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14
Tales of Cuckold Life - Day 2 Part Three (Cheating) (Humiliation)
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Day 2 part 3 follows

The Start of our journey can be found here

https://www.reddit.com/r/cuckoldstories2/comments/15ab4ng/tales_of_cuckold_life/

https://www.reddit.com/r/cuckoldstories2/comments/15fdyyh/tales_of_cuckold_life_day_2_part_one_cheating/

https://www.reddit.com/r/cuckoldstories2/comments/15koggl/tales_of_cuckold_life_day_2_part_two_cheating/

After we had finished we had a shower together

Jane asked me if I was okay with what had happened as she said she really didn't want this to mess up our relationship.

I reassured her that I was perfectly happy with the situation and told her it was just a bit of holiday fun and after all I had encouraged her, I ended by saying just enjoy the holiday and lets see where things go.

We headed back to the poolside to catch the afternoon sun, as we walked across the poolside to the beds and where Reg and Bernard were still laying I felt like everyone beside the pool knew exactly what had happened and they were just watching and waiting for what was to happen next.

Reg and Bernard looked up and Reg asked if we were okay, Bernard looked on with a knowing look that said, now everyone knows what the situation is we can get to some more fun.

Jane and I both acknowledged Reg and said we were both okay and with this I guess it was kind of both of us admitting that we were both happy with the situation.

With that Reg said can I borrow your Girlfriend for a little shopping?

I nodded and Reg took Janes hand and led her away, both of us just seemed to accept it and I watched as they walk away hand in hand.

I looked to Bernard to try and see if he would give an indication what Reg was going to do, without me saying a word he knew what i was thinking and said don't worry I'm sure it is just shopping he's after and chuckled to himself.

It had been an hour before they came back with a bag of stuff being carried by Reg, he was still hand in hand with Jane, they both laid down and he thanked Jane for helping him, and nodded to me, I felt a concern about what was not being said by either of them, like they had been secretly up to no good and I wasn't going to be party to what had happened.

After a while Reg enquired what were we going to do this evening, I answered that we had no plans.

He replied asking if we wanted to go out and have a meal and maybe find a spot with some music or similar, We both agreed that we would be happy to do something.

We all headed back to our rooms and showered and got ready to head out, Jane put on a beautiful mid thigh summer dress and some strappy heels, her makeup and hair was perfect, we met Reg and Bernard in the lobby of the hotel, and Reg took Janes hand and kissed her on the cheek telling her she looked stunning, they walked off arm in arm in front of Bernard and myself, once again I found myself looking on as Reg enjoyed my beautiful girlfriend.

We finally stopped off at a restaurant which Reg was obviously know at as they welcomed us with a flourish and there was lots of smiles and shaking hands welcoming him, He introduced Jane and myself.

The way he introduced me as the boyfriend and not by my name and the way the waiters looked at me in a pitiful way left me with a knot in my stomach.

We ordered food and quickly drinks were bought over, and lots of talking between Reg and Jane, the waiters were very attentive and drinks were never in short supply.

Towards the end of us eating the music from a small group of musicians started and Reg told Jane to sit on his knee to watch them play and a few people started to dance encouraged by the waiters.

Jane was starting to get merry with all the drink and Regs hand on her thighs was getting higher and higher, then a waiter got Jane and Reg up to dance, they danced for some time and Jane looked like she was really enjoying herself, a couple of the slower dances had Reg and Jane in a very close hold, his hands groping her fat ass for everyone to see, the waiters giving me looks trying to see my reactions.

They both came to sit down, but before Jane had a chance to sit, Bernard asked her to dance, she carried on dancing with Bernard and again there was some slow dances with Bernard getting to know her body up close.

They both finally stopped when the group finished for a while, Reg again enjoying my girlfriend on his lap, this time he went in for a kiss and she kissed him back passionately for sometime, his hand was between her legs and both Bernard and I looked on.

Bernard tapped Reg on the shoulder and said time to head back, he almost pushed me out of the premises in front of Reg and Jane, as I looked back Reg was saying goodbye to the waiters.

We walked along in silence, I looked back a couple of times to See Reg and Jane following some distance behind, when we got to the hotel Bernard said lets go up to my room for a drink, he said Reg and Jane will be along.

