Do you like to watch? An interlude with a Masochist

That’s how it all began, hot and heavy into a lust and on my part a beverage influenced encounter.  The simple question of “do you like to watch?”  Was asked and at the time being young, dumb, and male I provided a look that must have explained all too clearly that I wasn’t quite following the question.

“Do you like to watch a woman?  Would you like to watch me?”  She directed the question somewhat more directly at me as she reached down and touched herself.  Did I like to watch? Now I was getting the idea of what she was talking about. What the hell of course I liked to watch.  If my college had offered a major in Porn watching,  advanced debauchery, and sorority girls with excessively questionable morals I would have graduated first in  the class with the exception of porn watching because my one anally obsessed roommate had seen more porn than the people who film the stuff for a living.  Unlike him though I actually had a very consistent carnal diet and had been not only around the block a few times but spent a few years playing in those less traveled alleys and dark shadowy spots along the way.

So I answered affirmatively and she moved her warm flesh away from mine, the heat from our intertwined bodies immediately dissipated.  She was petite, with almost porcelain white skin, a very cute little ass, racing stripe shaved pubes and just out of arms reach at the edge of the bed, as she went to work on herself.   Now as fascinating as it was after a 20 minute solo of rubbing, exhibition, and “oh now watch me as I move like this” getting herself repeatedly to the edge of god knows what, murmurs, moans, and her self called play by play and commentary that would have made John Madden jealous. I offered to help out.  Sure she was getting off but the thrill had faded and I might as well have been watching the news.  That offer led to a lets show the boy what I can stick in there session, and while a change of pace eventually I came to the conclusion that odds were short of cutting my leg off above the knee I possessed neither the length or the girth to meet her needs.  In fairness to her when I was allowed to rejoin the fun there was never a single complaint that I was no where near the size of her coke can wide dildo.

That was our first encounter, a little different pace but as we then began to do more civilized things like get to know each other a bit better, and on occasion fuck like normal human beings it quickly became clear that she was a little less reserved than yours truly which is to say pretty much not at all.  A few weeks later sitting in the warm and rare spring sunshine she brought up the topic of de Sade.  At this point I didn’t know what we now call a scene was but had been playing with the bondage and pain crowd on my own and was quite the budding little sadist.   Unlike a lot of people I admit that I have a sadistic streak, a well tempered one mind you but deep down it is part of who I am.

She went on and on about how she wanted to be whipped to orgasm, describing in great detail how and where. Talked about how she loved to see red welts raised on her flesh, that every one of her lovers had eventually spanked her and the more soundly the better.  After hours of discussion, countless innuendos cast in my direction she confided in me a fantasy that she said she had never dare share with anyone.   I wasn’t sure I believed her but what the  fuck after all the things she talked about  I was game to listen.

 If she was sharing what she had been and was such a student of such things as de Sade surely this had to be something spectacular that my twisted little soul might not have even imagined.   It was but sometime things just don’t turn out as expected.

 Rather than dime me in ahead of time she set a time and day for me to visit, one where we’d have the apartment all to ourselves.  So I showed up in true college fashion, beverages in tow.  The lights were off, candles were lit and music was playing, not soft romantic stuff like one might have expected but classic rock.

 She was in shorts and a T shirt, nothing spectacular just everyday clothes, after a very warm and passionate welcome and a few minutes of chit chat.  She asked if I was still ready to help her with her fantasy and of course not knowing what I was getting into I agreed.

 “great wait here I’ll be right back”  she said disappearing down the hallway towards the bedroom leaving me in the flickering candle light listening to music that I had no appreciation for at that point in life.

 My imagination raced as to what was about to happen but she showed up in heels, dress pants, and a blouse that had an inordinate amount of tiny little buttons on it.  She looked like an IBM employee hiding a button fetish.  Now I was expecting a slutty little number, a teddy, crotch less panties, maybe a leather skirt not a job interview suit.

 Taking my hand she got me to my feet kissed me and then said “ I want you to literally tear every stitch of clothing from my body.”  After clarifying what she had just asked for making sure of her desires I finally had a real use for all the time I spent in the weight room. Nothing with her was ever that simple.  “Pop every button off my blouse.”  The request was completed adding a deep wet kiss.

 Offering a wrist I took the cuff in hand and with a gentle tug popped the button.  Then the other arm followed suit.  “start at the collar.”  She instructed.  So I did.  Then she added after the first three had let go.  “Be rough, don’t just pop the buttons.  Rip my clothes off. Don’t just undress me.”   She didn’t have to tell me twice as I ripped her blouse open with one explosive pull, buttons flying through the air, bouncing off our bodies before finally littering the floor.  A bra, the girl was wearing a damn bra, a sexy little lacey number.  Pressing against me and doing her best to arouse me (even more) asked “Now tear off my pants”.

