It was Friday afternoon; in about four hours Jack would be at my front door. He usually took me out on Friday nights before we would "play", as he called it. I won't bore you with the whole story, but he introduced me to another level of sex with his play. Many people consider those into BDSM to be depraved or sick. I learned there are only a small portion of those into an "alternative lifestyle" as it is often called that get into the more extreme fetishes. Although, willing to experiment there were a number of places I myself refused to venture. Still I would defend the right of any consenting adults. Anyways, tonight I fixing chicken pounded thin, rolled and stuffed with Swiss cheese and shitake mushrooms with a brandy cream sauce, baby red potatoes smothered in herbs and butter and steamed asparagus. I chose a very drinkable Sauvignon Blanc to accompany the food. I had a fresh roasted hazelnut coffee ready to brew. Then there was the chocolate mousse with fresh raspberries for dessert. Jack took me out so often it was a pleasure to cook for him for a change!

Jack was not the handsomest of men. He was middle-aged, balding, with brown hair and a moustache and a thickening middle. He is a tall man though, with plenty of muscles, sporting large powerful arms and huge pecks. What really sold me on agreeing to see him again when we met was his quick smile and the way his almost black eyes locked onto mine whenever I spoke. His demeanour was easy-going, not sending the waves of stress and anger projecting from most of the people in the room on the night we met. I seldom went to a party, but that was my lucky night, ending several years of not dating. Our relationship continued blossoming after our first date and it was now five months later, a full three months since we started "playing" as he so lovingly called it.

Last Sunday as we sipped the last of our morning coffee before the Chargers vs. Browns NFL football game, Jack proposed a bet.

"Let's place a wager on this, since you keep telling me your Chargers will win."

"OK, what do you propose?"

"Hmmm, let me see!" The mischievous twinkle in his eyes told me this was not 'spur-of-the-moment', he had this all thought out. But then he'd still have to win to collect. "Let's say if my Browns lose I'll give you at least an hour long deep massage before I bring you to at least two orgasms before I can have my first."

"OOhh, I like that prize! But what does it cost me if I lose?" It should have been a long shot, but anything can happen in a football game.

He continued, "Well, we've talked about testing then pushing your limits. I haven't seen you close to shedding a tear when I spank you, even when I redden your backside till it's really crimson. I propose I take you just over the edge -- then you'll know what it's like to reach your limit."

I was silent for a moment pondering the consequences, the tingling between my legs registered into my consciousness making me aware how the thought excited me. There was that part of me afraid and another part that wanted to experience being pushed beyond the safe familiar ground. I heard my voice resounding with false bravado, "OK, let's shake." We shook hands and settled back to enjoy the game.

I playfully goaded Jack, "Sure am looking forward to that massage. Want to give me a preview?"

He teased back, "Just watch and weep!"

He hadn't rubbed in my loss too much at the end of the game; knowing how I loved my team but he was obviously licking his chops as he suggested I make good on my wager this coming Friday night.

The afternoon passed quickly as I shifted between prepping for dinner and getting ready for Jacks' arrival. Why do men always tell women they look as beautiful without their make-up as with it? There was no doubt in my mind that a moderate amount of make-up definitely made a positive improvement in my appearance. I wasn't one to overdue make-up, dress, or perfume, but I liked feeling good about how I looked. I put on a long sleeved black jumpsuit cinched at the waist with wide fashionable belt. The bodice was criss-crossed in front giving glimpses of cleavage. It was sexy without being blatant. Besides, it was comfortable and more suited to cooking than a tight skimpy dress. I had on a lace stretch g-string and lace black bra under the jumpsuit. Skipping the pantyhose, I donned low heeled black sandals, the kind that had a strap between your big toe and its' neighbour. I looked down at my freshly painted toenails just as there was a knocking at my door.

"Show time", I thought as I opened the door. "Hi there", I reached for his hand and brushed his lips with mine. "Come on in, dinner will be ready in 15 to 20."

