My Hot Grandmother (Open)

beren225

Really Experienced
Joined
Jan 1, 1970
Posts
170
OOC:Looking for a female to take the role of the woman in the club initially, and then others may join in depending on what direction it all goes in. The option is up for the woman to either be a grandmother to my character's shock and amazement, or could actually technically be my actual grandmother, and us not initially know it. Of course, suggestions are more than welcome, just PM me.

IC: Name: Billy Hannah
Age:22
Appearance: 6'0, broad shoulders, medium muscular build, brown hair

Billy had never really met his real father, at least remembered him, he left soon after he was born. No real worries about his lineage though, his step father raised him well and got him to college without trouble. He had successfully left the nest and started his own life, with a nice apartment close to the downtown club scene.

Billy worked with computers, so a lot of internet pornography made it's way into his life. He started to find himself getting more and more attracted to older women. A hot fling with a hot older woman became a fantasy of much interest to him, but he knew it would not be achieved in his world.

Until one day that is.

Billy had overheard a fellow co-worker mention a bar that was notorious for having a more mature female clientele. It was friday night, and he figured to why not go for it. The bar, the Blue Wolf, was close enough to home that he could at least enjoy a few well made drinks and socialize a bit, and cut his losses with little to no trouble. All the other louder, younger clubs were packed with a huge waiting line, but the Blue Wolf wasn't so crowded, he entered the doors and sat at the bar, ordering a Jack 'n Coke, and scanned the dancefloor lightly.

It hit him like a brick, he made eye contact with a striking woman who looked to be twice his age, and damned fine.
"Wonder if she'd like a drink with me?" He thought as he smiled her way and decided to become audience to her performance.
 
I seen a young man watching me as I walk from the dance floor back to the booth in the corner where I was sitting.
I was wondering why such a young man that looked to be in his twenties looked at me the way he was. ...... "Maybe I remind him of his Grandmother or somethin" I thought to myself as a joke.
I sneaked a look towards his him again as I took a sip from my drink.
"My God..! what am I doing!" I thoght as caught myself checking out his butt and the crotch of his jeans.
"My God Darlene you have a Grandson that only a few years younger than him" I said to myself as I quickly turned my eyes away.
I was only 17 when Roger and I got married and had our first baby,...I became a Grandmother at a young age of 37. A litte over a year ago my Husband died of a heart attack, and now here I was 56 and all alone.
My late Husband and I were still very sexual active when he died which kinda left me sexual fustrated which forced me to have to pleasure myself again like when I was a teenager. but it wasn't long before that became kinda old.
I started coming to the Blue Wolf about 6 months ago because I heard that a lot of people my age went there hoping to meet or tie up with somebody their own age that was in the same situation that I was.
I had met a couple of guys at the lounge a couple months ago but they were much older than me and I didn't feel any kind of an attraction towards them. I was really hoping to meet up with some guy that was in his forties or something,...I always thought how hot that would be being with a guy like that at my age.
I knew I was 56, but in my mind I thought of myself much younger. Sure I dressed younger than I should,... I knew that,... But I still had a pretty nice body for my age and still had the legs that made the guys look.
I took the last sip from my drink and sat the empty glass down on the table.
"Would you like another" A young Barmaid said as she picked up my glass.
"Not sure Hon,... 3 is about my limit" I said looking up at the pretty young girl/
"Oh come on now,.. you only live once,...Right !" She said with a small giggle.
"Ok..sure.....One more" I said with a smile.
3 was about my limit,... 4 drinks made me horny as hell, and then I'd end up falling asleep with my trusty vibrator laying between my thighs I thouth.
I could already feel the dampness in the crotch new panties from the 3 drinks I already had.
I was wearing a brand new pair of black bikinis that I had bought about a week ago. I hadn't wore bikinis for over 10 years, but for some reason I couldn't resist buying a couple pairs of them while out shopping.
After I tried a pair of them on I quickly found out I had to trim myself because of the high cut of the material.
I couldn't believe how horny I became as I shaved and trimmed my bush like I use to when I was in my twenties and thirdies and ended up having to pleasure myself when I was finished trimming my pussy to a neat short patch of hair on my mound.
Wearing the sexy panties made me feel so much younger and sexy so I put on a skirt that was a few inches above my knees that showed off my legs. I also had on a push up bra and a lowcut sweater that show some nice cleveage,.. But yet here I sat,... 3 drinks into the night that made my the crotch of my panties damp, and no man!.........."Oh well...... One more drink and home again alone to my trusty Vib" I thought to myself.
 
I caught the barmaid before she placed the woman's order.

