My mom's sister Katherine (Kitty) lives in Carol Stream Illinois which is 35 miles straight west of where I am living right now. I moved into in a company furnished condo in downtown Chicago a few weeks ago. The condo came with my internship deal. It's a small nicely furnished unit on North Dearborn St. just a couple blocks from work. I have a great view looking north here from the 36th floor. I promised mom I would go visit Aunt Kitty as soon as I got settled. Mom wasn't going to let me forget that promise.
I had met Aunt Kitty several times over the years. The last time I saw her was 8 years ago when Uncle Paul died. I had just turned 16. The whole family drove to Chicago from Maumee Ohio in Uncle Buddy's minivan. Funerals really suck, but it was a chance to see a butt load of cousins and other Chicago relatives I rarely got to see. Aunt Kitty never had any kids of her own. She got married late in life to Paul.
Listening to the adults talk during that trip, I learned that Kitty was the black sheep of the family. She had been a "dancer" at a strip club near the Illinois - Wisconsin state line during the late 70's and early 80's. Paul was the owner of that club and a couple of others. Uncle Buddy said he thought Paul had been in the mob.
The one thing I remember about Kitty from that trip is that she looked just like my mom. Kitty is 2 years older but they could pass as twins. They both have red hair and tits the size of watermelons. Kitty was in her late 40s when Uncle Paul died, she's 57 now.
Mom wanted me to move back home to Maumee after graduating from Michigan State. But I have bigger dreams. I was fortunate to get this paid internship with a very prestigious Chicago firm that does work all over the world. They only accepted one intern this year and that was "me". I don't get paid much, but the condo is free and I am getting the experience of working on big and challenging projects. Something I would never have the chance to do back in Toledo.
Last Friday night I headed over to the bar at the Hyatt Regency on Wacker Drive after work for a few overpriced beers and high hopes of getting laid. I figured my best and safest chance to get some pussy was in a hotel bar. There's no cheap place to drink around here and I don't own a car. I hadn't been laid since I left Lansing 5 months ago. The hot chicks were all scoping out the wealthy old dudes. The ugly and fat chicks are looking for their soul mates. "Fuck this." I said to myself and paid the $30 bar tab with my Master Card hoping it wouldn't be declined.
On my walk back to my condo I got a text message from Mom in all caps, "CALL YOUR AUNT KITTY" along with Kitty's phone number which she had already sent me a half dozen times. No time like the present I figured. I finally called.
"Hello Aunt Katherine this is your nephew Ron" I said when she answered on the first ring.
"Kitty" she corrected me. "Please call me Kitty".
She was very happy to hear from me. Mom must have filled her in on my situation because she seemed to know all about my paid internship and she was genuinely interested to hear me talk about it. Kitty talked my ear off, we talked until I was all the way back to my condo. She told me how proud she was of me. Mom and Kitty were from a working-class family. I think I'm the first one in the family to get a degree.
Kitty asked me what my plans were for the weekend and I admitted that I really didn't have any. Kitty insisted that I come to visit her in the morning. She told me to take the West Line and get off at the West Chicago station. She would be there to pick me up at 9:30 am. Kitty wasn't going to take no for an answer, she promised to make homemade lasagna for dinner, my mom must have told her it was my favorite.
The train ride takes about an hour and it's cheap. Kitty was parked in front of the station in her lime green VW Beetle. She flashed her headlights as soon as I came down the steps. She hopped out of the car and ran up to greet me with a big hug and kiss on the cheek.
Kitty looked great. She was wearing a red skirt and low cut white top. Her tits were practically hanging out. She looked really fine and she smelled good.
It was a short ride back to Kitty's house. The place was a little run down but otherwise the same as I remember it. We talked for awhile, Kitty showed me some old pictures of her and my mom and their other brothers and sisters growing up. Kitty also showed me some pictures of her from her stripper days. Obviously she was comfortable with nudity. She was topless in most of those pictures. I couldn't help but blush. Kitty rustled my hair and said, "Come on Ronnie, don't tell me that you didn't go to strip clubs when you were in college".
I admitted that I had spent more than a few hours hanging out in the strip clubs in Lansing with my frat brothers over the past 5 years and had received my share of lap dances. Some portion of my $80,000 in student loans had been spent in the strip clubs.
Kitty brought me a cold Heineken from the fridge, "Your mom told me it was your favorite beer." she said. She handed me the TV remote and told me to make myself comfortable while she worked in the kitchen. A few minutes later the furnace kicked on with a loud squeaky rumble. I looked back at Kitty who didn't even flinch. "What the heck is wrong with your furnace?" I asked.
