I had come over to the neighbor's house to help them with their yard. They had an old dead tree they needed cut down and pulled out. The mother was a recent divorcee and had to run to work to solve some challenge. Her daughter stayed behind to watch what I was doing.
My wife used to say that she had a crush on me, but I always dismissed it. However, since my wife passed, I thought about how she couldn't tell me that anymore. I thought of my own kids, who were a little older than her, and about to graduate college, as she brought me out some sweet tea.
"Thanks," I said as she handed it to me. I took a long sip and tried not to grimace. "Make this yourself?"
She smiled as I took another sip.
Like with my own kids, they weren't very good the first couple of times they tried something, so I kept drinking it, even though it was nearly a syrup because of all the sugar.
"Nice and sweet," I said, trying to smile.
She sat on a little half wall up against the house. I stood near her, enjoying the shade on that hot summer day.
"Can I ask you a personal question?"
I was wondering what it would be, but wasn't thinking too much of it. "I guess."
"Have you thought about dating again?"
I looked down at the dirt. I had, and every time I had, I felt a little bad about it. My wife had been gone for a few years, and most of my friends had encouraged me to get back out there. But I seemed to only find bitter, divorced women. Not what I was looking for.
"I have. Some. But not had any luck with it."
"Well, maybe you need to find someone a little younger. You're an active man and could handle a younger woman just fine."
I know her mom was younger than me, having her early in life. I mean, at my age, what's 5 or 10 years? Was she trying to set me up with her mom? I mean, I guess that's a good thing, but still.
But as she said it, I noticed she spread her legs a little, allowing her skirt to hike up. I couldn't help but look, and that when I saw she wasn't wearing any panties. She smiled when she saw I noticed her.
"I think you'd need a younger woman to be able to keep up with you. And there are a lot of young women who find men their age disgusting. They're not mature, and we have nothing to learn from them. And we'd..." she paused as she rubbed the outside of her pussy lips "... we'd really like to learn from someone with some actual experience."
"Oh, really?" It was all I could manage to say. I was transfixed watching her smooth pussy being rubbed.
"Yeah."
"And I assume you don't just mean learning how to pull out an old tree?" I was playing with her. If she was going to play with me, I could, and would, play right back.
"Oh, there's lots I want to learn, but there are some things I want to learn first," she said as she pushed a finger inside of her.
"It seems like you know quite a bit already."
"Well, learning on your own is one thing."
"And you learn on your own a lot?"
She blushed. "I have to admit I do. I practice a lot, and I find myself thinking about you when I do."
"And not some boy your age?"
"That's it. All the guys my age...they're just boys. I want a man. I need a real man."
I swallowed hard at this. I know I could have her, but should I? I mean, I know what my body wanted. A tight 19-year-old body would be desired by anyone. Why not me? Especially since she was all but throwing herself at me.
"And is this how you practice?"
"Oh yes," she said, moving her fingers in and out. I could see just how wet she was.
"My wife loved her toys. I loved helping her play with those toys."
"A toy? Like a vibrator?"
I nodded my head.
She moved her fingers a little faster. "I wish I had one of those. I've always been curious about what they are like."
"Well, from what I can tell, they are a lot of fun. At least that's what my wife always said."
She was thrusting in and out of her pussy, faster and faster. "And you helped her."
"I did. And I knew to make sure to play with her clit if she really wanted to get off."
"My what?"
I wondered what the kids were learning. No wonder she wanted a real man.
I told her where she could find it, and she did. "Oh, wow!" I guess she liked it.
"You know, I have a new vibrator. I was going to give it to my wife, but never got a chance to. Would you like it?"
"Yes, please!"
I thought about it for a second. "OK, but I want to watch you make yourself cum first."
"OK," she said, about to get up.
"No, here."
"Here?" she said, looking around, realizing just how exposed she was.
I smiled. "Yes. Here." I wanted to know just what she'd do, and how far she'd go.
She leaned back, and now using the knowledge of her clit, was soon making herself cum. I guess I had my answer.
"Now, about that toy..." she said in a high pitch flirty tone.
"Well, I don't have it right here. It's at my house."
