My name is Jack Matthews. I'm a 68-year-old widower. My wife, Marsha, and I were married for 35 years until she passed away two years ago after a brief illness. We always had a good and active sex life. We even experimented with an open marriage for a while, some years ago. I really got off watching her spread her legs for another man, who then fucked her. I took other women as well, but Marsha didn't want to watch. She had no problem with me fucking them. She said she would feel jealous if she watched us, though.
After a while, though, the novelty wore off, and we just stopped doing it. It didn't affect our ongoing sex with one another, fortunately. Since her death, I haven't been with any other women, although my sex drive is still there. I've just satisfied it with my hand as I watched porn.
Last fall, a new family moved in next door. It was a husband and wife, named Jason and Laura, and their 16-year-old daughter, Lisa. I introduced myself to them and offered to help them get set up in any way I could. They were a very nice family. Laura was a very pretty woman with a great face and body. Lisa was a budding beauty as well. I readily admit that I helped them partly to be near them both. I had been pretty starved for female companionship since Marsha died!
I was a perfect gentleman, however, but in the privacy of my bedroom, I submitted to my carnal urges, particularly regarding Lisa. In my porn watching, I had always been attracted to age-gap sex videos featuring an older man and young, but legal, women. Daddy-daughter sex videos topped my list; I'm a little ashamed to admit. Marsha and I never had any children, so it wasn't a suppressed desire for my own daughter or anything like that. I think the taboo nature of it just excited me.
It was in September when they moved in, so the weather was still fairly warm. As a result, I enjoyed seeing both Laura and Lisa in shorts and T-shirts. Both had beautiful, sexy legs, and from what I could tell, very nice-looking breasts.
Lisa began her junior year in high school right after they moved in, so I didn't see too much of them once they settled in. Fairly early in the school year, in early October, I was raking leaves in my front yard when Lisa walked down the block after getting off the school bus. It was an unusually warm day for October, and Lisa looked fine in her shorts and long-sleeved T-shirt.
"Hi, Mr. Matthews!" she said. "Working hard?"
"Sure am! These leaves are a nuisance in the fall!" I joked with her.
Lisa was a friendly girl. She stopped and chatted for a few minutes, and I found myself having these naughty thoughts again. After a bit, she said goodbye and went into her house. I chided myself for my lustful thoughts. "She's 16, Jack!" I told myself. "Knock it off!"
Before I knew it, it was winter, so my Laura and Lisa sightings were few and far between. Months passed, and Spring arrived. It was mid-April, on a Saturday, when the weather turned unusually warm. The temperature rose to 80 degrees, and I saw that Lisa had come outside in shorts and a tank top. She wore a baseball cap and sunglasses. She set up a chaise lounge chair in her backyard and sat down to read.
I was enjoying the day on my deck as well when she came out.
I called over to her, "Hi, Lisa! Be careful! Even this early in the year, you can get a sunburn!"
"Hi, Mr. Matthews! It's okay. I won't be out here for all that long. I had some reading to do for school, and I wanted to enjoy this weather, so I'm doing it out here."
"Okay!" I told her. "I won't bother you then."
"It's no bother. I like talking with you."
We bantered back and forth a little bit, and then I let her get to her reading. She became engrossed in her book, which gave me a chance to enjoy looking at her nubile young body. Her boobs seem to have grown some over the winter. If I were to make a guess, I would say she was about a 34B now, the same size as my late wife, but much younger and perkier, like Marsha's were when we first met.
I admired her silently for a while, and went back inside. More normal Spring weather returned after that day, and temperatures dropped to more seasonable levels.
Before I knew it, however, Summer arrived. School was over, and Lisa was home alone every day, as her Mom and Dad both had corporate jobs.
It was a hot late-June day when I saw Lisa come outside into her backyard. My eyes almost popped out of my head when I saw her. She was wearing a tiny string bikini that left very little to the imagination. My cock stirred instantly in my shorts when I saw her. She set up her chaise lounge chair, and I watched as she began applying sunscreen to herself. She slathered her legs with it and rubbed some into her tummy when she spotted me.
"Hi, Mr. Matthews! I want to get a good start on my tan this summer! How do I look?"
I called over, "First of all, call me Jack. No reason to be so formal! And you look fantastic, but I think you know that!"
She giggled. "Thanks! But would you come over here and do my back? I can't really reach back there!"
"Seriously? Are you sure you want your old neighbor doing that to you?"
