Even though it appeared that the summer of my wildest fantasies was about to come to a screeching halt, I had one more dream to fulfill. Both Linda and Sharon had expressed an interest in a lesbian hook-up, at least to my way of thinking. And I felt it my duty to do whatever it took to make it happen. Admittedly, I had some selfish motivation. I could think of nothing hotter than seeing Sharon and Linda munching on one another unless I was a participant as well. What a sendoff that would be!
To make this come off, it would require some careful and, perhaps, nefarious planning. Sharon had told me outright that she had no problem with sex with another woman given the right circumstances, and I could see that Linda thought Sharon was pretty hot stuff. The age difference was only more of an attraction. It is important to note that my perspective on their viewpoints might be slightly biased. I tended to think with my cock.
Sharon called me and suggested we go to her family cabin for a weekend romp since her folks had other commitments and wouldn't be using the place. It was a beautiful spot in the pines, and once we got settled in, we enjoyed some of our typical monkey sex in front of a roaring fireplace. And even though we were missing a bear rug, the ambiance was still dramatic for fucking, When we were recuperating, I threw out a teaser.
"You know, I'm finishing up my work with Mrs. Collins, and we ended up having a pretty frank conversation the other day that even touched on the subject of sex. She revealed to me that she had been lonely and looking for some excitement in her life, but the men she knew just didn't seem to be right. At first, I thought she might be hitting on me, but as we talked it sounded more and more like she is thinking seriously about expanding her search to include looking for another woman for a sexual adventure. She alluded to some lesbian flirting around in college with a roommate, and that maybe that was what she needed–another woman instead of a man."
Sharon eyed me skeptically at first. But as I continued, I noticed she was listening intently.
"So I thought, what the hell, this could be pretty hot. I told her that I knew someone who was attracted to her and might be open to some fun--or at least a friendly social interaction. At first, she was dismissive, but then she seemed interested, as long as it was all on the QT. The last thing she needs is a scandal before taking on her new job. But she's also moving pretty soon, which is good and bad. Good because it would be a one-time fun-time, and bad because there isn't much time to make it happen."
"Wait. Are you suggesting that I have a lesbian fling with Mrs. Collins? What the hell made you think that, Sammie? I think you're just a tad crazy."
"Well, you said you thought she was hot and you wouldn't mind jumping her bones. And she thinks you are the cutest thing since puppies, except she also thinks you are veeerrrry sexy. I'm just sayin'. But better yet, can you picture having a menage a trois with Mrs. Collins and me? Mrs. Collins seems to be open-minded about that kind of stuff from the way she was talking. I asked her all kinds of questions that were pretty revealing and she didn't balk for a second. I bet she'd go for it. And then she'd be gone so it would be a one-time deal."
"So, I'm supposed to call Mrs. Collins and say, 'Hey, let's fuck. I like your tits.' Jesus, Sammie. What are you thinking?"
"No, no--not at all. Here's what I was thinking...." And I outlined my plan, which was pretty good if I do say so myself. I indicated to Sharon that Mrs. Collins and I had become close confidants since the death of my mother, and she trusted me implicitly, or so she indicated.
"Honest to God, Sharon. Lately, she has opened up to me about being lonely, not to mention sexually frustrated. I was shocked at just how frank she was with me, but it made me realize that she is just like all of us: she needs love and attention."
"This is just a bit hard to believe, Sammie. She is very attractive, but I was never serious about having an affair with her. I can't believe you thought that."
But I explained further how it might work. I would set up a night for Sharon and me to meet with her and have some drinks to socially lubricate everyone. Then we could jump into her spa and take it from there. If nothing happened, at least we had a nice evening and Mrs. Collins would appreciate our company. On paper, it was perfect.
"Listen, Sharon. I admit the hottest thing I can imagine is you and Mrs. Collins just doing some kissing and fondling, but even better, if I could participate, I'd be in heaven. Mrs. Collins once slipped and said something about being obsessed with large penises, so I thought if I could give her a glimpse of mime in the hot tub, it might get the action rolling."
"So, be honest, Sammie. You'd like to screw middle-aged Mrs. Collins. That's what this is all about?"
"No, no. You're getting the wrong idea. Sure, she's attractive if you like older women. I prefer nineteen-year-olds, by the way, but I just think the poor woman needs some excitement, and it seems like you think she's hot, so that is a natural connection. She is a wonderful lady, and I feel sorry for her. Honestly, I wouldn't mind joining in if the opportunity arose, but only if you didn't mind. This is a one-time adventure, and nothing is written in stone. Most likely, we'd just have some drinks and get a hot tub soak and nothing more. I just thought we could get the ball rolling and see where it ends up. What could it hurt?"
So even though she seemed skeptical, Sharon eventually accepted the idea that an evening with drinks and snacks would be okay, albeit with some serious reservations about my intent. Now I needed to convince Linda.
A couple of days after my anal conquest, I was to do a few end-of-the-season chores at her house. She found me in the garage and hugged me. After a few smooches, I jumped right in.
"Hey, remember our conversation about Sharon the other day? Well, Sharon would love to get to know you better, so I thought maybe I could bring her over for drinks and an end-of-the-season soak in your spa. It would be a great chance to relax and meet someone who admires you, don't you think?"
"Sure, that sounds great. Sharon seems very sweet. But don't get any big ideas, Sammie. I was just thinking outside the box, so to speak, about Sharon. She's very pretty and sexy, but let's just keep this platonic. You seem to be implying other motivations here. I'm just a bit suspicious."
