This occurred about ten years ago when I had just turned 18.

For as long as I can remember, I've always been attracted to older women. I always jerked off to older women on soap operas, teachers, and even my own aunts. For whatever reason, older women did it for me. Even though I had a girlfriend the summer before my senior year of high school and we had sex almost every day, I still craved being with an older woman.

Back then, Craigslist was still a site that people used to find hookups. I would often browse the casual encounters section of the site to look at all the posts, mostly searching for posts by women. They were few and far between, of course, but occasionally you could find women looking for no-strings sex. The day I turned 18, I decided I was brave enough to post an ad of my own. At this point, I had broken up with my girlfriend, mainly because I wanted to explore sex with older women. In my post, I made it clear that I was looking for a woman between the ages of 40 and 75. I specified that I was straight and not looking for any gay men. I attached photos of my nude torso and my thick 8" circumcised cock and posted the ad.

Needless to say, I was inundated with an endless stream of gay men offering their mouths and bottoms for my personal use. But other than the gay men, I didn't hear from a single woman. After a few days of sifting through messages, I came across an email from a man who said he was 39 and knew of a 70-year-old woman named Cheryl who he was hoping might be interested in meeting me. He said he met her on a dating site and that they had been friends with benefits for a couple of months now.

He said he had divulged to her how it would turn him on if she had sex with an 18-year-old, but that she kind of scoffed at the idea, stating that no 18-year-old man would be interested in a woman her age, and that she probably wouldn't be interested in sex with someone so young. But he said he wanted me to try emailing her to see if she'd like to talk and possibly hook up. He gave me her email and told me to contact her and ask her if she would be interested in a man my age. He said there was one catch...if she responded and wanted to have sex, I would have to fill him in on all the details. I guess he got off on this sort of thing, which was fine with me. If I got to have sex with a 70-year-old woman, then I would happily tell him anything he wanted to know.

So I immediately sent off an email to Cheryl. I told her I was freshly 18, 6'0", 180lbs, lots of stamina, and I attached the same photos from my Craigslist ad. I patiently waited for her response. I kept refreshing my browser all day, hoping to hear back from her. I waited and waited, yet she never messaged me back.

I emailed the guy and told him she didn't reply, and he said he assumed my email went to her spam folder. He said if she ever replied, to let him know. I told him thank you, but it probably wasn't going to work out. I was bummed. The next couple of days I posted my Craigslist ad again, but still only received emails from gay men. For a young man who wanted nothing more than to climb into bed with a much older woman, it was demoralizing.

But that's when it hit me. I remembered that you could look people up on Facebook if you knew their email address. So I typed Cheryl's email into the search bar of Facebook, and sure enough, her profile appeared. She was a beautiful woman -- sandy blonde hair, blue eyes, a nice smile. She looked great for 70, as if she could pass for 60. She was very sexy. I perused her profile photos, and she looked very energetic for her age. Lots of sexy poses. And I could see that she was single, as there were no men in her photos.

My heart raced as I pondered my next move. I finally decided to add her as a friend. What did I have to lose? She would either accept or deny the friend request. But she responded within about ten minutes, accepting my request. I waited about thirty minutes, hoping she might message me, but she didn't. So I worked up the nerve to send her a message, and she replied almost immediately.

Me: How are you, Cheryl? Very nice photos.

Cheryl: I'm good. Thank you, Tyler. Is there a reason you added me? Do we know each other?

Me: No, I just wanted to add you because I stumbled upon your profile and thought you were really pretty.

Cheryl: Awe! Thank you! You're a very handsome young man yourself. How old are you?

Me: I'm 18. Just turned 18 last week, actually.

Cheryl: Are you in high school?

Me: Yeah, I graduate in a couple of months.

Cheryl: Exciting stage of life. So you added me because you thought I was pretty? I'm sure you have far prettier young women coming after you.

Me: Some, but I'm not really into girls my age. I prefer older women. Always have.

Cheryl: I see. Well, certainly not women my age! I'm 70! Lol.

Me: No, I actually prefer women your age. You might think that's strange, but it's true. When I fantasize about women, they're always women in their 50s and up.

Cheryl: I see. Very interesting. Have you done anything with a girl besides fantasize?

Me: Yeah, I had a girlfriend for a few months. But we recently broke up. My choice. But yeah, we had sex almost every day.

Cheryl: Well, that sounds like teenagers then, Lol. What's funny is some people say a woman's sex drive decreases as she ages, but mine certainly has not! Lol.

Me: Wow, do you have a man in your life?

Cheryl: I have a man I see occasionally, but I prefer being single these days. I did the marriage and kids thing long ago, but I don't need a constant companion anymore.