"I'll pick that up, and could I have another?" I smiled at her as she complied. My mind was racing as to whether I should be as bold as I really wanted to be, so I did a variation on all of that and grabbed the nearest writing utensil, a crayon, and a napkin and wrote, "Mind if I join you?" on it and handed it to the barmaid before she handed the order in. I smiled as I awaited her reaction, eager to find out if I would get the opportunity to have her company and see where we'd go from there. I was actually doing it, I was going for a hot, mature woman, I might actually get to pick her up if all goes well. My excitement was mounting, and it wasn't the only thing, I had to sort of disguise the growth in my pants so as to not be obscene, and then a thought came in and killed it all.

I wrote to her in crayon. You idiot! Now she's gonna think of you like a child and in turn not make you a viable sexual threat at all. You'd be safe in her eyes, and therefore not interesting enough to even have a fling with. In lieu of this I still awaited her reaction to my crayola scribbled efforts, in hope that she would overlook that and give me a chance. Good thing I ordered that extra Jack n' Coke.
 
"It's all taken care of" The barmaid said as she sat my drink down.
"What... Who" I said in a shocked voice.
"By that young man at the bar, here,..... he wrote you a note" she said as she laid a napkin down in front of me.
A smile came to my face as see the note was in crayon. It was pretty simple, it just said,....... "MIND IF I JOIN YOU"
I looked his way and he was turned towards me on the bar stool watching me. I could feel my face flush as I looked at the young man staring at me with his boyish smile.
"God,... I can't believe this" I thought to myself.
Why did he want to join me for,...My God I was old enough to be is Mother, or enem his Grandmother I thought. Then I thought maybe he knows my Daughter or my Grandson or something,.... Maybe that was it.
I picked my drink up and held it up towards him as thanking him and nodded my head that it was ok to join me.
My mind raced as I seen him slide off of the bar stool and walk towards my booth.
"My God what I'm I doing!" I thought as I looked at the crotch of his pants as he walked towards me. .......he really was a hunk of a young man,... and from the bulge in his pants he had a hunk where it counted as well.!!!
 
I sat down in front of the very attractive woman. I couldn't believe I was actually getting to do this for real now. One of my biggest fantasies could be realized tonight. I looked deep into her wonderful eyes and basically looked over all of her attributes quickly and then offered my hand.
"Hi, my name's Billy." I lightly shook her hand and got a feel for her soft hands, I had to contain myself slightly from thinking too much on what the rest of her might feel like.
"How are you doing tonight?" I asked while scooting a little closer in the guise of hearing her better, which I needed to, but also to feel her body closer to mine, and the smell of her perfume, no matter how faint, started to drive me crazy already. I knew it was going to be a long night if I had to contain myself all night.
 
I couldn't believe that he still wanted to join me when he got closer and seem me in the dim light and realized that I wasn't a spring chick.
But even after he introduced himself he slid into the same side of the booth I was sitting on and kinda trapped me in.
"Hello......happy to meet you Billy,...Thanks for the drink,... I'm Darlene" I said as he held my hand as he slid in beside me.
"Have we met before... or thru friends or something" I said trying to figure out why such a young hunk of a man would want to be with somebody my age.
"No.... I just wanted to met you.... Hey.your the hottest thing on here" He said with a boyish smile.
"Yeah.....right" I said with a laugh.
"I think one of those two over there are a lot hotter than an old lady like me" I said with a laugh as I nodded towards two young girls in their twenties on the dance floor.
Billy turned his head and looked at the two younger girls bouncing their firm ass'es around the dance floor in their short skirts.
"Way to young for me,.... and no experence" Billy said with a small laugh.
"Too young Huh,..... and no experence in what" I said with a develish smile on my face.
 
I smiled at her, took a sip of my drink and replied.
"Men." I looked into her eyes some more, giving her a knowing look of just what I was saying. I couldn't calm down inside, this night was getting better and better, and in all the ways I had always wanted.
"So, what IS a lovely woman like you doing all alone on a night like this?" I watched her speak and admired her form, still imagining what her body must feel like against mine. Unknowingly I began to get really hard under the table, and there was nothing I could do to calm it down. Everything she said just seemed to make me hotter and harder with each moment. I realized suddenly that I was leaning into her and she was starting to whisper hotly instead of speak in a normal tone of voice. She didn't seem to mine my growing closeness to her already, I didn't wanna blow my one chance, but things were looking like we were clicking really well. I took a look under the table casually and was startled to notice just how hard I was, and I tried to shift my body in order to hide it, but it didn't work. All I could do was ride it out. I smiled at her and after a while asked,
"Forgive me if I'm being rude, but what are you doing tonight, after this?" I smiled again at her hoping we were on the same page.
 
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