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Mistress milked my prostate dry [M30F34] [femdom] [bondage] [anal]
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vice-gr1p is in Anal
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I had to go to New York for a business trip and have always wanted to try BDSM with a mistress. I did some research and found one that I felt was a good match for me so I sent her an email inquiring about booking a session with her. I was delighted to get a response from her and I tolder her when I would like to see her and what I was looking for which was for me to be tied down to the bed and for her to mercilessly tease and edge my cock while milking my prostate and playing with it. I sent her a deposit to secure a 90 minute booking and then eagerly counted down the days until my trip. I decided that it would be best to save myself up and not cum leading up to my time with her so I waited 10 excruciating days doing everything I could to not cum.

The day of my trip arrives and I'm like a kid on Christmas, so excited that I could barely sleep. I get on my flight to New York which was relatively boring and straight forward and went straight to my hotel to check in and rest/relax before going to my session. I was still giddy with anticipation that my cock was hard and throbbing the second I got into my room. The only logical thing to do was take off all my clothes and lay down on the bed and admire my rock hard cock on my stomach. I did some scrolling and then it was time to get myself ready for everything. I properly douched to make sure everything was clean down there and then got a hot and relaxing shower. I made sure to groom myself so there wasn't any hair in the way and so I would be nice and smooth for the mistress (I did want to impress her after all). Once I was all done I hopped out of the shower, brushed my teeth and got ready to go.

The mistress's dungeon was just a short walk away from my hotel and I felt nervous the entire walk there. The butterflies in my stomach seemed to be getting bigger and bigger the closer I got until I was finally there and knocked on the door. A few seconds felt like an eternity and then the door opened with a gorgeous face peeking out inviting me to come inside. She was even more beautiful than her pictures could do justice and I was in awe. She had a silk robe on but I couldn't see anything underneath but that just added to my excitement and anticipation for what was hiding behind it. We sat down on a couch and chatted for a few minutes. We went over what I was looking for and interested in again to make sure we were on the same page and I mentioned to her that I hadn't cum for 10 days. At that moment her eyes widened and a grin came across her face and she said "oh lucky me, we're going to have to get everything out of you and clear your blockage." This sent me through the roof and I was instantly rock hard. She told me to get up and go use the bathroom and then undress and meet her in the bedroom. I quickly obliged, leaving the payment for the session on the coffee table a quickly scurrying off to the bathroom.

I went to the bathroom, washed my hands and then quickly took off the remaining clothes I had on and opened the door to find the mistress waiting for me in the bedroom holding four leather cuffs in her hands. She directed me to the bed and told me to lay down right in the middle with my head propped up on a pile of pillows she had placed. I nodded and could only muster a "yes mistress" as I did what I was told. She then put the cuffs on my ankles and my wrists and as she was doing this my cock was already getting hard. Once she finished, she pulled some rope out from each corner of the bed and began to fasten the cuffs to the bed so I only had the slightest bit of movement, maybe a couple inches or so. I was now trapped and at the mercy of this beautiful goddess that was going to do whatever she wanted with my cock and prostate for the next 90 minutes.

The mistress then told me to try and get out of my bondage. And once she was assured I couldn't get out, she giggled with her sinister grin and removed her robe. All she had on underneath it was a small thong that was see through and a bra that barely contained her gorgeous breasts. I was still rock hard at this point but I literally started leaking precum at the site of this goddess and her lingerie with neatly trimmed bush. She asked if I liked what I saw and I responded with "yes mistress" and she said "good, you will only address me as mistress and nothing else" I again replied with a yes mistress to show her I understand and then she crawled on the bed ever so slowly towards me and my throbbing cock.

Once she got to me she started running her hands and fingers all over my body touching me everywhere except for my cock just teasing me and getting ready for what was to come. She said "I understand you want me to tease and edge you and and milk your prostate, is that correct?" To which i of course replied with "yes mistress, I need you to do it so bad." She said "good, you're under my control now and there's nothing you can do about it. But if you feel like you're getting close, you NEED to tell me." I nod and said "yes mistress, I understand. My cock and ass are yours to play with and do what you please."

The mistress finally grabbed a hold of my cock, dripping warm oil all over it and all over her hands. She expertly stroked it and then not even 30 seconds in grabbed my shift with one hand and then palmed my head with her other hand. With all of the anticipation I told her that I was already getting close and she took her hands off and chuckled. She gave me a small break but then removed her bra to let out her breasts which were magnificent. It was then right back to stroking me with a devilish look in her eyes but this time going extremely slow and paying attention to every centimeter of my cock. Once she got to the head, she ran her finger underneath the ridge all the way around and I felt like I was going to explode right then and there. Again I told her I was close and she backed off and gave me a few seconds to rest.

