Don and the Cougar Ch. 01

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Don teaches a lady to be a 'cougar' + One.
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Part 1 of the 2 part series

Updated 06/10/2023
Created 03/09/2021
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OneWhoKnows
OneWhoKnows
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This is a memory from 1983. My name is Don. I'm 42 years old and have been divorced for 7 years. I love to country dance. I also love to travel. I work a Monday thru Friday day job. It's mostly office work but I do have a CDL and drive 18 wheelers sometimes. Most of the new ladies that I meet are either thru work or dancing. This memory had a strange beginning. All characters in this story are over 18 years of age.

I had found 4 pairs of nice, almost new dress western pants at an estate sale. They fit me perfectly except for being too long. The ladies deceased husband was 6 foot 4... I'm only 5 foot 11. I bought the pants and would find someone to shorten them for me.

I checked my local newspaper for services rendered and found an ad from a seamstress. I called her and she said she could do that and gave me a price that seemed reasonable, especially since I had bought the pants cheap at the estate sale. She gave me her address and I took the 4 pair of pants to her. She was a widow and doing alterations was something she could do at home. I told her I needed an inseam length of 32 inches. Today was a Thursday evening.

She said I could pick them up any time after noon on Saturday.

When I went to pick them up she had them all done and pressed. They looked like new to me. I paid her the agreed upon price. I was about to leave when she asked? "Would you stay a little while just to talk? I've been a widow for 5 months and it's really lonesome. I have some fresh iced tea."

How could I say no? I answered. "Sure, I can do that. A glass of tea would be nice."

I draped my new pants over the arm of the couch and sat down. She went to her kitchen and came back with two glasses of iced tea. She handed me one and sat down in what I guessed was her favorite chair.

I wasn't sure what to talk about so I told her that I had bought the pants at an estate sale from a woman who had just lost her husband.

She responded. "There are too many of us widows who have lost their husband too soon. I married my husband when I was 20... He passed away 5 months ago. We were married 38 years."

I replied. "That is sad."

She said. "My name is Cecilia... but call me CC."

I replied. "I'm Don. A pleasure to meet you CC."

In what seemed like no time at all she had told me a lot about herself. And to keep the conversation going I had told her some about me. It turned out that we both love to travel and both love to dance.

Let me describe CC. She was born in 1925 on a farm near Memphis, Tennessee. She only went to school thru 8th grade which was quite common for girls back then.

She had two older brothers who had enlisted when WWII broke out. One in the Navy and one in the Army. Sadly both were killed in the line of duty during the war. She had one younger sister, Candace who was 3 years younger. Of course her nickname is Candy. Candy still lives in the Memphis area.

She met a young man who had just gotten out of the service in 1945 while she was at a grange hall dance. They were married just a few months later. They had moved to California where there were more opportunities for them. She worked for the telephone company for many years in the San Francisco Bay area. Her husband worked in the business field and worked his way up to a top management position. He was 3 years older than CC.

They had decided to retire early. They could afford it and moved to Southern California 11 months ago. They had sold the house and all the furniture they owned in the bay area and just put the money in the bank. They had leased a house for one year. So they could decide on which area to buy a house in. They leased a house rather than rent an apartment because they needed a place to park their GMC motorhome and a tow dolly. They each also had a car. He had a massive heart attack 5 months ago and was DOA before the ambulance could get him to the hospital.

CC went on. "I guess my family has had more than our share of bad luck. My sister, Candy, in Memphis lost her husband a little over a year ago in a bad traffic accident on an icy road."

I understood why she wanted someone to talk to. I said. "Let me make you an offer."

CC quickly replied. "What kind of offer? My GMC motorhome is not for sale."

I answered. "Not that kind of offer. You seem like a very nice lady. I've enjoyed our four hours of conversation. It doesn't bother me that you're a little older than I am. May I take you out for dinner and then maybe go dance some?"

CC was very surprised. "Do you realize how much older I am?"

I replied. "So you're 58 and I'm 42. Age is just a number. Now what do you want to talk about?"

CC's response. "I said I loved to dance... but that was a long time ago. What do ladies wear these days to go dancing?

I smiled. "Be a lady that is ready for a change. Put on your shortest skirt and a feminine blouse and heels if you can dance in them... otherwise choose comfortable shoes but not rubber soles."

CC asked? "Are you sure?"