She hopped down. "That's fine. I can get it with you," she said as she straightened out her summer dress. And with that, she started to follow me back next door to my place.
I went into my bedroom, and into the closet, and she followed me. She stood at the door as I went rummaging through some old boxes where I had hid the present for my wife. It was sealed, and I handed it to her. She put her hand on my chest, keeping me from going forward.
"I was hoping you could show me how to use it," she said as she leaned in and kissed me.
"Really? I'm a hot and sweaty mess."
"A little sweat is quite the turn on for us girls," she said as she kissed me again. She pulled on my shirt, trying to take it off.
I wasn't sure what I wanted, but feeling her soft lips against mine made me lose my mind. I was no longer thinking straight, and just wanted to see where things went.
I kissed her back, and our kiss became more and more passionate the longer it went. I hadn't felt like this in years, and I was loving it.
She stepped back, putting the vibrator on the bed, and pulled her dress up. First appeared her shaved pussy which I had watched her play with just a few minutes ago. Then her tiny tits appeared. They were firm, small, and braless. She dropped the dress on the floor and climbed onto the bed. She stared at me as I stared at her, watching her bite her lower lip in anticipation.
I took my shirt off and tossed my shoes before climbing onto the bed with her.
"You forgot your toy."
"I have you," she said, pulling me in and kissing me.
I kissed her lips, and then her neck. I moved to her shoulder and across her chest.
She released a sigh of pleasure as I sucked on her tiny little tits. Her nipples stood out like hard erasers. They were dark and erect. Just perfect to suck on.
She moaned as I moved my hand across her stomach. I left it there while I moved to kiss her some more.
"It's OK," she told me. "I want you to finger me."
I slowly moved my hand lower, feeling her soft skin. She opened her legs for me, and I covered her with my hand.
I hadn't touched a woman since my wife passed, and now... here I was.
"Please," she whispered to me.
And I pushed a finger insider of her. She was tight and oh so wet. I moved my finger in and out, and she moaned. She really liked it. And as I added a second finger, she moaned even louder.
"Oh wow. You're so much bigger than I am."
I smiled. I liked making her happy like this. With my thumb, I teased her clit, and she moaned again. With each brush of it, she moaned a little more and a little louder.
We continued to kiss as I fingered her.
"Oh yes, please. Just keep going," she practically begged me.
I didn't stop. I wouldn't stop, not till she was satisfied. Then, that's all we'd need to do, right?
Her body shook as I pleased her. She was loving the feeling of cumming from my fingers. I watched her tiny body thrash about. As I watched her, I noticed all the ways she was similar and different from my wife. She was skinnier, but being younger, and without barring kids, will do that. My wife was a lot smaller when we met. But her dress size never changed how I felt about her, I thought.
It was so weird to be thinking of my wife, while making this young woman cum all over my hand. But I didn't stop. Not until she was done.
"Oh wow," she commented. "That was amazing." She was panting. "So that's what it's like being with a real man, huh?"
It was my turn to smile. She had some experience clearly, and she liked me. Or at least she was wise enough to tell the guy she was with that he was the best.
"I'm glad I could help," I said, getting ready to get up.
"Where are you going?"
I paused. I wasn't sure, to be honest.
She went for my shorts and undid them, pulling them down. She pulled on my boxers, will I was as naked as she was.
"Now it's my turn," she told me.
I thought she would just stroke me, which is nice. I was going to have to do that once she left, but I'll take a hand job from her.
"This is nice and thick. I bet you would make any woman happy with it," she told me.
I was going to say something but couldn't, as I watched her dive down on my manhood. She started to suck on me, the head first and then went down further.
She stroked me as she sucked on me. She fave a little twist as she stroked me, which was amazing.
"Oh wow," I said.
She popped up. "You like that? You ain't seen nothing yet." And with that, she went back down. She paused as I hit the back of her throat. I just sat there enjoying myself knowing how no one likes to gag. But then she did something amazing. I can't explain what I felt, but I watched as she took even more of me in her mouth. Soon, she had the whole thing down her throat.
In all my life, I had never had that done to me, and here this amazing creature took all of me.
