Sugar Mommy is not easy to pleased. (Closed)

[Pleasuretiger]

when I first graduated with a degree in computer science, I was disappointed not able to get a job. While job seeking, my buddy introduced me to his boss Mrs. Parker. She was a widow and enjoy dating young guys. She is generous and I could earn good pocket money to pay my rent

Although this was two years ago, I can clearly remember our first date. I am fresh and believe it or not, I am still a Virgin.
Dressing in a black suit, I desperately wants to impress my guest. The food in this private club house is so expensive that I decided to ask for a glass of plain water in case she did not turn up. I just can't afford to pay for a meal.

Finally I saw an elegant, big size and curvy woman walking towards me. She looks in her early forties, cheerful smile and well dressed.
I nervously stood up and greet her "Good morning, my name is Simon. Are you Mrs. Parker?" I raise my hand, wonder if I did the right thing offering a handshake.

 

[bustymaturelady]

Life with my late husband was fun. Sex between us was wonderful, so good in fact that we were both secure in the knowledge that anything experienced with another would not get near what we had together. It came as a tremendous shock when I lost him to cancer and I was left to face the world alone.

We had been occasional swingers, just a few times a year. Of course, his loss put a stop to that and I did not want to meet another man, only to compare him to my late husband. I trawled around the internet for a good while and thought about things. I tried to fight my kinks and desires but in the end relented and started dating young guys. This had the advantage that I was not comparing them to my husband and also that they were only after sex and I was a passing ship in the night.' I also had a kink for young cock and young men. My late husband liked this and would have approved. A good few times whilst I was shall I say, active, I thought I would have loved him to be there watching.

I was very conscious of my daughter, Ruth, who was a girl in her late teens and beginning to date boys. It gave me a bit of a kick to get to know those boys and discuss them with her. I have always been open to fantasy and I enjoyed my moments with them.

Anyway it was a couple of years ago that I met Simon. I dressed classically for our lunch but with a v necked tight fitting top and a bra which projected my bosom. I was happy to give my covered breasts to him to view as we chatted over lunch. I had been quite comfortable in these lunch meetings, smiling a lot, being pleasant, in no way judgemental and looking to build the confidence of the young man, giving him confidence that I was open to his ideas and that my body desired sex. Of course I could change and often did with sex but I appreciated meeting and eating and drinking with an experienced, confident mature lady could be a challenge for a young guy and in no way did I wish to make him feel foolish. More often than not, I wanted what was on offer.

When I met Simon I straight away responded "please call me Rosie" and I looked to find out more about him. It was quite evident that he lacked experience of life and sexual experience. I did though find this an attractive trait and I soon looked to become more personal with him and confirm my interest. He seemed to like me too.

 

[Pleasuretiger]

It was such a relief when she gave me a warm respond . She raise her arms at me and reply "please call me Rosie"

I suppose she means to hug. So I raise my arms and have her a warm hug. She really smells good.
It was an unforgettable evening. We chat through lunch, hoping from one topic to another. She was a regular traveler too. I love her story about places she went and interesting experience there. She even suggest to take me along the next trip.
Of course my story are more about my uni life. How I did well in my study and how active I spend my hours in the gym.
Rosie spell her loneliness and of course I know before hand from my buddy that her desire was sex. She wouldn't had date me if not for my cock.
Our conversation soon gets kinkier as she begin to tease. She laughs aloud hearing that I was a Virgin and I teased her in return "you will not laugh anymore when you see my rare size"
This certainly is the ice breaker when she gently crawl her fingers between my thigh. I know she can feel my throbbing cock inside my pants it is as hard as a rock.
I look around and whisper " do you want to go anywhere private? "

 

[bustymaturelady]

He is an interesting package, this guy Simon. He lacks no confidence in telling me that he is a virgin and then just a little later he is suggesting that we go to a private place. In fact I find the ‘virgin’ tag he gives himself a little hard to believe. He is so confident and talks so freely about sex. He is playing a fantasy surely?

Anyway I decide to go along with his idea, I am finding him somewhat amusing, if a little coarse for my taste. Maybe he will be more refined and show more quality as we get to know each other.

I respond to him “well it would be nice to go somewhere a little quieter” adjusting my bra strap as I speak in the knowledge that he is being given the sight of my breast flesh moving inside my bra cup.

My phone rings and I apologise “sorry I must take this”.

I speak to my daughter, “yes I am still at lunch and I expect to be a little while yet. Yes I know you are going out later and I am giving you a lift, I will be back for that.”

I turn to Simon saying ‘I am sorry that was my daughter, checking up on me and making sure I get home for a lift this evening. Now, where were we yes, somewhere quiet for a bit, what do you have in mind?”

 

[Pleasuretiger]

You may not believe if I say this is the most expensive lunch I had in my entire life of 26 years.I know this is just the beginning if Rosie is happy with me. I smile as she foots the bill. Then she fish out a cheque from her handbag and gave it to me. "This is yours as agreed" I don't expect her to give me full payment since this is our first date and she may wants to leave earlier.
" Thanks Rosie" I slips the cheque into my pocket.
"If you had the time, we can get a place where I can give you a good massage? My mom use to work as a massager when I was a kid and I had learnt some very good skills from her" I stood up and gets to your side, pulling away your chair as I help you up on your feet. "Tell me Rosie if you had any requirement. You engage 6 hours of my time and I am here to pleased you. What time is your daughter expecting to see you?"
I followed you to your car, your luxury car.

 

[bustymaturelady]

"If you are offering me a massage I would be silly to refuse" I said as Simon acted the gentleman in the restaurant. "Just the massage for now Simon, will be very nice" I responded to him. "I should have an hour or so to spare for that"

I took care of my walk as I left the restaurant with Simon alongside, holding hands with him. Once in the car I took note of the address he gave me and started the journey. The area was quite familiar to me and I knew this little quiet stop alongside a country park. There was nobody about as I parked the vehicle and looked Simon's way. "Well young man what do you have for me?" I asked as I looked him in the eye and moved my hand to his waistband. I undid that and slid my hand into his briefs. I chuckled and then began to feel him as I looked him directly in the face. Keeping my gaze I wanted to see his reaction as I masturbated his erection. The whole setting seemed to excite him as I gave him a little wank until I felt the precum...

"Enough of that for now" I said as I lifted my top for him to see my breasts in their bra before grasping his head and pushing my lips against his, my tongue exploring his mouth for our first lustful kiss.

 

[Pleasuretiger]

Of course Simon know what she wants. Anyway, sex is what she pays for and she expects intimate respond from him.
As soon as she reached the designated motel, she acts on him immediately.
"Well young man what do you have for me?"she ask with her busy hands searching its way into his pants.
She strokes his huge thick cock eagerly and his aroma fills the car compartment. Simon reach out to touch her neck and she suddenly puts a stop. "Enough of that for now"she pulls out her hands and leans forward, kissing him. she is desperately hunger for kisses as her tongue is pushing wildly into his mouth. Her wet lips never had enough of him.
Simon knows what she needed. He kisses her in return and whisper. "let's get inside. I will give you a massage that you'll never forget" His hand roughly squeezed her breast and rubs at her nipples. "Are you ready? Let's go"

As soon as they steps into the private room, Simon fills up the jacuzzi tub. He boldly wrapped his strong arms around her waist and kiss her. He please her with wild wet deep kisses and his hand s are running wild on her back. He moves forward, closer, tighter and his hard chick straining his pants, pressing between her legs. She moans as he moves forward.
"the bath is ready" he says, striping off his clothes. his cock is hard and pointing angrily at her. " Do you want me to undress for you? he teased., showing off his well toned naked body.