My wife and I have known Charlie since he was 18 and leaving for college. Now he's about 25 and a physicist, working in the space program industry. The man is a genius, but has sacrificed his social life due to the "nerd" label that really does apply to him. With the opposite sex, he just is beyond his comfort zone, and has admitted his shame in still being inexperienced and a virgin. Originally Alex met him while she was back in school completing her Master's Degree in Environmental Law. We keep in touch usually monthly, but Charlie recently relocated to our town and we've spent much more time together as a result. He's a good guy, I trust him like a brother, and Alex cares for him like her lost kitty. So many men are always hitting on Alex quite aggressively that she loves being around Charlie even more, as he is clearly so smitten with her and equally kind. Anything Alex would want, he would jump to do for her.
So his success in his field is excelled by his failure in having a love life. He's been kind of depressed over it, and Alex tries to give him confidence and build up his ego. He knows girls like confident men, but Charlie is a novice beyond his professional skills.
That being said, we were hanging around with each other more and more, and Charlie opened up to us from his heart. I am not the slightest bit jealous of his obvious lust for Alex, as this is something most men instantly feel for her too. Petite, half Asian, tom-boyish with a figure, she is a magnet for men. Not only don't I mind, I also love it. She is a sweet little tease, still learning the unbridled power this young lady has over men. Being submissive by nature, this power is nothing she has ever exploited, but she has learned the ability to "top from the bottom". That's a BDSM term for a submissive being in control of a Dominant. Our private life is very much centered around BDSM, but outside the bedroom, Alex is not shy about calling the shots! But I don't want her to know I know that.
Tonight, Charlie was over as we kicked back with a Cabernet and went from hot tub to pool to the den where we dried off and watched a movie. I wanted to see Bird Box and Charlie and I liked it but a little too violent for Alex. She left and did some things around the house and returned in a pair of shorts that showed her cheeks and a cut off top showing an inch or so from the high cut shorts to below her breasts. Delicate little buttons closed the front and thin straps showed her bare shoulders. Not a big deal considering she had a string bikini on earlier that showed more, and got naked under the water in the hot tub. I didn't think Alex would intentionally display herself to Charlie, but I sensed she wanted to give him a little something to cheer him up, as subtle as she was. It's damn near impossible for Alex to not be sexy, so I'm sure Charlie noticed every little detail of her charm, especially in the tub.
I gave them some time to chat, as I thought he might open up more to Alex than to me. When I returned 40 minutes later , they sat on the floor and Alex had her knees up and legs nervously moving together and apart, over and over. She told me Charlie wished he had her to be his girlfriend, and she blushed and said any girl would be lucky. The wine took its effect and we all discussed his issues with girls, and he wished out loud that Alex would teach him to be more attractive to girls, or at least let him experience some things he fantasized about. I laughed and said she was too expensive, and he blurted out he'd pay anything for a chance to be with her. I calmed him down and said Alex would be happy to spend some alone time with you just for your company and friendship. She glanced at me from the corner of her eyes and I gave her a look that she knew I was serious. Charlie questioned me and I said anytime you want to use Alex to show you some things you are missing, it's ok with us. We talked details and arrived at a set of ground rules, like no cock penetration but he could pretty much experiment with anything else he wanted. He could undress her, toy with her body, touch, feel, kiss, lick, try some BDSM things he said he fantasized about, like bondage and humiliation. Alex jumped in at humiliation and surprisingly exclaimed, "What!!"
Charlie said he watches a lot of porn and got a lot of ideas, so I said, whoa...nothing that would injure or hurt her, and he understood and agreed. So we made our carriage house available for playtime, It was out back and under renovation, and would be close to me while they played. In my head I already selected where I would place the camera to make sure Alex was always ok. So also cause I am a perv and wanted to see everything!
After Charlie left, we talked about how excited he told her he was and Alex questioned if I knew what I was doing. I told her she would do what he tells her and that this will be a part of her training to be my toy, plaything, and possibly even whore. In any event, she was going to learn about humiliation, and she swallowed hard. This is something that had always scared her and she avoided. But there was an undeniable link of her embarrassment to arousal, and I intended to make that all the more obvious to her. My admitted sadistic tendencies made her nervous as hell, but she knew I would never hurt her - not in a bad way.
Later in the week we talked about Charlie calling her every night that week and excitedly telling her how anxious he was to get started. So Saturday night would be the first "lesson" of what turned out to be quite a few. My cameras were ready and I told Alex I would be watching everything to keep her safe and watch her seduce Charlie more and more. But the rules I gave Charlie applied to both of them, and she knew it.