I answered. "I'll wait while you change. What's your favorite food?"

CC's response. "I love a good steak." She went to her bedroom to change.

It took her a little longer than I thought it would but we were not in a hurry. Finally she came into the living room.

CC said. "I'm sorry I took so long. You asked for my shortest skirt... I had to find it in the very back of my closet."

I complemented her. "You look very nice. The skirt and blouse go well together."

The skirt was red. It was a couple of inches above her knee. Her blouse was a simple short sleeved, button up blouse in white that was thin enough I could see her lacy bra. She had on a pair of red heels with about a 3 inch heel. Since she was about 5 foot 4 and I guessed 145 pounds, the heels made her appear taller and slimmer.

I said. "Don't forget your purse."

We went out to my truck and I opened her door. She had to pull herself up a bit with her hands because my truck sits a little high. I closed her door, went around to the driver's side and got in.

CC asked? "Where are the pants I altered for you?"

My response. "I'll get them later when you invite me in to say our goodnight in private and not on your front porch in case you have snoopy neighbors."

CC answered. "Pretty sneaky way to get invited in later." I smiled.

I took her to the only steakhouse in town but it always had good food. Salad, fresh bread, baked potato and a tender steak. I had a Coors and CC had a glass of red wine. Of course we talked during dinner. She was starved for conversation.

After dinner I drove to one of my favorite bars. It's only 6 miles from my house.

I knew the music would be good. I walked around my truck and opened her door. She scooted over to the door and started to slide out instead of backing down from my high truck. As she slid she realized what she had done. Her skirt slid halfway up her thighs. I reached out and caught her... Holding her close to me.

I thought. 'Nice shapely legs.' Since we were face to face and very close I leaned down and placed a soft little kiss on her lips. She accepted the kiss without even thinking about it.

CC spoke. "I guess you know I haven't been kissed in months."

I answered. "It just seemed to be the right thing to do at that moment."

CC replied. "Thank you. I'm glad you just did it without asking. I might have said no... but now the next kiss will be easier and I'll enjoy it more."

CC pressed her lips to mine for a soft, sincere kiss.

I responded. "Thank you. I think we're going to have fun dancing."

We walked in to the dance area of the bar. I said 'Hi' to the bouncer as we went by. I chose a table back away from the dance floor where we could talk even when the band was playing. We danced to most of the songs but not the fast ones. On those we talked. I was surprised none of the ladies I normally danced with came to get me on any of the fast songs. They knew CC was new so I guess they didn't want to interrupt. I would thank them next time I saw them.

Too soon it was quarter of midnight. We decided it was time to take her home. We walked out to my truck. I opened her door. She grabbed the arm rest on the door to pull herself up. She slid in and turned sideways to face me. I stepped closer and she spread her knees apart so I could get really close to her.

I could see that her stockings were thigh-hi's as her skirt had ridden way up her thighs. The kiss we shared was sensual, teasing and deep. We were getting along just fine. When we broke the kiss she turned back toward the front of the truck.

I closed her door. I went around and got in. The drive to her house was surprisingly quiet. I guess we were both just deep in thought.

I parked in front of her house. I went around and opened her door. She slid over to the edge and turned around to back down the easy way. I took her hand and we walked to her door. She unlocked it and said, "Please come in."

I said. "Thank you," as I followed her in and closed the door.

CC spoke. "Don, please have a seat on the couch. I'll be right back."

She walked to her bedroom... was in there a few minutes and then came back.

I was pleasantly surprised.

CC spoke. "I really was listening when you told me while we were dancing that you did not like bras. That you much preferred the natural look. Is this better?"

She had removed her lacy bra. Her breasts were firm. Probably a 36C and pointing directly at me. The blouse wasn't quite see-thru but I could see her nipples were hard and pointed.

CC spoke. "This is thank you for getting me out of the house for a whole evening."

I answered. "Very nice. Thank you."

She sat down on the couch beside me. We spent the next 20 minutes, between kisses, trying to make a date for next Saturday night. She agreed to try to find a shorter skirt and she had a different blouse she was sure I would like to see her wear for me. I stood up, picked up my altered pants and said goodnight. She walked me to the door for one last kiss. I couldn't resist giving each breast a soft squeeze. She was smiling as I walked out.

We talked on the phone a couple of evenings during the next week. We both felt really relaxed and talking about most anything was easy. We were learning a lot about each other.