Me: So you just need a man in bed a couple of times per week?

Cheryl: Lol! Or several times! Lol. But I find men my age can't keep up with me.

Me: I bet I could!

Cheryl: Oh, I'm sure you could, honey. But you are VERY young.

Me: What's the youngest man you've been with?

Cheryl: My current friend with benefits is 39. But he's not able to come around as often as I'd like.

Me: That's cool. Should I send some more pics?

Cheryl: Sure!

I sent her a photo of my bare torso and a photo of my 8" long and thick erect cock. I waited patiently, worried she might block me and never speak to me again.

Cheryl: Wow! Well, you are quite the endowed young man! And very ripped for a man your age! Those aren't the kind of photos I was expecting!

Me: I'm sorry! That was probably too graphic!

Cheryl: Lol. Don't worry, dear. I'm a big girl. I can handle it.

Me: So do you live alone?

Cheryl: I do, out by the lake.

Me: Cool. Do you have kids?

Cheryl: Yes, both my son and daughter live in town, so I usually see them every week. It's nice to have them close, especially so I can see my grandkids.

Me: That must be nice. What are you doing tomorrow night?

Cheryl: Are you asking me out? Lol

Me: Maybe.

Cheryl: I don't have any plans to speak of. Just staying in as usual. Remember, I'm an old woman!

Me: Ha, yeah right! So maybe I could come over?

Cheryl: Hmmm, I don't know. I might feel like a dirty old woman inviting you over. Lol.

Me: Well, I'm a dirty young man, so we would get along just fine. Lol.

Cheryl: Lol! Is that so?

Me: Yes. And I love putting my head between a woman's thighs and licking and sucking on her clit. My gf loved it when I'd eat her out and then fuck her brains out. She couldn't get enough. And I have lots of stamina and can last long. We used to have sex for hours when her parents were out of town.

Cheryl: Wow! Hmmm. Do you like kissing?

Me: I LOVE kissing. It's my favorite thing, other than eating pussy and fucking. I really love making out while having sex. It's the best.

Cheryl: Me too! If a man isn't into kissing, then I'm not into him. I think I would rather kiss than almost anything... almost. Lol. Damn it! All this talk of sex is getting me worked up. Lol.

Me: You probably could use some relief then.

Cheryl: I'll say! Lol.

Me: So... would you like to hang out tomorrow night?

Cheryl: I suppose we could at least meet. Feel each other out. Maybe have a drink and talk. That's harmless, right? Lol.

Me: As harmless as it gets.

Cheryl: If I have you over, it needs to be later at night so my neighbor Barbara doesn't see you coming. She's my age and can be VERY nosy sometimes. I don't need her asking about the handsome boy who I invited into my home. But she's in bed by 9:30 every night.

Me: That works for me. I'm a night owl anyway.

Cheryl: How about 11 pm?

Me: Sounds good!

Cheryl: Here's my address...

Cheryl proceeded to send me her address and phone number, and we made plans for 11 pm the following night. My heart was literally beating out of my chest. I wasn't too worried about my parents finding out, as I would just tell them I was heading over to my best friend Jake's house, as I often did on Friday nights. But I had a feeling I would be trading in my usual video game night for some far more exhilarating games.

I could hardly sleep that night. I lay awake in my bed, my cock hard as a rock as I thought of Cheryl. I kept looking at her photos on Facebook. I would have jerked off several times, but I didn't want to waste any of my cum on fantasies. I'd rather preserve it for the real thing... a real woman like Cheryl.

The next morning I headed off to school. I so badly wanted to tell my friends about my exciting plans, but I kept my mouth shut. My head was in the clouds all day, fantasizing about what she would smell like, taste like, and how her body would feel in my arms. My mouth salivated at the thoughts running through my mind.

After school, I headed to the gym as I did every day. I made sure to get an extra good pump so my muscles were extra full and hard. I did lots of bicep curls, bench press, squats, and hip thrusts so my ass was extra firm. I imagined her squeezing my ass as I pumped my hard cock into her over and over. I had to hide my erection a couple of times at the gym as my mind wandered from the weights to Cheryl's sexy face.

While doing bench press, I received a text. It was Cheryl.

Cheryl: Are we still on for tonight??

I took a photo of my bulging bicep with the vein popping out and included it with my response to her text.

Me: Of course!

Cheryl: Wow! Look at those muscles! I might have to squeeze that arm tonight.

Me: You better!

Cheryl: We shall see what happens, dear.

