Over the early part of our first meet my dominant was very attentive to my sissy cock clit, rubbing it through my panties and feeling my balls, getting me aroused and then playing with my clitty erection; while I in turn sucked his large thick cock and stroked his big balls; we played like that for some time, getting to know each other; talking about our likes and dislikes. He asked me about BDSM and whether I had been caned before, I replied that I had been caned at my boy's school but not as an adult; he got me to stand up and move to the bottom of the bed, where he got my cock clit out and played with it in his hands to arouse me; then he told me to turn around and bend over with my arms straight and my hands on the bed; he picked up the cane and touched my bottom with it, just resting it on my panties; then he twirled the cane around my dangling semi-hard cock clit; there was a pause and I heard a swish in the air just before the impact of the cane on my bottom, not too hard but still painful; he rubbed me where he had just hit me, then repeated the caning slightly harder and faster; he was counting and continued to cane me for ten increasingly punishing strokes, the last one a full-on beating with the cane; I was whimpering as he put down the cane and started to rub and massage my now hot and hurting bottom; he also rubbed and gripped my sissy cock clit, encouraging an erection and giving me pleasurable memories of my first adult beating; my dominant was adept at giving me pleasure alongside pain. After he had calmed me down, he got off the bed and started to put me in restraints, fitting leather restraints to my wrists and ankles; he locked my wrist restraints together behind my back and asked me to lie on my back on the bed; then he widened the metal leg spreader and locked my ankle restraints to the outer links of the leg spreader to keep my legs wide apart; I was now bound and helpless on the bed, only able to watch him. He took photos of me in this position, which you can see in this blog entry, showing how vulnerable I was to whatever actions he decided to take; he put down the camera and played with my sissy cock clit again, while kissing me on my lips and cheeks, also kissing my neck; he whispered in my ear telling me how much he liked my perfume and asked me if I was OK and comfortable in my restraints; then he moved off the bed, lubricated his hard erect cock, pushed up the spreader bar and knelt at the bottom of the bed while holding my legs in the air; he moved his knees to be touching my bottom and pushed the spreader bar even higher, so I was doubled up with my high heels in the air and my sissy cunt only protected by my flimsy panties; he was looking down at me and I was looking up at him; he smiled a devilish smile and moved my panties aside with his free hand, exposing and pulling out my sissy cock clit; he then played with my lubricated sissy cunt, teasing my cunt lips with his cock, inserting his cock a little then withdrawing it, progressively widening my entrance to allow him to pass; he took his time, allowing me to adjust to his size, slowly getting further and further inside me as my sphincter muscles gradually opened up for him; I helped by pushing out to open myself up and accept his very big cock; the large bulbous head of his cock eventually passed through my sphincter muscles beyond the entrance, sliding into the rest of my sissy cunt; it was easier for both of us now as his cock progressed deeper inside me and he continued slowly down until he was in me to the hilt; he seemed to be measuring the length of my sissy cunt before he hit 'bottom'; he paused like that deep within me, still smiling down at me, then he withdrew his cock all the way back out of me, leaving my sissy cunt wide and gaping; after teasing my gaping sissy cunt for a while with the head of his cock, he pushed his cock back into my entrance and slid all the way down inside me again, a little quicker, deep to the hilt; he repeated this process of full withdrawal and re-entry several times, each time quicker that the last, presumably taking pleasure from his bulbous cock head passing back and forth through my sphincter muscles, the tightest part of my sissy cunt; his breathing was becoming more rapid and his face and chest reddening as he now started to fuck me properly, using the whole of his large, thick, long cock and all of my sissy cunt; I was totally helpless as he began to pound me with his cock, fucking me harder and harder, faster and faster; all I could do was look up at him and watch his face as he fucked me in my restraints; I had realised when he was lubricating his cock that he had not put on a condom and I had not complained, so now he was fucking me hard with his bare cock on our first meet and would soon cum inside me; I accepted it and I was enjoying being fucked by him, even though the position was uncomfortable with my legs doubled up and my high heeled shoes tapping on the bedroom wall; my dominant bull grunted loudly, thrust his cock in to the hilt and came inside me in repeated bursts, I could feel the pulsing and spasms of his cock deep within me and knew his sperm was now free to explore my sissy cunt; we stayed in that position for a while before he withdrew his now semi-flaccid cock from me and wiped it on a towel; I was free to lower my legs but was still in restraints as we rested. That was our first fuck and we never did use a condom for the rest of that meet or on future encounters.
