I checked into the hotel on Monday and was staying for three weeks. I was an architect working on a project here in Chicago. I just turned forty, and I already had gray on my temples. I was tall at 6'-6" and was well built. My shoulders, neck, chest, and arms were muscular. I had washboard abs, and my ass was firm. I deadlifted my weight three times, so my thighs were thick.

There lies my problem I am a workaholic and a gym rat. I have been married for ten years to a wonderful woman and I am sitting at the hotel bar signing my divorce papers. I did not give my wife the attention she needed and deserved. Luckily, we did not have any kids.

Julie, the beautiful young bartender, has been trying to flirt with me all night. She even pretended to accidentally flash me a nipple. I was not in the mood. I left her a big tip, though. It was midnight, so I got off the bar stool and walked to the lobby where the elevators were.

I noticed a pretty redhead in a pantsuit barking out orders to the bellman. She was in her early thirties and the baggy suit hid her figure. She was beautiful, even though she had a stern look on her face.

The bell rang as my elevator arrived to take me to the penthouse. The redhead locked eyes with me for a fleeting second. I smiled at her as I stepped into the elevator, but she did not return a smile.

I used the key card to open the door to my suite, and I entered the massive room. I needed a shower, so I stripped my suit off and turned on the water. The bathroom was enormous and had mirrors on every wall.

I stared at the scars across my chest and on my thighs. I was in a deadly plane crash when I was ten. My parents and brother passed away, and I was raised by my grandparents. As I walked to the shower, my circumcised, thick, flaccid, six-inch cock swung between my legs.

I soaped up in the shower and stroked my cock. I had not had sex in six months. I fantasized about the young bartender and her perky tits. I leaned against the wall as the water cascaded down my body. I pumped my cock and started grunting. My cock grew to its full mast at nine inches. My breathing became labored as I pumped for ten minutes. I was hard, but once again could not cum. I finished taking a shower and turned in.

It was seven in the morning, and I was in the gym for two hours. In my haste to leave home, I forgot to pack a jock strap, so I was just wearing boxers under my loose-fitting sweatpants. I wore a muscle shirt as well. The redhead from last night was coming from the pool. She was wearing a low-cut top one-piece bathing suit. The bottom was high cut, thus exposing a lot of thigh and ass cheeks.

She was a knockout. She had large breasts, a slim waist, a bubble butt, and long, sexy legs. The frumpy pantsuit she wore last night hid her assets. Her red hair was pulled back in a ponytail.

She was walking in a hurry and did not see me. She bumped into me hard and fell to the floor. She was a bit shaky, so I offered her my hand to help her up. Her face was at my crotch, and she stared at the outline of my semi-erect cock in my sweatpants. She turned red as she looked me in the eye, knowing I saw her stare. She took my hand, and I pulled her up. She said sorry and went on her way. I watched her ass jiggle as she walked.

That evening, I was wearing jeans and a pullover sweater. I walked through the lobby as I headed to the bar to get some food and a relaxing drink.

The redhead was behind the counter, and she looked up and saw me. She finally smiled. She was wearing a short white dress with white stockings. She had plenty of exposed cleavage. Her feet were adorned with six-inch stilettos.

She walked over to me and introduced herself. "Hello! I'm Lori. I am the hotel manager. I am sorry about this morning. I wasn't watching where I was going."

"I'm Mac. As you know, I am staying here for a few weeks. There is no need to apologize as I was not looking where I was going either. You look very nice today," I replied.

Lori blushed and said, "Thank you. I was in court today finalizing my divorce, so I wore the sexiest dress I owned. You know, to show the cheating bastard what he will be missing. I'm sorry again. Too much information." She turned redder and looked down at the floor.

I took my hand and gently lifted her chin up and looked her in the eyes. "Well, you look stunning, and I'm sure he is regretting hurting you. I will be in the bar for a few hours if you get a few minutes." Her eyes were a beautiful dark blue and her perfume sent my blood rushing to my cock.

"I'll try to see if I get a minute later and have a drink with you." She answered. Her voice had a sexy, smokey rasp to it. She went back to the counter, and I went and sat at the bar.