When I got home, Mom had dinner ready. I sat down with Mom, Dad, and my sister Lacy, but I could barely eat. I felt like I was keeping the biggest secret in the world. They all made small talk about their day, and I tried to act like nothing was out of the ordinary. I nonchalantly said I would be heading over to Jake's house around 10:30 to hang out, and they barely noticed. I'm not really sure why I was so worried to begin with. After all, I was now legally an adult and could do as I please. But I knew they would have totally freaked out if they knew their son was planning to meet up with a 70-year-old woman in just a few hours.

After dinner, I showered and got ready for the night. I put on extra deodorant, even though I never had body odor. I could literally go two or three days without showering and still smell fine. But I wanted to smell extra nice for Cheryl. I put on AXE body spray as well, thinking she would appreciate the manly scent.

Around 10pm, Cheryl texted me.

Cheryl: Hey sweetie, when you get here, just park in the driveway and come on in. I'll leave the door ajar. I don't need you waiting at the door any longer than necessary in case there are any prying eyes from the neighbors.

Me: Sounds good, Cheryl! Will do. See you at 11.

Cheryl: See you then, dear.

I headed out around 10:45. The drive to her place was only 15 minutes, but felt like an hour. As I drove, all the possibilities ran through my head about what we might do together. She never did say we would have sex. She just said we would have a drink and talk, but even at the young age of 18, I knew that having a drink and talking usually led to more.

As I pulled into her driveway, I could see the front door cracked open slightly. I got out and gently closed the car door, trying not to draw attention to myself. As I walked to the door, I was trembling. I opened the door and slid in, finding Cheryl waiting for me on the other side. She was wearing a white low-cut tee which showed plenty of cleavage and short gray booty shorts. This must have been what she typically wore to bed. Seeing her dressed so casually made me even more confident that something sexual might transpire between us.

She smiled and almost seemed to light up when she saw me. I could even hear a crackle in her voice, like she was nervous to be around me.

"Hello there, Tyler. Nice to see you in the flesh," she said as she closed the door behind me.

"It's good to see you too. You're really pretty. Even more so in person," I stuttered.

"Are you nervous?" she asked.

"I am."

"I am too. I'm not sure why. We don't have anything to be nervous about, do we? We're just talking and getting to know each other."

I chuckled.

"Yeah, and I'm really happy you invited me over."

"Do you drink, Tyler?"

"Socially. I guess this is a social occasion, right?"

"I'd say so," she quipped as she made her way to the kitchen. "I have some vodka. Would you like some? That might help us settle our nerves."

"Sure, I love vodka."

"You're not going to tell anyone, right? I don't want to get in trouble for serving a minor."

She sighed and chuckled after her comment, maybe realizing once again just how young I was and what an unusual meeting of souls this was.

"Don't worry, my lips are sealed," I said.

She poured two shots of vodka in the kitchen and made her way back to the living room.

"Go ahead and have a seat on the sofa," she said.

I sat down, and she handed me the shot glass as she sat next to me. She sat about a foot away, but crossed her legs toward me, her bare foot nearly touching my leg. Her toenails were painted a bright, sexy red color.

She raised her glass. "Here's to new friends."

"To new friends," I said as we lifted our glasses to cheers. We downed the shot and set our glasses on the coffee table.

"So where did you tell your parents you were going tonight? I know you didn't tell them you were going to visit a 70-year-old woman," she said flirtatiously.

"I told them I was going to my buddy Jake's house. I'm usually over there all night, so they won't be waiting up for me."

"Oh, no curfew?"

"Nope."

"You must be a good boy then. They trust you."

"Yeah, I've never been the type to get in trouble. I get good grades and play sports, so they've always given me a long leash, I guess."

"That's good to hear. But you must be a little naughty to send me those photos like you did."

"I must've been feeling brave," I said.

"Well, I'd be lying if I said I didn't sneak a glance or two or ten at those photos today. That penis of yours... I have to say it looked pretty perfect to me."

She laughed as she blushed.

"Yeah, I guess I am kinda lucky to be so endowed. My girlfriend used to have trouble taking it sometimes, but she got used to it."

"Oh, I imagine she did."

There was a moment of silence between the two of us as we stared at each other.

"So what were you hoping for when you came over here?" she asked.

"Honestly, I'd love to kiss you. If nothing else happens, that's fine. But I'd love to kiss you."

She gave me a sultry, deviant look and bit her lip. "We can make that happen," she said.

She began to lean in, so I followed her lead, and in no time our lips were locked, and our tongues were in each other's mouths. It was heaven! All I had wanted for years was to be with a woman like this, and here I was. I had my arms around her, pulling her in close on the sofa as our tongues fucked. She was much more into kissing than I expected. I'm not sure if I expected a grandmotherly peck on the lips, but this was anything but that. She was kissing me like she wanted to devour me, and I was doing the same. I loved tasting her saliva in my mouth, smelling the perfume on her neck. It was so intoxicating.

