I was laying on the table, only my hands were free. There were leather straps holding my waist, ankles and neck to the table.
I was in the thrall of my Mother - Mistress Mommy. She was a brunette goddess, 5'8” tall with 32FF breasts and the most perfect legs you'd ever seen. She was 38 years old, and devastating in the short skirts and high heels she liked to wear all the time.
Mommy knew the effect she had on men - and she loved to use it to seduce, control & enslave them.
But those weren't even her most deadly assets. She had two additional weapons that allowed her to snare any man she met: 1) a pair of smoldering eyes that would draw you in like a snake hypnotizing it's prey, and 2) a pair of hands that would immediately worm their way into your pants or under your shirt to your nipples while she talked in a husky, teasing voice until you very quickly fell under her spell. She could make you go from alpha male to sub space in no time at all.
As I turned 18, she had seduced me and stroked me to orgasm and between breathy french kisses, she revealed her diabolical plans for me. “Chastity makes the best slaves, my little boy,” she told me. “You'll be much more enthusiastic when you've been denied for a couple weeks and you're desperate. In fact, it'll be fun to see just how much you will humiliate yourself to be able to cum."
As she twisted my nipple and licked my ear she continued, “I'm going to have you coming 5 times a day for 2 weeks. That way, when you go into your chastity tube it will be that much more difficult for you and you will miss cumming that much more. Won't that be delicious torment for you?” she asked me. “Yes, Mommy,” I replied.
“Now, my little baby won't have any problem with me making his little penis squirt 5 times a day, will he?”
“No, Mommy,” I said. I had taken to calling her Mommy again after all these years. It just seemed right and she seemed pleased by it as it was another indication of my submissive feelings towards her.
After a week my penis was sore and my balls ached from cumming so much. Mommy liked to have at least one of my orgasms be by my own hand each day while she (and sometimes her friends) watched and made humiliating comments. After cumming 5 times per day, the last two days it had become difficult, especially by the end of the day.
As I lay there, a beautiful blonde lady came into the room. Mistress put me in shameful situations constantly, and while I had learned to accept them, my cheeks still burned with shame to be seen like this – buck naked and bound to a table of my own free will.
The blonde looked me up and down and licked her lips like she was salivating over a piece of freshly cooked prime rib.
“Your Mommy tells me you aren't able to cum, baby,” she purred. “I never met a boy who couldn't give himself a cum cum before,” she said with a big, teasing smile on her face only increasing my shame. But there was even worse to come. “Is there something wrong with your little weenis?” she asked me. “Ohhh, is his little weenis broken?” As she said this she was already playing with her nipples and her breath was coming harder and heavier.
I was so tired from all the cumming I could barely stay awake but now my poor cock was starting to come to life again! She pulled off her top and revealed an absolutely gorgeous pair of breasts with stiff nipples and little barbells pierced through them. Now I knew she was a really naughty lady!
She came to the table I was tethered to and gave me a slow, sensous French Kiss. My cock was filling with blood now, getting stiffer and fatter by the minute. As she ended the kiss, she crawled on top of me, straddling me, and pooled saliva from her mouth into her hand. Reaching between us, she moved her hand to my cock, which was now rock hard, but still aching and sore. I didn't care though, because now all I wanted was to cum again, no matter how sore I might be afterward.
She made her hand into the shape you use when you pantomime someone talking and slid her fingers – slippery with her own juices - onto my cock, the thumb on top and her fingers underneath. Her fingers rubbed up and down the big vein on the underside of my cock, like a woman's vagina does when she's riding you reverse-cowboy style. It was almost like fucking, the sensations were overwhelming.
She brought my attention to her face as she continued to stroke me. “Look in my eyes, little one,” she said. I looked up and locked my eyes with hers. Just like with my Mommy, I melted and my body went limp (except for my cock) as our souls connected and she devoured my will with her gaze. I was helpless before her dominating power and I wanted only to give more of myself, to let her take every part of me and claim me for her own.
She commanded me to play with my own nipples as she continued fucking my penis with her fingers. Now I slipped even deeper into sub-space and at the same time seduced and borne away on waves of sensuous pleasure, almost and partly shamefully feeling like a slutty girl who just wants to be taken - taken and used as an object of pleasure.
At this point the whole Universe had blinked out for me. As if I had entered a tunnel and someone had turned off the lights and the sound. My whole world and all my senses only registered two things – the overwhelming sensations on my cock and her powerful, sultry gaze. Still staring into her eyes like a small animal trapped in a snake's evil gaze, I heard her distantly saying, “Mommy wants you to cum, baby. Can you come for Mommy? She'll be so proud of you for making your little pussy-stick squirt...c'mon baby...squirt for your Mommy. Can you do that, baby? Cum for Mommy!”
As she said the last words I felt a powerful load building up in my balls and the base of my cock. I don't know how I had anything left in the tank but she coaxed my milky juice out of me in an explosive climax that had my whole body convulsing and I spasmed to the tempo of my ejaculations, pumping out cum in a steady rhythm. She continued to stroke me as I came and it seemed like I came forever and it was all as intense as the first moment of my climax.
I was shaking so hard after my orgasm and was so adrift with my mind so completely shut off. She held me close to her, her soft breasts pushing against my chest and comforting me with her soft embrace and telling me, “Awww, you're such a good little boy! You made a big cummy for your Mommy! She'll be so pleased. She's proud of you for becoming such a good little slut for her. And you won't believe what she has planned for you next, baby. Maybe I can help her degrade you even further, honey! Wouldn't you like that? To be embarrassed and humiliated by two women? Of course you would, baby!” And with that I gratefully passed out.