Teresa a New Side Revealed

The Story

As I walked down the hall of the Ritz Carlton in Chicago, I was a little bit annoyed. I had made plans to have dinner with Melissa, my East Coast counterpart, but when we met, she said she only wanted to have a quick drink as she was meeting her daughter who was a freshman at Northwestern for dinner. When I got to my room, I started to take off the jacket to my skirt suit but decided that I really did not want to end what had been a good week of meetings in Chicago, by eating room service in my room. So, I used the bathroom and headed up to the restaurant on the 12

th

floor.

When I got to the Torali restaurant I could see that it was packed. There was one man standing by the Hostess station. He stepped aside to let me approach the hostess.

When I asked about a table, she gave me a sad face and said, "I am so sorry madam, but we are fully booked. We are setting a table right now for this gentleman and then I don't expect to have an opening until at least 9."

As I started to turn away, the man stepped forward.

"Please add another place setting to my table."

Then turning to me said, "Join me for dinner as my guest."

I started to say no thank you, but he put up his hand. "Please, I insist, no one likes to dine alone, I am sure both of our meals will be more enjoyable when seasoned with a little conversation."

Dumbstruck by his polite but forceful manner I only nodded. He smiled, turned to the hostess and asked her to add the second setting to his table.

When she left to give those instructions, he extended his hand and said, "This is wonderful my name is Mark."

"I'm Teresa," and for the first time really looked at my soon to be dinner companion.

He was older than my 46 years, but I wasn't sure by how much. He had grey hair, cut short and was wearing a polo with a golf course logo, Khaki pants and tasseled loafers. He was at least 6 feet tall and athletically built. His hand when I shook it was large and lightly callused. He was tanned, had a wonderful smile and it was only the slight wrinkles around his eyes and the grey hair that gave away his age.

"I can pay for my own dinner," I said.

He chuckled and said, "I am sure you can, you have the old expense account at your disposal, but let's make it easy on our server by just letting me take care of the bill."

At that point the hostess returned to show us to our table. I slid into the banquet, and he took the chair opposite me at our table for two.

He smiled at me and said "So, you are obviously here on business, has it been a good trip."

"How do you know this was a business trip for me?"

"Well, your well-tailored suit is the quintessential uniform of the successful female executive. Balancing that fine line between I wanted to be taken seriously without totally giving up your obvious femininity. Your heels are probably on the slightly too high side, but you would rather look the men you deal with in the eye then have the look down at you."

"And how do you know so much about female business dress?" I said with a bit of challenge in my tone.

He smiled and replied, "My wife, God rest her soul, was like you, beautiful, smart and driven and I watched her walk that tightrope for many years."

Now I felt awful about my being so snarky, but thankfully at that moment the waiter appeared. He asked if we wanted a cocktail before dinner. Having already had one tonight, I started to say no, but again my dinner companion stepped in.

"We definitely will, I'll have a Tito's Vodka Gimlet," and turning to me said, "Please you are here in your hotel, you're not driving, enjoy a cocktail and relax."

So, I ordered a Cosmo, feeling a little unsettled by how this stranger was controlling my choices without being a total ass about it.

The same type of thing happened when it came time to order. I passed on an appetizer, but he insisted that we share a cold antipasto. He ordered a bottle of wine with dinner and again prevailed about the Sommelier to pour me a glass. My acceptance of this behavior was so not me, but it was done in such a way that it made me feel like these were things I wanted all along. The antipasto was delicious, the Cosmo and two glasses of wine were delightful, and the conversation was interesting.

I learned his wife of 45 years had passed away after a yearlong battle with cancer and that he had owned a small manufacturing company that he sold for a substantial amount when she became ill so he could be with her full time. He said he spent the year since she died basically, working out, playing golf, and seeing his Grandchildren. He now was on a 3-month adventure to play as many of the top 100 public courses in America as he could. Tomorrow he was picking up friends at O'Hare and heading to Wisconsin to play some famous resort courses.

And then the conversation got very interesting. He asked about me, commenting that I did not have a wedding ring on and yet had mentioned having two children. The alcohol relaxed me more than I realized, so I was soon telling my tail of woe.

