She finally caught my attention when she sat my third bourbon down, “A man with this much bourbon on his stomach should have something to eat to go along with it,” she said sweetly.
I looked up at her. The only thing I really noticed was she had blonde hair and she had a slightly crooked smile that made her look like she was up to no good. I smiled, “You offering to sit on the table and give me a meal?” I asked.
She blushed and I honestly thought she might smack me, which would’ve been deserved. Instead she lifted her head and looked me in the eye, “I’m off in an hour. Do you have a room in the hotel?”
I nodded, “A shared room. If you’re opposed to a female observer…,” I started but she cut me off.
“The wife?” she asked as she motioned to my wedding band.
I shook my head, “The wife’s little sister. Here on a business trip with her.”
She leaned over and put her hand on my inner thigh, “Won’t the wife’s little sister tattle?”
“Not unless she wants her sister to know I fucked her too,” I said bluntly.
Her hand moved a little higher up my thigh, “Well haven’t you been naughty,” she teased.
I pulled away from her hand and smirked at her, “Something tells me you’re not interested in my fidelity, you just want a big lonely dick to ride and work out your own frustrations with your job and bad tippers. I’ll promise you this, come to my room with me and ignore my sister-in-law being there and I will not only get you off repeatedly, I will throw in a great big tip for being such an attentive server.”
She smiled, “Sounds like a date then.”
She brought me over a pretzel with a beer cheese dip and three more bourbons before the hour was up. Then she messily helped my drunk ass up to my room. Once inside she unfastened my jeans and started pulling them off of me an I slid her skirt up around her hips. I didn’t care enough to undress her, I just wanted her body exposed. We were both naked by the time we made it into the main room. I looked around and saw Gia still lying on her side on the bed where we streamed, though she was facing us instead of the windows now.
I got the waitress up onto the other bed.
Her pussy wasn’t clean shaven like Gia’s. She had a large patch of pubic hair on her mound and I found myself enjoying the view. Her lips were puffy and soft and very much hid her anatomy from me, but I found it a pleasant change as I closed my mouth on her cunt. I didn’t even know this woman’s name and I really didn’t care to.
I kept glancing over to Gia. I couldn’t tell if she was awake and watching or not. I wanted her to be awake and watching, keeping score of my infidelities so she never had to worry about me appearing to be the perfect husband again.
I was rough with the waitress, I didn’t mean to be, but she didn’t seem to mind either. I fingered her hard and she kept glancing over to Gia and putting her hand over her own mouth to stifle her moans. I pulled her hands away and leaned over her, whispering, “Go ahead and scream, wake the little bitch up with your orgasm, it doesn’t fucking matter one way or the other.”
She pulled her hand away and wrapped her fingers around my wrist. I pulled her top up, exposing her large, soft breasts and watched them as they jiggled with her squirming. My dick was trying to get hard but struggling. She leaned up and started sucking on my tip, slow laborious licks and soft suction.
I rolled my eyes and felt frustrated more than aroused. I didn’t want soft and gentle movement, I wanted to grab the back of her head and face fuck her. Using her body roughly and without care, the way I wanted to use Gia for pissing me off but couldn’t bring myself to.
The waitress was breathing heavily, arching her hips and pushing herself towards me as she squirted on my hand and bed. I pulled my hand from her and grasped her jaw, pulling her head down on my cock further as I thrust against her opened throat. She put her hands on my hips and held me against her. My dick was finally getting hard as her tongue lifted and rubbed the underside of my cock and her throat closed around my head.
“That’s it, slut,” I groaned as I fucked her lips harder, creating an audible squelching noise as her lips opened to try and breathe a little easier on my dick. I was getting close and she pulled her mouth away from my cock, straining against the pressure of my hands on her jaw and the back of her head. She climbed down to the bed and retrieved a condom from her purse and gave it to me.
I put it on and she turned over onto her hands and knees, looking back at me as I slid my condom covered dick up and down her slit. I pushed into her cunt and she moaned loudly. Her cunt clung to me and while it felt nice, I craved the tightness I’d been getting with Gia, so I pulled out of her and pushed firmly into her ass. She cringed and tried to pull away, but I held her there and stayed still, “Do you want me to stop?” I asked, an annoyed tone to my voice.
“No,” she said, her voice clearly strained through pain as she squirmed.
I stood on the bed and squatted above her, angling myself so I could grab her hips and thrust hard and deep into her ass as she squirmed and cried out. I lifted her by the hips and pulled her as much as I was pushing down into her. It was hard to keep my balance like that after a minute, so I knelt down and pushed her flat to the bed, I held her wrists behind her back with one hand and forcefully fucked her ass in a position that made her just that much tighter as I grasped her throat and squeezed it a little tighter than I meant to.
I looked over to Gia again, the light from the window filtered over her and I could see that her eyes were open. I took a few more thrusts in the waitress and I came in a quick spurt, feeling little more than the relief of pressure in my cock. It took me a few minutes to get off the bed, go pull off the condom, and clean myself up, but when I came back out into the room the waitress was standing at the foot of the bed getting her clothes back on. Her legs were trembling and she had a red mark on her throat from my grip. I grabbed my wallet and gave her a few hundred dollars and she left without another word.
Gia turned on the light beside the bed she was on and I watched her eyes following me as I came into the room and climbed onto the bed behind her, “Did you even know her name?” she asked.
“I didn’t need to,” I said.
Source: reddit.com/r/Erotica/comments/i4qxpl/careless_whispers_part_ten_cheating_cruelty_rough
Yikes
Good story tho