We had been chatting back and forth for a few months -though I will admit it seemed way longer. Over time our conversations grew more and more intimate until we were so comfortable that our IM'ing new no bounds. We would spend the hot New York afternoons lounging around in our separate apartments "virtually" playing and teasing each other to climax. Then during one session my mystery lover (who I had never seen a photo of by the way) announced she wanted me to come over. The instructions were very precise... Be sure to wear your best business suit, tie, belt, polished dress shoes. Have one briefcase containing the following items... 1. a bottle of expensive wine 2. a soap bag with toothbrush/paste/mouthwash, my favorite aftershave, a razor, shaving cream 3. a spare pair of underwear 4. 3 silk ties (god knows why - I guess she wanted to pick a favorite on me?) 5. a chauffeur's hat (where the hell was I going to find one of those?) 6. a picture frame with a photo of me in it 7. 40 $10 dollar bills (clean) 8. a set of women's lingerie (my choice - size 34B, small/5) Over the next couple of days I slipped out of the office each lunch and gathered my shopping items. I have to say the woman that helped me at the lingerie store in Chelsea was very helpful - I had been circling nervously around the store for several minutes - finding an item ,fumbling for size info and foolishly putting it awkwardly back on the hanger when the size wasn't right. She had obviously been trained to deal with the like of me before "can I help you sir, perhaps you can give me an idea of color and price and I can show you a few items that might work?" She whisked me around the store grabbing at a few items - she would hold them up to herself teasingly so I might get a better sense for the overall "look" - I liked it all - I liked the idea of her in it too - but I didn't dare - the girl knew what she was doing and 10 minutes later I was walking out of the store $375 dollars the poorer. "I hope you have fun" she called across the store as I opened the door for an older woman holding a tiny dog in one hand. Several shoppers - none of them women casually glanced in my direction as I felt a warm glow surge up my neck and smother my face. "Be sure to tell the doorman you have an appointment with Mrs Sanchez to go over her financial planning" were the last words in the last IM before our rende-vouz. "oh ad be here at 11 on the dot" 10.52am "can't you drive any faster?" I asked the Cabby 10.56 okay - just pull over - I walk the last block" The traffic in Manhatten was being its usual unforgiving self - how the hell do folks ever get anywhere on time? 11.03 "Hi, I have an appointment with Mrs Sanchez at 11.00" Yes sir, She is expecting a Mr _____?" he paused waiting for confirmation I guess that I was the right person "Smith, Richard Smith" I replied " from the financial planners" From the Financial planners? was I mad? what financial planners - quick what company does planning... think, think, oh shit , emmm "John Hancock" phew that was close "I see sir, one moment" - he picked up a phone and quietly confirmed that I had arrived "Apparently your late sir- 12th floor in that elevator there sir" - he pointed to a pair of gold doors. - what was this place? - it looked like Donald Trump might have had a hand in it - the gold and marble blazed in the morning light flooding in through the large glass entrance. In the elevator - I straightened my tie, checked my breath, deeply inhaled and exhaled - stay calm, stay calm The elevator was swift, I didn't even notice the camera above my head - staring down at me in no time the ding sounded my arrival. The Doors parted and I was in a lobby with a grand wooden door immediately in front of me, a large flower arrangement sat on a small side table. I stepped towards the door - looking for a bell or someway to announce myself. As my hand approached the door to knock the door was opened by a fairly young maid. she looked possibly Mexican - I can never tell - but she was wearing a typical maid outfit and beckoned my in. "Hello sir" she said in what was really very good English. "Mrs Sanchez would like me to escort you into the library, Please follow me, Can I offer you a drink sir? tea perhaps? or something stronger?" She opened a door just off the hall and we were in a rather lavish library - walls lined with books, a pair of studded leather seats set invitingly either side of a fireplace. "Please sir, have a seat, maam will be with you momentarily" "Thank you, tea would be lovely" "sir" - she simply nodded and turned towards the door