"I married young, had two children fairly quickly and then tried to balance my family and a career that I loved. I advanced through the ranks in good order. My husband got tired of being third on my list, found a young thing that just hung on his every word, and divorced me. So, for the last 10 years I have been getting my kids through school and off to college and occasionally going on what usually proved to be unsatisfying dates."

"So, none of these dates have lit your fire?" he asked with a smile.

"I don't know, some seem so promising, and they were nice and gentlemen, but in the end, I never felt fulfilled," I answered, probably blushing a little bit.

He sat back in his chair, smiled and then leaning forward to look me in the eye and said, "You intimidate them,"

"What no, I am very nice, I am not, I don't know, a bitch or anything."

"I am sure you're not, but you, just being who you are, is intimidating to most men. Think about it, you are beautiful, have an amazing figure, you are successful in your career and have raised two kids on your own. Men are torn between wanting to be with you and fearful of not measuring up to your standards. They so want you to be happy with them, that they never make a decision. They make you choose the restaurant, pick the movie and if they are lucky enough to get you to bed, they will constantly check in to see if you like what they are doing, do you want something else blah blah blah. That must be exhausting for you. You make decisions all day at work and about your family and now you still must manage your dates and your sex life. It can't be fun."

I sat there stunned for a moment. I tried to wrap my head around what he just said. Could that be true and if it is, is there anything I can do about it?

"I am not sure you are right about that, but it's interesting."

He smiled and again leaned in to speak.

"You have had to take control of your life because you had responsibilities, and an important job. At this point it's hard for you to give up any control anywhere, but you will enjoy life a bit more if you find places you can do that."

"Like in the bedroom?"

"Yes, like in the bedroom. Think about tonight. You wanted to resist having dinner with me. I get it, you don't know me, but I pushed, and you gave in. You tried to maintain some control by insisting on paying, but again I overruled you. You didn't want a drink or wine or appetizers, but I led you into them and, be honest, you enjoyed them all even though you were uncomfortable with not being able to make your own choices. Am I right?"

I sat back and just nodded. A little afraid to speak, because this talk of him controlling me this evening sent a quiver of sexual excitement through my body.

He smiled. "And now the question is, how much control are you willing to give up? Can you allow yourself to let go and let someone else control you sexually. If you can, you may be surprised on how amazing it will feel."

I squeezed my thighs together trying to tamp down the feeling building within my body. I had never considered anything like what he was hinting at, and yet his words were stirring my hormones in a way that nothing has for a long time. I opened my mouth to speak and closed it again. I had no words. The mixture of thoughts and feelings had rendered me speechless.

He smiled and reached out and put his hand on top of mine that I hadn't realized was gripping the edge of the table. He stroked it gently sending involuntary shivers up my arm, down my spine and straight to my very damp vagina.

"Now you get to make your last choice of the evening. I am going to order some dessert. You can gather your things and head back to your room and we will never see each other again, or you can go to the ladies' room, remove your pantyhose, panties, and bra. Your jacket will cover your breasts. Then return to the table and enjoy some triple chocolate cake before we head up to your room."

And for the umpteenth time of the evening, I was shocked. He was still gently stroking my hand. I couldn't believe I hadn't ripped it away, grabbed my pocketbook and fled. Instead, I sat there staring at him, looking into his very blue eyes, and coming to the realization that I would do exactly what he asked.

"Excuse me, I need to go to the ladies' room."

"I think that would be a very good idea."

He pulled back his hand, I slid out from my seat grabbed my pocketbook and....... headed to the ladies' room.

I looked at myself in the mirror. My face was flushed with excitement. Was I really going to do this, I could still just head to my room. I slid my hand inside my silk blouse and felt the hardness of my nipple. I knew if I slid my hand down my panties it would come out soaked. I heard someone approaching and as the door slid open, I ducked into a stall. Two friends were chatting while fixing their make-up. I hung up my jacket and began to unbutton my blouse. I took it off and hung it over my jacket, unhooked my bra and stuck it in my pocketbook. My fingers again tweaked my nipples. Stop, stop you're taking too long I thought. As soon as the other two women left the room, I took off my shoes, removed my pantyhose and thong. My thong was soaked so I wrapped it in my hose before putting them in my pocketbook also. I relieved myself and got dressed again. Looking in the mirror I pulled back my jacket and the hard nipples were clearly visible though my silk blouse. I hoped the jacket would in fact hide them, but a ripple of excitement passed through me as I thought about what if it didn't. I returned to the table.

