy I am to see him. I pretend to be firm, but he knows how turned on I am. The fact that he is in his 20's and I am 40 makes me appreciate him all the more. His young body makes me hot beyond belief, and his tight ass is my prize.
I tell him to get undressed and lie face down on the bed for me. I never fail to watch admiringly as his naked body is revealed. Then without another word, he crawls onto the bed and into position. He knows just how I like it. It's the way he loves it too. He draws his knees up under himself slightly so that his ass is raised and spread open for me. I sit down beside him and caress my hand over the hot flesh of his taut butt. I feel him flinch and shudder slightly at the first feel of my warm hand on him. I ask him if he has been doing the tasks I set out for him. Working objects into his ass when he masturbates, concentrating on the full feelings in his anus as he jerks his cock thinking about us together. He lets out a soft low moan as my fingers find his puckered asshole and begin tracing long lazy circles around it. He tells me he is my ass slut, that I am his mistress and he has been working his ass over and over for me.
I draw my hand back and give his ass a good hard slap. I tell him it looks awfully tight to me. SMACK I lay another slap into his cheek. As he stammers and swears he has slept with the plug in his ass as I have ordered, I watch the imprint of my handprint turn from pink to red. I tell him I will be the judge of that.
Smearing some lube on his hole, I place the tip of my index finger on his tight rim. Instead of slowly working it in like I usually do, I suddenly jam it all the way in as far as it will go. He tenses and groans as I feel his ass tightly grip my finger, almost sucking it in with the tension. I tell him he knows better than to get all tense as I plunge my middle finger in beside the first one. I pull them out about halfway, and thrust them back in again quickly. I watch the muscles of his back relax, feel him settle down and his ass begins to open up for me. I add a third finger and begin a slow rhythmic motion in his hole. He is now moaning softly as he moves through the stages of first tolerating it, then getting used to it, getting off on it, and finally loving it. His hips rise slightly to meet my thrusting fingers and his thick cock is rock hard.
I pull my fingers out and wipe them dry on a towel as I watch his ass pucker back closed. Without giving him a second to tense back up, I pick up a large, thick vibrator and slide it halfway in. It's circumference shocks him, and I watch his hole stretch. I hold it there a moment, and begin firmly applying more pressure, pushing it deeper. His groan has given way to panting and gasping now, and as a reflex without thinking, he reaches behind himself, flailing with one hand, trying to push my hands away. I smack his ass cheek hard and demand he keep still. Tell him he is my male ass slut. Does he need the indignity of being tied up? I thought we had passed that point as he was learning to have his ass used. He pulls his arms back in front of himself, in the position he belongs in. He apologizes, begs his mistress' forgiveness and swears he wants to be used. Tells me he loves the feeling of being totally filled. I reply by burying the vibe all the way to it's end. Then I turn the switch and listen to the muffled hum as it buzzes deep inside of him.
While he moans quietly, eyes shut and ass humping the air slightly, I ask him how he would feel if someone could see him like that. Young, but still a grown man. Not a gay bone in his body. Proud owner of a nice hard cock. Being used like an anal whore by me. Following humiliating orders given by an older woman. How embarrassed would he be to have someone see him with a vibe buzzing deep in his intestines, my handprints glowing red on his skin from taking a spanking. He groans and tells his mistress that it would be awful. I lean down close to him. I lightly touch his strong back. I whisper softly in his ear to open his eyes and look up.
Standing there beside me, holding a video camera is his girlfriend's mother. We all live in the same neighborhood. That's how this whole thing between he and I came to be. Of course he can't tell his friends about us. We can't exactly go out together. He can't take me to bars full of college aged people. Our relationship is so different and special. We understand how it works. He has to have a girlfriend his own age. I accept that he fucks her like the twenty year old girl she is. The two of us share our own private secret. He and I know of course that she isn't mature enough to give him what he really needs, so his ass belongs to me. His girlfriend's mother knows about us though. She and I have known each other since he was a child. He didn't have a clue however, until this very moment.
His face turned a deep red, his mouth opens in shock and astonishment. I notice his erection has wilted like an ice cream cone on an August day. He looks at me in disbelief, then back to her. I can see his confusion mingling with his embarrassment. He doesn't know quite how to react. I enjoy his discomfort. She keeps the camera running and laughs. Tells him she is shocked that the nice young man she trusted her daughter to be with has turned out to be such a sex freak. I explain to him she had been hiding in the bathroom the whole time, taping us through the half closed door. Then I suddenly pull the vibe out of his ass and tell her to look at that wide open gaping hole. Get a good picture of it I tell her, holding his cheeks wide apart. She tapes for a few moments, moving around to get several different angles. Then she tells me she thinks I could probably get him open wider. Much wider she says with a wink.
He still can't believe it. His blush has spread down to his shoulders. He buries his head in a pillow and begs me to stop. The other woman and I laugh and I tell him to get used to it, we are all going to watch the tape together very soon. But I needed some more action in my little movie first. She drew a chair up close beside the bed, sat down and continued to tape as I prepared my next move for her daughter's boyfriend.
Spreading his legs wide, and inspecting his ass, I saw that the interruption had made him shut back up tight as a clam. I whispered to him that I thought a good hard fucking would do what I needed. He began to plead and beg as I fastened the straps of the dildo harness around my waist and legs. I gave the dildo a good twist to make sure it was secure, as I applied a dab of lube on the tip, crawled between his legs, and positioned the head against his asshole. I leaned forward, feeling the resistance, leaning a bit more weight into him, and the resistance gave way. He shuddered and let ...