I sat and looked around. This was serious money, there were oils framed on one wall - possibly 3 or 4 generations of wealthy Sanchez family members glaring back at me disapprovingly it seemed. Then a second door to my side opened and in walked an elegant woman - also possibly hispanic - I wasn't sure, fairly petite, her fabulous dark hair shone and whispered beautifully as she stepped into he room "ahh, Mr Smith, I'm so glad you could make it, although I must say I don't like to be kept waiting - I hope you won't disappoint me any further. Did you bring the documents I requested? "yyyyyes,of course" I stuttered, playing along. "Good. well stand up - let me see you" I stood and she circled around me - one hand brushing my jacket shoulder as if to wipe away some unsightly dust. "hmmm I guess you'll do" she muttered she stepped behind me and her hands squeezed my arms - exploring through the fabric The door knocked She steeped towards the bookcase and gestured for me to sit back down, pointing to the leather chair "Come" "Mr Smith's tea maam, I took the liberty of making a pot for you both" "thank you , Monica" she gestured some delight in the tea service being presented on a large silver tray "Oh Monica, can I get you to run out and get me a few items for my trip, I've prepared a list for you, and then there's the dry cleaning and Mr Sanchez's suit at the tailors to be picked up" she handed the maid a fairly long hand written list. "maam, can I get you anything else before I go?' "hmmm, She pondered, No I think that's it, you should be back here no later than 4 to help me dress for the opera this evening" I have lunch with some dear friends after I've finished here with Mr Smith, so feel free to take your time" "Yes maam, very good" The doors closed "I think we'll give Monica a few moments to gather her bag and shoes, don't you think?" "I think that would be prudent" I replied. "open your briefcase - there on the ottoman" she gestured. I picked up the case and carefully set it on the footrest in front of my seat. "she gazed inside - not moving any closer, "very good Richard - show me the items in that box..." she pointed at the small box from the lingerie store that was sitting in my case. I reached in and handed her the box "no, I said show me" I removed the lid she nonchalantly looked down - she was standing over me "take it out of the box Richard, quickly" i fumbled around and pulled the bra and panties out of the box, there was a see through negligee that went over the top - a teddy I guess - I didnt know the technical term for the stuff I'd chosen" "put it on Richard" "What? - it doesn't fit me - Its way to small" "Richard - not you - put it on me, silly boy" She reached behind her back and unzipped her dress, the fabric on her shoulders loosened and with a little shimmy the dress fell do her feet. She was completely naked before me. "I , errrrrrrrr, emmm, okay" I lifter one foot and helped her step out of the dress. and pulled the panties over her feet , one at a time. I slid them up, my hands stretching them wider as I pulled them up to her thighs she turned around and leaned forwards slightly, I stretched and straighten the panties fitting to her perfect ass like a glove. I slid my My fingers under at her thighs and ran them down around the entire edge - straightening the elastic as it went - until my fingers were fairly close to her pussy. "Thank you Richard. Now the bra I think?" I took the bra and guided her arms into the loops. I took the fabric and slowly circled her breasts fitting it over her carefully and then securing the back fastener. the negligee fell into place revealing nothing but certainly adding to the overall effect. "lovely" she said quietly she turned and her legs pushed my legs apart as I sat below her. she looked down, eying my crotch - which I admit was already fully aroused in my pants. "Mr Smith! she gasped - as if shocked and somewhat taken aback "stay here - you may follow me in 1 minute, - she reached into the case and removed the ties and the hat. "When I call I want you to bring your case" I breathered hard and my eyes followed her out of the door she had entered - her ass wobbling perfectly in the panties "oh Mr Smith - bring my dress with you when you come please" she called out without turning back. I waited the 3 minutes - the same amount of time I'd been late - hmmm was this revenge? Finally the time passed - I picked up the dress from the floor - hmm Kate Spade, I picked up the case and headed towards the door. Hello?" I called out as I went "This way Mr Smith", my suite is straight