Kelly's Diary 120 - Waterskiing Adventures With My Mom - Cover

Kelly's Diary 120 - Waterskiing Adventures With My Mom

Copyright© 2025 by Kelly85

Chapter 4: More Than Just Teasing

Incest Sex Story: Chapter 4: More Than Just Teasing - One of the hottest times I had on a lake was when Kristen and I went waterskiing with one of her boyfriends and his brother. Kristen wasn't available this time but a couple of guys didn't seem to mind that it was just me. The only question was, how far would they go with my mom there watching? Well, actually two questions... Would she just watch?

Caution: This Incest Sex Story contains strong sexual content, including Ma/Fa   Fa/Fa   Consensual   True Story   Incest   Mother   Father   Daughter   Group Sex   Exhibitionism   Masturbation   Oral Sex  

After both Mike and Tim had skied my mom suggested we find someplace to have lunch. As many times as we had been on this lake, my mom knew all the little coves and inlets where we could find some privacy, even on a busy day like today. We wound our way out of sight from the rest of the lake into a small cove where we anchored out in the middle, away from the shore enough that the breeze kept most of the bugs at bay. My mom got out the picnic basket and started to get lunch ready.

“Hey, it’s going to be a few minutes before lunch is ready. Why don’t you kids take a dip or something to keep yourself occupied.”

Well, I think I knew what the boys would have LIKED to do to keep their dicks occupied but neither of them seemed ready yet to come out and say it. The guys both dived in while I stayed on board and started to help out my mom.

“Not exactly big when it comes taking hints, are they?” my mom said in a low voice.

“I know!!” I huffed, “God, I practically stuffed Mike’s hand right into my pussy and he STILL didn’t get it.”

“Well, I can handle lunch, why don’t you try being a little less subtle?” sh suggested playfully.

Well, that certainly was a broad suggestion but it was typical “mom advice”, not always specific but just enough to push me in the right direction. I gave her a quick kiss and moved up to the bow of our boat where I like to lay out and work on my tan. Spreading out a beach towel over the hot fiberglass, I sat down and watched the guys swimming below me.

“You guys don’t mind if I take off my top to work on my tan, do you?” I teased them.

Needless to say, there were no dissenters as I untied the knots behind my neck and back. When I slipped off the halter top, my perky 34C breasts were exposed to them. Even with this broad of a hint, the guys still didn’t seem to know whether they should be looking or not with my mom being there. I laid back on my back and let the warm sun beat down on me. All I needed now was a couple of nice hard cocks and it was killing me that there were two of them almost within reach of me and they weren’t in me, not even close.

My mom soon had everything ready and called out to us to come and get it. The guys climbed back in and dried off while I gathered up my things and stepped back into the boat, strategically “forgetting” to put my bikini top back on.

“Um, Kelly, forgetting something?” my mom said, nodding her head towards the guys. I looked at her with a “are you crazy?” look and grinned. She knew full well I hadn’t forgotten anything and this was just her way of trying to get the guys to be more aware that she really didn’t care so I played along with her.

“Oh mom, what difference does it make? It’s not like we’re out in the middle of the lake or anything. Besides, Mike and Tim don’t mind, do you guys?”

Obviously unsure how to respond, both of them kept quiet and just nodded in agreement. My mom rolled her eyes and didn’t say anything more. Were these guys gay or what?

“Why don’t you take off yours mom?” I teased her, figuring maybe if we upped the ante it might help these guys along. Out of the corner of my eye I could see both our guests noticeably taking a deep breath. Seeing a girl their age expose her boobs probably wasn’t all exceptional as I imagined the girls were drawn to them. Seeing a forty-something mom’s boobs, especially one as sexy as my mom with her topless daughter next to her, now THAT was something I was sure they didn’t get to see every day.

My mom gave me a “I can’t believe you said that” look but then she also must have seen the expressions on the boys’ faces. What the heck, it wasn’t like she was letting them touch her or anything. I wasn’t sure if she was doing it for their benefit or for real but either way she shrugged and slipped it off, exposing her white boobs which looked even hotter with the dark tan surrounding them like a frame. I grinned as she couldn’t resist flirting a little.

“So what do you think boys? Not bad for the mother of a 21 year-old, eh?” she teased them.

