This is a continuation of Post #23915 on May 30th. Believe it or not it was my Grandmother for my first fuck. At the time she was 64 and my Grandfather who was ten years older had recently died. She was still in great shape, nice and slim, but not skinny. She swam, biked and played tennis. She decided to sell her home and move in to a condo. She asked my parent's if I could stay with her during Easter break and help her sort out the things she wanted to get rid of. I eagerly went knowing I could get some swimming in as she had a nice large pool.

She picked me up Sunday morning on her way home from church. She lived away from the main city about a 40 mile drive. I had only packed shorts and tee shirts and two bathing shorts. She opened the automatic garage door and drove right in. She drove a Mercedes and I noticed a four year old Buick Regal beside us. She said I used to drive that and your Grandfather drove the Mercedes, I guess I'll have to get rid of it. We went in the house and she took me up to the room I would be sleeping in. She went to her room to change and came down in a flowered loose fitting summer dress and started preparing lunch.

She said it's Sunday and a nice day so we'll go out by the pool and have a swim and start our task tomorrow. I went and changed to my swim shorts. When I came out Grandma removed her dress and had her bathing suit on underneath. Grandma was a good swimmer and I had a hard time keeping up to her. I got out and sat on a lounge and when Grandma got out I had to admire her body for her age. She asked me to go in and get a bottle of white wine and the opener and glass and find something for yourself to drink unless you want some wine. I got a soda and came out and opened her wine and put the bottle in the ice bucket I found.

She said you only have me to look at instead of your gorgeous sisters and I noticed you gave you're Mother the odd glance when she got out of the water. I turned a little and blurted out you look pretty good to me Grandma. She smiled and said aren't you a nice grandson. I poured her another glass of wine and she started to tell me I wanted you here to tell you about things that happened over the years and the real reason your here if your willing. I'm going to be blunt and say some words you might be surprised to hear from you're Grandmother but your 18 and supposed to be an adult if you don't like what I tell you, I will stop and say nothing more about it.

I married your Grandfather when I was 20 and he was 30. He spent his life getting a good education and established himself with a good lucrative position. I met him at the tennis club were I was taking lessons. I took a liking to him and he asked me out to dinner. We saw each other a few times and he kissed me when we parted. I wasn't a virgin, I had been with two different boys when I was a teen. He never tried having sex with me until one day he asked me if I would go on a business trip with him. I accepted and he asked if I would share his room. I was really fond of him and said yes. The first night when he started to make love I realized he never had much experience. I guided him along and he came before I was satisfied so I went in the bathroom to clean up and masturbated. The next night I showed him how to finger me to orgasm, before he fucked me. The next night he fucked me first and I put my hand down and rubbed my clitoris until I came. I poured another glass of wine for her.

A few days after we got home he asked me to marry him. I liked him a lot and new he would be a good provider and treat me well. We got married and over the next few months I taught him how to love a woman in every way I knew how and over time he became good lover and now don't be shocked an excellent pussy eater. Your dad was born two years later and sadly he had no siblings. I decide when your dad turned 18 he would know the pleasures of a woman's body and how to give pleasure. So to put it bluntly let him fuck me as I taught him and got some pleasure myself from his young body and if you think you can fuck you're old Grandma I will show you the ways to a woman's body and maybe get some pleasure myself. I knew now why dad didn't mind me looking at Mom's nude pictures having fucked his Mother and wondered if he would let me fuck mine.

I was sitting there with my cock sticking up and Grandma reached over and squeezed it and said Ill take that as a yes. Now go and get me another bottle of wine and maybe you better get another glass for yourself you might need it. I went in to the kitchen dropped my shorts and grabbed some paper towels and quickly masturbated. Threw the cum loaded paper towels in the garbage, grabbed the wine from the fridge and a glass and went out. Grandma looked like she was sleeping so I jumped in the pool to cool off. I stood drying looking at her stretched out on the chaise admiring her body and wondering what it was going to be like fucking her. She looked up and said I guess I dozed off. That's the wine, but I need it for the questions I'm about to ask and you might need some as well to answer them.

I'll be blunt and I want honest answers and you can not answer if you want to stop. Of course you've kissed a girl? Yes. Touched her boobs? Yes. Felt a pussy? Yes. Make her cum? Yes. Has a girl masturbated you? Yes. Have you had oral sex? NO. Have you fucked a girl? No. Your doing good so far. Who do you think of when you masturbate? My sisters and Mom. Have you seen any of them nude? Yes all of them. Under what circumstances? They let me take nude pictures of them. I have them on my computer. Have any of them watched you masturbate. Sue did when I took her picture and she stayed and watched me. Did she enjoy it? She grabbed her clothes and ran to her room. did you think she got horny and went to her room to masturbate? I thought maybe she did she was holding her pussy.

If you had a choice who would you like to fuck? My Mother. Considering your Father fucked his Mother he might let you. Do you think she would agree to. I told her when I took her pictures I wanted to fuck her and she told me I was too young to be fucking anybody. I said when I turn 18 I'm going to fuck you. She said we'll see so I'm still waiting for her to let me. Would you mind fucking me before your Mother. No if I get some experience from you, maybe I can give Mom more pleasure and I can make love to her instead of just a fast fuck. I can't believe the conversation I'm having with my Grandmother.

She said I've drank too much to make it easier for this conversation and I must go lie down for a while before I get dinner ready. After dinner we sat and talked a while me wondering when things would start. At 9pm she said I retire early so give me a chance to get ready for bed and come up to my room. I went up and her door was open and I went in. Grandma was lying in bed with a nightie on. She said come here and remove your sorts and get on the bed. She looked at my erection and said a nice young cock to nurture. She pulled up her nightie and said as it's your first time you'll cum soon and since I haven't been fucked in a few years I prepared my pussy with some ointment so you can slide in easily. Just go ahead and fuck me until you cum and shoot your load in my pussy and don't worry about me. I couldn't believe the feeling as my cock slid in her moist pussy and right away I started pumping up and down and It seemed like only minutes when my cock spewed into her pussy. She said that was real fast now go back to your room and we'll both get some sleep. I couldn't say a word as I got up looking at my cum running out of her c**t. I went to my room wondering about the next week.

If I know I have readers I will continue with my storey about my sexual awakening from fourteen to the present time as I just finished college and approaching a new life as I hope a normal and responsible adult. I'm writing the storey anyway to file away and let my future wife read it before we marry so she can decide if she still wants to.