Vacation in Maui

I thought it would be amazing to book a trip for my 55th birthday. So, I booked a trip to Maui.

First class airfare, stay at the Ritz Carlton and really treat Lisa and I to a wonderful vacation.

I checked in to the flight on the app and went upstairs to see how Lisa was coming with the packing. As I rounded the corner, I heard a slight moan and thought 'what the hell' and there she was, legs spread and the massive 10 inch vibrating dildo half in her pussy. She had one hand up looking at her phone and the other driving the dildo in and out of her soaking pussy. She was pumping it in and out at fever pace and didn't even notice I was there. Damn I wish I had brought my phone or had my camera available, what a sight.

As the moaning got louder and drowned out the sound of fucking on her phone, she pumped the dildo in and out even faster. Lisa's abs flexed and her back arched and she began to spray her juices all over the bed as she climaxed.

The funny thing is, Lisa accuses me of watching porn and jerking off, which I never do and here she is, legs spread wide a massive dildo pumping in and out of her wanting pussy and spraying, soaking the sheets. Then she noticed I was there and watching.

She quickly shut the phone off, pulled the dildo out and stared at me looking for a way to explain herself. I noticed her pussy was gaped open and fluids still pumping out of it as it flexed.

While I would actually find this pretty amazing, I was pissed. If you're going to and want to do such things, let me watch, let me know and invite me up, let me take part, it would be amazing. Instead, no invite was offered, and I was pissed. The day before we leave on a very high end, expensive vacation and you're watching porn and drilling your pussy with a toy I bought you and you never use in front of me. What the fuck?

As Lisa searched for an excuse my mind was racing for what to do next.

1) Do I pull out my cock and smile and walk up to her and make love to her, letting her know it's ok and I want her?

2) Do I pull out my cock and step up, flip her over and fuck the shit out of her gaping pussy?

3) Do I pull out my cock and step up, flip her over and fuck her ass hard and make her pay for not inviting me?

4) Do I pull out my cock and step up, and make her suck my cock, pushing it as far down her throat as I can?

No, being the pussy I am, I shook my head walked into the walk-in closet and started packing, never saying a word. She quickly put away her phone, the dildo and got dressed. Not another word was said. Yep, we have relationship issues.

Honestly, I don't know what the right call would have been. Yes, I could have done all those things and even more, but why was she upstairs on the day before we leave, me being excited about the trip and her upstairs slamming a giant 10-inch dildo into her pussy? And let's be clear. I'm six foot three and while I'm not 10 inches, I'm commensurate to my size and my cock is certainly larger than most, and I'm willing to do anything she would like to please her sexually. I take good care of her. We have and can do pretty much anything we want. I don't cheat, I don't watch porn, and I rarely jerk off. Mostly because I'm hoping she'll want to fuck and/or suck me off and I want to have plenty to fill her up.

She never sucks my cock. In fact, I think the last time she did was on a trip to Alaska. She dropped to her knees and took my cock in her mouth. Pretty much just the tip, sucked for about 20 seconds then stopped and stood up and walked away. She's actually never swallowed my cum or even made me cum by sucking me off. We've been together over 10 years.

One thing that I've not mentioned is that I think Lisa is Bi-Polar. Maybe even multiple personalities although neither of which has been diagnosed. Several times we start getting pretty crazy in bed or on our sex chair or somewhere and she just gets a look in her eye and stops, like a different person or something takes over. It's weird and I also believe it's because of past trauma. Her ex-husband was a sex addict (is) and would fuck her three times a day, presumably making her do all sorts of things and use every hole. In a way, I think he trained her over the 10 years they were married and that is partially why she will jackhammer her clit with her vibrator almost every night (thinking I don't know about it). Then he almost killed her with a disease, and she divorced him, finally realizing he was fucking everyone and anyone. Men, women, young men, her friends, anything.

Then she started dating another guy and through text messages I read she would ghost the guy then meet up with excuses and fuck the shit out of him, swallow his cum (which she said was 'yummy') then ghost, accuse him of cheating or whatever, then fuck him, ghost, then go out and let him finger her and make her cum in a movie theater, then ghost him, you get the picture. Inevitably the guy said screw this and found someone else before breaking it off with Lisa. More trauma.

I think Lisa is significantly damaged by all that. Then there is me. I was a late bloomer and had one girlfriend until college. My girlfriend in high school and I used to fuck all the time as it was new to me and fairly new to her. Her mom even caught us one time when I was balls deep in her daughter. We went to college together and on one occasion I decided to surprise her at her on campus apartment and that went way wrong. I walked in on her bouncing on top of some assholes cock saying, 'I'm going to go nuts', which was her saying for 'I'm cumming' or 'I'm going to cum'. Anyway, for me, this was my trauma and from then on, I decided I would fuck anything I could.