It was SO naughty of her! I’d never seen her tease any of the boys I dated like this, at least not so blatantly. Heck, for that matter I’d never seen her bare her boobs to anyone outside our family before! Judging from the way her large nipples were pointing out, she seemed to be turned on a bit herself.

Neither of the boys answered and to be honest, I doubted that my mom really expected anything from them. Their stares were more than enough to make her happy. It must have made her feel good to know that even at her age she could still get the undivided attention of two young boys, even with her daughter sitting bare-chested next to her!

That was enough for now. Tossing my top and towel over to the side, I grabbed a plate to start eating. Our two guests remained silent but I caught them looking at each other with a “Wow, is this really happening” look on their faces.

Speaking of baring boobs, growing up in my teen years I was always embarrassed by my breasts or, should I say, lack of them. My best friend Beth was already into her B cup when my mom was just starting to buy me training bras. It seemed Mother Nature was always forgetting me year after year as I watched other girls my age and younger sprout incredible breasts while mine remained no bigger than most young thirteen year-olds. They WERE nice and perky without a bit of droop and my nipples would harden and enlarge just as much or even more as girls with bigger boobs; but that didn’t help when it came to filling out a halter top or skimpy bikini top. As a result I would wear a lot of tube tops and other tight fitting outfits which made the most of what I had but you can’t wear those to church. Now, at the ripe old age of 21, I was finally proud of my boobs and today I loved the way they looked with the sun beating on them. Maybe someday I would have great boobs like my mom and turn head when I am her age!

As we ate, we chatted about some a number of things, nothing of any great importance. I got up to get another Diet Coke out of the cooler (my favorite drink) and as I reached into the cooler I made a point of not bending my knees but instead bending at the waist, drawing my thing up tight into my ass crack and even somewhat between my pussy lips. THAT should have gathered some looks although I didn’t dare look back without having to admit I was doing it just for show. When I got back, I looked at Mike and Tim sitting together on one of the side cushions.”Do you guys mind if I sit between you?”

Tim looked at Mike and they quickly moved apart, leaving me plenty of room to sit between them - too much room if you asked me as even with me seated they were at least six inches away on both sides. I finished eating and set the pop can in the holder behind us.

“Ahhhhhh, guys, you know I don’t bite.”

My intentions were clear but they both looked at my mom who tried her best to pretend she was oblivious to what was going on just a few feet away. There wasn’t a doubt in my mind that she was listening in on every word but she managed to hide it well. Both of them scooted a little closer but still weren’t as tight up against me as I would have preferred. I put my hands between each of their legs and pulled on them to all but drag them in closer. They both dutifully scooted over until I felt their wet shorts against my warm, sun-dried legs. Most important, I left my hands on their legs and closed my fingers down enough until I was firmly gripping them through their shorts.

“Hey mom, look what I’ve got!” I called over to her at the other end of the boat where she was now eating her lunch in the driver seat behind the windshield.

My mom turned to look at us, acting as if that was the first she had seen or heard anything. She frowned and shook her head at me.

“Now Kelly, stop teasing the poor boys.”

“Ahhhhhh, they don’t mind. Do you guys mind?”

Both of them seemed to have lost the ability to speak but they shook their heads to indicate I wasn’t. Liars!

“Now THIS is teasing,” I announced as I let my hands move upward until I had their crotches cupped in my hands. I could feel both their dicks under their shorts and I gently rubbed them through the denim material.

“You guys don’t mind me doing this, do you?” I asked innocently.

“Ummmmm, no, we don’t mind,” Mike quickly replied. Tim shook his head to indicate it was OK with him as well although I knew both of them were more than a little aware that my mom were sitting not more than a few feet away.

“What’s the matter Mike, you don’t think I asked you guys to come with us just so we could water-ski, did you?”

“Ahhhhhh...,” was all he could get out. Surely in his fantasies he had envisioned something happening but with my mom along for the ride any real hopes he might have had undoubtedly didn’t include something like this.

“So, which of you two has the biggest dick?” I asked, in the same tone as if I was asking them what the time of day was. They were both too stunned by the off-the-wall question to respond so I just got up and stepped in front of Mike and reached down to grab his zipper.

“Well, if you’re not going to tell me then I guess I’ll just have to find out for myself then.”