My hands began to explore her body. I ran them up her thigh and along her ass, feeling her panties beneath the gray shorts she was wearing. Then I pulled her on top of me, and she straddled me while we kissed. My cock was hard as a rock at this point. I could feel her breasts drape against my chest as I pulled her close.

"Let's go into my room", she said.

We got up, and she led me to her bedroom. There was a dim light on her nightstand, the perfect amount of lighting for a long, hot night of lovemaking.

I removed my shirt as she removed hers, exposing her perfect breasts. They were fairly large for her frame and sagged as one would expect, which I loved.

I slid off my jeans while she slid off her shorts. I was standing there in my boxers, my large cock desperate to escape. She slid off her panties immediately, revealing her bare pussy. I could tell she had shaved earlier in the day, perhaps preparing for this very moment. I followed suit, sliding my boxers off, exposing my engorged cock to her for the first time. She gasped, and her eyes widened, as if thrilled by the sight.

I pulled her in and held her close in my strong arms, making out even more passionately. My cock ran against her hip as we kissed. She pressed her naked breasts against my torso. I could feel her hardened nipples, so I decided to warm them up in my mouth. I sucked on them slowly while I slid my finger into the slit of her pussy. She was already wet to the touch, so I slipped my fingers in and began massaging her insides while we continued kissing.

She let out several sighs during our makeout session. I could tell I was making her feel euphoric by the way I was flicking my fingers back and forth and rubbing the inner walls of her vagina.

"I can't believe I have this young stud in my bedroom. My kids would flip shit if they saw us right now", she said.

"Well, I can't believe I have you in my arms. You're so fucking sexy, Cheryl. I'm so glad you invited me over."

"Me too! C'mon!"

She pulled me into bed, and I got on top of her. We were kissing so intensely that both of our mouths and chins and cheeks were covered in saliva. I loved it!

"I want to suck that big cock of yours," she demanded.

I rolled over on my back, and she proceeded to give me the best blow job of my life. I guess experience really did count for something. But getting my cock sucked wasn't what I was here for, so after a couple of minutes I had her get on her back, and I put my head between her thighs. I was licking and sucking on her clit like a starved animal. I couldn't get enough. Occasionally I would stick my tongue into her vagina as far as I could to lap up her juices. I had never had anything better in my mouth up to that point in my life. I truly felt like the luckiest kid in town, getting to suck on this elderly woman's pussy.

I gave her oral for the next several minutes until I could sense she was ready for the main course. She moaned, nearly out of breath.

"Give me that big young cock, Tyler!"

I did as she said. I positioned my loins between her thighs and slowly slid my throbbing cock into her dripping wet pussy. It was ecstasy. Her pussy was like a warm embrace, the perfect fit. It was snug and wrapped tight around my veiny cock as I drove it as deep as I could. She let out a moan, one of many moans to fill the room that night.

We fucked and fucked and fucked and fucked some more. I loved feeling her wet kisses and licks on my shoulders and neck as I thrust my cock into her warm body. She didn't hold back. I told her to suck on my chest and neck as much as she wanted, and she obliged. I wanted to bathe in her saliva, as kissing and sucking were such a turn-on for me. I sucked on her neck and lightly bit her shoulder as we made love. Neither one of us cared if the other left love marks on each other.

Our sweaty bodies melted together over the next several hours. I had never in my life had such impassioned and intense sex. It was an ecstasy I cannot describe, as close to heaven as I could possibly get. We gripped each other's bodies as if we were the last humans on earth, having the kind of sex that was both loving and completely animalistic. Neither of us could get enough.

We had a hunger for one another that was never satiated, no matter how much spit and sweat and cum and biting and scratching and tongue-fucking we gave each other. We were starved animals in the wild, a slave to the other's embrace. It was the most mind-blowing sex of my life, and she confessed it was the best sex she had ever had. She loved everything about my young, tight body, and my large cock as it filled her completely.

This vigorous fucking continued all night until around 3am when we finally settled in to sleep. By that point, the bed was completely soaked with our sweat and cum, but we didn't care. I held Cheryl in my arms all night as we slept like lifelong lovers.

The next morning we awoke and made love one more time. We showered together as well. I loved holding her in my arms, kissing her like she was my girlfriend, which was a preview of things to come. For the next several months, I went to Cheryl's house every weekend to have the best sex of my life. She cared for me like a grandmother, yet fucked me like I was her sex slave. I loved every second of it.

After I went off to college, I lost touch with Cheryl, but those months that I spent holding her naked body in my arms were the most exhilarating months of my entire life.