ahead. The voice was directly in front of me - I was now in another hall way, the door was slightly ajar. I knocked, and waited a moment - oh to hell with it - I pushed the door open and stepped inside the master suite. There she was - lying seductively on a large wooden four poster. still wearing the lingerie but one hand tied to the post on her right side with one of my ties. She was wearing the hat! The other two ties were each knotted to the foot posts of the bed. "Mr Smith can you assist me" she enquired gesturing for me to tie her feet - one at a time. I did as I was told "you appear to have a free hand" I noted "Yes I do - I might need that hand" she replied smiling No Mr Smith, I want you to take off your clothes slowly. You may hang them on those hangers on my closet door over there. Hang them? WTF? I wanted to rip them off and jump on the bed in one simultaneous motion I did as I was told I loosened the tie and pulled it though my collar. I took off the jacket and undid the buttons on the cuffs. I undid the shirt buttons as slowly as i could muster - leaving it exposing my chest. The belt quickly released and I unclasped my pants and lowered the zipper. My Pants dropped. I had decided to go commando - I had never tried that before but it had felt exciting all morning walking around soo free. "Mr Smith!!!!!!" "I figured since I have a pair in the case" "Who said they were for you?" "I......" "bring me your soap bag " I did as I was told "hand me the shaving cream" and hold out your hands She squirted a huge glob of the cream into my left hand "I want you to lather up down there and shave yourself - there's a sink there" - she pointed to an en suite bathroom that was open plan - revealing a large jacuzzi tub, and wash basin - all attired with the same gold that had greeted me downstairs. I did as I was told - I rubbed the cream all around my balls and thighs She watched - a smile crept across her face and she bit her top lip seductively Once lathered I walked to the sink and started the taps wetting the razor and I went to work. I looked up her free hand was working it way inside the bra and her fingers were caressing her breasts - tweaking her nipples. "Mr Smith, Andrew, can I ask you to shower off, there a robe on the rail and a towel, then join me" I did as I was told The shower got up temperature quickly - there was no door but instead a rather large footprint wit ha short containing wall - water flowed straight down from 3 shower heads much like a heavy rain. I lathered up - making sure that the soap didn't miss a spot. As I washed - she watched from the bed - her free hand working it way to her panties. As I washed away the soap from around my semi hard cock - her fingers started to explore her pussy. Thank god there was no door or glass walls for that matter - we each had a stellar view of the other. There's something I should admit tot you at this point (after all -we've come this far) - there was a mutual agreement before we had agreed to meet... strictly no penetration. This was to be mutual stimulation only. So you can imagine here I was freshly cleansed, smooth and ready for more... I stepped out of the shower I didn't turn off the water - I liked how it had reminded me of a light rain on such a hot Summer's day. I threw the robe on - It was so soft and new - I didn't bother to tie it - leaving her with full view of my ever stiffening cock. I stepped towards her "Stop right there Mr Smith, not a step closer" I must have been no more than 3 feet from the edge of the bed "On your knees Mr Smith, I want you to watch me cum for you, on your knees" I got down, my line of vision was at the same level as her glorious ass and pussy. I watched as she spread herself wider and with her loose hand used her fingers to spread herself apart and share the wet and glowing inner beauty of her cunt. I have to admit I wanted to jump up, grab my tie - quickly restrain her and fuck her into tomorrow- but I did as I was told Since I wasn't told I couldn't I played with myself as I watched her squirm and writh around in Ecstasy as she entered herself with her perfectly manicured fingers. It felt like a 3D porn flick - -so close yet soo far "what was the bell for" I managed to get out as I pumped away "ooooo , oooooooo, You'll see hhhhhhhh hhhhhhhh ooooooooo" she replied between breaths and moans I was super hard now - It was quick I'm sure - time wasn't relevant at this stage "what about Monica? - when will she be back?" I admit I was a bit nervous "Don't worry Mr Smith, Monica knows her place, She'll be back soon enough" "What? soon