We got to his room and he got us a drink, but there was no sign of Jane and Reg, I said I was going to look for them but he insisted I sat tight and waited, a few minutes later I heard the door go in the adjoining room. Bernard said sounds like they are back, we will give them a couple of minutes and then go through, we sat there and waited, I heard some music come on Bernard got up to get another drink, I declined but he got me one anyway.

After about 10 / 15 mins Bernard stood up turned the lights off and went to the connecting door to Regs Room, and very quietly opened it just enough to peek inside, He waved me over to the door, I looked through, the only light from a bedside lamp, to see Reg Laying on his back with my girlfriend naked between his legs, her head bobbing up and down, her plump bum raised in the air, Regs hand rubbing her shoulder encouraging her.

Bernard pulled me back and took another look before turning to me and telling me to strip my clothes off, I hesitated before he told me to hurry up, he stepped back and started to remove his clothes before taking another look, he waved to me to follow and slowly and quietly pushed the door open and stepped silently into the room, as he stepped to one side I could now see Jane with her head down her ass high in the air and Reg behind her licking her pussy and ass, he stood up and asked Jane if she was ready to take his cock again, she murmured something I couldn't hear so he asked he again telling her he couldn't hear her, she told him louder this time to fuck her.

I was stood in Regs Room with an erection as hard as Iron with Bernard beside me, he whispered in my ear, I guess you like to see your dirty Girlfriend get fucked by another man then, as he did he wrapped his hand around my cock and slowly wanked my dick while looking straight at me in the eye, he then looked down at his own cock and my eyes followed he was hard but the thing which struck me in an instant was the size of his bollocks, they were three times the size of mine and so much hair, he took my hand and guided it to his cock, I instinctively started to stroke his dick while he carried on wanking me.

Reg was now fucking my girlfriend like his life depended on it and Jane was making noises like I had never heard, real deep guttural grunts and telling Reg how good he felt, I heard Reg tell her how tight she was and how gorgeous her fat arse was, I watched as he raised his left hand to his mouth and put a load of spit onto his thumb before ribbing it around her asshole and then push his thumb inside.

I had to take Bernard's hand from my cock as I was going to cum, shortly after I heard Jane cum and Reg slowed slightly for a couple of minutes and then resumed fucking her as hard as he could, another minute and Reg filled Janes pussy full of his cum, He stepped back and I saw his cock covered in there fluids, cum dripping from the end of his dick slowly wilting, he watched as Bernard stepped up behind Jane and lined his hard cock up before pushing fully home, he waved me to cum to him, my hard cock jutting out in front as I stepped forward, he pushed on my shoulder to get me to drop to my knees and then presented his cock for my mouth, I looked up at him and without hesitating I opened my mouth and licked his dick gently before taking him in my mouth and gently caressed and licked him clean, his hand gently encouraging me to continue as Bernard filled Jane with his cum.

Bernard backed away and Reg resumed his position behind her, he slipped in and began to fuck her slowly with deep strokes rubbing her back and caressing her gorgeous fat ass, I was now licking and sucking Bernard's cock, he was shorter than Reg, and every time my chin was rubbing down into those massive balls, Reg flipped Jane onto her back and slipped between her legs, they were now in a very passionate missionary position, lots of kissing and Jane telling him how much she was enjoying his cock, this went on for some time and now Bernard was fucking my mouth, my jaw and knees was beginning to ache before Bernard held my head and pumped my mouth full of his cum, I couldn't keep it all in my mouth as he held me it was trailing from the corners of my mouth out onto my chest. Reg now had Janes legs wrapped around him and was on the homeward straight to fill her again, with a massive grunt he filled her with his second load and they collapsed onto each other, kissing and cuddling they slowly parted and Reg went to his bathroom and I crawled onto the bed beside her, she was shocked to see me and instantly cuddled me and kissed me and I slipped my dick into her well lubricated pussy, it was so full of cum there was hardly any friction at all and it was a sensual feeling like no other, I wish I could say I fucked her hard and gave her another orgasm but I barely managed a dozen strokes before adding my spunk to the mix.

With that we laid together for a while before we got ourselves together and walked back to our room, we went straight to bed covered in cum and slept.

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