Margo is a guy who I met online, I advertise for guys to support my hotwife/ Cuckoldress lifestyle. He was very sweet and I developed a bit of a soft spot for him. He is a forty-something white British guy. About six foot, 14 stone. In decent shape as he works a manual job. He is married with grown up kids and his sex life had dried up so he came to me.
Our first few encounters were a huge disappointment, he sent pics which were accurate, apart from the dick pic which he must have downloaded from the internet as he advertised as a seven inch, who could perform on demand, and in reality was about five inches and struggled to perform once. He was however very attentive and good at cunnilingus.
After a while I called it a day, as I have better options, but he bought gifts and begged so we met up and became casual friends. I turned into his counsellor and this is his story which he and his wife asked me to tell.
Margo's wife Jules was hot. Forty something, with a size 8 gym body. She ran and was obsessed with fitness, and was very competitive having been a hockey player. Margo adored her and was always trying to better her and compete for her attention, which was firmly on herself and her fitness. She was often tired of an evening so sex was few and far between. In Margo's words, 'she would rather go to the gym than fuck me!'
Margo would always lose any competitive duels they had, and felt inferior, so eventually his resentment manifested in him seeking alternative partners online and gaining revenge by playing around. Unfortunately he met me, and I don't lose, so it was clear early on that we were not a fit, instead he used me to understand my competitive nature, so he could beat his wife at something.
Once Margo had satisfied his insecurities by playing the field he decided to tell Jules, in the hope she would become competitive and fuck him senseless to win him back. I warned him this wouldn't work, but he did it anyway and it was a disaster. They ended up with separate lives, living in the same house.
I told Margo to beg, but he wouldn't, he was adamant he could win this battle of wills. The fact Jules seemed to be just getting on with her life, whilst Margo had taken to masturbating whilst sniffing Jules's used gym pants told me he was in for a fall, but he wouldn't listen.
Margo upped the game playing, and started to be quite open about meeting other women. This escalated to him starting to talk to Jules about his encounters, showing off and bragging about how good he had become in bed and describing all the things women were doing to him that Jules never did.
I started to go off Margo a bit. I am cruel to Subby (my husband), but he is ok with it, and deserves it (see my other stories). I didn't know Jules and was worried that if she wasn't happy with Margo's behaviour, then this might be damaging to her, so after some research I accidentally on purpose bumped into her at her gym and asked her if we could go for a coffee, which we did.
Jules was lovely, she had blanked out Margo, and become obsessed with the gym, and was running away from facing her situation. You all know I have a thing about empowering women and this situation had ignited my passion. Over the next few weeks I was playing both sides, and was trying to orchestrate a situation where the fighting ended and the two of them resolved things, but Margo wanted to win at something, so I was going nowhere and walked away from the situation.
A month or so later Jules asked to meet, so we had coffee and she told me she had fucked a guy from the gym, who had been trying it on with her for years. This guy turned out to be a prick, and he had bragged to his fellow gym buddies how he was the first to nail her. It seemed like Jules had been the number one target for the gym buddies, and she was getting propositioned daily, so asked my advice. As you know I am not one to pass up opportunities, so I advised her to enjoy herself.
Margo then contacted me to say he was ready to get back with Jules as he had punished her enough, and had got rid of his anger. He said, 'I think she has learned her lesson!'
This situation was obsessing me now. I had curtailed my own encounters as I was fully immersed in this situation. I knew Margo was in for a big fall, but he wouldn't listen, he still thought he held the power and was some sort of stud. He had forgotten I had seen him try and perform and it wasn't pretty. His plan was to tell Jules he intended bringing women home and finishing their relationship unless she started to put out more.
I reached out to Jules, she had been fucking her way through the gym, but had gotten a bit of a reputation and had lost a lot of female friends. She was going to move gyms. I told her of the conversation with Margo and she was quite pleased. She said it was about time they sorted things out, but she was going to win, and humiliate him so he realised he wasn't this gigolo.
Myself and Jules texted regularly and a situation had been agreed where each of them were going to bring someone home and fuck them, to see if the other was bothered, then decide whether their relationship had any feelings left! Jules asked me if I would attend the showdown, to keep everything civil.
'Fuck yes' I said, 'I wouldn't miss this for the world.'
In order for me to attend the showdown I would have to tell Margo I was a double agent, this conversation was awkward. He was pissed off, but I told him Jules had contacted me through my website, and I had advised them both to reconcile, but both were hellbent on winning. The three of us agreed we would not divulge each other's secrets or plans building up to the fateful showdown. I was just going to be there as a mutual friend to keep the peace.
Neither Margo nor Jules contacted me much over the next month, other than to tell me the date, and drop hints on how excited they were that their plan was going to be successful. I knew Jules was the 'Mike Tyson' of this battle.
The day came, I was getting ready early, and Margo picked me up. We arrived at their lovely detached home in a quiet neighbourhood with no nosey neighbours an hour before the meet time. The atmosphere was tense, but I hugged the contestants before Jules took me upstairs to the bedroom she had prepared. (They had each decided to organise a separate room as they wished and the other had to do as instructed when they were observing.
