I'm a retired gentleman, well at least I think I'm a gentleman, who until recently led a quiet life in a small town just outside of a very large city. I'm divorced with my kids living close by so I get to enjoy my grandkids quite often. I have had several girl or lady friends over the past decade since I got divorced and I consider myself reasonably good-looking but nothing outstanding. I'm short in stature and have always kept myself in reasonably good shape.
My recent experience started when I needed to have some pants altered. I took them to a local seamstress in our small town after finding the address of the store on the internet. It was a typical small tailoring shop, with lots of clutter and stuff everywhere. The place said open but the door was locked and was about to retreat to my car when the door opened and a cute little oriental lady stuck her head out. When she saw me she said, "Yes, come in, come in." So I turned and went into her shop. She looked about my age, about 5 feet tall, and dressed to the nines. She had a nice figure and a beautiful face. I smiled and said I needed to have some pants shortened.
She said, "Yes, yes. Want to try on?"
"No." I said, "Just make the inseam 28 inches."
"OK, no try on?"
"No, I don't think I need to."
"OK, here is the slip. Be ready in a week." She gave me a big smile and kind of looked me up and down saying, "You nice dresser."
I responded, "Thank you. You are well dressed too, are you going to a party or something?"
"Oh no, this is how I dress."
"You look very nice and I'll be back in a week to get my pants."
"OK, they will be ready for you." She did not seem to take her eyes off me as I retreated to the door and when I glanced back at her, she was giving me the eye. I left thinking, 'Wow nice looking little gal, very attractive and just my size'.
Well, the week went by and I totally forgot about picking up my pants, one day my phone rang and there was someone on the other end that I had a hard time understanding. Suddenly I realized it was the tailor lady calling me to pick up my pants. Told her I would be there shortly.
I arrived at her shop and again the door was locked, I tried the knob and she immediately opened the door. She gave me a big smile and invited me in. There were a couple of other people in her shop and she had to stop whatever she was doing to fetch my pants. It took a while and when she handed them to me she suggested that I try them on. I said, "No, I think they should be okay" and paid her in cash as the sign on the cash register said. She asked again if I wanted a try on and I refused so she said, "Bring back if not happy." Again she flashed me a big smile and opened the door for me while not seemingly taking her eyes off me. It sent a chill down my spine, a good chill.
I never thought much more about her again until a couple of days later. My phone rang and I immediately recognized the oriental broken English on the other end. She wanted to know if my pants fit OK. I responded that they were just fine and then she said, "You very nice dresser, I make sure those pants fit you properly. Please come in and let me see, I fix them to fit you." Wow, this was above and beyond typical business dealings, but again I said that they fit fine.
She retorted, "No, no I must see to make sure." I thought it would be nice to just look at her again since she was so cute. I agreed and she told me to come in tomorrow at 4:30 just before she closes.
Knowing that I would see that cute little oriental gal again had me all in a tither. When 4:30 rolled around I put on one of my best shirts with a pair of pants she had shortened for me and took the other two pair with me. Right at 4:30 I arrived and again found the door locked. But she immediately opened it greeting me with a beautiful smile and was looking really great with a nice sexy touch. She had on some quite slim leather pants that hugged her body very nicely and a lacy blouse that was only buttoned up part way. She also had on some rather high heels, giving her the "fuck me" look. I smiled and stepped inside; she turned and flipped a switch on the wall that turned off her "Open" sign.
She said, "Hi, I don't know if you remember my name, it is Masami. What is yours?"
"Hi, my name is Charlie."
She then said, "Well Charlie, are those pants the ones I shortened?" I nodded yes as she stepped back to get a better view of me saying, "Please turn around." I held up my hands and spun around slowly as she was eyeballing my pants. She said, "Not too big in the butt area?"
"I don't think so, do you?"
"Not sure. Turn a little to the left." I did as she continued to eyeball my ass. She then said, "Maybe need a little tuck to fit better. You dress so nice, must have good fitting pants to show nice body." I was surprised at her comment about my body. She moved around to the front of me and said, "Crotch OK, enough room?"
I had to grin and nod yes as she continued, "Must have room for family jewels." I was taken aback by her comment and just looked at her to see that she had a twinkle in her eye and a smirk on her face which changed into a big smile. She then bent down checking on the length of my pants and said, "Length OK, right?"
When I looked down I could see straight down her blouse and could see the tops of her tits that looked perfect in size. Her blouse gapped enough to show a bit of her areolas. She remained bent over while pulling on my pant leg to make sure they were the right length. She remained in that position while looking up at me and I know she noticed that I was staring down her blouse. With a smile on her face and her hand holding my pant leg down, she said, "Size OK?"
I didn't know if she was referring to my pant length or the size of her tits, so I just smiled back and nodded OK. I was sure she gave her tits a bit of wiggle when she said that.
