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Fucking my Bosses Wife (True Story)

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This is my second story and it’s 100% true (to the best of my recollection). I think that true stories are hotter than fiction and I have plenty of experiences to draw from - so here we go . .

My marriage was on the rocks. After nearly ten years and lots of problems and bullshit - it was almost done. I didn't want it to end and even though sex was practically non-existent, I still wanted to try. (NO this isn't a weird tear jerker - just bear with me lol). Because things were so cold at home I decided to try to find anything to fill my time - one of the things I did was enter a dart league along with a couple of people that I worked with - including my Boss. Of course, my wife had no interest so once a week I played darts and she sat at home.

My Boss's wife was also in the league and we ended up on the same team. Her husband was on another team which allowed us plenty of time to get to know one another. She was very attractive with a great sense of humor. Over time I found out that she had been an athlete in college and her body showed it. She wasn't a small woman but she wasn't a BBW either. She looked to be very solid, about 5'6" with light brown hair, a very pretty face and a damn nice ass. She probably weighed 165 pounds that was very evenly distributed and she had fabulous tits - big and nicely shaped (probably a large C cup but since I couldn’t feel I wasn’t exactly sure). She dressed conservatively but you could still see the outlines pretty well. It ended up that their marriage wasn’t much better than mine and we both came up with the idea of taking a trip together that might help both of our relationships and that’s where the story begins . . .

Her company had a trip planned for employees to a resort in the Caribbean and she was able to get my wife and I booked with them. To make a long story short – we got it all figured out, paid the money – and off we went. We managed to get a condo style room on the far side of the resort with three floors. The first was the kitchen/living room, the second had two air conditioned rooms (one with a balcony), and the third had a room with no a/c and a balcony that looked out over the ocean and resort. They took the balcony room on the second floor and I convinced my wife to take the room on the third. She complained that it would be too hot but I finally won her over hoping that the romantic layout would provide a spark.

Of course, we immediately changed and hit the pool and the free drinks. The resort was all inclusive and we quickly found out that the little wrist bands are fabulous – soon the bartenders were pouring away and the party was on full steam. I finally got a chance to see my Bosses wife in a bathing suit and all I can say is WOW! I have always preferred full figured women and she was exactly what I liked. Solid, athletic legs, a nice round ass – and those tits! Man, you just wouldn’t believe those tits. Her nipples were like giant pencil erasers as big as the tip of my pinky finger and they stood out prominently in her swimsuit top as soon as she hit the water. My mouth dropped open and I slid up as tight as I could to the pool bar to hide the erection that started growing in my trunks. I was wearing sunglasses so needless to say I stared at her continuously or at least as much as I could. We spent the afternoon partying in the pool and my dick stayed hard most of the time.

When we got back to get ready for dinner – I was all over my wife in the shower. I soaped up her tits and her ass and did all I could to turn her on. I finally got her to drop to her knees and give me a blowjob – mostly so I would leave her alone. I held my wife’s head and fucked her face and finally blew a load on her tits. I was pretty forceful and I know she wasn’t very happy but I didn’t care – I needed to cum bad. Of course I was thinking about my Bosses wife the whole time and imagining her big titties while I unloaded on my wife. That was the last sex my wife and I had for the next three days so by the end of the trip I was horny and dying to even just touch my Bosses wife.

We spent the next couple of days hanging out, playing around in the pool and partying! The resort was fabulous and romantic and watching that woman swim around and sunbathe all day was literally driving me crazy – I didn’t know how much more of it I could take and I was turned on almost the whole time! The last night we were there we were all sitting on the 3rd floor balcony looking out over the water and across at the other balconies of the hotel – needless to say we were pretty loaded. It got to be pretty late and her husband went to bed first – he was about to pass out and went down to their room. Shortly after my wife said she was going to bed. She started complaining that it was too hot with no a/c and wanted to sleep downstairs in the other room. Since it was the last night, I was pretty pissed off, I wanted to get laid but she clearly wasn’t interested. I let her go knowing that I would be going to bed horny and ALONE! Of course, that left me, my hard dick, and my Bosses wife sitting on the balcony.

We drank for a while longer and the talk turned to the trip and how things went – apparently she was as miserable as I was since her husband had ignored her for most of the time and just got drunk. With the combination of the moonlight and the light from the other rooms and balconies I could see her pretty clearly and I couldn’t help but stare. She was wearing a light blue two-piece bathing suit and her nipples were standing out clearly - I was having trouble paying attention (but my dick wasn’t).

Apparently she was as turned on as I was because all of a sudden she downed the rest of her drink and said something like “It’s now or never”! Then she got up and walked over to where I was laying on a lounge chair. She straddled the chair, leaned down and kissed me hard. Our tongues met and I almost exploded. She started to rub my dick through my swimsuit and then she grabbed it and pulled it down to my thighs! My dick sprang up hard and ready as she stood a little and pulled her swimsuit bottom to the side so I could see her hairy pussy –what a glorious sight! She grabbed my dick and sank down on me in one solid motion burying me completely inside of her. I couldn’t believe how tight she was, her pussy was hot and wet and I felt like I was in heaven. She then grabbed the back of the lounger and started to ride my cock! I reached up to finally play with those huge tits and she smiled as I squeezed them!

She was riding my dick hard and watching the door the whole time. I realized since we were outside and our spouses were right below us that we had to be fast - if we got caught it would be a disaster! She pounded herself up and down on my cock and I hung on to her tits for dear life. All of a sudden she grunted and I could tell that she came hard. That sent me over the edge and I dumped a huge load inside her sweet pussy! The entire thing lasted no more than three minutes but it was one of the best fucks of my life! I swear I came so hard that I nearly blacked out and my dick felt so good that I stayed hard inside of her as she ground herself down on me for a few moments longer. She then stood up and I slid out her – she was so wet that my dick glistened in the moonlight. She pushed her bathing suit back over her sweet pussy and leaned down and kissed me one more time!

She then stood up and stepped away from the lounger, grabbed the rest of her stuff and headed for the door. The last thing she said over her shoulder as she disappeared into the condo was “Don’t forget to clean yourself up”! She said it almost as an after thought and to this day it’s still one of the hottest things that anyone has ever said to me! I heard her walk down the stairs and then I got up and stumbled into the bathroom. I cleaned up my cock and balls to get rid of any evidence and then collapsed on the bed where I slept until morning!

By the way, we ended up married but that’s another story for later - thanks for reading and please comment!

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