"You're not old, Mr. Ma...I mean Jack! And of course, I'm serious. Don't be an old stick-in-the-mud! Come over here and do my back."
I will admit to hustling down the steps of my deck and into her backyard. Just as I got there, she rolled onto her stomach and handed me the sunscreen. Oh my God, the sight that greeted me was amazing! Lisa's ass was really entirely exposed. Only the little string of her thong nestled in her crack "covered" her butt.
"I got the backs of my legs, but not my back or my butt. Please help me out!"
I straddled her chaise lounge, but sat on her legs. I applied the sunscreen to her back. Her soft, young flesh was so warm and tempting.
"Mmm!" she moaned. "That feels so nice! Mom usually does this for me. A man's hands feel so nice! Untie the string on my top. I want a totally smooth tan there. No tan line at all."
"Are you sure? I don't think your Mom and Dad would approve of that."
"They're not home! Please just do it!" she told me.
I untied her bra and massaged in some more sunscreen.
"Do my butt now."
I went through the same "Are you sure?" routine with her, and she accused me of being too old-fashioned.
I put more sunscreen into my hands and began massaging the most gorgeous ass cheeks I think I've ever seen or felt! My cock was straining for release inside my shorts. Fuck, she felt good!
She propped herself up then. "Thanks, Jack! That felt so nice!"
With that, she turned around, forgetting her top was untied. Her bare breasts were on display, and oh my God, what a vision of loveliness they were! Soft, firm, perky, with perfect pink nipples.
"Um, Lisa, didn't you forget about something?"
She looked down and giggled. "Oops! I guess I did! That thing didn't hide much anyway. As I said, I really want an all-over tan, so if you don't mind me looking like this, I don't mind! Now I need sunscreen here. I could do it myself, but would you like to do it for me?"
I didn't bother with the "Are you sure?" routine this time. I just grabbed the sunscreen and applied it to her beautiful young breasts. Oh, they were exquisite, both in looks and feel. Her soft moans told me she was enjoying it as much as I was.
"Oh my God, Jack! Thank you! That felt so amazing. I know it's wrong, but I've been wanting you to do something like that to me. Boys my age are just that. Boys!"

"What do you mean, Lisa?"
"May I tell you something very personal, Jack?"
"Of course you can!"
"Well, a couple of months ago, a boy I like at school asked me out. We went to a movie, and for ice cream afterward. Then he told me his parents were out for the evening and wouldn't be home until after midnight. Would I like to go back to his house? I told him yes, and we sat in his living room and started making out. He took my hand and put it on his crotch. I could feel he was hard. He asked me if I would unzip him and take his thing out. I did. I had never seen a penis before. It was hard. Should I go on?"
"Yes, go on, Lisa."
"He asked me to stroke it, so I did. It felt kind of nice in my hand, and I guess I did it right, because he was moaning. Then he asked me to suck on it. I know a few of my girlfriends have given boys blowjobs, so I said okay and lowered my head to it. I closed my eyes and took it in my mouth. It felt nice, and I felt really naughty. I bobbed my head up and down on it a little, and almost right away, he started cumming in my mouth! All this warm, salty stuff pumped into my mouth and throat. I tried to swallow it all, but I gagged on it a little bit. I couldn't believe how much of it there was!"
"Is that all you did with him?"
"No. After he stopped cumming, I sat up, kind of gasping for air. He asked me to take off my pants so he could see me there too. I did it. I pushed down my jeans and panties so he could see my pussy. This was the first time anyone had seen it except my doctor. He told me he wanted to put his thing inside me. I told him no, because I didn't want to get pregnant. He said he had a condom, so I finally told him he could. He had to wait a few minutes, so we made out some more."
"So he took your virginity?"
"Yes, Jack. He told me he was ready. He put the condom on his penis and pushed against my pussy. When he entered me, oh, it HURT! He just kept pushing until he came again, this time into the condom. He pulled out, and that was that. I didn't get anything out of the whole deal. I thought sex was supposed to be so wonderful! It seemed like it was for him, but not me. He took me home then, and I decided I didn't want anything to do with boys my own age."
"I'm so sorry it was so disappointing for you. I assure you, it does not have to be like that!"
"Would you show me what it can be like, Jack? Please?"
"Are you really sure about this?"
"I am! I've been thinking about it ever since that night."
"I can't really have sex with you, though. I don't have any condoms."