After putting on 30 pounds of muscle over the summer I was getting laid all the time, after college, nothing changed and then I met my ex-wife. She was sexual and we hit it off, got married within a year and that was that... but it wasn't. I continued fucking other women for the 19years we were married and inevitable it was the cause of my divorce.

Through counselling I realized what my trauma was and what I wanted to be, and it wasn't what I was at the time. Now, I'm a devoted spouse/partner, I still want sex all the time, but I am not willing to step out of my relationship. I love Lisa, want her every day, don't watch porn, don't pursue any other women and try to be the best partner I can be. Sure, I have my faults, and I've flirted (without any intention) and I work with a lot of women, but I have no desire for them and would never put myself in that situation again. Ever.

This is why walking in on Lisa with a 10-inch dildo pumping in and out of her squirting pussy bothers me. I think if I wasn't trying so hard I would have just chosen option one and crawled up on the bed, and made love, fucked, sucked, and done whatever we wanted. Instead, I was shocked and just shook my head. Not a great way to start a vacation.

Lisa put the dildo away, got up, put her clothes back on and came in and started to pack. Never saying a word, I didn't either. Yep, I know, that's pretty fucked up.

A bit more background: Lisa has no idea that I know how often she uses her 'back massager'. At one point I installed a camera in our room just to find out and it was almost daily. Again, I think she has a high sex drive from her ex-husband training her three times a day but damn. I quickly had over a hundred videos of her, what I call, jackhammering her clit into submission and on most of those occasions, I was downstairs watching a movie or listening to music or whatever. Many occasions I would log onto the app I had and watch her start, then sneak upstairs quietly and start to walk into the room and ruin her 'session'.

I know, also fucked up but why would she not just invite me up. I would even do that with her and help!

Then I decided that that was all negative and I removed the camera and decided whatever she was going to do was whatever she was going to do. But I do notice that pretty much nightly she goes up early and the next morning her 'back massager' has changed positions. Frustrating for a man who is willing to do pretty much anything with, to and for her.

Because of all that, I've pretty much given up trying to be intimate, asking for sex, asking for anything. Oh, she'll ask me to come up and 'fuck the shit out of her' when she's drunk. There have even been times when I've fucked her hard and about an hour later, still drunk, she wakes up and begs me to fuck her again, which of course I will and then again, an hour or two later. To the point she has a hard time walking the next day. Which is awesome, don't get me wrong, but I wish she would do that sober and really participate and enjoy it. It's like her alter ego takes over on those nights and it becomes like when we first met and she used to beg me to fuck her ass, pin her legs by her ears and fuck her hard or when she would straddle me and ride my cock, slamming down so hard that her spraying juices would platter all over us as she slammed down with passion, desire and wanting.

Suffice to say, yes we're fucked up but my desire is there and on occasion hers is too. That is why I still have hope.

We stood side by side packing for the trip and in about half an hour everything was ready, and we were headed back downstair, like nothing ever happened. About an hour later Lisa went upstairs to bed and I came up 20 minutes after. Yep, you guessed it I heard the sound of her 'back massager' as I entered the room. She quickly rolled over and pretended to be asleep.

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.

As she calmed down, she sat up, looked at my hard cock in my shorts and rolled over onto her hands and knees, with her knees on the ottoman. Lisa looked back at me and said, 'I need you in my ass!'

I stood up, pulled my shorts off, releasing all of my manhood and stepped up. With all the cumming and juices Lisa had sprayed when on her back, she ass was well lubricated. I rubbed my cock on her pussy lips, and my cock was now dripping and I pressed it on her tight hole. 'ohhhhh... yesss' and with that and a moan, Lisa pushed back onto my cock. It took some pressure but as my cock breached her tight hole Lisa gasped and paused, she pushed back a little harder then pull slightly away, then pushed back. I leaned in a little pushing towards her and my cock slid into her ass halfway. Lisa kept moaning and saying 'oh gawwwd, yess' and pushing in then pulling away. I joined the motion pushing in when she did and pulling out as she pulled away. Within a few strokes, my cock was bottoming out and we were pumping hard. With each thrust, my pelvis would slap against her ass and Lisa would grunt. Her pussy was spitting out juices with each thrust and Lisa's grunts were getting loader and loader. Finally, as I was pounding into Lisa's ass using her hips as handles Lisa grunted moaned and her pussy sprayed her juices all over my legs as she came and I pumped my cum deep in her ass.

The next morning, we packed up and were headed out of the resort. As we walked, I noticed Lisa walking a little gingerly and I commented asking her if she was ok.

'I couldn't be any better, this is exactly what I needed, we should do trips like this more often.'

I was thinking to myself... um... yeah we should.

We arrived back home with little fan fare and within a day everything was back to the same. Lisa was using her vibrator every night, er, I'm sorry, her 'back massager' and not pushing, pursuing or showing any desire towards me at all. Like a completely different person had come home with me and had never even been on vacation being fucked, fisted and taken cum in every hole.