02/12/2013
Rose's grandson, has just turned 18, and will be graduating next year, then off to collage.
After talking to Rose, and observing Timmy, I decided that trying to get him to mow the grass, might not be the best strategy. He is quite shy, and seams to not be very confident in himself. So, we cooked up a plan.
Rose ask Timmy to go over to Martha's house to help her with some curtains. (I would be changing out curtains that needed to be cleaned, and replacing them with fresh ones.) Rose told Timmy, that I would be glad to pay him for his help, and that she knew he could never have enough money when in school, and that she thought he should take advantage of the opportunity while he has the chance. Timmy agreed to help me, and we made an appointment for Tuesday, at 10:am.
Tuesday, morning, Timmy arrived right on time. I opened the door, and said, oh, how wonderful, you are just in time to be the most help. I need you to steady me, while I am on the ladder. I already had the kitchen ladder in front of a window.
We approached the ladder, and I told Timmy, I am going to get on the ladder, and I need you to steady me, because I don't have the best balance in the world, OK, you can do that, right? He replied, yes mam! I went up to the second step, and said, OK, now Timmy, I need you to hold me. He reached up and put his hands on my waist. I reached up to remove the curtain, and pretended to lose my balance.( just a little) I then said, Timmy, I think it would be better if you would just hold my leg, instead of having your hands on my cloths. Here, let me show you how. I took his hand and put it up under my skirt, on the inside of my left leg. I then told him to put his other hand on the outside of my leg. He did.
I then started to unhook the curtain, and pretended to become unsteady, I told Timmy, Here, I need you to hold my leg right here. I reached down, and pulled his hand right up against my crouch, and said, now just hold me firmly.
I then unhooked the curtain, and started down the steps, pulling his hand away. As I reached the floor, I said, You did good Timmy, that works much better. I got the fresh curtain, and started back up the ladder. Timmy put his hands on my waist as I went up the ladder, then reaching under my skirt, he put his hand on my leg, just short of my crouch. Holding the curtain in one hand, I reached down, and pulled his hand tightly against my pussy. I said, Timmy, don't be bashful, I need you to get a good grip, OK ? He said, yes, mam!
As we worked, I made small talk, about going to school, what his plans were, just anything to get him to relax.
By the time we got to the sixth window, he was shoving his hand up snuggly against my pussy.
After the sixth window, I said, I need to take a little break. Would you like a soda? He replied that he would, so we headed to the kitchen. I got a couple of sodas, and we sat at the table. While my back was to him, I unbuttoned the top three buttons on my blouse, then deliberately sat to his right, so my blouse would come open. I again made small talk with him, but quite often letting my eyes rove someplace else, so he wouldn't worry about me catching him looking at my tit.
As we chatted, I ask him if he would be leaving a girl friend, when he left for collage? He replied, no, not really, I don't have a 'real' girl friend. He said, he had dated several girls, but not anyone special. I ask him, have you ever felt a girls breast? He blushed, big time, I said, now tell me the truth Timmy! He finally admitted that he had felt one girl's breast. I ask him if it was a bare breast? He said, no it was just through her clothes. I ask, Timmy, would you like to feel a bare breast?
I unbuttoned the next button on my blouse, then pulled it up out of my waistband, and unbuttoned the last button, and pulled my blouse wide open. I held it and just let him look at my tits. Finally, his eyes came up to mine, and I ask, why don't you feel? He seamed quite hesitant, so I let go of my blouse, and reached out, and taking his hand, put it on my tit, and showed him how to caress, a real live tit.
I took my blouse completely off, and put both of his hands on my tits. I said, be gentle with them, but not too gentle. You may softly caress, and gently squeeze. Oh, yes Timmy, you are doing that very well. Oh, Timmy, that feels so good! Timmy, would you kiss my nipple? Oh, yes, just run your tongue around the nipple, oh, yes, oh, Timmy that really feels good. You can suck the nipple if you want to. Wait, not like that, just softly suck the nipple into your mouth, and move your tongue all around it, then gently suck it. ooooh, Timmy, oooooooh, Timmy, you do that sooooo good. Oh, yes, now the other one.
I leaned over, and put my right arm around his neck, and wouldn't you know it, my left hand landed right on his very hard dick. I felt his dick for a little bit, then I ask, Timmy, did I cause you to get a hard-on? Without missing a suck, he replied, um,hum. I fumbled around, and got his pants un-zipped, and got my hand inside, and around his dick.
With my tit in his mouth, and my hand around his dick, I ask him, Timmy, will you let me teach you how to really make love to a woman ? I'm talking about making love to her, so she will want you to make love to her over, and over! He raised his head up, looking me in the eye, he ask, can you really do that? I smiled, and kissed him, on the mouth. We kissed several times, then I said, come on, lets go get in bed.
I led him to my bedroom, and I dropped my skirt on the floor, and started un-dressing him. For a young man, about 5' 10" or 11" and about 175 lbs. he had a pretty respectable dick, and it was hard as a rock. (I love them that way)
I got on the bed, on my back, and spreading my legs, I said get in between my legs, and move up over me. He did, and I reached down, and taking hold of his dick, I guided him right into my pussy. I watched his face, and the only thing I could be sure of was amazement. He pushed it in as far as he could get it, and I felt it swelling up, and then start throbbing, and I felt the first spurt of semen, and I cum.
Timmy was just holding his dick as deep as he could, and as I come back to this world, I looked at his face again, and his eyes were wide open, and he seamed to be completely lost in his world of extreme pleasure. I told him how to start thrusting, and he is a quick learner. I think he must have thrust 15, or 20 times, when he started thrusting rapidly, and harder, then he groaned, and cum again. I said, oh, Timmy, I'm Cumming! ( I have learned over the years, that men love it when you say I'm Cumming!)
We lay for a little while, getting our breath. Timmy's dick was still very hard, so I told him, Timmy, you can fuck me all you want too! I love it! So, he started thrusting again, and with my lubrication, and the result of him climaxing twice, it was getting pretty slippery. I will say that this time he really gave me a proper fucking. I don't know how many times I cum, but I told Timmy every time, and he started telling me that he was Cumming.
We lay in each other's arms for quite some time. I told Timmy, that his lessons were not finished, but only began.
he was very happy to hear that, and ask, can I have another lesson tomorrow? I replied, of course you can.
So, the lessons continue. Oh HAPPY day!
Martha