Jack pulled me close and kissed me deeper, "You look terrific!"

"Flatterer!" I laughed. " But, that will get you a glass of wine if you'd like one."

He chuckled, "Exactly, what the doctor ordered, what a day!"

I opened the wine and poured us each half a glass; "Want to tell me about it?"

He came behind me grabbing me around the waist and softly kissing the right side of my neck. Jack had told me he found my neck elegant and he loved my blonde hair piled up to show it off as I wore it tonight. "No", he responded. "Tonight I just want to be here and leave the outside world outside."

"Sit down", I chidingly admonished. "I've worked too hard on dinner to have it spoiled by being distracted and you are doing a great job of that right now." 

"Message received, the lady has control - till after dinner that is!"

The promise of what was to be, sent an awareness of my inner fears and desires through me, landing in the space between my legs.

Taking a deep breath and sipping some wine I tried to focus my thoughts and energies back on finishing dinner. I enjoy cooking for a man who really enjoys food and doesn't have a long list of "won't eat" foods. After I plated the food and refilled the wine glasses we sat down to talk and enjoy our meal. Personally I think good food and wine when shared can be a very sensuous form of foreplay. And the way he seemed to savour every bite was compliment enough for my efforts, but when he put his appreciation into words it really made it all worthwhile. The verbal exchanges, the eyes locking, the laughter; dinner was a definite aphrodisiac. Afterwards I rinsed the dishes but the rest would wait till tomorrow.

We decided to save the coffee and dessert till much later and opted for a stroll after dinner. It was a clear night with a crescent moon and stars visibly twinkling. Twenty minutes later we approached my abode. He stopped at his car and pulled out a large duffel style bag, but this was a larger one -- the kind divers use for their equipment. I had no doubt Jacks' bag contained equipment of an altogether different nature. We entered silently.

Then he spoke, "Meet you upstairs in a sec."

I headed upstairs, excited, anticipation and slight trepidation co-mingling. I sat down at the foot of my bed. I'd bought it 6 months ago. The head and footboard were exquisite enamelled metal in a dark green and black. It had four posts and lots of other swirls, perfect for bondage play, as I had found out with Jack. 

Suddenly, there he was smiling. Dropping the bag close to the bed he came over and slipped off my shoes. Standing me up he undid my belt and began removing my jump-suit. When my arms were pulled free of the sleeves it dropped to my waist. 

His eyes momentarily met mine before his tongue slowly traced the full curves of my breasts above the lace of my bra. He continued to move his tongue up to the side of my neck, finally moving to my mouth for a long passionate kiss -- his tongue exploring as mine did as well. Even before he completely ended the kiss I felt his hands tugging to pull the jump-suit over my hips; leaving it to fall around my ankles.

Jack looked down at my panties, "Yum, you look so delicious!" He sat me back on the edge of my bed and knelt down to slip the jumpsuit completely off. As he rose he took hold of my waist to stand me up again. "I hope you'll wear that bra and panties set for me again, but tonight they have to go. I have other plans."

He made quick work of their removal and headed for his bag. He pulled out white roping -- lots of it; laid it on the bed and reached for some half dollar size metal rings.

I stood silent, mesmerized by the way he worked with the rope; visions of the Japanese bondage pictures played in my head. My legs and arms were left unbound. Odd to me that one of the metal rings was worked into the back of the roping around my waist. My breasts were kindly held by the rope as it framed them. The two lengths of rope snugly running between my nether lips and up the seam between my buttocks formed a kind of chastity belt, signalling loud and clear to me that it would be some time before I would be pleasured to climatic release. Next, Jack had me sitting on the bed again as he worked the ropes into what resembled cuffs on both my ankles and wrists. They also had the metal rings worked in.

Then came the gag. "Sweetheart, since you are going to be wearing this for a long time tonight I thought I'd bring the comfortable one." The gag was softer than the ball style and had a breathing hole--but in actuality was more secure.

