I was just chillin, looking forward to having the house to myself for the weekend because my Stepmom was getting ready to go out with her new boyfriend for the weekend. But then I heard her crying, so I went to see what was going on. She was super bummed because this is the first guy she has dated since my dad passed, and he broke up with her right before the trip. I thought the best way to cheer her up would be to offer to be her date instead, and although she balked at the idea of it being a date, she accepted my offer to go with her anyway. I couldn't help but noticing the pile of swimsuits next to her, and imagining seeing her in them, so I suggested she try them on for me. She reluctantly agreed, telling me not to peek. And that is the first thing i did. It was such a turn-on watching her changing right there in front of me. Even more a turn-on since i had to be sneaky about it! As she was putting her dress back on, she asked if i would help her to finish packing. I agreed and while i was putting her suits into the case, I thought 'what would happen if i only left the thong in there? She would have to go topless then, right?' Without hesitation, I stuffed the suits and tops in the closet, only leaving my Stepmom with the sexy black thong to wear at the hot spring! My Stepmom was expectedly surprised when we arrived, and she unpacked, only to find the thongs, no tops! I tried to act like I was clueless, even though I knew damn well I left her bottoms and other suits behind. She reluctantly conceded that she would have to go topless, luckily the pools are private. I got to have a great view of my Stepmom's ass as she got cleaned up in the shower and i thought i want to see that ass bouncing on my cock before the end of this weekend. But I know I have to go slow in order to get her relaxed, turned on, and convinced to cross the line with me. She looked so good getting into the pool in nothing but her black thong. I slowly positioned myself to massage her shoulders, and as i felt her relax, i moved my hands down her chest, teasing around her breasts. She didn't stop me, so I kept pushing the boundary. And my boner grew up til she felt me poking her back with it. She jokingly asked me 'whats this?' and when she slid down into the water, i busted it out and suggested she return the 'massage'. At first Helena was embarrassed, but I could also see the cock greed in her eyes, as she reluctantly came closer to start my cock massage. Her hands are so magical, I have to hold back from cumming too soon. But eventually i get really worked up and in the rhythm, so even though she has little titties, i got her to mash my cock between them as best as she could fit me. We had to do things quietly because the roof was open and everyone in the whole place can hear whats happening in all of the rooms. I think we heard some kind of sex splashing next door, so at least we are at the right place;) This morning I was feeling a bit more audacious, feeling like after yesterday's little handjob in the pool, Helena must be feeling more comfortable around me. So, when she came into my room this morning, I got the courage to ask her if we could both go nude. At this point, I know she is on to my game, but she is also playing with, agreeing to go nude. I'm not gonna lie, my cock was hard out the gate, watching my Stepmom bending over to pull up her ponytail. She got into the pool and i sat up on the edge telling her i am just going to dip my feet, and thats when she turned around and noticed my wang standing proud at the sight of her nude body. Her mouth opened and her eyes widened, as she asked me : 'again?!" I lamely tried to cover myself with my hand, when she said the unexpected: "Well I guess Stepmommy is going to have to take care of this" As she came in closer and wrapped her mouth around my cock! We tried to be quiet so nobody would hear, but I am not sure it worked, as she was slurping me up so passionately, and I was just trying to keep myself from groaning in pleasure from her expert oral skills. She didn't even shy away from swallowing my entire load! I can't imagine why her boyfriend would have turned down a weekend like this, but I am happy to take his place;) After enjoying our last day at the hot springs, and getting an amazing blowjob from my stepmom, we were getting ready for bed back at our rental when she came out of her room suggesting that i come in and 'cuddle' with her like we used to. I responded 'yes' without hesitation, and headed right in there with her. I sat on the bed and she immediately started stripping out of her dress, explaining that she lounges in the nude and coyly asking me if i lounge in the nude as well. Regardless, i agreed as she pulled off my pajama pants, coming straight for my cock with her talented mouth. But she didn't stop there. I was thinking 'yes my plan is working!' as she climbed up to mount my throbbing cock with her already-wet pussy! Feeling and watching her ride wit