Becoming a Cuckold with a TV and my wife

This is a true story, it’s an account of one of my wife’s many boyfriends, this one was special as he loved to wear ladies’ lingerie……….

We met Tony through a swinging site, he mailed us a nice introductory note with some photo’s attached. My wife and I both thought he was too good to be true initially, he was a handsome man with a great body, similar age to us, early 50’s at the time. He looked good in male clothes, great in female lingerie; he was also bi-curious, as was I, Dave.

We arranged to meet in a pub for a social only meet on a Sunday afternoon, Tony was already there sipping a pint as we walked in, we said our hello’s and Tony kissed my wife.

We settled down at a table with me sitting opposite Tony and Maria. He was very relaxed and soon we were chatting about all sorts of things including sex and our preferences, quickly it was obvious that Tony was the right guy for us.

He told us he was wearing stockings, suspenders and a bodice under his clothes, accentuating this by pulling his shirt tight across his chest so we could see the outline of his underwear. Maria put her hand on his leg to confirm he was wearing stockings and suspenders, he was.

Tony reciprocated by feeling Maria’s legs, also with stockings on, I got to say I felt rather underdressed as I was in male clothes only; and my cock was like iron!

We chatted for some time with the conversation getting fruity at times with their hands still below the table, doing what I don’t know, maybe holding hands but I doubt that lol. Tony walked us back to the car park where he opened up the door of his large car to give some privacy as he and my wife got down to some heavy kissing and through clothes groping. Tony asked us to go back to his place and even though she was obviously aroused my wife stuck to her guns about no sex first meet which surprised me as I was more than happy to go with him as I thought she would be. So, with a few more kisses we departed, both me and my wife with sticky pants, Tony too, I am sure.

The next meet was also in a pub on a weekend evening, the place was packed but Tony had managed to secure a table and some chairs, as we entered he waved at us and greeted us as before. Very quickly he pulled his shirt tight as previously to show the outline of his underwear again, I was also wearing lingerie but did not have sufficient privacy or balls to show or prove it.

We had a quick drink and left the pub for more intimate surroundings. We left his car in the pub car park and Maria and Tony got into the back of our car as he directed the way. Within minutes, probably seconds, I could hear they were getting it on with gasps of appreciation coming from them both at times. Maria never did tell me what they got up to in the car but when we reached his home they got out of the car looking very happy with each other, I can only imagine……..!

Tony showed us into his house and gave us a drink as he disappeared upstairs, returning in a matter of minutes during which time Maria and myself stripped off our outer clothes, Maria was wearing a black and red Basque with barely black stockings and black thongs, I was wearing a black suspender belt, black stockings, black panties and a red Chemise.

Wow, as he walked in the room the atmosphere changed instantly from nervous to horny. Tony was wearing an expensive looking pair of around 5 or 6” leather strappy high heels, black stockings and see through blue/black panties, a black bodice and what I can only describe as a very short mini skirt in a Tutu fashion but much sexier.

Tony sat on the couch next to Maria as they started to kiss passionately, I sat on the floor by Tony’s feet. As they kissed his hand went to feel Maria’s breasts, stroking her nipples, as they stiffened with appreciation, she was stroking his nipples through the bodice he was wearing whilst both were making small noises of appreciation of each other. I engaged in some foot worship with Tony’s feet, kissing and licking them through the nylon, slowly working my way up his legs to his crotch.

I could see his penis through his pants, twitching as he, by now, was fingering my wife’s pussy with his fingers pushed inside her, passed her thong. I kissed his cock through the material, it twitched instantly, so I released it from it’s nylon cage, it sprang out like it was on fire, around 8” and already wet. I could not help myself from licking the end and then taking as much of his cock in my mouth as I could, it tasted heavenly, sweet from the pre-cum. Within a short time Maria joined me, sitting on the floor and sharing sucking his cock, fantastic!

After while Maria got up and sat next to Tony on the couch, as they continued to kiss she was slowly wanking his cock, I was also wanking as I watched them, they seemed both happy with each other and I was happy to watch and take photos of the action.

When they broke their kiss I gave Maria the camera as I went down on his cock, such a horny feeling to be doing something quite taboo with not only your wife’s consent but for her to take pics as well was brilliant. Tony reciprocated by sucking my cock along with my wife, how can I put that into words?

Shortly after we all went upstairs with them both getting on the bed immediately he kissed her nipples and his fingers disappeared up Maria’s pussy again. I took a back seat as I watched them enjoying each other’s bodies with Maria climaxing at least twice on his fingers before they got into a 69 position with Maria on top sucking his cock while he licked her pussy.

Maria then allowed us both to watch and wank over her as she satisfied herself with her egg vibrator; this I know was a big step for her and she obviously felt comfortable with Tony to have done that. He then lay on top of her and slid his cock inside for the first time. I could tell by the look on my wife’s face that she was enjoying the feel of his long cock as it made it’s way deep inside her cunt, stopping only when he was balls deep inside her with his cock end nestled up against her cervix. As he fucked her slowly at first Maria let out a few small moans as she felt his cock fucking her, all I could do, or even wanted to do, was just watch them make love as I wanked off.

They broke off to change position with him scissoring her legs at a 90-degree angle to her body; he fucked her like that for some time before changing position again with Maria on her back with her feet on his shoulders as he knelt on the bed and fucked her. As she climaxed on his cock Tony came too, I was right behind him and could clearly see his cock as it pulsated in her cunt, I could see it spasm as it shot his cum deep inside Maria. He seemed to cum for ages, slowly continuing to fuck with his cum overflowing and dribbling out of her pussy and onto the bed sheets; I felt so in love with my wife right at that moment, with a combination of pride and lust thrown in for good measure.

As soon as Tony pulled his cock out after what seemed an eternity I went down on Maria, tasting his cum mixed with her pussy juice, it was fan-fucking-tastic!! I licked her clean and mounted her myself adding to his cum in a couple of minutes, as I fucked her she was playing with his cock in her hand, probably oblivious to me as she played and I was fine with that.

We relaxed on the bed, all of us satisfied with the evening, with me coming to the realisation that I was becoming a Cuckold. I was happy with that too