She said it had been making that noise since last winter. I told her it wasn't good and offered to take a look. It turned out to be a bad bearing in the blower fan. I made a few phone calls and found a replacement part at a supply house nearby. Kitty told me not to worry that she would call a serviceman on Monday, but I insisted on fixing it. I borrowed her car and ran out to get the part. Kitty seemed very impressed with my mechanical skills.
Kitty told me to go upstairs and wash-up before we ate lunch. While in the bathroom, I couldn't resist the chance to peek in the clothes hamper. BINGO!. There among the dirty towels and linens was real treasure. A dirty bra and panties. I carefully removed them. I examined the panties first, turning them inside out to take a close look at the crotch. The crotch was slightly discolored. I lifted the panty to my face to take a good sniff and got an instant hard-on. Then I unzipped my pants and rubbed my hard cock all over the panties. A few more stokes and I would have blown a load in them. Realizing that probably wouldn't be cooI, I stopped and put my neglected cock away. Then I took a closer look at the bra. The tag said size 44 F. This was a real marvel of modern engineering. This was no ordinary flimsy bra, but a very sexy heavy duty harness made with sturdy material, hooks, stitching and under wire. Damn, those huge tits had to weigh 10 pounds each. I thought about the topless pictures of Kitty. All I could think about was sucking on those big titties.
"Lunch is ready." Kitty called. I put her underwear back in the hamper and made my way down to the kitchen.
Kitty made grilled cheese sandwiches and tomato basil soup for lunch. A stripper and a great cook! They don't make girls like that anymore. I ate at the kitchen counter and watched her make homemade lasagna noodles.
Out of the blue Kitty asked me if I had met any girls since I got to Chicago. I admitted that I hadn't had much of a chance and had not met anyone. "Don't you kids meet up on the internet these days?" she asked. I admitted I had tried that without success as well. "You poor baby." she said.
I thanked Kitty for lunch and told her I had noticed a few other things around the house that needed fixing including a running toilet and loose banister. I also told Kitty I would hookup the DVD player my mom got her for Christmas last year too. Kitty slapped me on the ass when I returned from the garage with Paul's toolbox. "I really miss having a man around here." she smiled.
Kitty reminded me that the last train back to Chicago left at 6:45. "Why don't you spend the night and go back tomorrow?" She suggested. "That way we don't have to rush through dinner. You can change into some of Paul's clothes in the morning."
"Sure, that sounds great." I said.
I couldn't believe what I was thinking. I was fantasizing about fucking my mom's sister. A woman more than twice my age. What the hell was wrong with me? How would I even go about taking it to that level? As it turned out, I wouldn't have to make the first move.
Later that evening, Kitty and I ate dinner in her formal dining room. She said it was the first time anyone had eaten in there in years. The lasagna and homemade bread was awesome. We drank a full bottle of red wine with dinner and made pleasant conversation. I thanked Kitty for the wonderful meal and helped her wash the dishes. We opened another bottle of wine and continued our conversation on the living room sofa.
Kitty talked about her wild youth. She told me how she carried on an affair with Paul for years as the other woman, even after retiring from “dancing”. Paul finally divorced his wife when Kitty gave him an ultimatum.
I told her I thought it was really cool that she had been a stripper. Kitty told me she danced under the stage name "Frenchie”. She told me that the sailors from the Great Lakes Naval Base were the most frequent patrons at L&L club. She said there was no such thing as lap dances back then. The girls made money by getting the guys to buy them drinks. If they bought a bottle of “champagne” they could take you back to a private booth. The booths were like restaurant booths with heavy drapes all the way around. The champagne was really 7-UP and a $40 bottle would get them 20 minutes back there. The girls split the money with the house. The most productive girls got a higher split.
I just stared at her inquisitively..... “A hand job” she said. “That’s what they got for $40. I know it was a rip-off..... And if they didn’t get off in 20 minutes, that was just too bad because the old hag boss lady was watching the clock and would come back and break things up when time was up. They could either leave with blueballs or buy another bottle of champagne.” She went on to explain that all the girls had their favorite customers. The booths were too small to fuck in and that was strictly against the rules. But for an extra $50 tip most of the girls would give their favorite customers a blowjob. The wine had obviously loosened Kitty up.
“Hand jobs are a lost art.” Kitty blurted out. “Girls don’t know how to give a proper hand job anymore. I know a guy likes to watch a girl suck his dick. But a proper hand job feels much better than a blowjob any day.” Kitty said that back in the day, it was the standard way a girl showed her appreciation for a nice date.