Julie was the bartender again this evening. She wore a tube top and a schoolgirl skirt. She bent over a few times, knowing I could see her white panties. Her labia were deliciously outlined between her ass cheeks. I thought "Maybe I will fuck the hell out of this young slut.," I got my senses back as I figured she was just angling for bigger tips.

I finished my burger and cheese fries and was on my fourth Guinness when Lori sat next to me. Julie moved and worked at the other end of the bar. "Are you enjoying the show? She gets the most compliments from our guests. Um, I can't stay, but I would like to come up to your room later and get to know you better. I need a friend right now."

My face brightened as I could use some company myself. I said, "Sure! I would love that. I will probably stay here another two hours watching the Bears lose again, so just call me when you are free."

The Bears actually won, so I was in a better mood. I hadn’t heard from Lori yet as I entered my suite. I closed the door and heard a noise in the bedroom. I walked to the bedroom door and was stunned by the sight I saw. Lori was sitting on the edge of the bed with nothing on but her white stockings and heels.

My cock grew fully erect in my jeans. My mouth dropped open. Her long red hair lay over her right alabaster breast. Her large, firm left breast was fully exposed. Her areolas were large and pink. Her nipples were stiff and darting out. I could see her red bush between her legs. Her pussy lips were glistening with her nectar.

"I hope you don't mind my forwardness. I really need a man's touch tonight. It has been a rough couple of months," she explained.

I pulled my shirt over my head. I kicked my shoes and socks off. I dropped my pants, and I was totally naked as I went commando tonight. "I am glad you are here. I need you tonight as well," I stammered.

Lori gasped when she saw my enormous cock. She drooled over my fit body and pulled me to her. I stood between her soft thighs as she took my cock in her hands. She ran her thumb over my mushroom head and slid the other hand up and down the shaft.

I reached down and fondled her tits. Her nipples were hard, and her breasts were firm. She moaned and spread her legs wider. I could smell her aroma, that was pulsating out of her pussy. Lori was heavily panting now. Our lips met and our tongues danced inside our mouths. She whispered, "Take me now with your magnificent cock. We can talk and play after."

I pushed Lori onto her back and held her legs open as the crook of her knees rested on the crook of my elbows. Her pussy lips opened, and I could see her wet pink entrance through her hairy red bush.

I leaned forward and aligned my cock head with her entrance. The thick mushroom head penetrated through her pussy lips into her cunt. Lori's eyes rolled up in her head and she moaned. I pushed further as five inches of my fat cock stretched her tight pussy. Lori was making wild, guttural sounds and was panting heavily. She felt her pussy being stuffed and stretched more than it ever had been. She screamed out in ecstasy as my nine-inch cock bottomed out. Her pussy spasmed over my shaft as she came for the first time in months. Happy tears poured down her cheeks. I pumped my cock hard and fast in her tight pussy. Her beautiful tits bounced with each thrust. She was sexy as hell. My thick cock felt uncomfortable in her small cunt, but the pleasure outweighed the discomfort. She grunted when I thrust my cock full depth. My thick shaft continuously rubbed her fat clit as I destroyed her pussy.

Lori was having multiple orgasms as my pounding continued. My pleasure was immeasurable. I yelled out a scream when I shot my seed deep into her sweet pussy. She felt my warm batter spread against her pussy walls. Her body shook, and she kicked her legs. Her head thrashed back and forth as Lori was having a tremendous orgasm.

We lay side by side, kissing and fondling. Lori started crying. "I am so mad right now. I'm sorry my husband and I used to cuddle this way. He fucking cheated on me for over a year with his young secretary. Am I not pretty anymore?"

I held her face and kissed her all over. "You are so beautiful. I couldn't stop thinking about you from the first moment I saw you."

"Fuck him! Your cock is much bigger than his," she shouted. She grabbed her phone and pushed me onto my back. She stood over me and took my picture. My hard cock was lying on my stomach with the head above my belly button. She grabbed my cock and placed her mouth over my cock head and took a selfie. She swallowed as much of my cock as she could and took another one. She placed the phone on the bedside table and turned on the video camera. She looked in the camera as she squatted over my cock. "Look at this enormous cock that is about to destroy my pussy. I am going to ride it cowgirl, your favorite position. Except he is going to stretch my pussy walls and go deeper into my pussy than you or any other man has been before." Just then, some of my cum oozed out of her cunt and dripped onto my balls. She put her fingers to her lips and said, "Oops!"

