I was out of town on business and had a nice hotel suite. I remembered messaging you and telling you that I was gonna be there(I don't remember what town it was, but it was close to you). I was just in my room watching tv when someone knocked on the door. I answered it and suprise, it was YOU! I was speechless, so you just walked around me and into my room. Wasting no time you said you were hungry and that I should take you out to eat. We went to a nice place not too far from the hotel and ate. We chatted about normal thing, but occasionally strayed to more risky topics. We decided after dinner to go to the mall and do some window shopping. We walked close to each other with you holding my arm like my girlfriend. Not too much time passed and you were talking about how horny you were and that you were getting really wet and needed a good fucking. This got me really excited as you were with me and I was thinking "My dream has come true, I get to relax with Miss Jackie!". That is when you turned the tables on me. "We have to find a suitable man for me to fuck!", you said. I was shocked, I said, "What about me?", laughing you said, "Don't be silly your are my submissive little cuckboy, you don't get to fuck me." It took a little while, but you found a guy that you liked. We approached him and you came on to him. He was confused and said,"Isn't that your boyfriend?" You said, "Yes, but I don't let him fuck me, he is too much of a wimp"
Back at the hotel.
We go into the room and you tell me to undress. I'm hesistant so you snap at me. I undress down to my boxers. You can tell I have a hard-on, "Those too", I blush and pull them down. You make me sit in a chair and you get some ice to make my dick go limp. Once it is limp you put a chastity tube on me and lock it. You want me to watch him fuck you but not be able to get hard and enjoy it. You go back to him on the bed and start making out. You pull out his cock and see that he is VERY BIG (about 10 inches). After you suck him for a while you make me come over to undress you. My cock is trying desperately to get hard, but it can't. He licks your pussy as I watch. Once you are ready you make me guide his cock into you. I'm only allowed to kiss your feet and suck your toes while he fucks you. You cum hard all over his cock a few times before he tells you that he is about to cum. "Cum inside me!", you tell him. He shoots a HUGE load inside your pussy and falls down on the bed. You tell me to lay down on the bed on my back. Then you climb ontop of me and tell me to lick you clean. You sit on my face and let his, and your, cum drip out into my mouth. I lick as you asked and you cum again on my face. You tell me to swallow it. I do as I'm told. You thank the man and he dresses and leaves. You are satisfied and I'm humiliated. You tease me by rubbing my balls. I ask for you to please unlock me so I can cum. You tie my hands to the headboard and unlock my cock. It is hard in record time. You stroke it and I'm about to cum, then you stop and laugh at me. You repeat this about 5 or 6 times. I'm about to go insane, I need to cum soooo bad. then you go get some ice and make me limp again, lock me back into chastity, and untie my hands. I never got to cum
You stay the night and I relax and the foot of the bed. The next morning I awake to find you gone, with a note on the dresser.
"Thanks for the fun evening, we should do it again sometime. I have the key to your chastity device and I'll mail it to you when I feel like you really NEED to cum. I don't think you will need it for a little while so I'm gonna take a short vacation. Talk to you in a few weeks."
WEEKS! How will I make it weeks. I'm use to cumming every day. I need to now more than ever, and I can't for Weeks!
Then I wake up.