Mike suddenly realized what I was doing and his hands covered mine to stop me from unzipping him.

“Ummmmm, Kelly, your mom?” he said softly, trying not to let my mom hear.

“What about her?” I responded in an annoyed tone of voice.

“Well, I mean, she’s right there!”

“So what, you got something against her watching? Look at her ... does she look like she cares?”

My answers were obviously not what he was expecting and for a moment he just sat silently, looking back and forth between me and my mom.

“Don’t worry Mike,” my mom called out to him, “Kelly’s a big girl, she can do whatever she wants. Besides, it’s nothing I wasn’t doing when I was her age.”

Mike’s hands relaxed enough for me to continue unzipping him but I could tell the rest of his body was tense. I guess I could understand his nervousness. Perhaps the biggest fear most guys have is getting caught fucking a girl by her parents and here I was, unzipping his shorts right in front of my mom. Well, apparently not ALL of him was nervous. It amazes me sometimes how independent a guy’s dick is from the rest of him. I guess that’s why people call it a head - because it has a mind of its own and does what it wants to do.

I reached into Mike’s shorts and was pleased to see he wasn’t wearing any underwear which gave me immediate access to his cock. It was already pretty hard but I was still able to maneuver it out through his zipper without having to unbutton his shorts. Once free, it flopped out and stood up in the air with the bright sun showing it off...

“Mmmmmmm, now THAT looks pretty good. Let’s see what Tim’s packing over there.”

I moved over to Tim, who had been nervously watching the entire thing with his brother. He knew what was coming when I started to go to work on him and after what I had done with his brother, he didn’t protest or try to stop me. Once his cock was free I stood back as if I was evaluating them.

“Hmmm, they look pretty close. It’s hard to tell, though, with those shorts on. Let’s go, take them off!”

Neither of them moved a muscle. Instead, they both looked again over to my mom who was watching with about the same expression as if she was watching the evening news on TV. I had to give her credit, it wasn’t like I made a habit out of doing this in the past so I knew she had to be a little turned on yet she each remained passive and almost looked bored.

“Well you guys quit looking at my mom’s boobs and listen to me?” I said sternly. “OK, what if I take mine off first, would that be better?”

Actually, there wasn’t a whole lot of difference between having mine on or off so it wasn’t quite the same as asking them to strip but who was going to argue over square inches of material? I quickly slipped my thing down off my hips and they fell to my feet where I quickly stepped out of them one foot at a time. Reaching down, I picked it up off the deck and tossed it over to where my halter and towel were. Now I was totally nude as I stood back in front of them.

“C’mon, are you two just going to sit there or what?”

The brothers looked at each other and from their expressions I could see they figured, what the heck? From the erections they were sporting it was obvious they were horny and if there was one thing I knew from my life experiences, it was that I could get a guy to do damn near anything for me if I got him horny enough.

They stood up together in unison and almost as if they had practiced it before, together they unbuttoned their shorts and pushed them down and off their legs. Their cocks sprung out from their damp crotches and I could see the family resemblances were in more places than just their faces.

“Hmmm, let’s see what we’ve got here,” I purred as I stepped up to Mike and reached down to grab his dick. It was decent sized, nothing to brag about but not to be embarrassed by either. I could feel the hardness in my hand and the warmth of his erect cock as he throbbed in my grip.

“Mmmmmmm, not bad, not bad at all. Now let’s see how Tim compares to his older brother.”

Moving over to Tim, I grabbed his stiff cock and stroked it gently. It felt about the same as Mike’s, at least close enough that I couldn’t really determine which was bigger.

“Hmmmmmm, they’re pretty close,” I mused. I turned to my mom and asked, “What do you think mom, who’s got the bigger cock?”

My mom grinned and answered saying, “Hard to tell from here, guess you’ll have to use something else to compare them.”

I was still holding Tim’s dick so with a glance and a wink to my mom, I dropped to my knees and took his dick in my mouth.

“Holy shit!” Tim gasped. Up to that moment, he must have thought the whole thing was some practical joke or something but when I started sucking his cock, he finally seemed to realize that I was dead serious about all this. I could just imagine the thoughts running through his head, not the least of which had to be, “God, NOBODY is going to believe this back home.”

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