Her game, My Rules... Part 1

I was out last week after spending a little longer at the office than anticipated and decided to have dinner at a restaurant that’s not only good but has plenty of people watching.

I noticed after a while a pretty younger woman, mid 30’s looking at me. She was seated with another female who looked a few years older and quite attractive also, at a table across the room. The two of them appeared to be talking about me, both of them glancing over at me from time to time. After a while the older woman left, and the woman got up and walked over to me.

As she got closer I found her to be a quite attractive lady with auburn hair, nice figure, about five feet five and perhaps 130 pounds. She was wearing slacks and a blouse and appeared to be in good shape.
She looked as though she want to say something, but didn’t quite know how to go about it.

“Hello, Can I help you?” I asked. She didn’t respond, but still stood there. I asked her to sit down, she nodded and took a seat opposite of me.

After a few uncomfortable moments she finally spoke, apologizing for interrupting my dinner.
I smiled and told her it was my pleasure to be joined by and attractive young woman.
She then told me her name was Sophie. I told her mine, and asked her if she thought we had met before. She shook her head. She took a breath and came out with what was on her mind.

“It’s my 34th birthday” she began. “And my roommate and I we were thinking – well we’re exploring the possibility…” She paused again.
“I’m sorry,” she said “This is hard to talk about. You see my roommate says I need to, well she’d like me to – to have sex with an older more attentive male.”

Sophie was breathing deeply after finally getting it out. Her face was red, and she looked nervous.
“Wow!” was all I could say for a moment. Then I said “And you want me to be that older man?”

“Well, you look interesting” Sophie said. “You’re well groomed, mature and kind of sexy.”

“Thank you!” I happily responded. “Uhmm … do you do this often?”
“No! gosh no, we talked about before and tried to arrange it a couple times, but it didn’t work out, so this would the first time.”

Of course I was intrigued; what man would not be? I had to know more. “What kind of sex are you thinking of?” I asked Sophie. “Just straight fucking? Or are you up for oral sex? Anal?”

I wanted to see if she would be shocked, but seemed to take it in stride.
“I’m willing to try whatever you want, if you will do this for me, for us I mean” she replied.
As far as I was concerned, her saying that she would do anything I wanted clinched the deal for me. I told her I was interested, but first I wanted to test her out, to see how serious she was.
I asked her to open the top buttons on her blouse and show herself to me. She hesitated, looked around nervously, but then she did it. “The next one too.” I said. I saw her swallow hard, but she opened that button too, giving me a look at her enticing cleavage.

I then told her I wanted her to go to the restroom, remover her underwear, and put them in her purse. Once more she hesitated for a long moment, but then she got up and went to the ladies room. A few minutes later she returned. There were no panty lines under her slacks, and her nipples, which I was interested to see were now aroused, they protruded very visibly against her blouse.

I then told Sophie that I was ready to do what she wanted, but there were rules, she would have to do exactly as I asked. I said I wanted at least two hours alone with her before her roommate came home. When Sophie agreed to this, I told her I couldn’t do it that night, but if she gave me her address I would come to her place the next night at eight pm.

The next day I stopped at a boutique and purchased some sexy lingerie to send to Sophie; a dark hunter green low cut bustier with stocking straps, green satin and lace thing panties, and stockings as well. I also purchased a blindfold, several kinds of body lotion, and a few sex toys.
I had the lingerie sent to her place, along with a note telling her that I wanted her to wear it with a sexy dress for my visit later that night.


I arrived a few minutes before eight, carrying a bouquet of flowers, and the bag containing the other items I had purchased earlier in the day. Her roommate met me at the door, she shook my hand, smiled and whispered “Prove me right tonight, take care of her and have fun.”
Sophie looked radiant. She had her hair and makeup done perfectly. She had on a snug green miniskirt, and semi sheer matching silk blouse, the package showed off her great figure.

I greeted her with a kiss on the cheek, and handed her the flowers. I asked if she was nervous.
“Yes,” she replied, blushing a little. “But don’t worry; I’m not going to back out now.
I told her she looked fantastic, then asked if she was ready to follow orders.
She smiled and nodded quickly. “Great!” I gave her a very warm, full kiss on the lips.
I then informed her, as if she didn’t know, that she was going to be my sex object for the rest of the evening.

“We’re going to play a little game of Simon Says.” I told her, “to see if you are ready to go through with this.”
“Simon says rub your breasts and pinch your nipples through your blouse.”
With a self conscious glance at her roommate, still standing there watching, she complied.
Next I told her to hike up her skirt and show me her lingerie, Sophie did so, and turned around, showing me her cute ass, framed by the garter straps and thong panties. Next I told her to tell me what she wanted.

“I want to have sex, with a great lover” Sophie said. “Simpler and plainer than that” I demanded.
She took a breath. “I want to get fucked.” “And what else?” I said.
“I…I want to suck your cock.”

I told Sophie she had passed her first test, then told her to tell her roommate good bye, and walk her to the door, she did so and returned. I then ordered her to lead me to the bedroom.

Once there I opened my bag and pulled out the blindfold. I told Sophie I was going to have a little fun with her body, and that blindfolding her would heighten the senses and her pleasure.
After putting it on her I held back a few minutes, rubbing her back and shoulders, letting my hands wander.
I unbuttoned a few buttons on her blouse so I could see the tops of her breasts over the top of the bustier.
I nuzzled her neck and softly nibbled it. She smelled delightful.
I placed her on the bed and told her I was going to cover her body with some lotion.
Before she could respond I kissed her deeply and placed my hand on her breast for the first time.