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Just as the title suggests, this is a story of my grandpa meeting my girlfriend, and he really, really liked her. It’s not like the first meeting was super eventful, but it definitely left me feeling more than a little insecure about myself.
To be fair, I don’t see why any man wouldn’t like her. Chloe is a tall, athletic blonde girl with an absolutely amazing body. She’s well toned from hours in the gym, working as a personal trainer during the summer before starting her junior year of college. She has this gorgeous wavy hair and a super cute smile she shows off all the time. As if she wasn’t perfect enough, she won the genetic lottery with some big fat tits and an equally fat ass. Yeah I know…as a relatively shy nerdy guy I’m totally out of my league.
As far as her personality, she has total golden retriever energy. She’s at her happiest around people. She loves being praised. She wears her heart on her sleeve, and she often blurts out whatever’s on her mind. Because of that, people mistake her for being a bit dumb, even if she’s actually smart as hell. Oh yeah, and when she’s horny, she ends up wiggling her butt just like she’s wagging her tail, happily smiling and waiting to get fucked. And she was horny all the time.
After we’d been dating a while, she of course wanted to make the rounds meeting my family, and by now she had met everyone in the area except my grandpa. I was trying to put this off for a bit after she asked to see him; I figured his perviness might be a bit off-putting for her, even if she did tend to shrug that stuff off quite easily.
“So wait, he’s had three ex-wives, and how many kids?” Chloe had asked me, wide-eyed as we were driving over to his place. “And he still brings new girlfriends over for your family dinners? Sheesh, is he super rich or something?”
I chuckled a bit. “I honestly have no clue how he does it. I mean, he has a nice place and all, but he’s not that loaded. He must have some secret technique.” I was genuinely a bit puzzled because my grandpa was quite overweight and not exactly what I’d call attractive.
“Well, if he’s anything like his super cute grandson, I know exactly why they like him!” Chloe gave me that gorgeous smile of hers and I couldn’t help but blush. She knew exactly how to make a man feel like a king.
—
Chloe looked pretty nervous as we waited for my grandpa at the door. Her red skirt fit amazingly over her perfect ass, and she was adjusting it as if realizing it might be a tad short for a good first impression. Even if it was unintentional, that fitted white shirt drew the perfect amount of attention to her breasts. I couldn’t help but stare for a few seconds at how sexy she looked.
As my grandpa opened the door, he apparently felt the same way. His eyes skipped me over and went straight to a big pair off tits, glancing up and down with an expression of approval. He held out his hand for her. “Well hello there! You must be Chloe!”
I groaned as I saw what my grandpa was wearing. He apparently hadn’t felt this was a big enough occasion to warrant wearing pants around his own house, so he was standing there wearing only a pair of white briefs, a trashy shirt, and some socks.
“Ugggh, grandpa, why don’t you put on some pants?” I complained as she shook his hand with a smile. “Chloe doesn’t need to see that!” At that moment my eyes wandered back down for a second, and I couldn’t help but notice something. My grandpa was hung. Like absurdly hung. His thick, heavy, flaccid dick was hanging in his underwear almost to his knees. Out of nowhere, I was suddenly feeling incredibly self-conscious.
“Oh I don’t mind! It’s your own house after all, and it’s so great to finally meet you Mr. Tucker!” I looked over at her, and she was her normal happy self, positively beaming at the opportunity to meet someone new. Her eyes flicked down to his crotch as she finally noticed what I had, one eyebrow raising for a brief moment before her gaze went back up to his face. I might have just imagined it. “Like, so great you have no idea…you’re the last of Lucas’s family I had to meet, and I’m actually suuuper nervous because I’ve heard a lot about you, and I want to make a good impression and I hope I’m not rambling too much already, am I?”
She glanced back down to his crotch a few times during her nervous introductory rant.
“Not at all! It’s nice to put a face to the name. I actually thought my grandson was bullshitting about having a girlfriend like you!” My grandpa chuckled. “He used to spend so much time playing those games of his that I didn’t think he was even interested in women.”
“I-I don’t play *that* many games or anything,” I protested, still caught up in that self-conscious feeling from earlier.
“He totally does!” Chloe agreed, nudging me with a playful laugh. “But he’s also been going out of his comfort zone and going to the gym a lot with me. He’s the best!” That at least made me feel better as she leaned in to rub her cheek against my face for a second. She knew I could get self-conscious sometimes, and she also knew how to instantly make me feel better.”
