Cuckoldry The First Time

Cuckoldry. Hmmm; where do I begin? Well, you're certainly going to laugh at this; but my interest in this goes back a LONG way. There was TV sitcom called "Man About the House". Well, in it, Mildred (played by the actress Yootha Joyce) the married, but sexually frustrated landlady, frequently made overt sexual advances to Robin (played by Richard O'Sullivan) - the bloke from the upstairs flat - whilst bemoaning her husband's inadequacies.

Well, whilst watching it, something "clicked" with me. I think it was her overt, yet unfulfilled sexuality (or was it her negligee and fluffy slippers ha ha), coupled with the implied sexual ineptitude of George her husband, that put the thought of satisfying another man's wife into my head.

Anyway these fantasies about fucking married women remained just that, for decades (my marriage was pretty vanilla); until 2001. I was going through my divorce at the time, not in a particularly good place, and alone at my Chairman's retirement party. At my table was John; one of our suppliers, and his lovely wife Louise. They were from the same town as me, so we at least had something to talk about, besides my matrimonial woes!

Well, as we talked, drank and the evening progressed; I found that my mood had lifted, and I was really enjoying their company. Louise and I danced, and flirted, and as the three of us sat round the table at the end of the evening, she asked me if I'd like to go back to their room "for a nightcap" - accompanied by a broad smile and a theatrical wink of approval from John.

Louise gave me their room number, and asked me to give them 10 minutes to "freshen up". After the allotted time, I nervously made my way up to their room; unsure if it was to be a wind up, a mug of cocoa or a night of debauchery - fortunately their room was on the same floor as mine, so no suspicions were aroused in any case.

I knocked on their door, and John almost immediately opened it, quickly ushering me inside, where Louise was waiting, draped across the bed in her lingerie. He closed the door behind me, held his arm out towards Louise, and said "help yourself".

I didn't need any encouragement, and within seconds, I was on the bed beside her, our arms around each other and kissing passionately. I was completely aware of (and actually turned on by) John's presence; and our hands were all over each other, as we knelt together on the bed; undressing, caressing, licking and sucking each other. I pinned her to the bed and entered her. As we fucked, she orgasmed, and commented breathlessly; "John, this is how a real man fucks" - which sent me over the edge, and I came deep inside her as we kissed.

I glanced across at John in the chair, he was still watching us intently - and frantically wanking away. Louise looked across at him, and said; "wimp; stop wanking, come over here, and clean up this mess". He didn't need any encouragement; in an instant he had his face buried between her legs, and was eagerly lapping away at my spunk and her juices.

Presently, John got up, made us all a cuppa, and we sat, talked, and laughed about the experience; they had done it before - with a waiter on holiday a few years previously, but they told me that they wanted something regular at home. I laughed, and commented that I'd been set up for this! They agreed, and told me that they had discussed it whilst I was away at the bar earlier in the evening. I certainly wasn't going to complain. John then joined us on the bed, and we all fucked the rest of the night away.

In the morning Louise and I exchanged numbers, I went back to my room and then home. I sent her a text, telling her how much I had enjoyed our time together; and during the week, we exchanged several fruity messages, and arranged to meet again at their house on the following Saturday night.

Louise's messages revealed that she was submissive, and longed to be dominated; she also told me that John got off on the humiliation, and well, I just loved the idea of it all, and being the third side to a very kinky triangle - and this was the start of a regular 4 year "thing".

As time went by, any inhibitions we may have had, completely disappeared. Louise especially loved the extra attention and the close proximity of the other man's cock is inevitable. Almost to my surprise, I was cool with it - especially when I saw how much it turned her on.

She loved to have me fuck her from behind and spank her, whilst John laid underneath and licked her clit. One night; it must've been our third or fourth meeting, I felt his tongue lick my balls and cock whilst I fucked her. It was pleasurable. After my orgasm, he licked and sucked my cock clean too.

I read and thoroughly researched the topic - immersing myself in the dynamics of cuckoldry - and the more I read, the more intrigued I became.

Prior to our next meeting, I instructed Louise to buy John a cock cage, and keep him in chastity for the week prior to our meetings. Louise and I would each hold a key. Prior to my arrival, John was to help her bathe, then shave her, lay out her clothes, and then put on her underwear - knickers and a little camisole top. On my arrival, he greeted me at the door - dressed accordingly. I gave his cock cage a little wiggle and laughed, as he led me into the lounge, where Louise was waiting.

John flounced about, and served us drinks and nibbles, whilst Louise and I chatted and got reacquainted. She suggested it would be deliciously humiliating for John - and pleasurable for me, to have him suck her lover's cock. I found myself agreeing, and I told her that she should assist. He was surprisingly proficient, and I complimented him on his cocksucking skills. "I trained him well with my dildo" Louise replied. For a while, the two of them selflessly shared, sucked, and licked my cock, balls and arse - and most gratifying it was too.

As Louise looked lustfully into my eyes, I gestured upwards - meaning that we should carry on in the bedroom. She got up, and I followed her shapely bottom upstairs to their marital bed whilst John meekly asked if he might observe.

That particular night, the sex was particularly intense; Louise enjoyed being "used"; and John encouraged this from his chair by the door - imploring me to "give her a good seeing to". As I took her, Louise replied to her husband; "he should give YOU a good seeing to".

In the heat of the moment, and to my surprise; I found the idea appealing; and told him to get up on the bed, and kneel beside her. She reached over to the bedside drawer, and produced a bottle of lube. I withdrew from her, and told John to remove his knickers. Louise joined me, and squirted the lube over my hard cock and expertly and liberally smeared it around, and in his anus - unbeknown to me, Louise had a strap on - and she'd been "pegging" him with it for quite some time!

She kissed me, taking hold of my erection, and then guided it into her husbands arse. I began to fuck him, whilst kissing her and fingering her.

.They both enjoyed impact play / being spanked enormously; and I brought along a range of my implements to supplement my hands: a paddle, a flogger (her favourite), my daughter's old riding crop, and a wooden spoon from their kitchen. As time progressed, we acquired more paraphernalia; ropes, gags, clamps, a vacuum (pussy) pump, and an under the mattress restraint system, with cuffs for the wrists and ankles.

As the months went by, and the better we knew each other, the more uninhibited the sex became, and the more we all enjoyed it. On many occasions, we indulged in kinky watersports fun too -- which we all enjoyed enormously.

We carried on our monthly assignations till I met my ex girlfriend in 2005, but we still remained friends.