The next morning, we were up early and headed to the airport, went through security had the seven hour flight and arrived in Maui. The flight was awesome by the way, flying first class is amazing when you are on such a long flight and you have your own 'pod'. The only thing that sucked was that because of that, Lisa and I were not close enough to try to fool around. I was hoping I'd be able to put a blanket over us and try to finger her and make her cum at 30,000 feet.
On the way to the hotel, we stopped at a local store and got gin, tequila, wine and snack foods to have in the room. We got to the resort, and it was amazing. I highly recommend it. As we unpacked our things, Lisa was very aloof and not connected with me. That night, and the next day was just like at home. No real connection to me, no affection, just standard Lisa. Then I woke up the third day because Lisa rolled over more erratic than normal. She flopped and bumped into me. She was still asleep but moaning slightly and her hips were moving.
Lisa has always told me that she gets horny at sea level so I'm thinking 'ok, here we go'. I put my hand on her lower abs, kind of on her hip and she moaned deeper. I slid my hand lower, and she raised her hips up to me. As my fingers slipped on either side of her pussy she moaned and her breathing pattern changed. I stroked up and down the outside of her lips and finally down just below her pussy, in between her pussy and ass then came up, pulling my finger in between the folds of her lips. She was soaked and I mean dripping soaked. My fingers were dripping from all her juice by just parting her pussy lips. Lisa was still sleeping but mumbled 'oh god, Jay, fuck me'. Without hesitation I slid two fingers into her soaked pussy and felt it tighten around them, I started slowly fingering her, in and out while curling my fingers up slightly to hit her g-spot. Within about 20 seconds Lisa came hard and was spraying her juices under the sheets and soaking the bed. She was still asleep. As I pulled my fingers out, with my other hand I grabbed Lisa's hand had put it on my rock hard shaft she moaned and simply said 'fuck yeah', as she stroked me.
You would think that I was a gymnast with how quickly and smoothly I propped myself up and got between Lisa's legs. Smooth and confident, I slid myself into her as her eyes fluttered open and her mouth opened with a deep gasp. 'Oh my god, I need this' was all she said, and I started to pump my manhood deep into her gushing pussy. She was so wet that even with my pumping in and out you could hear and feel the squish and splash of her juices. It had been a while and I knew I wouldn't last long, but she didn't either. Within a minute or two, Lisa was arching her back cumming hard and the bed was soaked. 'fuck me harder' she kept saying and I did, I pounded in her until I couldn't hold any longer and I pumped my seed into her pussy. As I pulled out and started to roll back to my side of the bed I looked down and her pussy was gaping open and pulsing almost like you see a fish breathing, like it is trying to suck in more. I figured what the hell, let's see what she'll do, so as I pulled out and dismounted, I slid three fingers into her cum filled hole. Lisa gasped and just pushed her hips into my hand. I started to finger her at a good pace and as Lisa began to cum I heard her say 'mmmmmmm...mmmmooorre'. So I slipped in a fourth finger. 'oh fuck yessss' Lisa moaned and I picked up my pace even more.
To be honest I was starting to wonder if she would be able to walk after this, I was pounding my four fingers into her extremely hard and fast and she loved it. With one final gasp, Lisa arched her back her cum sprayed out around my hand, pumping my seed that I had put in her out and she collapsed down on the bed.
Lisa never said a word about it after, and we went about our day.
As evening came up, we were back in the room, pouring some cocktails and sitting on our patio with the fire pit started. I had booked a suite that had an ocean and golf course view with a fire pit on the patio and it was very private. As we sat outside sipping our cocktails, I noticed Lisa shifting in her seat. Almost squirming a little. Again, I figured what the hell. I stood up, offered to make her another drink, which she accepted and I went into the room. When I came back out, I noticed Lisa arching her back, flexing a little and still squirming. She was wearing a comfortable set of baggy shorts she got for the trip and a tank top with no bra. As I came up behind her I put her drink in her hand and ran my hand into her top, cupping her tit and gave her nipple a light pinch. Lisa took a deep breath and closed her eyes. I took this as sign for all go and without hesitation came around her seat, kneeled down and ran my hand up the inside of her thigh. Lisa scooted to the edge of her seat, head back eyes closed and breathing very deep. I pulled her legs apart, leaned down and kissed her inner thigh as I made my way up to leg. As Lisa edged further toward me and to the edge of her seat, I quickly repositioned and pulled her shorts off. She had no underwear on. Her pussy was now staring straight at me dripping and slightly open, flexing once again. I love eating pussy and I didn't hesitate I dove right in, licking her lips, flicking her clit and slowly sucking. Lisa's juices started to flow; she was cumming. Not explosive like before but flowing, deep, relaxed and with a moan deeper than I'd ever heard before. I slid two fingers in and began to slowly rub her g spot. Spread my fingers, in, out, together, in, out, spread. Three fingers, in, out, spread. 'oh god' I heard Lisa say with the deep moan. So, I slipped in a fourth finger. Lisa spread her legs further and put her right leg on my shoulder and her left on the table next to her chair. She was wide open, and I began to pump my four fingers in her a bit faster, but not hard. As I did, I began to rub her clit with my thumb. Damn, she was soaked, and her pussy was pumping out fluid constantly.