When I approached, he stood up like a true gentleman, pulled the table out slightly so I could more easily slide in. He sat and with a sweeping gesture pointed to the chocolate cake in the middle of the table and a glass of port.

"Enjoy."

I felt too nervous to eat. I sipped the port.

He said, "you must try this cake it's heavenly. "

I took my fork and leaned in to take a taste of the cake. It was wonderful and I went back for another bite when I noticed the man at the next table trying to furtively glance over. I realized that when I leaned in for the cake my jacket opened slightly, and I wondered if he could tell I was no longer wearing a bra. I quickly sat back and could feel the heat of my blushing on my face.

Mark smiled at my discomfort and said, "We should go. I have already taken care of the bill."

He stood, pulled the table out for me and watched as I struggled to slide out of the chair without revealing the fact that I no longer had underwear of any kind on.

As we exited the restaurant, his hand gently resting on my back, the hostess gave us what I would call a knowing smirk. I again felt myself blush. I could see her thinking; one dinner and this guy is going to get laid. Was I really going to be that girl? The answer was yes, I could not remember the last time I felt this level of nervous anticipation about being with a man.

We crossed to the elevators and when we got in, he used his card to activate the ability to stop at the room floors and crooked an eyebrow at me until I mumbled 6. He pushed the buttons and when the door closed, he pulled me to him, with one hand around my waist, the other brushed back the hair from my face and he leaned in and kissed me. It was soft but forceful, his tongue probed my mouth, my knees almost buckled and then the bell for the floor pinged. He held his hand in the door and stepped aside to allow me to exit first and we turned and headed to my room.

When we got to my room, I began to fumble for the key in my purse with all my underwear stuffed inside and then I remembered I put it in my jacket pocket. I was almost shaking like a nervous schoolgirl on her first date. When I pulled out the key card he took it, slid it across the scanner and opened the door, holding it open so I could walk in first.

As we walked into the room, from behind he put his hands on my upper arms and turned me to face the full-length mirror that was mounted to the wall. He stood behind me, looking over my shoulder.

He quietly said, "Look at yourself, is that person ready to let go and experience what I have planned? If the answer is no, I will leave right now."

I looked at my reflection in the mirror, my face was flushed with excitement. I was scared, not by a fear of getting hurt, but by what the night might reveal about me. I already have done half of dozen things that I never would have thought I would ever do. I thought about the tingle I felt when he first talked about giving up control at the table, I thought about the excitement I felt while in the lady's room, I thought about how his kiss made me swoon. Scared, yes but I wanted this.

I nodded, "I am ready."

He smiled, told me not to remove any of my clothes, but while he used the facilities, I should pull the cover and blankets off the bed. He then stepped into the bathroom, and I did what he said.

When he came out of the bathroom, he extended his hand to me and again directed me to stand in front of the mirror.

"I want you to watch yourself, see how beautiful you are when you are losing yourself in the pleasure of surrender. I am going to be feasting on you tonight and in the end, you will find new heights of pleasure."

He stood behind me, slid his hand around and undid the button on my jacket. He pulled it back from the shoulders but stopped when it was halfway down my arms. This left my arms trapped at my sides and slightly behind me. He pulled me to him, further adding to the subtle feeling of bondage. I was again surprised by the heightened feeling of sexual anticipation that this restraint gave me.

He kissed my neck; his left hand gripped my hair pulling my head back to give him access to my mouth and as he kissed me his right hand brushed across and around my breast. The silkiness of the blouse adding to the sensation of being caressed. His fingers drew circles around my nipples that were now fully erect and clearly visible through my blouse. I moaned and put my head back against his chest, I closed my eyes and then opened them again right away so I could continue to watch myself basking in the heat that was building within me.

