Hi, my name is Dan. When I was seventeen, I started working for an older couple in their sixties. It was warm all year round where I lived, so I did all their yard work, mowed their grass, weed-whacked, and cared for their pool.
One day, as I was cleaning their pool, the wife was sunbathing in a two-piece suit. As I walked by her sitting on her lawn chair, she put on sunglasses and lay there soaking up the sun.
It must have been the first time she saw me cleaning the pool because after I walked by her, she removed her sunglasses, and I could see her looking at me. All I had on was a pair of swimming trunks. I was using the net to get something out of the pool and I was bending way over and almost fell in.
It was right in front of Mrs. Grand. As I turned around, I heard her say, “Better be careful, sweety.”
I smiled at her, “Yeah, I almost went in head first.”
I went and put the net away and then went over to Mrs. Grand and said, “I’m just about done, so I’ll let you have your privacy.”
“Oh, why don’t you stick around? It’s lonely here with Mr. Grand out of town. Why don’t you come over here and put some sunscreen on my back.”
Mrs. Grand wasn’t my type at all. She was slightly overweight, with big saggy boobs and a big butt. But hey, I wanted to keep my job, so I helped her out. She sat up and turned around on her lawn chair so her back was to me, and then she handed me the bottle of sunscreen. I squirted some lotion in my hand and rubbed it on her back. She reached back and untied her bikini top, and let it fall to the ground. Then she turned around and told me, shaking her boobs, “I need some on these too.”
Her boobs were big, and they hung to her waist. I told her, “Mrs. Grand, your husband…”
She stopped me, “Is out of town. Besides, he never touches me anymore.”
I thought to myself, I can understand why. She said, “I see you’re always riding a bicycle. Don’t you have a car?”
“No, Mrs. Grand. I haven’t saved up enough money for a car yet.”
She gave me a big smile, “Well, you be a good boy and I will buy you one at the end of the summer.”
I smiled, “What do you mean by ‘good boy’?”
“Well, you know. Do stuff for me. Stuff Mr. Grand can’t or won’t do for me.”
Well, it would be great to have a car when I went back to school, “Ok, what do you want me to do?”
She put my hand on her boobs, “You can start by putting lotion on these.”
Mrs. Grand stood up and told me to take her bikini bottoms off of her. When I hesitated, she told me, “I’ll buy you any car you want.”
“Uh, Mrs. Grand. Didn’t you think we should go inside? I mean, the neighbors…”
“You’re right. Let’s go.”
She took my hand and led me inside. She kept a hold of my hand until we were in her bedroom. She then removed her panties, got up on the bed, and spread her legs wide.
“Lose those trunks and get up here and show me how much you want a car.”
I removed my shorts and got on the bed with her. When I hesitated, she asked me, “Don’t tell me you’ve never been with a woman before?”
I didn’t answer, but my face must have been beet red because she smiled at me and said, “Don’t worry. I’ll show you how to please a woman.”
Then she took my hand and placed them on her boobs. Although her boobs sagged, I liked how they felt in my hands, all soft. Her nipples became erect as I squeezed her boobs. She cupped her hands under them and lifted them up, and told me, “Suck on them.”
I did like she said and sucked on one nipple then the other. Truth be told, I enjoyed it. I know she did, too, because I heard her moan. After a few minutes of sucking on Mrs. Grand’s nipples, she pulled away and told me, “Ok, sweety, time to make me feel real good.”
She had me lie on my back on the bed, then she straddled me, pinning my shoulders to the bed with her knees. She then lowered her old pussy into my face. I didn’t resist at all.
She covered both my mouth and nose with her pussy. “Now, be a good boy and put your tongue in me.”
Again, I did as she said. I stuck out my tongue as far as I could, shoving it deep into her. She told me, “Now, lick!”
I did as best I could, slowly licking her pussy. I must have been doing a good job because she started moaning. “Mmm, yeah, that’s it, baby. Faster, faster!”
I licked as fast as I could. As I licked her pussy she reached back and wrapped her hand around my cock. She slowly jerked me as I ate her pussy. Just when I thought I was going to cum from her jerking me, she said, “That’s enough. I don’t want either of us cumming until you are deep inside me.”
Then she turned around and got on all fours and said, “Fuck me.”
Again, I hesitated. I had watched porn, a lot of porn. I was watching so much porn I was jacking off at least three times a day. I had seen people fuck in porn videos, but I had never done it myself.
I reminded her, “Mrs. Grand, I’ve never…”
“That’s right. I forgot. Well, just come up behind me and I’ll do the rest.”
I did like she told me. I moved closer to her and she grabbed my cock, which was already rock hard, and guided the tip of my cock to her pussy. I pulled my cock away, “Wait, Mrs. Grand. What about protection?”