enough? you mean she'll be back later right?" "I want you to grab your case and your tie and blindfold yourself Mr Smith" I crawled across to the tie lying on the floor next to my bag, and wrapped the tie over my eyes and tied it in a bow behind me. A small bell rang - dingaliningalingaling dingaliningalingaling I could hear Mrs Sanchez still in front of me, the bed occasionally creaking and the unmistakable moans of her pleasure A door off in the distance opened and closed "Come closer now Mr Smith, be careful not to hit your head on the bed" I crawled slowly forward - my hands reaching out to where my last sighting of the corner of the bed had been. Reaching the wooden post I pulled myself up so I was now standing with my hands on the soft sheets right at the foot of the bed You may sit on my bed Mr Smith Iwant you to come closer to me I did as I was told, placing the case on the bed in front of me. reaching out, my hand grabbed her right ankle - I felt my way up her leg past her knee... "Stop Mr Smith, no touching - I want you to use your head and position your face by my hot wet pussy" I removed my hands "Take off that robe Mr Smith I want to see you" I let the robe fall off my shoulders and then lowered my head - I could sense her thighs either side of me - the warmth emitting gently radiated into my face... I could now hear her pussy as her fingers worked in front of me, I could smell her sweet sex, it was so sweet and inviting "I want you to relax Mr Smith you naughty boy, I know what you want and your not getting it from me, what would Mr Sanchez say if he could see you between my legs drooling all over my bedsheets like a badly trained dog, you dog Mr smith, I think you're a naughty dog that needs some training" I stuck out my tongue mimicking a hot lab trying to cool down "don't be shocked Mr Smith" a collar was wrapped around my neck "How the hell" "Mr Smith, language, bad dog" the collar was jerked backwards and pulled my face away from Mrs Sanchez's sweet pussy "who?, how?" I wondered if the other hand had ever really been tied? "well done Monica, please remove Mr Smith's blindfold" A hand pulled the bow behind my head and the blindfold tie free. I instinctively turned to see what what going on behind me. Monica the maid waved the tie in one hand with a wry smile on her face. She was no longer wearing the outfit I had seen her in earlier she was completely naked but for a garter belt - her breasts were fabulous -she was so pale and I didn't see a single body hair on her "Mr Smith has prepared himself for you Monica" huh? "If you would..." Monica stepped around the bed and using my tie secured Mrs Sanchez's free hand to the remaining free bedpost. "Go ahead my dear" Monica slowly climbed up onto the bed she lifted herself over her spread-eagled mistress facing her, I got a great view on Monica's pert little ass and fabulous smooth lean back, each vertebrae visible through her soft skin. Monica lowered herself and began to kiss my Sanchez who was in turn pulling herself forward as far as she could, their tongues meeting in mid air. The rules for Monica (if there even were any) were obviously not the same as the ones I had received... Monica was caressing My Sanchez's breast and her had lowered so she could suck on each nipple. I was still kneeling a t the end of the bed. "Mr Smith please, accept Monica as a little gift from me" you may take her now from behind" Monica starred at Mrs Sanchez for a moment there eyes met and spoke silently to each other... I did as I was told and edged forward, my hands reaching for Monica's waist and pulling us together. My cock was so hard and the pre-cum had lubed my head nicely, I pulled back the foreskin, more pre-cum globbed up on the slit . using my finger - I spread it around my head and with the other hand I reached down between Monica's legs to guide my entrance. I slid inside her, she was already wet and received my cock with ease. She groaned as I pushed myself inside as far as my hips would allow. I started to push myself in and out , Monica was still attending her mistress's breasts with her tongue but her hand were now working away inside Mrs Sanchez's pussy - just inches below her own busy cunt. "Mr Smith, are you enjoying yourself? Isn't Monica a doll? she's my most delicious secret" I agreed "Monica is fabulous, I just wish she was mine" "Monica, I think you should pay me a bit more attention" she said Monica eased my cock out from her and turned around, her pussy now directly above Mrs Sanchez's face her knees spread wide either side of Mrs Sanchez's head. She lowered