Chapter One
The Hotel Room
“Well, I’m sitting, so you don’t get the full effect,” I tapped the low side of my waist where the small amount of skin and fat I did have on my body accumulated and hid my lower set of abs. “My eight pack is more of a 4… 4.5?” I shrugged, looking down at my flexed chest.
While judging by Helen’s and Trisha’s almost completely naked bodies, I had been winning at strip poker in this hotel room I booked, the fact that I was sitting on the edge of this bed in my boxers was proof that I hadn’t won either.
“Oh, I have to feel–I’m sorry,” Trisha said, throwing her hands up and shaking them as if quieting a crowd of spectators. Trisha wore a white bra that made her large, natural breasts bounce up together on their own. The shirt and pants she once wore were now draped over her thick, bare thighs, and what little pudge gathered at the bottom of her belly. If we hadn’t consumed the absurd amount of alcohol at the bar already, I doubted that the quiet Trisha I met earlier tonight would even consider appearing like this.
She stood up from her chair on her side of the table and groped at my chest. Her fingers explored the grooves between my pecs and slid down to the top of my shredded abs. My eyes lingered on her white panties that hugged her hips and crotch. I felt her delicate touch and saw the way her eyes lit up and how she chewed on her lower lip.
“It’s like feeling a gym poster come to life! And you’re a teacher?”
Helen laughed, smacking her own thigh as she took another long pull at the whiskey bottle. Helen’s confidence seemed unwavering, even half-naked. Her mature body was covered in faded tattoos. Roses on her waist that disappeared under her black panties. A tribal symbol was designed between her breasts that reached up from her cleavage. She leaned back, owning her curving body without a care in the world. Teetering her Jack Daniel’s bottle in her hand, Helen shook her dirty blonde hair to one side as she stared at me.
“I like to work out,” I said. My eyes, though distracted by Trisha’s wondrous eyes and flushed cheeks, could stay away from her round ass that was protruding beside his shoulder, nor could he ignore her exposed plump breasts that were inches from my face.
It was a combination of the liquor and how horny I was at that moment, but my left hand raised from the mattress and cupped her right ass cheek.
“Whoop, oh my!” Trisha jumped out of the trance she was in, feeling me when she felt my grope.
“Oh, sorry, I thought it was only fair that if you felt me I got to feel you,” I said, honestly not knowing where my sudden confidence came from.
“Oh, nope, no, you're fine… you're fine. It’s just, um,” Trisha cleared her throat and placed her palm on her chest as if she was trying to slow her heart. My warm palm slid slow, wide circles over her ass cheeks as she tried to focus. My fingertips gently traced beneath her white panties where her cheeks met her thighs. With each rub, my fingers pushed closer and closer to the fold of fabric where her panties bunched and disappeared between her thick thighs. “I-I, um, wow, is it hot in here?” Trisha laughed as she fanned herself, looking at Helen.
“No, but you are, girl,” Helen shouted as she clapped her hands excitedly. “Sexy ass birthday girl! Granny panties and all!”
I didn’t think Trisha’s face could get any redder, but it was as she fought back a smile and gave her laughing best friend the middle finger. It was almost the same moment; I slipped my middle finger down from her ass crack between her thighs and felt the warm moist fabric resting atop her sex as I reached my finger deep between her legs and slowly dragged it backward over her slit through her dampening underwear.
“Oh, my… god…” Trisha’s hands shot to her mouth as she formed a tent around her lips as if she thought she might scream. “It’s, um, it’s just been a while since, wow-oh my god…” she stepped out with one foot, widening her stance for me, and had to reach out and grab my shoulder to balance herself. With more room, my finger reached through the gap and could rub the fabric over her clit. “Oh my god, don-your, oh, we really shouldn’t be doing this,” Trisha giggled nervously as she looked down at me. She saddled closer to me, though, and leaned more on my shoulder.
My multiple fingers now rubbed her panties and began to press harder on her sex as I felt a damp circle forming in the center.
“Why not?” Helen protested. Her intoxication was evident in her volume. “We’re all adults. Besides, it’s your birthday!”
“It is your birthday,” I said.
Trisha looked down at me with pouty lips as if making a decision. I smile and shrug as I bring my right hand to the front of her sex. Without warning, I pulled her panties to the side with my left hand and slid my middle finger between her wet pussy lips, entering her slowly. She gasped, and her eyes went wide as she was shocked at the moment. I held her gaze as I pushed my finger in and out of her slowly, over and over again, as her mouth hung open in a silent scream.
The room went quiet as Helen just watched and groped her own breasts before sliding her palm between her thighs.
Chapter Two
The Bar
“Jesus, this place is packed,” I said as we drove by Jack’s Bar and Grill. The parking lot, which was already small and covered in potholes and faded yellow parking lines, was completely filled.