"Hmmm, do you have any idea how sexy you look like that?" He asked.

I shook my head "no".

He grabbed his digital camera from his bag and snapped a couple pictures. "I think we should have a pictorial of this special night." His face reflecting how much he was enjoying all this and me in no position to say anything.

"Now stand in the centre here facing the head-board" he ordered.

I rose and stood as asked. In no time I was spread-eagle, my wrists and ankles tightly secured. I glimpsed Jack pull a whip from his bag. He started stroking my breasts and dropped to my crotch, the inside of my thighs. My god, what exquisite torture! For about five minutes almost every part of me was gently stroked with the whip. Suddenly I felt it lash across my breast. He whipped all those previously, gently stroked areas, alternating from soft to very stingy. Before he was done every nerve ending in my body was on high alert.

Before being released, I sensed the click of another photo being aimed at my backside.

"Now I need your legs together and you hands behind your back," was his next instruction.

My wrists were easily secured to the ring at my back. Next, he began wrapping the rope mid-thigh to my knee. Then seemingly not content to just tie my ankles looping through the rings, he continued the rope up to my calves. "OH MY! WHAT NOW?" was all I could think. I was totally vulnerable, he had total control and I could do nothing but trust he wouldn't take me too far beyond my limit -- whatever that was.

My back was to the foot of the bed now. I couldn't see the toys he was pulling from his bag. I tried to contain my imagination knowing I would experience them soon enough. Dang him he was purposefully taking forever knowing I was squirming -- inside since his rope-work left me no room for real squirming.

He sat on the bed in front of me and I suddenly found myself over his lap. He was strong enough to easily move my 130 pound body. His hand brushed his target area before the first blow landed. I was very aware of his manhood pressing against me. I had been since he'd positioned me on his lap. The swats started easy as was his usual style. Then they increased in speed and intensity until finally the intensity and rhythm became like a jazz jam session -- I was never sure of what was to come. The constriction of my legs increased the intensity of feeling as did the ropes between my legs; my core responding with wetness. It was splitting my focus between the ever-increasing heat and pain of my nether cheeks and my sexual responses.

A pause, then he spoke "Sweetheart, those cheeks are blushing like an embarrassed schoolgirl. But, I'm sure they would be all the sweeter a deeper shade of red."

The feel of leather coming hard on my right cheek reminded me that I had a bet to pay off tonight. He must have chosen a hard ping pong style paddle, judging by the impact I was feeling. The intensity of the blows continued to build then wane as the target area shifted constantly. Occasional pauses helped me keep control. I was on fire from the top of my buttocks down my thighs to where the ropes began. 

Jack seemed to be taking special care to make sure plenty of attention was taken to the curve of my cheek and below it. I'm not sure how long I'd been over his lap to this point but I'd swear it had to be a full ten minutes. Just when my breathing became gaspy he ceased. Jack moved sideways, slipping from underneath me. The action left me face- down on the bed. I just knew he was taking more pictures for posterity. Who ever invented those darn cameras, anyways?

Lifted to my feet I was ordered to my knees. No doubt, that bulge I'd felt was overdue for release. My gag removed and his penis taking its place, I'd just started gently sucking and tongue teasing his cock when his thrusts took over and Jack exploded. Before my mouth had closed to swallow the gag was back in place.

Photo session and blowjob over I was lifted and placed stomach down head toward headboard. Jack had two pillows positioned to go beneath my shoulders and clavicles. Another two he adjusted to just above my knees and lifting my feet a final pillow was placed. I was as comfortable as I could possibly imagine under the circumstances. But, my already spanked areas were very open to any punishment he chose to deliver with this particular positioning.