Kitty was still doing all the talking. “What you don’t believe me?” She asked.
“I didn’t say anything.” I smirked.
“You didn’t have to say anything. I can read your mind. Don’t move”, she demanded.
Kitty said she would be right back. She returned a minute later with a bottle of lotion. She turned out all the lights except one lamp on the end table. She sat back down on the couch and squirted a generous glob of lotion in her palm then slowly and seductively rubbed her hands together. Then she leaned over and started unbuckling my belt and said, “Let’s see what you got in there nephew.”
All the dirty talk had my cock throbbing and uncomfortably confined. I stood up and took off my jeans and boxers, my cock stood fully erect. Kitty’s hand stroked my shaft and she pulled me back down on the couch by my dick. “Yeah, I think this is a keeper” she said as she slowly stroked my 6 inch cock from the base all the way up to the head twisting her hand slightly. Her thumb worked the sensitive area under the head of my cock each time her hand made it’s way to the top of the stroke. Goddamn it felt so good.
Kitty certainly knew what she was talking about. I had never met a girl that knew how to stroke a cock like that. She pushed me back into the corner of the couch and pulled one leg up onto the couch leaving the other foot on the floor. My legs were spread widely and she was sitting between them stroking my cock. Kitty paused long enough to remove her blouse. Then she took off her bra, doing a little strip tease for me. Watching her unhook and remove her bra was a treat.
The years and gravity had taken a toll on Kitty’s breasts, but they were still impressive. Then she resumed the hand job and I reached out to touch her nipples. Kitty leaned forward and massaged my nuts with her left hand while stroking my shaft with her right hand. My hands were all over her tits. “Take your time sweetie” she whispered in her husky cougar voice.
Kitty kept stroking my dick while running her left hand under my shirt, rubbing my stomach then touching my nipples, then back to my balls. She leaned over and kissed and licked the head of my cock a few times. Her spit ran down the shaft and lubricated her hand. Her grip was firm and deliberate. Each and every stroke was calculated. She was doing things to my cock and balls that I didn’t understand. I tried to pump her hand and she scolded me. “Just sit back Ronnie and let Aunt Kitty do all the work. I know what I’m doing.”
“You sure do” I said. She damn sure knew what she was doing. This felt better than any mouth or pussy my cock had ever fucked.
The sexual tensions inside me were building like a super volcano. My breathing became rapid and I was sweating everywhere. This hand job had gone on three times longer than any I had ever given myself. Kitty was now avoiding the head of my cock. She knew I was ready to blow. One more full stroke and I was going to shoot cum on the ceiling. I was either going to cum or my head was going to explode.
“I want you to cum all over my tits.” Kitty said as she looked deeply into my eyes. She aimed my cock at her chest. She squeezed my balls with one hand and jacked me off with the other. I began to groan like an wild animal and my hips convulsed uncontrollably. I watched the cum shoot out of my cock and splatter on Kitty’s tits like pancake batter. She milked a half dozen streams of jizz from me directing each one to a different area of her tits. Then she used the head of my cock to smear the mess all over her tits and nipples. I don’t think I had ever cum so much. I was drained and suddenly feeling a little shy as my cock went limp in her hand.
“Nice work Ronnie” she said as she leaned back to let me admire the aftermath of our incestuous encounter. Kitty stood up then bent over to kiss my forehead. She took my hand and suggested we go up and take a shower together.
Later that night Kitty gave me some lessons in eating pussy. It was really cool getting verbal feedback and coaching from a woman while I was eating her pussy. I made her cum twice, then we spooned in her bed for awhile, then I fucked her and we fell asleep holding onto each other.
The next morning I awoke to the smell of bacon cooking. Kitty left a pair of Paul’s pajamas on the bed. I got dressed and went downstairs to find her wearing a see-through negligee making breakfast.
In her direct way, Kitty talked about what had happened last night. She was worried I would have regrets. I assured her that I was totally cool with what happened. In fact I told her I would be happy to come back and visit her anytime. There were a lot of things around her place that still needed fixing up.
Kitty dropped me back at the train station around noon on Sunday. We kissed on the mouth like lovers and she asked me to come back the following weekend.
I’m headed to Aunt Kitty’s as soon as I get off work Friday. We’re going out to dinner and shopping and I’m spending Friday and Saturday night at her place. Most people wouldn’t understand or approve of something like this, but I have no guilt or shame about it. Aunt Kitty is an amazing woman.