“Thatta boy,” my grandpa said as he opened the door more to lead us inside. “He’s smart enough to know how lucky he is.” While we walked past him to the living room, I saw his eyes linger for a few seconds on Chloe’s nice juicy butt. “Very lucky…”
—
Aside from the start being a bit strange, the visit was a lot more normal once we all sat down in the living room to chat. My grandpa was a good distance from us, reclining back in his chair, while Chloe and I relaxed on the couch.
My grandpa wasn’t throwing in pervy comments like he tended to do at family dinners. He was being normal, asking Chloe all about her job and career aspirations after college. However, I couldn’t shake that weird feeling of nervousness the entire time. I don’t even know why I felt so weird about all this; Chloe was being her usual, talkative, bubbly self.
At the same time, I couldn’t help but notice that my grandpa’s position had him reclining back with his legs slightly spread. I felt even more insecure when he shifted position a bit because that little movement had pushed his underwear to the side a bit. I have no idea if he was even aware of it, but it gave Chloe a very clear view of the tip of his penis while it peeked out a bit. That uncut tip looked obscene as it looked her right in the face from across the room.
If Chloe noticed the brief dick slip, she didn’t draw any attention to it. She just kept chatting away, even more animated than usual. I still felt a need to wrap my arm around her and hold her close.
“You didn’t tell her the pool story?” my grandpa asked me, and I suddenly snapped back to attention.
“Pool story?” I said, a bit confused for a second before realizing and doing a quick facepalm. “Oh come on grandpa, we don’t have to…”
“I wanna hear it!” Chloe said, leaning forward a bit with a sly smile. “Whatever, it is, I’m sure it’s embarrassing if he’s acting like that!”
“Oh, it’s hilarious!” My grandpa smiled back at her. “So you know how your boyfriend here was on the swim team growing up? They used to wear those Speedos during races, and he was always so serious about it. But this time, he must’ve forgotten to tie his suit properly…”
“No…” Chloe gasped, looking over at me with the most obnoxious grin reserved for any stories about juicy gossip.
“Yep, his suit slid right down! You should’ve seen it, that pale white ass blinded everyone, and he immediately got out and panicked! Some girl tried to hand him a towel, but he was freaking out and kept running. He was covering his little guy the entire way!”
I knew what a sweetie Chloe was, that she was laughing with me, just thinking she was hearing a slightly embarrassing story about her boyfriend. All I could hear at the moment was “his little guy.” I tried my best to keep my cool and laugh it off with them.
“Aww baby, I’m sorry!” Chloe said, nuzzling my cheek again as she realized how much I was blushing. “Don’t worry, I love your pale white booty!”
I think I would’ve been way more caught up on my grandpa inadvertently flaunting his meat in front of her, telling embarrassing stories, but luckily Chloe’s goofy demeanor kept cheering me up again.
—
We were getting ready to leave, saying goodbyes at the front door, and I felt a bit of relief from the strange sensations I’d had all day. My grandpa went in for a handshake with me and then turned to Chloe to do the same.
“Oh come on, none of that!” she said, before lunging forward and wrapping the fat old man in a big hug. “I’m totally a hugger!”
It was like my grandpa had been waiting for this hug all day. As Chloe gave him one of her super tight hugs, he hugged her back. Except his hands weren’t on her back…they were firmly planted far lower, right under her skirt on her perfect ass cheeks. My breath caught in my throat for a second as I realized she was probably wearing one of her tiny thongs like usual, meaning he got to sink his hands into her perfectly soft, round ass cheeks for a few seconds.
And just like that, the hug was over, and it didn’t even look like Chloe had noticed what had happened. If she did, it certainly didn’t bother her enough to even react to it.
—
“I thought he was really nice!” Chloe said as we were driving away. “Thanks for taking me babe!”
“He wasn’t too weird or anything?” I asked her carefully.
“No! He was fine. But babe, what did you mean earlier when you said you don’t know how he gets girls?” She looked at me with a goofy smile as she continued. “I mean, did you see his thing flopping around? I don’t even know how any of his girlfriends can walk around after riding on that, sheesh! And the way he was sitting on that chair with it? I bet he’s had soooo many blowjobs sitting there!”
It was just another bit of stream of consciousness babbling from her, and then she was talking about how she thought his pool looked really nice and how she couldn’t wait to see everyone together at our summer cookout. Still, that one sentence just kept bouncing around in my head over and over:
“I bet he’s had soooo many blowjobs”
—
Up until then I had literally never hung out with my grandpa apart from with my family. Imagine my surprise when I got a text just a few hours later: “Hey Champ, I’m glad I got to meet your girl. You should bring her around again in a few days. I know she’d love to try out the pool.”