She sat down on my cock, and she slowly took my full length. Her eyes rolled up in her head as she let out a long, loud moan. She looked into the camera and with an angry face; she bounced hard and fast on my cock. She shuddered as she came multiple times as she devoured my cock into her wet pussy. Her beautiful tits were bouncing. I grabbed them and twisted her nipples. She bent over so I could suck her melons. She looked at the camera as her mouth went slack. She had a silent scream as she sat down hard on my cock and threw her head back. She squirted all over me. Her face was red, and her eyes were wide. She had never squirted before. She smiled at the camera as she reached over and turned it off.

I pushed her off me and turned the camera back on. "You are so beautiful and a fucking slut. I came deep inside you once already. This time I am going to paint your body with my creamy cum.” Lori was on her back, playing with her tits as I knelt over between her legs. I jacked my cock for a minute, and I exploded all over Lori. I shot rope after rope of cum with it landing in her hairy red bush, on her stomach, both tits, her chin in her mouth and all over her face.

Lori rubbed my cum all over her front like it was lotion. She scooped up a wad and placed it in her mouth while she stared at the camera. She made a yummy noise. I turned off the camera. She sat up and grabbed the phone. She sent him all the pictures and the video. She sent it to all his friends and coworkers.

We both laughed as we spooned with my cock between her cheeks. Before she fell asleep, she whispered, "I've been so naughty. You will have to punish me tomorrow." My cock grew hard and slipped between her pussy lips and onto her clit. She moaned as she passed out. I too drifted off.

Lori was gone when I woke up, but she left a note saying she could not wait to suck my cock tonight.

When Lori saw me in the lobby in the morning as I was about to hail a cab, she joyfully rushed to me. She wrapped her arms around me, and we kissed passionately. Her perfume was mesmerizing, and her touch made my cock come to life. Lori felt my cock press against her stomach. She whispered in my ear, "You make me so wet! I am going to have to change my panties."

I squeezed her ass and kissed her on the forehead. I waved to her as I climbed into the cab.

I was disappointed when I didn't see Lori in the lobby when I got back to the hotel around six. I went to the bar and Julie served me my drink and food. She was wearing a cheerleader outfit. I looked around and all the waitresses were wearing them as well. No one looked as good as Julie.

Julie asked me to help her change a beer keg out. In the storeroom, Julie bent over, and she did not have the cheer undergarment on. Her labia peeked out between her cheeks. She looked over her shoulder and licked her lips. As much as I tried to resist, my cock became hard, and Julie noticed.

Julie turned around and pulled her top off. Her tits were small and perky. Her nipples pointed upward. I stepped back in shock. "Come on Mac, I see by your big hard cock that you like what you see. Are you going to fuck my tiny, young pussy?" Julie seductively asked.

"Julie, you are beautiful and sexy, but I am almost twice your age. So, no. I am going to leave and go to my room," I reluctantly answered.

"Okay! It's your loss. Oh, I forgot to give you a message. Lori, my big sister, and she is waiting for you in your room," Julie announced.

"You little troublemaker." I turned around and rushed to my room.

I opened the door to my suite and found Lori lying on the couch wearing a sexy, pink teddy. It barely covered her large breasts. The top of her areolas were peeking out and her gorgeous ass cheeks were exposed below her tiny matching panties.

Lori crawled to me on her hands and knees. She stood up on her knees and unbuckled my pants. She pushed them down to the floor, along with my boxers. My cocked popped out and slapped her under her chin.

I firmly grabbed her by the throat and bent over and sternly said in her ear, "You have been a naughty, deceptive girl. You didn't tell me Julie was your little sister, and you had her try to seduce me. Suck my cock and after I shoot my seed down your throat, you will lie across my lap, and I am going to spank your sweet ass.”

Lori had a small orgasm when she felt my hot breath and heard my instructions. She wrapped both her hands around my shaft and placed her lips on my engorged cock head. She wiped her lips and face with my pre-cum. Her tongue swirled around the tip, and she closed her lips over the head at the rim. She looked at me with her big eyes and sucked hard on my cock head. She pulled off, making a popping noise.