He pinched my nipple. Hard! I gasped at the pain and from the shock of the change from soft caresses to painful pinch. Pain yes, but I also felt a wave of pleasure building between my legs, and he hadn't even come near touching me there. This alternating caress and pinch when on for a bit with both nipples getting attention. He kissed me on the lips on my neck, nibbling on my ear. I pushed back into him to get lost in his hold over me and to keep from falling as my legs were trembling.

He undid the buttons of my blouse pulling it out of my skirt now fully exposing my breast to him. He cupped them in his hands and letting his thumbs flick across my nipples. I cried out when he stopped to undo the button and zipper of my skirt that fell to the floor around my still high heeled feet. I kicked it away and he stepped back, pulled his shirt off and pulled my jacket and blouse off. I now stood naked before him, looking at myself in the mirror. I was flushed with excitement, my nipples stood fully erect. I could feel the dampness between my legs. When he pulled me back against him, I could feel the warmth of his lightly haired torso. I could also feel his erection pressing against me. My God, I wanted him to take it out and bend me over and fuck me right now, just like this. I moved my hand behind me and let it slide against his bulge. He grabbed my wrist, pulling it away. He stepped back and then pushed on my shoulders to bend me forward. Yes, yes, I thought he is going to take me now! Instead, he raised his hand and brought it down with a firm smack on my butt cheek. Several more followed quickly, alternating between my cheeks.

I think the shock was more painful than the spanks. I was shocked by the action, but also from my physical response. Instead of shutting down and fleeing, my vagina was flooding, I was so close to cumming. Who is this woman in the mirror? I could hardly recognize myself.

He pulled me back to standing, turned me around, pulled me to him so his thigh was between my legs. He brushed the hair from my face and with his other hand gently rubbed my pink butt cheeks. He looked at me with a serious face.

"You agreed to let me be in charge of your pleasure tonight. That means you have given up the right to take things you think you want. I didn't want to spank you tonight." He smirked and said, "Although I think you liked it."

While he spoke his hand on my butt was now pushing me against his thigh, He slightly raised and lowered his foot causing his leg to rub my now fully on fire clit.

"Another violation of our agreement and I will not spank you, you like that too much, but I will just leave."

The look of terror and pleading on my face as I shook my head was enough for him to know I was his and would obey him for the rest of the night.

He smiled, kissed me, and increased the pressure on my butt.

He whispered in my ear, "Go ahead and cum. "

I moaned and picked up the base of my humping of his rock-hard thigh and the first wave of an orgasm flooded over me.

I collapsed against him, catching my breath. He stroked my hair then lifted my chin up to kiss me deeply. I hungrily responded. I so wanted to deepen my connection with this man.

He then totally surprised me by grasping my thighs and lifting me up so that I could wrap my legs around him and he turned and walked me to the bed. He laid me down on the edge of the bed. I laid in front of him, my legs splayed like I was totally offering myself to him. He smiled, unbuckled his pants and pushed them and his underwear off. His erection was clearly evident as I drank in his naked body. For a man in his 60's he was still in great shape. Not exactly a six pack, but no sign of gut, his pecs were tight, clearly the year of working out had paid dividends. His erection, although not what porn movies are made about, was certainly bigger that my ex-husbands. I readied myself for what I expected or hoped was him entering me and giving me a long hard fucking.

He leaned over me, kissed me, his penis was pressing against my pussy, I wrapped my legs around him to try and pull him into me. Instead, he slid down, his mouth finding my left nipple, his tongue swirled around it and then he sucked it in. When he bit down on it, the shock of pain again shot right down to my clit and I reacted by again wrapping my legs now around his back and pulled myself against him. He lifted himself up long enough to turn his attention to my right breast. He was so calm, and I was frantic with desire. He again sent a charge through my body by nibbling on my nipple. Then he slid down more, his tongue explored my navel as he licked his way down to my now soaking pussy. Pussy, now there is a term I usually wouldn't use, but it just seems like the right word now as there was nothing clinical or proper about how I was feeling.