She came up. "You like that?"
"Yeah!"
She smiled. "Good. I like doing that," she said as she went back down.
She throat fucked me like that, and it felt so good. A little too good.
"I'm going to cum," I warned her.
But it didn't stop her. She kept it up.
"I'm gong to cum," I repeated.
But she continued the onslaught. I tried holding out, and I did as long as I could, but then, unable to hold back any more, I shot my load down her throat.
She never stopped and took each fresh burst that came forth from me.
"Oh shit. That was amazing."
She was smiling big, so proud of herself.
"I thought it was only fair since you made me cum, that I make you cum."
"Yeah, but I just fingered you."
"I know. That's all guys can do. Well, that and... you know." It was funny watching her act all innocent after going down on me like that and swallowing my entire load.
"That's not quite true, you know," I said.
She seemed confused, and that's when I picked her up and rolled her over. She laid down on the bed, surprised by how easily I could toss her like that.
I put my hands under her ass, and lifted her a bit while I went down, and then I went down on her.
"What?! Oh my. Oh MY!" This was clearly the first time a guy had gone down on her, and she was loving it. "Oh...fuck. What?! Oh, don't stop. Don't ever stop!"
And I didn't. I kept licking that smooth pussy. It was so much more fun being nice and smooth, like she kept it. I liked it. And Oh did I take advantage of it.
As she came, I kept eating out her snatch. Her legs wrapped tight around my head, but I didn't stop. I held on for the ride and ate until her orgasm faded.
"Oh wow. And I thought you were good with your fingers."
I smiled. "I take it your boyfriends never did that to you."
"No. Never. Now I see why some of my lesbian friends seem so happy."
I laughed at her comment. I guess I didn't do that much when I was in college, either. But I did it some. It was a shame she didn't find a good lover. Or had she now? Was that what I was becoming?
I laid beside her, and she rolled over and put her head on my chest.
"Can I ask you a question?"
"Sure."
"I hear that ... more mature men ... take a little longer..."
"Yeah, we do." I knew what she was asking. And I still found it funny how we could do what we did, and she still be all shy around me.
"I'm sure you're used to guys being able to go again in ten minutes, but us more mature men take a bit longer."
"OK," was all she said.
"I'm sure they love getting a blowjob like that, and then going right to screwing. Luckily, we used some time up with me eating you out."
"Yeah we did," she said, smiling. "Maybe you could show me how that toy works?"
"I can. And, just so you know, we don't have to ..." Now it was my time to be all nervous. "We don't have to have sex. I'm not expecting anything from you."
"That's OK. I want to. Like I said, a mature man can be quite the turn on. And you definitely are."
I liked the sound of that. I wasn't sure I'd turn anyone on ever again, let alone someone half my age.
I found where the toy had been tossed and opened up the box.
I found some batteries and put them in, and then twisted the base for her, turning it on.
Her eyes got wide as she heard it buzz. I liked that I could surprise her like that.
"So there's a few ways you can use something like this," I said. It was a standard vibrator, however, it was waterproof and had a powerful motor, or so it claimed. I knew my wife would like it because it looked lifelike.
I pressed it against her clit and turned it on low. She smiled as the buzzing sensation ran through her whole body.
I placed her hands on the toy, and helped guide it around her clit and pussy lips, showing her out to increase its power and speed, and slow it down.
I showed her how to hold off on her orgasm, so it would build, and then really go.
"But don't I want to cum?"
"Oh, I know you do. But that are good things that come to those who wait," I told her. She wasn't sure, but she took me at my word.
She slowly started to insert it inside of her, but only the tip.
"You can go deeper."
"I know, but this is good. I'm happy here," she said.
And she was. She was close to cumming, but holding off. She pulled it out and pressed it against her clit and then turned the power up. "I'm ready," she said.
I helped hold her hand to hold it against her, as she started to cum. With my free hand, I held her other hand, and watched her have her largest and loudest orgasm ever. I loved watching a woman orgasm, and this was no different.
Her back arched, and her toes curled as the sensation ripped through her body. It could not be stopped, and that was great to watch. And her quiet, shy, innocent voice truly found itself as she cried out in pleasure.