"That's okay. After that night, I went to my doctor, and I got him to put me on birth control pills. I was hoping for exactly this moment with you!"
I took her by the hand and pulled her to her feet. "Let's go into the house!" I said.
We went into her house. As soon as we were inside, I took her in my arms and gave her a passionate kiss, letting my hands roam over her bare breasts and down to her ass.
"You've made me so wet between my legs, Jack! Let's go to my bedroom!"
I followed her upstairs, admiring her ass from behind as I did.
In her bedroom, I hugged and kissed her, telling her, "I'm going to make you feel things you've never imagined, and you are going to love it, sweet Lisa! I've been wanting you as well! Lie down now, and let me take off your bikini bottom." I untied the strings and pulled it away. Her pussy was beautiful! Young and pink, and delicate. There was no trace of hair.
"Do you shave your pussy, Lisa?"
She giggled. "Yes, Jack. All the girls do. We talk about it, and everyone says guys like it shaved. Do you like it, Jack?"
"Oh, I do! I always prefer a shaved pussy. My wife used to keep hers shaved as well! Now scoot back, and put your head on your pillow and just relax. I'm going to make you feel WONDERFUL!"
She watched as I lifted my T-shirt over my head, and then pushed down my shorts and boxers, so my cock sprang free, hard and throbbing.
"Oh, that looks so nice, Jack! May I touch it?"
"Soon, Sweetheart. First, I'm going to pay attention only to you. Open your legs for me!"
She spread her legs. I got on the bed and lowered my head between her thighs. I parted her lips with my fingers and saw the luscious pink wetness inside. She was glistening! I flicked my tongue out and became the first man to lick her sweet pussy, and sweet it most certainly was! She tasted divine, and she moaned in pleasure as I let my tongue roam up and down her slit.
"Oh, God, Jack! That feels amazing."
My tongue found her clit, and I flicked it over it. She gasped and moaned louder.
"Oh my God, what are you doing? Oh, fuck, that feels good. Oh, God, Jack, I'm gonna cum! OHHH! Oh FUUUCK!"
She came all over my face. I know it was the first orgasm she ever experienced that came from another person. Her hips bucked, and she thrashed on the bed as she came and came.
Finally, I stopped and raised my head, and I smiled at her from between her legs. "How was that, Baby? That is what a MAN can do for a woman!"
"Oh, God, Jack, that was incredible. I never imagined anything could feel so good! Kiss me, Jack! Please hold me!"
I lay on top of her, and we kissed as she licked her own juices from my face. "How do you think you taste?" I asked her.
She giggled. "I taste good! Did you like it too?"
"Oh, yes! Pussy is one of the sweetest things in the world to eat!"
We kissed and cuddled for a while. Then Lisa said, "Please fuck me now, Jack! I need a real man to fuck me, not a selfish boy!"
I kissed her and got on top of her. I guided my cock to the entrance of her pussy and pushed. I slid inside her. Oh, she was warm and tight! "Is it okay, Lisa?"
"Oh yes, Jack. You feel wonderful. Fuck me now. Show me how it's done."
I began thrusting as we kissed. I felt her wrap her thighs around my ass. She moaned in pleasure as I worked my cock inside her. She moaned softly. I thrust harder, and her moans of pleasure got louder.
She cried out, "Oh God, I'm gonna cum again! Oh, fuck me, Jack! Fuck me hard! OHHH! I'M CUMMING!"
I kept thrusting, and she kept cumming. I began to feel my own orgasm build. "I'm going to cum, Lisa darling! I'm going to fill you with my cum! Are you ready?"
"YESSS! Cum in me, Jack. Fill me!"
I stiffened and flooded her sweet young cunt with my seed. Spurt after spurt. It felt so good to be inside a woman again after so long! When my orgasm subsided, I finally stopped. I rolled off her, and my cock slipped from inside her. Semen oozed from her puffy hole.
"I want to taste you," she told me, as she took my softening cock in her hand and fed it into her mouth. "Taste us both, Baby!" I told her.
"We taste good together!" she told me.
"I want some too1' i said as I went back between her legs and lapped up my cum and her juices from her pussy. "We DO taste good together!" I said to her.
We lay together then and cuddled. "Please teach me everything, Jack! I want to learn to be the best lover possible!"
"We have all summer, Baby! I'll teach you a lot! Now kiss Daddy!"
She giggled. "I like that! My sex Daddy!"
That's how it began.