When she stood up I asked if she wanted me to put on one of the other pair of pants. She said, "How about a drink first? I always like to have an after-work glass of wine. Want to join me?" Wow, this fitting session was getting better all the time and so I agreed. She took me by the hand and led me through a back door and into her apartment at the rear of her store. It was small but very well-decorated and quite clean. She told me to just make myself comfortable in the living room while she got some wine. She returned with a bottle of red wine and poured each of us a drink. We sat there sipping the wine while asking each other personal questions like where we were born, been married, how long lived in this town, etc. I found out that she was born in Japan and migrated to the USA 22 years ago with her husband who died 3 years ago; that her name Masami means "elegant beauty".
Masami suggested that I try on another pair of pants and use her bedroom to change. I put on another pair and went back into the living room. She was waiting for me and I would bet that she had undone a couple more buttons on her blouse, her cleavage was very apparent. I walked to the middle of the living room as she instructed me to turn this way and that way. She came up close to me and said, "Pants need a couple of tucks in the butt area." She reached over and ran her hand across my buttocks to my surprise and pulled on the material to demonstrate where the tucks should be made. She then squatted next to me to chalk the spots. While still squatting, she looked up at me, and again, I was looking straight down at her blouse and this time one of her nipples was peeking out of her blouse. I did not take my eyes off her tits as she was telling me what needed to be done to my pants.
While looking up at me she said, "Plenty room in crotch?" she slid her hand back and forth across my crotch. Her touching my dick through my pants along with seeing her cleavage and especially her nipple had me semi-hard, I knew she could feel it. She just held her hand against the front of my pants for a second and then squeezed my hardening dick. She said while looking straight into my eyes, "This gets much bigger, yes?"
I responded, "A lot bigger!"
"You have room for it to get bigger?" I just shrugged my shoulders.
While still squeezing my cock through my pants she said, "May I see it?" I couldn't believe what I heard her say but my dick was getting harder by the second. I nodded yes, she smiled as she reached up and unbuckled my pants, then unzipped my fly and pulled my pants down. She put her fingers in the waistband of my jockeys and pulled them down, my now rock-hard stiff cock sprang out right in her face.
She licked her lips, looked at me, and said, "May I?" I nodded yes again and she took a hold of my cock, stroked it a few times, and then pulled it toward her as she opened her mouth and wrapped her beautiful lips around my cock. She immediately started giving me a blow job, her warm lips felt so good and her tongue was busy licking my dick head, she was good. I just stood there enjoying the feeling and the view. She paused a couple of times to deep-throat me, it felt like she was trying to swallow my dick, she had it all the way down her throat and was sucking on me like crazy. The second time she did this I could feel my balls beginning to boil and I knew if she kept this up I was going to unload in her mouth.
Then she released my dick saying, "You have a nice cock. I would like it in my pussy, yes?" Wow, she was asking me if I would fuck her. I couldn't resist if I had wanted to and so again nodded yes. She stood up and removed her blouse and then her skirt. She looked really hot standing there with only some lacy panties on and high heels. She then slid her panties down to her ankles and kicked them off. As she stood there before me totally nude she said, "You like my tits and pussy?"
"Oh yes, very nice tits and pussy."
"Like to touch?" I just smiled as I reached over with one hand and fondled one of her tits, and then with the other hand, I reached down between her legs feeling her mound. My middle finger slipped between her pussy lips and I sought out her clit. She moaned the moment I touched it and then she grabbed my hand and held it steady while I wiggled my finger across her clit. She closed her eyes and moaned for maybe 30 seconds and then pulled my hand out from between her legs and raised it to my mouth. I sucked on my finger that had just been in her cunt, and she said, "How do I taste?"
"You are delicious, just delicious."
She immediately took hold of my cock again and said, "Would like for you to slide your cock into my pussy now, please." While still holding my cock she led me into her bedroom and upon approaching her bed, she lay on her back with her legs spread. I stood there just for a second to admire this cute little creature that I was about to fuck. I quickly crawled up between her legs and positioned my cock right above her cunt. She took hold of my cock and guided it into her waiting pussy saying, "You are big and I'm little, take it slow please".
I gently pushed as much cock into her cunt as I could until I felt some resistance. I backed off and pushed in again, this time I was able to get another inch of me in her. I repeated this several times until I was all the way inside of her. I then got into a rhythm making her moan almost constantly. She eventually began to raise her ass on my down thrusts giving me maximum penetration into her sweet little pussy. Suddenly her body went stiff; she wrapped her legs over the top of mine and was pushing her cunt into me as hard as she could. She remained in this position for at least a full minute and then began to relax. I had not cum yet and so I again got into a rhythm and continued fucking her. She was in total sync with me and as my balls boiled over she again pushed her cunt into me and held on very tight as I pumped a big load of cum into her pussy. It must have taken us three or four minutes to come down off our orgasm highs. She just lay beneath me without moving until I stirred. She opened her eyes as my semi-hard cock began to recede from her pussy. She said, "Very good fuck, your dick feels good in me!"