Finally it was Saturday evening. I went to pick CC up at 6:00. I was going to take her down to the city about 30 miles away. I was curious as to how she would be dressed. She answered the door.

"Come in, Don. I hope you like what I have chosen to wear tonight."

I took a long look...then said. "You look marvelous. I think you're a 'Cougar'. I'm impressed."

CC answered. "I remembered what you had said about being sexy and showing a little shouldn't be just for actresses and singers. You're making me feel special.

I knew I wanted to wear this blouse for you. But the skirt that goes best with it wasn't short. I am a seamstress so I cut it off as short as I thought I could possibly wear it and hemmed it. It's only 14 inches long. I'm afraid the tops of my thigh-hi's may show... but at least people will know that I'm wearing stockings."

I smiled. "Your choice of attire for an evening out is very pleasing for my eyes. Thank you."

I should describe what CC was wearing. The blouse was pale salmon in color. Very sheer and clingy. It had half sleeves and a scoop neck with no decorations on it. Her breasts and nipples were quite visible because the room was light. The skirt was light tan. It was tight enough to cup under her butt cheeks, with maybe

3 of inches of coverage. She had on brown heels with about a 3 inch heel. Her short brown hair was nicely curled and she had some wooden jewelry on.

I told her. "Other guys are going to be jealous of me. You are a sexy 'cougar'.

We had good conversation on the drive to the city. She appeared to be comfortable with the way she had chosen to dress. I was very happy.

No one seemed to have a problem with how she was dressed. I knew the place we were going to go dancing was not as brightly lit and it was a place that didn't really have any dress code as long as the ladies didn't get too carried away.

We danced and teased. We shared a kiss after every dance. We were really enjoying each other. When it got late we walked out to my truck. I opened her door and she slid in. I went around and got in. I put the key in the switch and before I could start my truck CC took my hand and placed it on the hem of her short skirt.

She spoke. "Lift my skirt up."

I did as I was told. I was really surprised. What I could see was the lacy tops of her thigh-hi's, some smooth, bare thighs, and a soft bush on her mound. She was not wearing panties.

CC said. "I wanted to surprise you. I think I succeeded."

I commented. "I guess your skirt wasn't too short. Thank you for the surprise.

I guess you know I can't resist a bare pussy... I intend to play with you all the way home."

I drove very carefully with one hand all the way home. My other hand was busy teasing CC. We did get home without getting stopped. I parked in front of her house. I went around and opened her door. She turned sideways to face me.

I had to surprise her. Even with all the playing and rubbing on the way home she wasn't very wet. I guess that happens as a woman gets older. I stuck two fingers in my mouth to wet them. I slipped them into her pussy and pushed them deep. She moaned as she had a small orgasm. I waited for her to come down off her high.

CC spoke. "This is all happening very fast. I'm comfortable if you are. Let's go in the house."

She got out of the truck. I locked it. We went in her house.

I said. "Sit with me a minute on the couch." CC sat down.

I started to explain. "After my divorce I knew I did not want to start another family. My daughters are now grown. I went to the doctor and had a vasectomy. I can't make anyone pregnant."

CC was smiling. "About 3 years after I got married we tried to start a family. I got pregnant but at about 4 months I had a miscarriage. I had to go to the hospital because the bleeding would not stop. My husband was afraid I wasn't going to make it. They had to give me 2 units of blood. We decided that it wasn't worth the risk to my health to try again. A couple of days later while I was still in the hospital I had a tubal ligation. Most people refer to that procedure as a woman having her tubes tied. So I am not able to get pregnant. I guess you could say we're 'double safe'."

She led me to her guest bedroom. CC spoke. "I'm just not ready to have someone else in the bed I shared with my husband. But this is the guest bed. You are my guest."

We both undressed slowly. Not to tease... But we were not in any hurry. When we were both naked... We stepped to each other for a naked embrace.

It felt wonderful to me... And I'm sure it was the same for her. Her breasts felt firm against my chest. I was sure my hard-on felt firm against her tummy. . We turned the covers all the way down.

I lay down on my back and asked her to join me. She sat down, turned toward me and lay down with her head on my shoulder. She was running her fingers thru the hair on my chest and thru my full beard. I was squeezing and rubbing her breasts.