 I don’t know if you’ve ever tried to tear off a pair of pants but it takes a great deal of strength once the zipper has been destroyed, not to mention determination. She was bound and determined to have the pants turned into nothing more than a pair of rags that had been ripped from her frame. She responded to every torn inch of fabric and seam  with her play by play commentary when not murmuring in delight.  After that was done the same request came for the bra and panties whose lace possessed very little challenge.

 Now naked and visibly aroused with torn material draped on her and surrounding her feet she proceeded to undress me.   Normally thank you very much but finally we were getting some where that interested me a little more as she took me in her mouth.

 Then she stopped looked up and added “I know you like to watch”  she added stroking me with one hand while talking.  The other hand slid a small gym bag out from beside the couch.   Here we go again I thought as she eventually had me sit on the couch.

 Opening the bag she pulled out the infamously large toy, a few others and then a short leather strap.  She was on the table right in front of me spread her legs and then CRACK she smacked her inner thigh with her open hand again and again until it was a fiery red.  These were not playful little slaps the girl was literally wailing away on herself in the same spot over and over.  Then switching sides until every inch of her inner legs from just below crotch to mid thigh were literally beat red.  Her pussy wet and glistening in the candle light as I looked on.

 Closing her legs and kneeling between my feet she when to work on me again, unlike her previous solo act she was keeping my attention and passively involved.  It was still all about her but some how I didn’t seem to mind. Quickly I came to the conclusion she had not been exaggerating when we discussed her pain filled desires.

“I failed to get you off”  Her eyes meeting mine “ tell me to punish myself”.  Again she went to work on me, this time half heartedly at best.  So Playing along I reprimanded her and told her she needed to be punished. “you’re going to punish me she asked?”  but I played along and told her to punish herself and not to stop until she had learned not to disappoint me.

Back to the table she went legs spread wide red thighs waiting not a hint of modesty she cupped a breast in one hand and used the small (an inch or so wide and 5-6 long) leather strap on the breast and nipple.  Then viciously pinching her own nipple pulling it way from her body holding quite taunt she proceeded to whip the underside flicking her wrist and snapping the little piece of leather upward.  Once both were very self abused to the point just short of bruising it was back to her thighs this time with the strap.  Shortly there after she slithered between my legs as I looked on in wonder having played rough but never like this she was not only hard core but seemingly in to extreme self flagellation.

Looking up at me with the same eyes as before the routine repeated itself.  Warning her she had 2 minutes to make me cum.  She smiled so I guessed right.  After two minutes of a sloppy half assed suck fest she of course didn’t.   Bringing her to her feet I toyed with her lips teasing her mercilessly, she moaned in delight as I scolded her.  This time she sat on the edge of the table and slowly used the leather on her own kitty, little slaps, well spaced then adding a toy and reaching underneath herself with one arm to hold it in while swatting away with the other before again going on to a touch up session on her chest and thighs.  Occasionally looking my direction before looking away and continuing.

“There’s one more thing she said curling up on my lap”.  Again with no idea I just waited knowing she would tell me.   A few minutes passed in an odd silence and groping when she finally chimed in with, “I saved my ass for you”.  She got up, went to the gym bag, handed me a paddle and proceeded to cross the room and bend over the table.

I sat watching and she stayed in position just waiting for me to join in the fun.  By the time I had thought her bottom was thoroughly scorched since it was a fiery red with out a hint of the pale white it had started out as.  “Harder” she said “spank me harder”.  A few minutes later when I paused she pleaded for me to keep going.  Soon she was wincing with each swat but still wanted more. Obliging as she reached between her own legs the session continued on at varied pace and intensity until she was just short of completely raw.

Without changing positions she savagely impaled herself on me. Sometime later we hit a point of pure exhaustion. The rest of the weekend followed much the same way, she had thought it all out, knew exactly what she wanted and I was nothing more than a dick with a wicked streak.  A few more pure watch me get off solo acts, a bare assed switching while hand cuffed to a tree in the back woods of a state park, multiple request for this and that including trying to take her kneeling over the edge on the bath tub and countless other things.  She was insatiable

3 Replies to “Do you like to watch? An interlude with a Masochist”

  1. I am a bit of a voyeur myself but I think we stand on the same ground here. Watching can be fun but participating is even better. Always good to watch though, you never know what new thing one might learn.
    Great write, I always love how you bring the ink to life.

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