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Tales of Cuckold Life
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My Wife and I have been married for over 30 years and together for 8 years before marriage.

We found ourselves in the lifestyle before we even understood or realised such a thing existed.

My Intention is to write about some of our experiences throughout the time we have spent together and share with anyone that is interested.

Our first experience happened when on holiday in Portugal in Late September 1991, Jane had just turned 24 years old a few weeks earlier, and I was 27 at the time, it was the first time we had gone away together on our own on a holiday, every other time had been with groups of friends or family.

Jane has very fair skin so the sun at this time of year was much easier for her to bear but she still needed to ensure she regularly kept applying the sun protection. She has a great body, very curvy, 5' 3", her 36D boobs at the time looked fantastic and with her slim waist and 36" hips she was never short of guys and girls taking an admiring look.

We had been in Portugal a couple of days and enjoyed our time relaxing around the pool and on the beach, that evening we had booked ourselves on an organised evening event, we decided to pack up early from the sunbathing and headed back to shower and get ourselves ready for the evening.

We took full advantage of each other as we showered together and then got ready to join the short bus ride to the venue, Jane was wearing a miniskirt and jacket combo with a cream satin blouse underneath matching cream bra and thong along with a pair of nude lace top holdups together with a sexy pair of stiletto's.

We joined the bus along with a few other residents of the hotel and duly arrived at the venue after a tour of the local hotels picking other people up.

The evening was a great success with lots of drink and food and a great time was enjoyed by everyone, we wandered back to the bus arm in arm with the crowd walking all around us and alighted the bus and found our seats accordingly.

It was at this point that Jane complained that her thong was uncomfortable and she said she needed to sort it out, she shifted forward on her seat beside the window and put her hand up her skirt in an attempt to rectify her situation, as she was in the middle of rearranging herself the man we came to know as Reg had climbed aboard the bus and walked up the isle towards his seat, we had not been paying a lot of attention to anyone else at this point, so as Reg paused beside us to take a seat he saw Jane with her hand up her skirt and then we heard him laughing and saying " I didn't realise it was that sort of night out" and did we need any assistance.

We were both a bit startled and we laughed and somewhat flustered said everything was in hand and good, and situation rectified, Reg replied, that's typical I am always late for the show, then he introduced himself holding his hand out to shake, I shook his hand and he then reached past me to Jayne, saying it was a pleasure to meet us both, he went on to ask about our holiday and what had we got planned, how long we were there for? where were we from etc typical holiday conversation.

It was clear he was more interested in talking to Jane than me as he kept leaning past me to look directly at her, anything I said was almost ignored or pushed to the side.

I whispered to Jane that the dirty old perv has got the Hots for you and wants to get his hand in your knickers, innocently she whispered back don't be nasty he is just a lonely old man that is looking for company on his holiday.

Now at this point I should say Reg was a 64 year old single man that had just sold his accountancy business and taken retirement, Reg and his friend and business partner Bernard were on holiday together, he stood just shy of 6 foot tall and had clearly looked after himself, he was an ex rugby player and as such I would call him rugged well built, salt and pepper hair, suntanned and had a very charming way about him.

Reg went on to say to Jane come and sit beside me so I don't have to keep looking around the corner of the seat, I whispered again to her " I told you he wants to get his hands on you and laughed" I then went on to say go on go and sit beside him I bet he will try it on, to this day I don't know what in hell made me say it but it changed both of our lives forever.

Jane got up off of the seat and I turned my legs sideways to allow her to move next to Reg, she squeezed past and sat down, Reg said that is better I can see you now, and complimented her on her outfit choice, The seat layout was slightly offset so now I was unable to see either of them entirely and I was really out of the loop as to was was being said and what was going on.

The bus journey continued and we stopped off at several Hotels to drop people off along the way, at one point on the journey I could not hear them talking and I could swear there heads were so close that they were kissing, at one stop I leaned forward and gently tapped Janes arm asking if she was okay, she turned and nodded that she was fine, we finally arrived at our hotel and I was relieved that I would get my girlfriend back again, she stood up from her seat and stepped back to allow Reg to get out, neither of us realised he was staying at the same hotel until he told Jane as the bus was pulling up that this was his stop, apparently he was over the moon when she told him this was where we were staying as well.

When he stood up he ushered Jane forward and stepped out behind her and I was behind him, as we walked down the isle I am sure he had his hand on her plump arse copping a feel, and as we all crossed the forecourt of the hotel and up the steps to the front door he was walking alongside Jane with his arm around her waist guiding her through the door, as we were in the reception area he asked if we wanted to get another drink at the bar but we both said we had consumed more than enough, he replied then Jane you should see this old man back to his lodging for the evening, we all got into the lift and Reg asked which floor we were on and pressed the button accordingly.

As we arrived at our floor I expected us all to get out, but Reg stayed in the lift with Jane, his arm still snuggly around her waist, talking to me, he said I will see you in the morning, I moved to get back in the lift but Reg said Jane wont be long she is just going to walk me back to my room and then she will be straight down, the doors closed and just at the last second I could see Reg turn and kissing my girlfriend, I was gobsmacked that I had just witnessed a 64 year old man kissing my girl in the lift in front of me, I returned to our room used the bathroom and then sat on the end of the bed shocked at what I had just seen, I put it down to all the alcohol we had both consumed, she certainly would never have done it sober I told myself.

Time dragged on whilst I waited for her, I became more and more concerned as 30 minutes went by then and hour, I became really concerned and went off to see if I could find them, I did not even know what floor Reg was on, I went to both the floors above us without any success before going down to reception and to the bar to see if they had gone back down there but to no avail.

Finally I returned to our room and waited, I lay on the bed with a hundred thoughts going through my head before i fell asleep, she finally returned about 3 o'clock in the morning and i woke as she came into the room, I had been so deeply asleep that I didn't even give Reg a thought, I just asked if she was okay and what took her so long and I cant even remember what her reply was, she climbed into bed and we both fell fast asleep.

I woke first with the hangover from hell and made my way to the bathroom, I then got myself some water in an attempt to replenish my fluids and cast my eye around the room, our clothes were scattered across the floor of the room. I started to remember the events of the previous evening, Reg Kissing Jane in the lift, I climbed back into bed and Jane turned over to face me, I asked if she was okay and where did she get to last night ? she replied when she got to Regs room he wanted her to have a drink and so she stayed for a while and had a drink, I then asked her about the Kissing and what else happened she replied he kind of took her by surprise and apart from a bit of touching nothing else happened, I said what do you mean touching ?

Jane replied, Well you were absolutely right about him wanting to get into my knickers - his hand was on my thigh from the minute i sat next to him on the bus and he kept trying to work higher all the time, I asked her how far he got ?

Jane replied, I am really sorry - then went on to say not far when we were on the bus but unfortunately I became so horny with all the touching and kissing that once we got to his room i let him touch me and he licked my pussy until I had an orgasm

My only reply was Wow, did you enjoy it ?

She nodded meekly and said i hope you are not mad with me?

I couldn't be mad with her after all i had encouraged her to sit with him

Apology's for the long start but the story continues if anyone is interested

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1 year ago