CC spoke. "You are only the second man I have ever been in bed with."

I replied. "I feel honored. Just let me pleasure you for a while."

I started rubbing her mound and the inside of her thighs. She opened her thighs a bit for me. I ran my fingers up and down over her pussy lightly... She still wasn't very wet. I put my two fingers in my mouth again to wet them...then pushed one finger into her opening. Her breathing was getting quicker. I added a finger. I kept just lightly stroking my fingers in and out and started rubbing her clit with my thumb. It was only a few minutes until her first big orgasm hit her.

"OOOOOHH GOD! OOOOOHH GOD! HHHHMMMMNN! AAAAAGGGH!"

I kept going until she had a second strong orgasm.

"OOOOOOHH! Xxxxxxxxxx! Mmmmmmnnn! **********!"

I let her catch her breath. My fingers were still inside her.

CC spoke softly. "That was an incredible feeling. It's been a long time for me."

I curled my fingers up to rub her G-spot. Her body reacted by clamping down on my fingers and she was biting her lower lip to try to be quiet. I pulled my fingers out to let her rest a bit.

CC asked? "What about you?"

I said. "I'm saving myself for round two. I'm going to assume we have all night?"

CC answered. "You called me a 'cougar' and I am not going to let you get away tonight."

We laid there touching each other and talking for an hour. We both felt totally at ease. It's hard to explain how two people can feel so comfortable after only knowing each other for a week.

Finally I had to ask her where the bathroom was. It was just down the hallway. I came back to bed.

CC asked? "Can I pleasure you by draining you?" I really like the feel of a big dick in my mouth. You don't even need to warn me when you're ready... Just let me have everything you have stored in your testicles."

My answer was to sit up... Move my pillow down where I could sit on it... And lie back.

I said. "Now you don't have to lean down so far. I'm going to enjoy this."

She sat down with her feet tucked under her. I was amazed at how flexible she was. She leaned over and started licking my dick and gently squeezing my testicles as she wanted to call them. Then she started taking more of me in her mouth. She held her lips tightly to my member as she started seriously bobbing up and down. I lasted a few minutes and it was my turn to be un-intelligible.

"UUUUNNNG! UUUUNNNNG! AAAAAHHHH!" I filled her mouth with hot cum.

She sucked me dry and swallowed it all.

CC spoke. "Now we can go to sleep. We will definitely continue in the morning when we wake up. "

I pulled the pillow out from under me and put it under my head. CC curled up to me with her head on my shoulder. I was cupping one of her firm 36C breasts in my hand. We were asleep in minutes.

We woke up about 7:00. We had enjoyed last night so much we were sure of where we were. I spoke. "Good morning, CC."

She answered. "It is a good morning, Don."

I leaned over and shared a sweet kiss with her.

CC said. "I'll go use the master bath off my bedroom. You can use the bathroom in the hall."

When we returned CC spoke shyly. "I almost threw this bottle of lube away when

I was cleaning out my husband's things. This will let us fit together better this morning."

I said. "That will make it better."

CC said. "Lie down on your back. I want to ride you."

I responded. "This bed is soft so I'm going to use the pillow again."

As I settled in with the pillow under my butt CC rubbed a little lube on my morning woodie and pushed her finger in her pussy before wiping her finger with a tissue. She straddled me and guided me into her. Smooth as silk.

CC spoke. "It feels wonderful to feel full!"

I replied. "I love how tight you are."

We enjoyed her 15 minute ride. She was raising up and back down... Leaning forward and back... And squirming around in between. I was pushing up to meet her. I was also enjoying having her firm breasts in my hands. A few fast...deep... thrusts and we finished together. The sounds weren't words... Just happy noises.

We cleaned up and had a breakfast of pancakes and eggs with orange juice. We agreed that we would have to get dressed. We talked about what she had done since her husband passed away and what she wanted to do now.

CC had no ties to this area. She had no children. All of their bay area friends were couples so she didn't want to go back up there. She decided she wanted to go back to Tennessee where her sister was.

The house they had leased was owned by a middle aged man whose father had passed away a couple of years ago and his mother had passed away just a few months before they leased the house. He was hesitant to clean the house out other than his parent's personal things and clothes. He hadn't decided if he liked his current house or this one. The house was leased as fully furnished. Including dishes and all the kitchen items.

OneWhoKnows
OneWhoKnows
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