I was so hard it almost hurt, but I wanted to make sure Lisa was getting what she wanted. I pumped my fingers in and out, rubbing her clit with my thumb, then it happened, my thumb slipped down, and her pussy swallowed my entire hand. I was still pumping my fingers into her and now my thumb was in the mix too. Her pussy flexed and it felt like is sucked me in and with that my hand was in up to my wrist. I was still pumping in and out and Lisa was moaning deep and breathing very deep breaths, hold it then exhaling and doing it again. I was shocked, this had never happened before, and I just continued pumping into her. Lisa arched her back and with one final and very loud moan I heard 'ohhhhhhhhgaaaawwwwddddd' and Lisa squirted juices around my hand. As I pulled out, she was convulsing and her juices sprayed about two feet and all over the patio tile.
Lisa's convulsing subsided and she dropped her legs to the floor. I stood up and again figured 'what the hell' I dropped my shorts and my cock sprung out right in Lisas face. Without hesitation she rotated in her chair and took my cock in her mouth. She started sucking hard and I mean hard, like wanting to suck my soul out through my cock. She pumped her head up and down swallowing my shaft and going deeper than I even knew she could. She sucked me down and as I started to cum, Lisa took my full cock and shaft over eight inched full down her throat. I pumped my cum deep into her and she swallowed every drop.
We both collapsed back into our chairs, neither of us with shorts on. No other words about the session were said, just normal conversation until we went into the room and to bed.
I woke up early the next morning and so did Lisa. She rolled to me, put her leg over me and just said 'I'm horny'. To tell you the truth, I was a little shocked after the night before and the session before that but I'm game. Without a word I pulled Lisa on top of me, she sat up with one leg forward in a squat position, on leg kind of kneeling and slid me into her oh so wet pussy. She started to slide up and down and quickly picked up the pace bouncing up and down, fast and hard, to which I matched with my thrusts upward. Within a couple minutes Lisa was cumming all over me, squirting, splashing down with each thrust and pounding herself into me. Of course, I couldn't hold it either and I pumped my seed into her.
One of the things Lisa decided she wanted to do was the drive on the 'road to Hana', which is almost three hours up a very winding road and three hours back. As we were headed up the road and were talking about the sites, about stopping on the way back to watch the surfers the general beauty, Lisa leaned over, kissed my neck and then went straight for my cock, she unzipped my pants pulled my cock out and started sucking. More passion than the night before, but with hunger too. She wasn't going as deep but sucking and working at it. What I will say is that blow jobs are amazing but for me, I last way longer. Lisa kept sucking my cock and wouldn't stop. The road was winding, and I was focusing on that too but she just kept sucking and moving up and down on my cock. At one point she looked up at me and as I briefly looked down and saw her beautiful eyes looking up, I exploded into her mouth and Lisa gulped down every bit of my load.
After a long day, Lisa and I were spent. We had fucked in the morning, she swallowed me on the drive, and we were now back in the room pouring a couple of cocktails. We had a couple and I went in to make a third. I felt like the other night was replaying but as I turned to head back out Lisa was coming in due to the rain that had started. She passed me on the way to the restroom, and I handed her her drink which she gulped down and asked me to make another, which I did, and as I turned, Lisa was coming out of the bathroom nude. Sexy naked Lisa. She grabbed the drink and sat on the edge of the bed and spread her legs, with her feet up on the ottoman at the end of the bed. Her pussy in full view, slightly open and dripping. 'How about you return the favor?'
Of course, I dropped to my knees and started to lick her pussy. Lisa leaned back on her elbows with her head back and started to relax, breathe deep and moan. As I licked and sucked her clit and pussy lips, I noted her pussy was flexing again and fluids flowing like before. This time I went for it. Starting with three fingers that just slid right in. In, out and curling I started pumping them into her. As I did, I continued to lick and suck on her clit and then Lisa pulled her legs up to the bed spreading herself wider and, in an instant, all four fingers and my thumb were inside Lisa's flexing pussy. She was dripping but not fully relaxed yet but it only took a few breaths and my entire hand slipped deep into Lisa, past my wrist. I was pumping into her firmly, but not hard and at a medium pace. She loved it and was moaning, cursing, and begging me for more so I kept pumping my hand and arm into her. Then, with one deep breath, Lisa moaned load and told me to pull out. I pulled my hand out of her pussy; she started rubbing her clit and she sprayed across the room. Again, another first.