You can see in the photo above and those below, the cane marks on my sissy bottom and the teacher's cane on the bed; also the leg spreader my dominant restrained me with to to fuck me bareback, initially while I was lying on my back and subsequently when I was kneeling after being caned.
When we had recovered from our first long fuck, my dominant changed the way I was restrained, unlocking my wrist restraints behind my back and moving me to a kneeling position on the bed with my arms under and through my legs, from which he locked my wrist restraints onto the leg spreader between my still attached ankle restraints. In this position I could only kneel quietly in subservience with my face resting on the bed; my dominant picked up a rubber dildo gag, got on the bed beside me and fitted the gag in my mouth, pulling the straps tight as he locked the gag; he said it was to stop me biting my tongue; he got off the bed and smacked my bottom hard with his hand, telling me that I was a 'dirty sissy' for fucking a man in a hotel bedroom; then he picked up the cane and hit me with it for five counted hard and painful strokes, on each stroke telling me I was a 'dirty sissy' and had to be punished; he put the cane down beside me on the bed and took photos of me to record the punishment; then lubricated his cock again and knelt behind me. I knew what was going to happen next, confirmed as he started to tease my already well fucked sissy cunt with his fingers; he was getting me aroused and ready for round two, which was longer and more painful for me; he forced his bulbous cock into me without any preparation, so my now normal sphincter muscles were forced to part painfully to receive his cock; he drove his large cock all the way into me, filling my sissy cunt and hitting 'bottom' with the head of his cock; he did not bother to tease my already hurting sphincter muscles by withdrawing his bulbous head through them, he kept his cock always inside me and fucked me very hard and deep to the full for a long, long time with no respite; his hands were on my waist pulling me violently onto his cock and he drove it all the way in with his balls flapping against my balls; my legs and arms were aching from being restrained, my sissy cunt was hurting at the entrance where he had abused my sphincter muscles and my sissy cunt hurt deep inside where he was bruising me with his pounding; he had already cum inside me earlier on our meet, so this second fuck took a long time and he intended me to feel punished by it, reminding me what a 'dirty sissy' I was; his big cock had hurt and was still hurting me, my bottom still stung from the cane and my mouth was dripping because the dildo gag and restrained position stopped me from swallowing; I was not enjoying this second fuck and that was his intention, instead I was enduring a prolonged 'dirty sissy' punishment while helplessly restrained; it did not finish until he was ready and then, thankfully, he drove deep for one final thrust and exploded inside me again before withdrawing and slapping my bottom with his hand. The second fuck was very different from the first and he kept me in that position while he cleaned his cock and talked to me about how he was the Master and I was the Sissy Slave; from now on I would obey his commands without question; that is how the rest of our first encounter proceeded and all the other encounters with my first dominant male, including when he organised group sessions with other dominants to punish and fuck his sissy slave. He fucked me many times, always bareback and always filling me with his cum which would drip out of me afterwards; when it was a group session the cum used to flow from me and they had to wipe my sissy cunt before the next dominant fucked me, because none of them used condoms in our group sessions. The encounters were a mix of pain and pleasure which I discovered that I enjoyed, such that my sissy cock clit started to become aroused while they were fucking me; I regularly had an erection when being fucked but never my own orgasm. The same thing happened with my large penis-shaped flexible dildos; I found that I got an erection when my dominants fucked me with these big dildos as part of their entertainment, always while I was helpless and restrained. I see transexuals in porn films with erections while being fucked and I know I got extremely aroused when being fucked by either large dominant cocks or dildos, the restraints adding to my pleasure; I also got an erection when I was being fucked by crossdressers; it became natural for me to get very aroused whenever I was fucked.. Wonderful memories.
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