I met this very nice older, married Jewish lady. She was about 15 years older than me, in her early 60s, when we first laid eyes on one another.
We started talking through a dating website for married people looking for a special friend. After the usual introductions -- and realizing that neither of us was about to betray the other -- we started a regular correspondence through email for about a year. These weren't just short, cutesy, riddled with sexual euphuisms in a few sentences. These were profound notes, where we shared our frustrations of being in long-term marriages that were no longer satisfying, emotionally, mentally, or physically.
After nearly a year of corresponding, and a few phone calls, we met in person one morning for coffee. The first thing I noticed about her was her smile. It could light up a room. She was also short, around 5'4", and what many would consider overweight or a BBW. But she was incredibly friendly, had a wonderful sense of humor and, as I saw her, very beautiful.
In time our meetings always ended the same way. We would get in her car and passionately kiss one another. As these get togethers increased over time, I would gently squeeze her breasts and feel her entire body. One time, even though the parking lot was crowded with cars, I even sucked on her nipples. She was shocked and surprised by my actions but very much enjoyed it.
After about a year of meeting for coffee, we finally got together at a hotel about halfway between her place and mine. This was the day we set that, at the very least, we would be nude with each other. After entering the room -- it was a rather upscale hotel -- we got on the bed fully clothed and just talked and held one another. Eventually, we started kissing and hugging and, in time, she was comfortable that this first love making session of ours would be very enjoyable; and with that, she excused herself to go to the bathroom. After she shut the bathroom door, I removed all of my clothes with the exception of a red thong.
She returned looking stunning, wearing only a beautiful, black silk robe. I was laying on the bed wearing only my red thong. She saw my throbbing hard on and said, "Wow," as she gently placed one of her hands over my thong and rubbed my cock.
After she laid down, we started kissing. I rolled on top of her and kissed and licked her earlobes. Eventually, I pulled back both sides of her robe and started licking her neck and massaging her nipples. She moaned as I gently touched them with my tongue and sucked on them, too.
Eventually, I started tonguing her torso before making my way to her gates of Venus. She was slightly hairy but as far as I was concerned, that was no big deal. I gently parted her vaginal lips with my tongue and felt the full length and warmth of her beautiful vagina. I gently toyed with her nipples as I tongued her and searched for her clit.