Suddenly his fingers were lightly brushing across my shoulders and down my arms. It felt so good. Just as suddenly as he'd started he stopped. The lightly tingly sensations across my upper back were replaced by the stinging "whap" of a strap across my swelling lower backside. This strap could not be more than 2 or 3 inches wide and he employed it, almost taking me to tears then backing off. As I fought to retain control I practiced the deep breathing I'd learned in therapy. It worked for a while but I could feel my composure and resolve slipping.

I cried out, and the tears followed. I'm sure he was aware of my muffled sobs, and a couple swats later the spanking stopped.

His voice broke through the sound of the crying echoing in my ears, "We now know your limits, and now for that push beyond."

A bite deep into the flesh midway between the top of my buttocks and the middle scorched my tender flesh. The next landed straight away in the centre of the buttocks the next a few inches below and then another at the bottom-most part of the curve of the cheeks.

A long pause, I felt Jacks' breath at my neck--- "You were very good, beautiful and I'll be back to reward you shortly." The camera clicked and he departed. Before I could even process the damage to my backside the soothing cold of what felt like a gel ice-pack covered my left cheek and extended to my thigh helping quell the extreme pain I was experiencing. Thank goodness he'd brought a second for the other side. I hated the cold but right now it was pure bliss.

He released my hands from their restriction. Jack spoke in a soft low tone, "You have been so incredible I'm going to give you half that massage you woulda' won." 

Sounded like heaven to me! His hands had warmed oil and they worked their magic deep into the muscles of my back working on the spasms which were my curse the last ten years. Before long my discomfort was outweighed by my pleasure. The massage 'hurt-so-good', like 80% of the spanking. I was really relaxed when Jack began undoing my ropes and released the gag.

He spoke, "Roll on your side and I'll get rid of the extra pillows and put two under that beautiful blistered rump before I turn you onto your back."

"Thank you," I responded in all sincerity.

The next half hour I was showered with his mouth doing wondrous things to my breasts and sex. I'd climaxed twice already and might have climaxed more but he controlled my orgasms with the skill possessed by only the best of lovers. Finally his penis penetrated -- a sigh of deep satisfaction escaped me and then the tension mounted till our mutual release seconds apart.

We embraced in the interim, coming down from ecstasy to reality. He suddenly sounded downright energetic, "Let's go boot up your computer -- you just have to see the pictures."

"Ok, you go boot and I'll fix the coffee and bring it up with the mousse" I conceded.  "And, I think you'd better bring one of these pillows to the computer room so I can sit down."

"No problem," he laughed as he lifted me to the floor saving me testing the difficulty of sitting up.

Once the coffee finished brewing I poured to steamy mugs adding them to the dessert already on the tray. Thank goodness going upstairs wasn't as painful as going downstairs. Let me tell you, every step down, presses those tenderest areas of cheek and thigh together. "Sweet spot" (as it's often referred to) my butt! Sweet to a sadist but not to the poor recipient of a sound spanking focused there.

As I entered the room I was greeted by, "Wow Hon, that hazelnut coffee smells great!" He added, "Raspberries on the chocolate mousse, you're gonna spoil me."

I answered jokingly, "Fat chance! Next date you cook or wine and dine me at some very 'che-che' place, Big Boy."

He re-directed the conversation and showed me each photo he'd taken. I actually was seeing how my creamy lobes changed colours and I had to admit his rope work had a very erotic appeal. My large breasts looked lovely, I only wish the roping around my waist had not made me more aware of the pooch of a stomach which lack of working had wrought upon me.

Then the final picture! He pointed to it exclaiming, "You are probably looking at this as a picture of your blistered bottom. But what I see is art. Look at the way the stark white ropes contrast with the light olive of your body. Then, just below the white of the waist bindings to those around your thighs, the deep red in stark contrast and yet there are four raised stripes echoing the straight lines of the ropes."

"Hmmm," I looked closely, my bottom was aching screaming for a resonant "NO" but looking carefully I could see what he meant. So I conceded, "Yes, I really do see what you mean, but could we wait a while before we push my limits again?"