For those of you that have read about our previous adventures, all of them have been with either people we know or an arranged scenario. We recently had our first “random” encounter while on vacation in Florida.
We snuck off for a few days on the Gulf Coast earlier this summer, renting a condo on the beach and looking for a little relaxation and sunshine. We had not had much away time over the summer, so this was something we were both looking forward to and was deserved! After arriving at our condo, we unpacked and put on our swimsuits for a little time on the beach after the trip. As you may recall, we are both in our late fifties but Deb has a great swimsuit body, even though she’s a little thicker in the middle than she wants to be.
After a couple of hours (and several drinks) on the beach, we cleaned up and decided to walk to a little restaurant down the street. Deb just put on a nice pullover on top of her swimsuit. We got a table and there were several people at the bar, including a guy that kept looking over at us. He looked to be about forty with salt and pepper hair, and in good shape. I started teasing Deb that she had an admirer and she looked at him and smiled, then turned back to our table. After a couple of drinks, I decided to make a trip to the men’s room and had to walk right by this guy on the way there. I stopped and introduced myself and found out his name was Rod. I told him I was taking a break but to go over and say hi to Deb. He laughed and said he might just do that, and I moved on.
I took my time in the men’s room to give him a chance to do it and returned about fifteen minutes later to find another chair pulled up to our table and Rod and Deb talking. I was not expecting it, but I was starting to see this as an opportunity! I sat down and she said that Rod had stopped to say hi and that he owned a condo in the building we were in. While she was talking, I saw that his eyes were devouring her body (her pullover was tight across her boobs and rode up high). I don’t think he realized I saw it, but I know he was finding her hot. I told Rod to stay and have a drink with us, which he did until they delivered our meal. He excused himself and went back to the bar while we ate.
Deb seemed unusually interested in him since she had just met him and wondered if he was married, what he did for a living, etc. I had no idea but told her if she was interested in that she should have a drink at the bar with him.
We finished our meal, and Deb said, “Well, I’m going to have a drink at the bar. Care to join me?”
I told her I was comfortable at the table, but to go ahead and talk to Rod.
Deb went to the bar and touched Rod on the shoulder and asked if she could sit down (when she’s had a lot to drink she can get very friendly and flirty). He eagerly pulled a chair up and ordered her a drink. I sat about fifty feet away with a good view, so decided to just watch and see what transpired. They talked quite a bit, with him leaning into her due to some of the bar noise and tending to stay in close. When Deb ordered a second drink, I knew it could be an interesting evening. After about forty-five minutes of them talking, Deb came back to the table and said that Rod had invited us to his condo to have a drink on the balcony. He had a larger unit on the corner of the building with a wrap-around balcony and she wanted to see the unit (at this point I’m thinking “Rod” and the “unit” could turn into an event!). We walked back to the condos together and rode up in the elevator with Rod, and Deb was very chatty and leaning into me, which told me she was pretty sauced up.
Once we arrived at his place, Rod gave us a tour of the rooms including his master suite that had a door to the balcony, with underlighting on the bed and large mirrors on the closet doors. It seemed like a bachelor pad to me, and I was starting to feel like this was a normal night with Rod and the tourists.
Rod told us to go out and get comfortable on the balcony and went in to mix us some drinks, so we sat down outside and enjoyed the ocean view and the breeze. After Rod came out, we all talked for a while about our everyday lives, and he told us his wife had left him two years earlier and that he decided to move to the beach and enjoy being single for a while. His job allowed him to work from home, so it was a perfect fit for him. Deb was hanging on every word, and I noticed that her nipples were very hard under her top and pullover and I imagined she was also wet between her legs.
Deb excused herself to freshen up, and Rod and I sat nursing our drinks. He commented that she was quite a lady and that I was a lucky guy. I stated that I was luckier than he knew, and if he played his cards right, he might get lucky as well.
Rod laughed and said, “what does that mean?”
I told him that I had shared Deb with some friends and some acquaintances, but that she had never been “picked up” or had a one-night stand since before our marriage. Rod was very interested by this time, and I told him that if he could talk her into it, he could go as far as she would let him, and I could tell he was ready to take that challenge!
Deb returned and sat in her chair, but her back was slightly turned away from the view. Rod told her to come sit on the couch where the view was better, and she moved over to get comfortable. We had another drink and talked, and somehow the conversation turned to getting older and surgeries to look young. Deb had a boob job about five years ago, as well as a tummy tuck and I was surprised when she told him about her surgery, and he asked a number of questions about it. He had wanted his former wife to have it done, but she feared the pain and wouldn’t do it. She talked at length about the pros and cons and how she was glad she got it done, so I decided to put a little edge in the conversation.
I told Rod, “Her tits are great and look so natural, which isn’t always the case.”
He jokingly said that they looked natural and good! Deb blushed a bit but thanked him. I told her that Rod had surely seen his share of women’s breasts, and that she should show him how great hers turned out. I thought she would just take off the cover she had on as she still had a bikini top under it. After a minute’s hesitation she pulled the cover off, and he could see about 60% of her boobs with cleavage, side boob, etc. Rod joked that it was the swimsuit top that was holding them up, and Deb slowly pulled the top up exposing her breasts in full glory to Rod! He was very complimentary of how firm they looked and how they stood up with her now VERY hard nipples. She turned side to side, but didn’t really get closer to him, just giving him a view.
I stood up and walked over to the couch and sat down behind/beside her and told Rod, “What I like about them is they FEEL natural and not fake,” and then put my hands around her and gently massaged her tits and nipples showing him how soft they were. Deb didn’t resist but leaned back against me while I kneaded them. She turned to say something to me, and I gave her a little peck on the lips, which she turned into a longer kiss!