The mistress then said that my cock needed a break and proceeded to put on a latex glove and oiled it up. She began to tease my asshole and running her fingers all around it and just slightly poking one in every few seconds. This had me going crazy and I told the mistress to "please finger my ass, I need it so bad." She obliged, slowly pushing her finger in as I moaned with pleasure. I seemed to swallow her finger hole and then it hit my prostate and I let out a huge groan. This caused more precum to leak out of my cock which the mistress noticed and she scooped it up and said "you're looking thirsty, have a little drink" as she brought her other hand towards my mouth with the precum on her finger. I of course said "yes mistress" and opened my mouth for her to feed me my precum. She then proceeded to finger my ass and milk my prostate and I was in heaven. I was moaning and groaning consistently as she expertly played with me. She then said that I needed a 2nd finger inside of me and I nodded so without hesitation she slipped in another finger without any resistance. At this point she hadn't touched my cock and was just milking my prostate and I was loving every second of it. I was moaning like crazy and when I wasn't, I was thanking the mistress because it felt so good.

More precum was leaking from my cock and had started to pool up on my stomach so she again got it all up with her free hand and fed it to me without any hesitation. I thanked her again and she said I was being a good slave and that my prostate was so engorged and had a lot much milk in it. I told her I was saving all of it for her and she gave me that grin again and continued to milk me and then started stroking my cock. This made me pull on the restraints because it felt amazing but I couldn't go anywhere which made the mistress shake her head and remind me that I was hers to control until she was done with me.

She continued to tease and edge my cock and milk me while I continuously got close to cumming. By now I didn't even need to tell her I was close, she had figured everything out and would immediately stop stroking my cock and slow down her fingers in my ass. At this point I had no idea how much time had passed but she pulled her fingers out of me and said that I was ready for something bigger. I replied with my usual yes mistress and waited for her to come back to the bed with whatever she had in store for me. The mistress came back to the bed with a curved dildo in hand, one that was made for gspot stimulation. She asked if I was ready for it and I could only nod with excitement as she put a condom on it and lubed it up.

She distracted me by playing with my cock some more and just playing with the tip to really get me going crazy and then I felt it. The head starting to go inside of me and then a quick pasue to let me adjust. At this point I was nice and lose and craving something inside of me and she continued sliding the dido in until BAM. The head of it was snug right up against my prostate and I let out a huge moan. I was so filled up but I felt so amazing and instead of precum, I started to have some cum leak out of me. The mistress of course noticed this and giggled some more as she started to slowly move the dido back and forth. I was in ecstasy, bound down to a bed by a beautiful woman, her playing with my cock and prostate and in full control. I started moaning like crazy with every movement she made and she wasn't even touching my cock. More cum started to leak out of me and I swear there was a pool the size of a small cumshot already on my stomach. I again have no idea how long this went on but I lost all sense of time while the mistress was having her way with me. I had countless prostate orgasms where it felt like I was actually cumming but nothing would cum out or just a small drop.

The mistress then took a hold of my cock and began to stroke it quickly then stopped. I felt like she was getting ready to make me cum because she continued to do this for a few rounds. I was still lost in ecstasy because she was now fucking my prostate with the dildo and stroking me at the same time so all I could do was grunt and moan and enjoy the sensations. Then it happened, "mistress I, I, I, I'm gonna" my cock started shooting ropes of cum straight up in the air, my ass tightening around the dildo as it repeatedly hit my prostate. The first rope landing on my chest, the second going further and landing on my neck, the 3rd back on to my chest and the next few spurts on to my stomach.

HOLY FUCK that was an intense orgasm. The mistress was smiling, clearly pleased with the work of art she had created in front of her. Then she said "I didn't give you permission to cum slave." Shen then grabbed my cock again and started stroking me even more. I was stuck. Bound to the bed with no where to go and covered in my cum as she continued to stroke me mercilessly. "You wanted this slave and I'm going to make sure I get everything last drop out of you." I attempted to say something but couldn't because my cock was so sensitive and she wasn't going to stop. I was secretly loving this but the cock sensitivity was off the charts. The mistress slowly pulled the dildo out of me while still stroking but replaced the dildo with her fingers so she could milk every last drop out of me. The feeling was so overwhelming but I tried to hang in there because I was obeying my mistress and then I felt myself starting to cum again. I asked the mistress for permission to cum and she said yes as she vigorously stroked me. Again, cum started shooting out from my cock and a few ropes landed on my chest again with a couple more ending up on my stomach. The mistress didn't stop stroking yet until she was completely satisfied and then she finally slowed down and removed her fingers from inside me.

I was completely spent. I felt like I couldn't move and immediately needed a nap. I didn't even care if I was covered with all my cum. The mistress left the room and came back with some warm towels to clean me up and take the restraints off. She asked me if I had a good time and I nodded with a huge smile on my face. She then asked me if I would be coming back to see her and I only had two words for her "Yes mistress."

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