Jules's room had a brilliant rack contraption in it. You were strapped in and it had a handle where you could move the person back to horizontal or forward 180 degrees to face down, whilst still suspended about three feet from the ground. Evidently there were some guys at the gym who were all invited and they were tradesmen, so had built it for Jules. As an aside Jules gave me this once the battle was over as a thank you, and Subby loves it.
Margo's guest was late arriving. Erin was a bit of a skank, a forty something, tattooed brunette. Not overly chatty or engaging, other than to be derogatory towards Jules challenging why she had treated Margo like she had, and saying she deserved to have to watch this, and she hoped she learned the lessons from it.
I wasn't invited to the show, so this recollection is from both parties' conversations after the event. Jules was seated in a chair at the side of the bed. Margo and Erin were on the bed doing their thing, and I was outside the door on the landing listening. It seemed like a bog standard fuck, including condom. To give Erin her due, she was vocal and mocking Jules telling her how good Margo's cock felt, she was obviously turned on by the vengeance thing and came quite quickly. Margo on the other hand seemed nervous and avoided eye contact with Jules.
After the first orgasm icebreaker, Erin turned to face Jules, legs open, showing her how wet her pussy was, and telling her how much she loved Margo fucking her, she invited Jules to lick her pussy, which she declined, so Margo was instructed to do the job, as Erin looked at Jules with a vengeful smile.
Margo then got into things and moved from his position in front of Jules on the edge of the bed to mounting Erin in the missionary position, bringing her legs over his shoulders. Jules could see Margo's cock plunge into Erin, who was shouting for Jules to watch her husband fuck her, to watch as his cock thrust into her. Margo was thrusting with all he had and started to groan as he was about to cum.
'Not yet baby,' Erin said, 'wait for me.'
With this Margo stopped his deep thrusting for fear of cumming and Erin started to play with her clitoras as she writhed on his cock. I could hear Erin building to orgasm and was desperate to watch. Erin started moaning louder and louder, building to a screaming pitch.
'Now baby, give me all you have!' She screamed.
With that Margo, still in the missionary position fucked her as hard as he could. He came within seconds, but kept on fucking Erin until she reached her orgasm. According to Jules she said it was a really good orgasm and Erin was bucking and gyrating frantically.
Margo moved off quickly after and Jules could see Erin's pussy still quivering and pulsating as she caught her breath. As the heavy breathing subsided Erin lifted her head and asked Jules if she enjoyed that. She didn't reply!
Margo left the room and walked past me to the bathroom. Erin smiled at Jules and began fingering herself to extract the cum, as they had gone bareback second time around. She held up her sticky fingers to show Jules as Margo's load started to flow out of her pussy.
'This could be you,' she remarked. 'You could have this wonderful creampie and be getting fucked like this if you wanted. I hope you learn from this.'
With that Margo returned to the room and Erin kissed him before disappearing to the bathroom. I was in the way so I went downstairs for a coffee.
Jules came downstairs and hugged me, she started to cry but then heard footsteps on the stairs so composed herself. Erin appeared. 'No hard feeling, I hope to see you again.' She said confidently whilst hugging me and Jules before she left.
I went upstairs to see Margo. He was changing the bed sheets and asked if Jules was ok. I nodded and helped with the chores.
I opened the curtains and Jules was outside talking to some guy in a car. Margo came over to the window. 'I guess revenge starts now.' He said. I nodded.
Pete was one of the guys from the gym, he had overseen the construction of the rack, so got to go first. He was a twenty something gym bunny. Aussie looking with the blonde unkempt hair and attitude, he was fit, great body and rugged looks.
You could hear Pete before he got to the front door and he headed straight upstairs to look at his creation. I left Margo and went into the other bedroom to introduce myself. He looked me up and down, then asked if I was going to join in. I giggled and went all girly, I would definitely have fucked him, but had to remain impartial, so maintained my composure as he flirted.
Margo arrived at the doorway. Pete went over to him and shook his hand. 'Mate you must be mad, your wife is mint, I can't believe your doing this, and fucking that shank that's just left when your married to a total MILF.'
Pete was bouncing and full of energy, I really liked him and was getting turned on anticipating what I was going to see. 'Can I watch.' I asked pleadingly.
Pete answered 'I was hoping you were going to get involved.' He replied.
I smiled hoping he was right, but darent push things.
'Come on dude let's get you strapped in.' Pete said moving to the rack and beckoning Margo over.
Margo was naked, covering his private parts as he moved over to the rack. He put his feet in the foot rests then Pete strapped his hands, feet and torso in. He then turned the handle and laid him on his back, he then turned the handle in the opposite direction so Margo was suspended three feet from the ground face forward. Margo moaned at being positioned forward saying it hurt. So Pete put him back to vertical saying he would have to talk to his wife about any pain issues.