I watched her tiny tits rise and fall with her heavy breaths as her orgasm faded, but her body still had to deal with it.
"That. Was. Amazing," she said in halting words, still trying to catch her breath.
"I told you good things cum..."
She laughed at the joke, and the honesty of it.
She reached out and felt my now hard cock which was pressing agaisnt her.
"I'm ready, and it looks like you are too," she told me.
"Are you sure?" I didn't want her freaking out about some old guy...
"I'm sure," she said with a smile.
I climbed on top of her and lined myself up.
I started to push in. My head was barely in, and it was tight, when she asked me to stop. "There's something you should know first," she said. "I want this. I really do, but please be gentle."
I was a little puzzled.
"I didn't put the toy in... because I couldn't."
I still was a little dense. To be fair, all of my blood wasn't reaching my brain.
"What I'm saying it, my dates end with the blowjob. I don't... you know..."
"Are you a virgin?"
"Yes," she said, although a bit embarrassed.
"Are you sure you want me to be your first?"
She nodded her head. "I want you. I want you to teach me, like you have so much today. I just... this time, can we go slow?"
"As slow as you want," I told her. I started to push in further, and I found she wasn't lying.
I held myself there for a few seconds. "Are you ready?"
She nodded again.
I leaned down and kissed her deeply. And as I did, I quickly pushed through. I felt her yelp as we kissed, but the kissing quickly resumed.
I held myself still while she had time to get used to feeling me, or anyone for that matter, inside of her.
I broke our kiss. "How are you?"
"Fine. I just need another minute."
"That's fine," I said.
I kept still until she started to move. And then I slowly started to thrust in and out of her.
I loved hearing her moan with each slow thrust, going deeper into her than anything had gone before.
I let her know it was safe if I came inside of her. My wife didn't want anymore kids after two, so I was snipped. She liked that idea, and so when it was time, I came inside of her.
"Oh wow," she said. "That was amazing."
I smiled. It had been a long time since I had been someone's first. I'm happy to put up another happy customer.
"Now what?" I asked her.
"Well, I don't think that's all there is to know, now is there."
"No, there's a lot more you can learn."
"Then, since it's summertime, I think I should come over from time to time, and get a new lesson."
"I think I would like that. But what would your boyfriend think?"
"You're my boyfriend now silly. I wouldn't cheat on anyone by having sex behind their back."
"That's true. Doing it in front of them is so much more fun."
She laughed, thinking I was joking. But I wasn't.
"You know how I said there was a lot more you could learn? Well, you need to tell me wat you want to learn, because I wasn't joking. Before my wife and I had kids, we were kind of into swinging."
I watched as the cute little mouth's jaw dropped. I guess she didn't see that coming.
"It was fun, and we had a lot of fun with a lot of people. All different types of things: swapping, parties, threesomes... As a single guy, you don't get invited to many parties like that. But I know where to look... depending upon what all you want to learn."
"And if I only want you. At least for a little while?"
"That's fine. I haven't done that since we had kids. So I don't expect anything. I just want to know what you want."
"Oh, I think we can find was to figure it out. For now, we should get cleaned up. My mom will be home soon."
We got up and headed to the shower. I helped wash her nubile body.
"Just so you know," she told me. "My mom's also got a crush on you. But can I ask that you not doing anything with her... not for a little while until we're done?"
As I washed her tits, I couldn't help but agree with those terms.
I don't know how long this will last, but I'm going to enjoy it while I can.
Please like and/or sharing the story for others to find. Thanks.
Love, Sex, and the Wild Hotwife Life - What started as a fantasy for this monogamous soccer mom becomes her reality. With her husband's encouragement, Jamie starts to experience some new people in her life driving her husband wild in the process. Follow Jamie as she as all new experiences she never thought possible before. Note, this series is about a married woman, having wild sex with others outside her marriage, but with her husband's permission and desire. https://amzn.to/3ar6vtT
Tags: #flirt #virgin #firsttime #teen #dilf #masturbate #vibrator #neighbor

