Lori smiled and engulfed my cock down to her hand. She bobbed on about four inches of my thick cock. She removed one hand and pushed down further on my cock. She coughed and gagged, and spit shot out of her mouth. Her lips were fully stretched, and her eyes were watering. Seven inches was all she could get down her throat. She sucked and bobbed. I slipped my hands under the top of her teddy and twisted and pulled her nipples. Lori winced and squealed around my cock.

I grabbed her ponytail and used it as a handle as I took control and fucked her face. With my rough thrusting, my cock pushed another inch down her throat. I was getting close to exploding. I pulled my cock out and slapped both sides of her face with it. I threw her on her back on the couch. I pulled her head off the seat and forced her mouth open. I pushed my cock back into her mouth. Lori made gurgling noises as I roughly fucked her throat. I pulled her teddy straps off her shoulders and pulled her tits out. I slapped her tits, turning them bright pink. My balls slapped her forehead, and my cock slipped fully down her throat. You could see the impression of my cock in her neck. I grunted and squirted my seed down her throat. Lori had a hard time swallowing it all, as she was upside down.

Lori sat up, coughing and trying to catch her breath. I wiped the spit off her face and dabbed her watery eyes. She rubbed her sore nipples. I took hold of her ponytail and pulled her across my lap.

"Prepare for your punishment," I warned. Just then, Julie used the keycard that I gave her and came into the room.

Lori tried to scramble up and cover her bare tits. I held her down and kept her tits exposed.

Julie laughed and said, "Thank you for inviting me, Mac. I am going to enjoy watching my mean boss and my big sister get the spanking she deserves." She walked over to Lori and pulled Lori's panties off. Lori was squirming hard. She stuffed the panties in Lori’s mouth.

"Ooh, look. Her pussy is so wet," Julie said. She smacked her on the ass and went and sat down in the chair. She sat with her legs spread and I could see that she still was not wearing panties. She inserted two fingers into her pussy and masturbated. "Let's get this show on the road. I got to get back to work," Julie stated.

My hand came down hard on Lori’s ass. She jumped and yelled into her gag. I spanked both cheeks hard repeatedly. Lori kicked her legs and tears streamed down her face. Her ass was red with blisters. The stinging was almost more than she could take.

Julie was vigorously cramming her fingers into her pussy and rubbing her clit with her thumb. Her tits were out and were bouncing as she fucked herself.

Lori's pussy was dripping. I scooped some of her nectar up and rubbed it on her anus. I pushed my middle finger in her ass and fingered her fast and furious. Lori screamed into the gag as pain shot through her body. My fingering was the first Lori's ass has been penetrated.

Julie was laughing hard through her panting. Her orgasm was coming soon. I pulled my finger out of Lori’s ass and resumed spanking her butt cheeks. Lori was weeping as she shuddered with a massive orgasm. I stopped spanking and roughly fucked Lori's pussy with three fingers.

I realized her pussy felt different, and I stood her up. She had shaved her red bush completely except for a thin red landing strip. Julie viewed Lori almost completely naked for the first time in about ten years. "Damn, sis, you are absolutely gorgeous. Your big tits are perfect, and you have a beautiful pussy," she exclaimed.

Julie was still vigorously fingering herself and let out a scream as she sprayed the floor.

Lori gingerly sat in my lap and kissed me passionately. "Thank you for punishing me. Having my little sister watch was a brilliant touch," she lovingly said.

Julie stood up and came over to us and gave me a kiss and slipped her tongue into my mouth. As she walked towards the door she said, "You got a good man there, sis, and he has a rocking cock." She shut the door behind her.

"Let's fuck. I need your cock inside me now," Lori said. I quickly stripped, and Lori lay on the bed with her legs spread. My cock found her entrance easily, and we fucked for hours with both of us cumming multiple times.

Lori won her luxury home in her divorce, and I moved in three months later. Lori stood at the top of the stairs as she watched the movers bringing my stuff in. I looked up at her. She was stunning and glowing with her growing baby bump.