(This story is the sequel to the Seduction of my Favorite Cougar).
My second cougar is a wild, totally uninhibited, open minded to all sexual experiments 39 year old lawyer named Anay.
She is a tall, sensual woman with delicious natural tits, a magnificent ass, often wears her chestnut hair in a ponytail; she has green eyes and a sultry face with thick, inviting lips. I met her because she was a regular customer at a bar where I work part time while attending college full time on the GI Bill. Between work, school and my frequent sexual romps with Marie and her willing cuckold husband Leo, I did not have much free time but Anay is hard to ignore.
I worked three days during the week, after classes. She came in usually twice a week during Happy Hour, to unwind with a couple of drinks before going home to an empty house for she was in the process of divorcing her husband. Executives on the prowl always tried to buy her drinks but she turned them down, icily.
I got to know her over a period of four months, conversing with her in clusters of small talk between drinks, I gathered that she had been a good time party girl in college but still managed to graduate from law school, went to work for a fat salary, married another lawyer and the childless marriage broke up after nine years.
"For the first two years the marriage was nice," she said, "Then he had a bad accident and a near death experience and he became a born again super fanatic Christian unbearable to live with and I put up with it a long as I could and over a year ago we separated."
At this time my relationship with Marie and Leo had blossomed reaching happy orgasms and I was a content man but I also wanted Anay who is extremely sensual. I learned all I could from our chats and archived the information for possible future use.
The moment of opportunity happened on the fifth month since I had first met her; it was not yet Happy Hour when Anay strolled in early, dressed in cream colored business attire and sat at a stool. She smiled at me and ordered a Mojito.
"You are here early." I said.
"It's a day to celebrate," she answered, "As of two hours ago I am officially free, the divorce has occurred."
"Congrats. Now you are free to date and party and start a new life."
"I haven't dated in over ten years," she said, "I would not know how to date now."
I placed the Mojito in front of her before firing my opening salvo.
"Would you like me to teach you how to date again?" I asked.
"I could not..." She said, surprised, "I mean I am much older than you."
"So? I am an adult. You are an adult. What's the big deal if you are a few years older? My girlfriend is older than you."
"Older than me!" Anay said, "And you already have a girlfriend, so how come you are hitting on me?"
"Oh, she does not mind me straying and neither does her husband," I said as I headed to the other end of the bar to serve a couple of new arrivals.
I took my time, knowing that I had totally surprised her; I wanted her to think it over for my direct approach at such a wild level could just as easily work as not work at all and cause huge rejection.
"Is what you just told me all true?" She asked when I returned to her corner of the bar with a second Mojito.
"Sure. You want to meet them?"
"Not on a first date," she answered laughing.
"So you agree to a first date."
"My, oh my, you are a bad boy."
"Guilty. Are you a bad girl?"
"I was wild in college and law school but I've been a very boring girl during my married years."
"Let's set a time and place for our first date and the end of boredom. How does tomorrow afternoon fit into your schedule?"
"What do you have in mind?"
"I drive a scooter. When was the last time you rode a scooter?"
"Since college."
"We could scooter ride down to South Beach and do lunch at one of the outdoor cafes on Ocean Dive."
"Sounds good."
The following day Anay wore sneakers, white jeans that wrapped tightly around her enticing ass and a red halter top, while I wore moccasins, jeans and a polo shirt. We did the scooter ride on Saturday afternoon, ate fresh seafood at a cafΓ© and broke the ice with conversation. She asked me about life in the Navy and we made small talk, feeling comfortable with each other.
"This is my first date since college." She said, "I've been separated for over a year but I did not date because I did not want to give my husband an excuse to complicate the divorce and yesterday, when I was finally divorced, I felt scared, so new to today's dating world, so insecure. So this is nice, breaking the ice on a new era of my life."
I nodded. I really like her as a person. She is very up front and I was enjoying the date.
"I'm feeling good, actually feeling free and daring, so how about going back to my place for a drink?" she asked, seductive smile on her lips..
"How about a joint with the drink? When was the last time you smoked weed?"
"College. Oh, wow....that sounds interesting."
"I have a few fat joints. Let's go."
It was about three in the afternoon on a breezy Saturday when we arrived at her home on the Roads section of Miami, a Spanish colonial cottage with a swimming pool and green foliage that provided privacy from prying eyes. We sat on lounge chairs in her pool deck while we smoked a joint and a half and drank almost a full bottle of a dry white wine before the sexual desires kicked in at full speed.
"So what do we do now?" Anay said, "Are you going to make your move or do we say polite goodbyes and you go home?"
"I'm definite on the move but taking my time, enjoying the anticipation; are you in a hurry?"
She laughed.