I have been involved in many brief or “casual” sexual encounters with both men and women for most of my adult life. I have decided to begin cataloging them here. I am now in my early 40s and living full time as a dedicated submissive of my beautiful, but often demanding, Mistress. This journey began with years of curiosity driven, wanton behavior that slowly flowered into full blown fetish fresh virgin booty. We both knew I wasn’t in control anymore when he looked me right in the eyes, I stared back kind of helplessly and whimpered a little. That’s when he started slowly fucking me, just steady half-length strokes. I slumped over him, laying my head on his shoulder allowing him to stretch me open, it felt amazing and terrible at the same time. I imagined how my ass must have felt gripping his pulsing shaft, how much he must be enjoying sinking a little deeper in me with each stroke. Focusing on his enjoyment helped me push through my own pain.
Still lodged inside of me, he rolled us over so we were both on our side in a spooning position, he told me it would be easier that way, but no matter the position his cock was just fucking big, I was being stretched, my poor ass felt a constant, dull burning sensation as he pumped in and out of my hole. Then he started pushing in deep, Çorum Escort I began hearing my own muffled grunts filling the pillows. Soon our sideways position had naturally evolved into me laying flat on my stomach with 225lbs of man grinding my ass deeper into his mattress. Whispering in my ear he told me how tight my smooth ass felt, one arm wrapped around my body the other locked around my neck and head. I gave into the pain, it hurt a little less now, but my body was still fighting his steady invasion. He fucked my ass with deep, short strokes, never to fast. I looked back at him with one eye and told him with resignation “You know you like it more that I’m struggling”. He was momentarily taken back but laughed back softly and pushed a deep, firm thrust as he said “Yes I do”.
That’s when the pace picked up, I didn’t realize it at the time, but I had acknowledged I was struggling without asking for him to stop and by doing so gave him permission to let go. I got fucked. I felt his weight slap up against my ass which now felt warm, almost in a good way but I still random thrusts would send sharp pains through my body as he probed my guts. Soon I was stretched even further by the base of his shaft as he started to bottom me out. His dick never really stopped Çorum Escort Bayan hurting me but I started caring about it less, I guess mentally I went to a different place. He shifted up and pulled me on all fours by my shoulders, in response I opened up my hips by spreading my knees wider. I was getting fucked up the ass like some dumb bitch and it made me feel like a filthy slut. I loved it.
“You want the nut?!” A question that felt more like a statement of fact.
I must have made some sort of moan or noise of approval, not that it would have mattered much, he was going to cum deep inside my virgin butt whether I wanted him to or not. The next few moments were intoxicating, there is no feeling as deliciously helpless as being on the receiving end of a man fucking his cum into your body. I was pressed face first into the pillow, I tried to arch my back to present my ass as much as I could for him as he shuddered, moaned and filled my once virgin rear with his sticky load. He then thrust and held, grunted, thrust again and held a little longer before and repeated this process before finally letting his softening cock slowly slip out of my worn asshole.
I collapsed.
Showering alone in his bathroom, I distinctly remember his cum spilling Escort Çorum out of me onto the shower floor with a “splat” sound, I was embarrassed, but oddly proud. I was sore… but in a good way. When I got out, still wet with a towel wrapped around me, he ripped it off and slapped my rump and told me “That ass was perfect”, I nearly blushed.
I saw him one more time. He never did cum in my mouth even though I begged him to do so and gave it my best effort, giving him a very long, enthusiastic blowjob while he watched anime during our next and final meeting. He told me I could try as long as I wanted but he doesn’t cum from head. I was determined to prove him wrong and earn my mouthful of nut, but eventually I just wore out. Reluctantly I gave up but my submissive tendencies would not allow me to leave him hanging, so I presented my smooth round ass for more punishment. That night ended with me struggling to take his cock while my nose and left cheek were mashed into his dirty carpet, I was whimpering with each thrust. Just the way he liked it. A few minutes before he came something magical did happen though, I opened up. He felt amazing, nothing hurt and I was all but begging for him to fuck me. That window only lasted about 30 seconds, but after that, I knew I would always want more.
I tried later in life to hook up, but he just kind of let me slide, never saying no but not eager to make it happen either. He still had young white men on his social media accounts and I’m sure they all have their own stories of how Eric took their virginity.