"No worries, Linda. Strictly platonic, of course! That was all I intended. Just an end-of-the-summer meet and greet. I'll do all the leg work. Maybe you can think of some hors' d oeuvres and some decent wines. Sharon loves red wine. Let's shoot for next Saturday night." Her comment about thinking outside the box was not lost on me. I was thinking precisely about the box to use that term in a slightly different sense. Regardless, the ball was rolling. I began to fantasize about the possibilities.
And so after a bit more back and forth, it was set. Each of us had slightly different expectations, but I hoped that we would come together in the end, no pun intended.
I picked up Sharon after calling and reminding her that this was a spa party and to be sure to bring her sexy two-piece bathing suit. When I picked her up she was wearing a loose Hawaiian dress.
"I said this is a spa party. What is it with the army tent?"
"My bathing suit is under this, you idiot. I'm not going out on a date in a bikini."
"My bad. I just like to see your tits. I know they're in there somewhere." I smiled and tried to cop a feel.
"Save it, Romeo. I'm still nervous about this whole idea."
"Relax, we're just going to enjoy the evening. A little wine, some snacks, and a hot tub. A recipe for fun."
We arrived at Linda's and she greeted us in a flowing silk robe cinched tightly at the waist and accentuating her boobs, which was easy to do. The evening was warm and beautiful, cloudless, and with bright stars twinkling above. We poured drinks and after some small talk, Linda said, "Let's do a soak. The temperature in the spa is perfect.
Her spa was spacious and could comfortably seat 6, but with three of us, we were able to chat and continue drinking easily. Linda removed her robe to reveal a skimpy top and a low-cut bottom that accentuated her assets despite her age. Her tits begged for release and provided cleavage that was impossible to ignore. Sharon took off her "army tent" exposing a two-piece that tastefully displayed her perky breasts and apple ass. I wore a pair of tight speedos that left little to the imagination about the size of my cock. Sharon eyed me suspiciously when I removed my sweatpants and shirt. Even flaccid, my cock was noticeable in the stretchy nylon.
"I love your two-piece, Sharon. Ah, to be young again and sport perky boobs like yours. You have a wonderful figure. I bet you work out to look like that."
"Thank you. I used to be a gymnast but I've lost a lot of muscle in the last year. Thankfully, I've been able to keep my weight down, but I tend to put on pounds in my boobs. Speaking of which, those are quite the hooters you've got there. What are they? Double D's?"
"I'm a bit embarrassed to say. Yes, 34 double D's. It's hard to find bras to fit anymore. I've thought about breast reduction but I'm attached to these babies. Most men won't look me in the eye anymore. That's one thing I love about Sammie. He sees me for something other than a pair of boobs. Sorry to be so blunt. He accepts me for what I am–a somewhat lonely 40-year-old divorcee who wants to find someone who sees beyond a person's physical aspects."
"Please don't think I'm too forward for saying this, Mrs. Collins, but you are gorgeous. Sammie tells me all the time about how nice you are. Funny, smart, and caring. If I were a man, I'd be head over heels with that alone. Looks be damned. But then, you are beautiful as well, if I do say so myself. I think that can intimidate men."
"Oh, Sharon, that is so sweet of you to say." Linda paused for a few seconds, then leaned over and hugged Sharon. "Thank you. And so are you. Beautiful, I mean. Sammie is a lucky man."
My cock rose as I watched them embrace and those beautiful tits mashed together.
"Well, I am a lucky man, and I'm head over heels with both of you. Hug ME while you're at it." The alcohol was beginning to loosen us up. I embraced both of them and kissed each one, first on the cheek, and then in an afterthought, a peck on the lips. An awkward moment passed where the two women seemed to be groping for words, so I reached over to a side table and poured more wine.
"Here's to a successful end of summer," I toasted. We all three raised our glasses in acknowledgment.
After several drinks combined with the heat of the spa, we all felt a bit giddy. Plus, I was unsure how much more I could take watching those beautiful hooters floating and bobbing in the hot tub. Despite all the giggling, Linda was unconsciously touching Sharon and laughing at everything she said. Sharon was sopping it up.
"You are so funny, Sharon. Sammie never told me what a wonderful sense of humor you have." She reached over and placed her hand on Sharon's thigh. Beautiful, sexy, AND funny.
Sharon returned the compliment, "Well, I appreciate how frank you are, Linda. Most people your age are uptight about sex and things like that. You seem so young. Um...I hope that doesn't sound like I think you are old. I mean, you look and talk like someone much younger. I guess I had better quit while I'm ahead." Sharon turned red as she fumbled for what to say.
"Oh, Sharon. No worries. I am older, but I don't feel old. It is so refreshing to be around a couple of teenagers even though you are both in college now. But thank you for your sweet words." Linda gave Sharon another hug, this time it was more of an embrace and it lasted for several seconds before Linda apologized, "Sorry. Guess I'm getting a little carried away here."
"Oh no. That's fine. I'm so glad we could finally get to know one another. And I need hugs from another woman from time to time." Sharon hugged Linda again and then kissed her on the lips briefly. "Especially one as sexy as you." She giggled in apparent discomfort at her forward gesture.
I cleared my throat. "So...what do you say we dry off before we turn to prunes and go inside? I could use a snack and I think I saw some already prepared and sitting on the table.
We emerged from the spa and wrapped ourselves in fluffy towels. Linda paid special attention to Sharon, rubbing her with her towel as well. "Are you warm enough, Sweetie? Would you like a robe?"
"Oh, no thanks. I'm fine. It's still warm out but I'd better sit on the towel so I don't soak up your furniture."
"Don't worry about that. Besides, I love staring at that cute bod of yours in your bikini. Sit down and I'll get the snacks and some more wine."