“Well, I can’t get pregnant. And I don’t have any STDs, and with you being a virgin…”
I moved closer to her, and she reached and grabbed my cock again, “I need your cock in me, and I need to feel you shoot your load deep in my pussy.”
This time when she put the tip of my cock to her pussy, I didn’t pull away. I did like I saw men do in porn videos. I reached up and put my hands on her shoulders and slowly slid my cock in her.
She laid her head down on the bed and moaned. “Please, go slow”.
I took my time sliding my cock into her old wet pussy. It was nothing like I had ever felt before. I liked it. Once I was balls deep, I slowly pulled out, just leaving the head in, then slowly pushed back in.
When I pushed into her a second time I did like I had seen guys do in the videos. I gave her ass a hard slap with my hand. I wasn’t sure how she would react. I was surprised, as she moaned, “Mmm, slap that big ass again, baby”!
I did like she told me. I slapped her fat ass with one hand while I started to put my finger in her ass. I could tell she was tight. She tried to stop me at first, but I was too fast for her and was fingering her before she could push my hand away.
Instead of pushing my hand away, she just moaned that much longer and louder. I sped up fucking her pussy at the same time I fingered her ass faster. She wasn’t trying to resist me at all. She just moaned, “Faster, deeper, harder!”
I was happy to accommodate her. Having my cock in Mrs. Grand felt great. A lot better than my own hand. I was fucking her pussy as fast as I could and shoving my finger in her ass as fast and as deep as I could.
I moaned, “Oh God! Oh God! Mrs. Grand! I’m going to cum!”
She was moaning too, and yelling, “Full my old pussy up with your hot cum, baby!”
When I shot my load, I gave her one quick hard deep thrust and just held my cock there until I emptied my balls. I came more and harder than I ever had before in my life.
After I emptied my balls I started fucking her again until her orgasm subsided. She collapsed in the bed, breathing hard. I waited until her breathing returned to normal then I slowly fingered her ass with my finger.
I whispered in her ear, “Do you want something bigger than my finger in your ass, Mrs. Grand?”
“Oh God, yes! But I want to clean your cock before you fuck my ass.”
I gave her ass a hard slap with my hand and told her, “Ok, turn around.”
She was so fatigued from her fucking. I had just helped her turn over on her back, and I straddled her face like she did me earlier. I teased her a little, just letting her have the tip of my cock in her mouth. Then she begged me, “Please, give it to me.”
I did like she asked and let her have it all. I slowly slid my cock into her mouth and down her throat, balls deep, making her gag and choke. Then I slowly slid it in and out of her mouth and throat, making her choke every time I gave it to her. She seemed to be loving it as she moaned the entire time.
I didn’t know if she wanted me to cum in her mouth, but I didn’t care. When I came, I did just like I did with her pussy. I gave a hard thrust shoving my cock balls deep down her throat, and I held it there until I emptied my balls in her a second time.
She didn’t resist, and I could feel her throat grip my shaft as she swallowed every drop of my cum, gagging the whole time.
Once I emptied my balls down her throat, I pulled my cock from her mouth and said, “You liked that, didn’t you, Mrs. Grand?”
She was too out of breath to answer me. I didn’t give her a chance to recover this time. I got off the bed and stood at the foot of it and grabbed her ankles, and pulled her to me until her ass was barely on the bed.
Still holding her ankles, I used my hips to guide the head of my cock to her asshole. As I tried to push into her she grabbed the pillow and held it to her face. I guess to stifle her cries. Though I didn’t know why.
It was so tight. If I had to guess, I’d say she was an anal virgin. I released one of her ankles and rubbed the head of my cock over her wet pussy for lube, then I put the head of my cock to her asshole again.
I tried to be gentle, but it wasn’t working, so I gave one quick hard thrust just to get the head in her. As I did I could hear her screaming into the pillow. Once I had the head of my cock in her I slowly slid into her balls deep without stopping.
I slowly started to fuck her ass. After about the sixth thrust, she loosened up and pulled the pillow away from her face and started to moan. I just kept fucking her, gradually speeding up.
She was pounding the bed with her fists, begging me, “Harder, baby! Faster! Deeper!”
Again, I was happy to oblige her. This time, when I came, I pulled out and shot it all over her belly. I shot so hard it hit her in the face. I just kept shooting and shooting and shooting.
After we both recovered, I got up on the bed beside her and used my fingers to scoop my cum into her mouth that had landed on her face. She sucked on my fingers each time I scooped into her mouth.
After that, we fucked about every weekend while her husband was out of town. Then after he passed away a year later, I moved in with her, and we fucked just about every day until she passed away about two years after that.
She left everything to me in her will. Her two fancy cars. The house. And almost five million dollars. I was set for life.