herself and using one hand to steady herself she tugged the edge of the panties aside and her tongue lowered into wisp itself across Mrs Sanchez's clit. Mrs Sanchez gasped and her own tongue darted forward and entered Monica. they played with each others pussies for several minutes then "Mr Smith, I think you owe Monica something for this don't you? "I am very grateful Mrs Sanchez, Monica thank you" 'Slip some of those $ bills under Monica's belt Mr Smith, and a few into my panties too, you bad bad boy thinking you could get away Scott free... Now fuck her ass I want to watch you fuck her" I stood up and headed to the other end of the bed, they barely noticed me as they engulfed themselves back into each others groins I carefully pulled Monica's ass up and pushed my cock into her ass - not entering yet but allowing the juices to help ease her open. as I glanced down to make sure I was doing okay I saw Mrs Sanchez looking up, her mouth wet and her hair pretty disheveled "Fuck her Mr Smith, Fuck her now what are you waiting for?" I pushed myself inside - it was a lot tighter than the pussy I had been exploring minutes before but not as tight as I was thinking which was a bit of a relief to be honest. I started to pump, my thighs slapping her ass cheeks, somehow she was still working Mrs Sanchez's pussy with her hands and her mouth, the occasional grown from Mrs Sanchez let me know she was enjoying the show above as much as I was, Monica in the meantime had started humming softly- the vibrations penetrating Mrs Sanchez - sending quivers of waves of pleasure deep within her. Minutes passed and I felt I had to cum - I don't know if I could contain that urge much longer... " I really need to cum" I announced unceremoniously ' "oh good boy, Mr Smith, quickly now pull yourself away" I pulled myself back my ass pressed the cold wall behind me - sending a chill through my entire body. Monica rolled off and crawled to the far end of the bed. My cock hovered way above Mrs Sanchez face "well Mr Smith?" she looked up a mischievous smile on her face... I pumped harder now my grip tightening around my cock aaahhhhhhhhhhhhhhhhhhhhhhh ooh aaaaaaaaahhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhh hhhhhh the jiz exploded out and cum landed on Mrs Sanchez's tits and neck, the remaining started running down across my knuckles and dripped in slow motion down onto my Sanchez's cheek. She tilted her head and with her mouth open she caught the last drops on her tongue. "Now Mr Smith a quick shower for you and then off you go" "Thank you" I mustered "both" "oh Monica hasn't finished her duties yet, have you monica?" Monica stood up and waled over to me , she grabbed the lead still attached to my collar and lead me towards the shower The water that I had so foolishly allowed to continue to flow was now way way colder than before. I gasped as it hit me. Monica reached behind and released the collar , she then grabbed some soap and proceeded to rub me with soap all over, skillfully not missing an inch. The water splashed off my body and hit hers - droplets pinging between us both as she worked her hand around my cock - lifting it to soap my freshly shaved sack. I looked across - My Sanchez was still spread-eagled but watching us intently with a pillow supporting her head. Monica knelt in front of me and once the soap had flowed away kissed my cock and then licked the head- her tongue slipped under the foreskin and wrapped all around - cleaning it inside of any left over cum. She smiled. I sensed she didn't get to taste to often But I was wrong. she stepped out of the shower, wrapping a towel around her waist climbed back onto the bed and proceeded to lick clean her mistress as I dried myself off. "Time to go Mr Smith" they both looked up as I secured the last of my shirt buttons and reattached my belt. "oh Mr Smith, one last thing, your picture" "Yes mam- I have it right here" "Good boy, see the dresser over there, her eyes did the pointing, put it with my collection" I walked toward the dresser, 20 or 30 frames were already fanned out across the highly polished wood surface - each one a different guy. I stood there looking down - guys of every type stared back at me, preppy, scruffy, young, older guys with salt n pepper hair, a few bald ones... The maid will see you out now I turned, Mrs Sanchez was standing in front of me, straightening out her black dress, she wrapped a pinny around her waste and said politely "this way sir" Huh? I did as I was told and left. "So much for no penetration" I though to myself as I let the elevator doors close behind me
