Meeting with a strapon mistress

Author: Tyler77

We meet in the bar of my hotel. You are elegantly dressed in skirt, blouse, stockings and high heels. I notice your cleavage and your breasts pressing against the blouse.

We sit down at a table and order some drinks. After a minute you reach into your bag and give me something wrapped in plastic. You instruct me to go into the men’s bathroom and insert the small buttplug and then to come back. I obey you and come back with the buttplug safely inserted and sit down again. You put your hand on my thigh and ask me how it feels and ask me if I’m soon ready for something bigger.

We continue drinking and you caress my cock through my pants underneath the table. When we have almost finished our drinks you give me a second package and tell me to go back into the bathroom again. This time the buttplugg is quite large and I have to really relax to get it in. When I come back and sit down you tease me and ask me if I have a problem sitting down with that big dick in me and tell me that soon I will have to take even more in there… You then put my hand on your thigh and pull it upwards under your skirt. My heart starts raising as I can feel that you are wearing a big strapon underneath your skirt. You smile and make me stroke it a few times up and down and I can see how much you are enjoying the attention I’m giving to your member.

We then stand up and walk to the lobby. I can feel the buttplug moving inside me as we walk through the corridors and my cock is now fully erect. We enter my hotel room and you instruct me to take off all my clothes and stand on all fours on the bed, face down with the buttplug still inside me. You disappear into the bathroom and it feels like ages waiting in my humiliating position. You come back out and I turn my head and look at you. You are now wearing stockings, garters and latex boots and a latex corset that barely covers you breasts. You place your bag next to the bed and stand behind me. You start pouring oil on the top of my butt and gently starts caressing the sensitive areas around my asshole down to my balls. You add some more oil and start lubricating my cock and gently stroking it with teasing motions. I moan and my heart is beating fast from the intense sensation. You slowly reach for the buttplugg and remove it. You put on gloves,
lubricate your fingers and start massaging my ass checks, slowly working a finger inside. You continue while slowly rubbing my cock with your other hand. You soon work another finger inside and continue slowly until I get more relaxed and you can safely add another one. When you have three fingers inside you suddenly stop and reach into your bag again. I can’t see what you are doing, but all of a sudden something big is pressing against my asshole. You slowly push a large dildo inside me while caressing my balls and the base of my cock with your other hand. All of a sudden the dildo starts vibrating, stimulating my anus and causing me to moan loudly. You tease me and tell me this is just the beginning of the show…

You continue working the humming dildo in and out of my stretched asshole and for every stroke I relax more and more and start to get increased pleasure from the humming sensation. You notice that I start to relax and increase the pace of the strokes and continuously slap me on my ass and tell me that I’m your bitch and that you can do whatever you want with me. The senasation is now increadible and I start pushing my ass back to get more of the dildo inside my throbbing hole. You notice this and whisper in my ear me that I’m your bitch and that you control me with your rubber cock.

After a few minutes of intense ass-fucking you stop and tell me to lay still with my ass up and my head pressed down against the bed. You instruct me to hold the vibrating dildo inside me and then you step away from the bed. You reach into your bag and place your strapon dildo and harness next to me. I watch you slowly putting on the harness, adjusting it and putting the large dildo in place. It is bigger than anything I’ve ever tried to put into my ass and the pure thought of getting it all in there makes my cock hard as a rock.

You gently start stroking the dildo while you tell me about how you are going to stretch me and that I later will beg you to fuck me. You place yourself behind me and add some additional lube to my ass-cheeks and to the dildo. You tell me to relax and then press the tip gently against my hole. The sensation is intense and I feel my asshole being stretched like never before. I breath deeply and try to relax and you push the dildo inside me inch by inch while at the same time playing with my cock and balls. You stop for almost a minute to allow me to get used to it and then start moving it slowly in and out while telling me what a good slut I am. You tell me that you should make a video just to show the world how much I am enjoying your treatment. You slap my ass and grab it with both hands. This causes the feeling to become even more intense, as I can feel even the slightest movement of the dildo inside me.

You now pour some more oil on the top of my ass and slowly start rubbing the base of my cock. The feeling is now so intense that I have to bite the pillow not to moan loudly. You increse the trusting motions and I’m getting more and more on the edge of cumming. Finally I can’t hold it any longer and cum with super-strength while my ass-cheeks are cramping around the dildo still moving in and out of my ass.

You slowly pull out of me, but before I know it the strapon dildo is replaced with a large buttplug again. You instruct me to stay in the same position while you get cleaned up. I feel totally humiliated, standing on all fours, still throbbing from my orgasm, with a giant buttplugg in my ass. What is worse, the buttplugg has a ponytail on it, making me look like a real slut.

When you have cleaned up and put your clothes back on, you close your bag and start moving to the door. Halfway there you turn around, look at the tail hanging down from my ass and say: “you can keep it as a souvenir”. I hear the sound of you heels as you walk to the door and all of a sudden you are gone.