Well, how to start? I think rather than lots of long stories, I will do a few here and just add the good bits on how she became the hotwife of today, with some tips and tricks along the way!
Start Small
For us, well, me, it was easy telling her my fantasy of seeing her fuck another guy, this was maybe years before it happened, and for her, it was at first a tiny kink for exhibitionism (As shared in another story). I think from early doors I was long-term planning! How do I move from "Let's leave the curtains open" to "I want to fuck another man"? I knew this was going to be a long game, but that's fine.
Our first few times as shared were fucking with windows open and at the window to let anyone see, but we made it very casual. For a while, she always teased and joked about the classic answer room service naked, but that's so hard to plan and get right, but one day it did! We had a nice hotel room, a cute guy at reception, and an issue in our room. I asked her to put some clothes on or a robe, as I would call them up to have a look, but was told very directly, "No." And who am I to argue! A quick call down and a nice little surprise, she was in an open robe, naked, and I hid in the other room. She got him in, let everything on show, and acted all innocent! When he left, she had a smile as wide as the room, telling me he was staring at her, and I think she was a huge milestone in confidence!
Games!
If I learned anything on this journey, it is that games are 100% the way to go! This was something we found one night in a hotel on a trip, our lovely plans cancelled by the weather, so we stayed in, had a few drinks and played a deck of cards! Which turned into a strip game for the loser! And what was the ultimate challenge? The loser of the night had to stand naked at the window! Well, let me tell you, I turned into Dan Bilzerian with my skills to make her lose! And I tell you it was worth it, seeing her naked pressed up against the glass!
This game must be the gateway to confidence because a few months down the line, we had our mutual friend staying with us, we see him maybe a few times a year, and he tends to stay over, drinks and chill. He's an old friend of ours. And she was the one to suggest we play a game of strip cards! Which I thought was bold, but to my surprise, he was up for it! And it was great fun, I'm not sure if she was trying to lose, but she certainly did and ended up naked, getting the drinks for the rest of the night! It was nice to see how comfortable we all were too, us lads sat in our boxers, and her nakedness was amazing.
But this was only night 1 or 3 he was staying, this was not uncommon as once or so a year we would try and do a few night things, we could get a little more drunk, do a few more things out for the day, movies, all the things we save for our time together. She actually asked me when we got to bed what my limit was for games, to which I said I don't have one for this friend, we trust him, so go with the flow! Which I think went extremely fast. We all like video games, so thought a little Mario Kart championship would be a great idea! A few games in, it was all pretty even on points, but she decided to set a challenge: the winner would get to fuck her.... and I will say it was VERY hot to see our friend look so up for it! I wasn't sure how he would react, but man, he nailed it! It looks like he really wanted to win but was very respectful about it! And so the race began, I made the decision it was my goal to lose! I wanted him to win pretty badly, and man, we got it. He won fair and square! Had a little celebration, but didn't ask for his prize!
It took her to prompt him, "So do you want to fuck me?" and the ever being gentleman "If you two are happy?" We absolutely were! I think she has this planned out already, as we were told, "Right, you boys head up in 5 mins? I will be waiting on the bed", and she left the room. As guys, we had a little "You good with this?" Chat and both concluded, yes, absolutely, we both were. So we headed up and found her on the bed, bent over in a deep arch with a bottle of lube next to her. We both looked at each other with a huge smile! "Why don't you let me guess who it is?" I stepped up first, and started to slowly rub my tip on her, to my surprise and happy shock, she was already wet! I teased a few inches inside and backed away and let out friend line up, as he slowly rubbed and teased, he finally slipped in, inch by inch, all 8". I moved around to the front, I wanted to see how beautiful my fiancé looked with all 8" of my friend in her! And let me tell you, she looked perfect, she looked up with a look of "I love you" and "Fuck he's big" all at the same time! She gestured for me to close and slowly sucked my hard dick, still keeping eye contact with me. I could feel each time he pushed deep inside her, her moans music to my ears. I had to step back a few times so I didn't cum, knowing how much she was enjoying this was amazing to me. My first time as a cuck was perfect as can be.
After a while, he slowed and asked the big question, "Where should I cum?" and without much hesitation, she looked me in the eyes and said, "Inside me, because he's going to use it as lube" She arched her back deeper and push back hard and harder till he pushed deep one final time, the sound of moans and gruts from them both followed by a "Good girl" were everything I needed. He slowly pulled out both moaning as all 8" slipped out. She rolled over, legs wide open and gestured for my turn. I moved around and climbed on, slowly teasing her lips covered in cum. It felt amazing. I slowly slipped in and could feel how full she was, so fucking hot knowing it wasn't me! She asked our friend to come over to her mouth and pulled him closer to suck him clean, which was amazing to watch. I knew I wouldn't last long when he leaned down to kiss her.... seeing them kiss cum between their lips, I blew inside her too, I could hear her moaning into his lips as she took her second load. She must be a mind reader for kinks more than me because she told us to swap, sucked me clean, and we kissed, and without so much of a break in motion pushed his head down to clean up, and he did not hesitate I of all people know how much she cums from clit being licked and I think a good lick covered in cum with her fiance in her mouth was probably perfect!
This was perfect! And let me tell you a few years down the line, our friendship is still going, a few more times sex, a few more not, but we are all friends!
