Set up Prostate Milking

My visit to the guy who wanted to examine me was beyond humiliating. I was very erect once I was stripped down to my panties which made me even more nervous. He had me stand in front of him while he was in a short chair putting his gloves on. He looked me right in the eyes as he put his fingers into my waist band and pulled my panties down to my knees. He then pushed my legs apart so that the panties would stay at my knees and my legs were a little spread. I was shaking and he was telling me it was all going to be ok. He examined my penis with both hands.. squeezing my little head.. and pulling on my penis a little.. I could have cum in his hand if he played with me anymore :( He told me I was very small for my age :( He pulled at my little sissy balls too :( He squeezed them very hard... way harder than was comfortable at all :( I thought as he did it that it might be possible to squeeze the cum right out of my balls :( he told me my penis sticks up straighter than most because it is so "light" he said it weighs "almost nothing" it was hurtful to hear because I know it is true :( He then turned me around and had me bend over and spread my cheeks. He had me stand there like that for a very long time.. probably 5 minutes. He used that time to explain he would be lubing my anus, taking my temperature and then giving me a rectal exam. He showed me the glass thermometer he had and then he made me spread my cheeks as wide as I possibly could .. he made me reach back and grab my cheeks right around my asshole :( I felt so humiliated and exposed :( he took the thermometer and slowly pushed it up my butthole :( He made me leave it there for 5 minutes with my hands spreading my cheeks. He made me turn around and face him with my hands still spreading my cheeks and he again inspected my bald little baby erection :( He took his fingers and squeezed the tip of my penis making me squirm badly :( He turned me back around and took the thermometer out and began slowly fingering me. Once he had me fully lubed he pulled off my panties and made me stand facing him. He had me walk around his room.. he had me bend over.. he had me squat down.. I was so fucking humiliated to be on display :( He told me it was time for me to ask my questions :( I told him I have been having wet dreams (something he wanted me to tell him) and he told me that was normal but he could cure me. He told me that I needed to have my prostate milked if I wanted these wet dreams to go away. I told him I just wanted to jerk off instead and he told me that was not good enough. He had me get up on a wooden table on all fours.. it was not comfortable at all but it got a lot more uncomfortable over the next hour :( He told me he was going to be draining my prostate fluid completely. He said it was going to take a long time and he was going to be very thorough to make sure it was all out :( He did not waste any more time and began a very deep fast fingering of my asshole.. he started where my doctor left off :( He was jamming his fingers inside and was in my opinion.. an expert at finding and milking a prostate :( Within probably less than a minute I had a full on sissygasm .. as intense as an anal orgasm as I have ever had :( My penis was rock hard and squirted then leaked.. then drooled... I havent had that kind of relief in a very long time but I was ashamed how it happened and beyond humiliated that he did not relent :( He told me I was being such a brave boy as he continued to milk my prostate..I begged him to stop after he made me cum but he refused.. he started breaking out of his doctor roleplay and started getting more stern with me. He told me I was the one who contacted him for this, and I was going to get everything I said I needed :( While he chastised me he worked his fingers in deeper and harder :( He was doing a lot of wiggling of his fingers as he rested his fingers deep inside my butthole often asking me "can you feel that?" meaning could I feel him putting direct pressure on my gland.. and I could.. again.. he knew what he was doing :( I started slowly drooling again after about 5 to 10 minutes of this.. and it diddnt stop.. he just kept doing it... and I kept leaking.. drooling at at about 20 minute intervals would have smaller squirts :( After each one I again BEGGED him to stop :( After the third time this happened I started begging to suck his cock :( Im upset that I did this. He laughed and said that he was going to be getting off inside my "girl hole" He made me kiss him :( He licked my ear and then whispered to me that he drained me of all my cum and only now am I a girl to him :( With no chance to get hard I was now feminine enough for him to kiss and fuck :(


After all the cumming and drooling he made me do I more than ever did not want to get fucked :( But he did it anyway :( He made me put his condom and he mounted me from behind.. he stood over top of me and fucked me as hard as he could.. after all the fingering .. and fucking.. his cock made my asshole gape and he was pulling all the way out and jamming it back in... he made my asshole make wet "pussy fart" noises.. I can still hear it :( My tiny limp penis bounced around and he grabbed it a few times to check my "limpy" he called it :( He came while inside me while slobbering in my ear :( .. pulled his condom off and put it in my mouth.. pulled me off the table roughly and dragged me to his living room where he diddnt just put me in front of his window.. he pushed me face first into the window :( My tiny shriveled baby dick smooshed into the window for everyone on that highway to see :( I cried like a baby as all his cum leaked out of the condom into my mouth .. he stood behind me and started spanking my ass making me push myself right into the window :( At the time this was happening it was rush hour on the highway and I was forced to look out that window at hundreds of cars :( He put his gloves back on and he finger fucked me at the window while he played with my penis and balls :( I could not get hard.. I did not have any more cum to give him and he was pleased :( I now had a little button dick and he know knows I look like a 6 year old at best :( He left me there for a while while he collected my clothes. He turned me around and made me thank him while I stood there bare ass naked with my clothes at my feet. He told me that he was pleased with our meeting. He asked me if I got everything I wanted out of it and I thanked him for treating me the way he did. He told me as long as I was willing to come to him with my prostate problems he would be happy to help me :( Then he dressed me :( Again he made me feel like a c***d :( And when he pulled my panties up he turned me around and grabbed my cheeks and said that I really do have a nice ass :(