“I told you, hun,” Helen slapped her knee, “too many people are livin’ here now. They need to go.”
I laughed and heard Trisha in the back seat lean forward between our chairs. “You can park across the street at the hotel. That’s where we park when we drive.” She said, pointing at a run-down motel with a red vacancy sign in the front window. It was strange seeing all these places. I left this town seven years ago for college and never really returned. I had visited my parents, of course, multiple times over the past years, but usually just stayed in the house for a weekend, or the three of them visited a nearby city on a mini-vacation. My mother used to love those brief trips. Shopping locally and helping small businesses. She was a good woman. Could never pass a homeless person on a street corner without giving them something.
Smiling as I got out of the vehicle, I shook my head at the nostalgic memories when I caught Trisha studying my expression. I didn’t want to think of my dead parents right now. I had spent the past month wallowing in self-pity long enough. This was one of the few times I’ve been out of the house and had a chance to take my mind off things.
Jack’s looked, smelled, and felt just the way I remembered it. In high school, my friends and I would come here on the weekends, and if we were lucky enough to have the right combination of bartenders and patrons, we would stumble out at night drunk. The stain of cigarette smoke on our clothes from the outdoor patio and the souls of our shoes sticking to the floor with each step.
The small wooden bar in the corner was packed with people on stools. Old timers, regulars, and a few younger faces standing around them waiting for their drinks. The tables and booths were mostly full with couples and friend groups as they ate appetizers and downed beers. The jukebox roared mostly oldies from a few decades ago. Fan favorites.
Helen brought us to her usual table, which still had remnants of empty glasses and plates. “First rounds on me.” Helen winked as she took her purse off and hung it on the chair.
Trisha stacked the plates and glasses to the side of the table, and I quickly joined her in grabbing a handful of napkins to wipe the table down. “Oh, I can do that.”
“No, please. It’s your birthday, right? Take a load off!” I smiled.
Trisha rolled her eyes and shook his head as she sat down. “Please, I’m old, but I’m not that old.”
“You’re not old. You look great.”
Trisha blushed and seemed to try to make herself smaller in her seat. I felt bad but found myself extremely attracted to her. She was in great shape, with an hourglass body, a round butt, and large natural breasts. She seemed uncomfortable with how revealing she was dressed. Maybe Helen picked out her clothes for tonight’s occasion. Maybe Helen said something like, ‘Here, wear this tonight. This will surely get you laid.’
Trisha noticed me leering at her cleavage, and I quickly averted my eyes. A coy smile grew across her lips. “How old are you?”
“Twenty-four,” I said.
Her eyes widened, slightly alarmed, before she covered her eyes with a hand. “Oh, my god…”
“What? How old are you?”
After a long sigh, Trisha said, “Thirty-Eight… today. We’re a whole generation apart. Way too old for you.”
I smirked, “way too old to do what?”
Trisha stuttered and looked as though she couldn’t get any redder in her cheeks.
“Trisha, I didn’t think I’d see you here,” a high-pitched voice said over my shoulder.
When I turned to look, I nearly had a face full of breasts as the woman hovered so closely behind me.
A surprised look broke across Trisha’s face as she seemed to force a fake smile. “Hi Cynthia, how are you?”
Chapter Three
The Hotel Room
Trisha looked down at me with pouty lips as if making a decision. I smile and shrug as I bring my right hand to the front of her sex. Without warning, I pulled her panties to the side with my left hand and slid my middle finger between her wet pussy lips, entering her slowly. She gasped, and her eyes went wide as she was shocked at the moment. I held her gaze as I pushed my finger in and out of her slowly, over and over again, as her mouth hung open in a silent scream.
The room went quiet as Helen just watched and groped her own breasts before sliding her palm between her thighs.
“Oh, god!” Trisha gasped and stepped towards me. Her hips turned to face me, and suddenly, her knees were touching mine, and my lips were brushing just above her navel. Her hands grasped at the back of his head and neck, holding me to her soft skin as squeaks and gasps escaped her lips.
“Ah-ah ah, oh my god… oh my god…” she moaned as I slipped a second find inside her pussy. Her fat breasts bounced above my face as her hips shuddered, and she looked at the ceiling.
“Hey, now,” Helen said, taking another long gulp from the whiskey bottle as she stood. “That’s not fair. I want some of that!” She whined.
Helen stumbled over to my right side, sliding the table away so she could go beside her best friend. I could see Helen’s tattoos populating all over her bare arms and thighs and a few looping roses on her ribs. The roses went all the way down to her thigh on her left side. As my fingers pumped inside Trisha, Helen bent over in front of her, gripped my cheeks with her hands, and slid her tongue into my mouth as she kissed me. Her jet-black curls shrouded the sides of his face as her tongue lapped mine. I could taste the Jack Daniels on her tongue and feel her hot breath on my lips.