American Gigolo is a series focused on a period in my life where I provided sexual services for married women in need of discreet interludes and cuckold couples. “Gigolo” is an outdated term and only used as a nod to the movie that opened my eyes to these possibilities.
There is one particular scene in the movie that sparked my imagination. Early in the movie, we look in on the main character (played by Richard Gere) involved in a steamy sex scene with a woman. The camera then pans around the room to reveal another man sitting in a chair watching. This other man is the woman’s husband – a cuckold – and he was sitting there watching his wife being fucked.
As a kid, I wondered about the man in the chair and the pain he must have felt watching another man take his wife. It seemed hurtful, but it didn’t appear the husband was suffering and might have actually been enjoying himself. I didn’t understand it but was fascinated with how that experience played out in their relationship. Did these types of relationships actually exist?
I thought about the gigolo’s pleasure too but sensed the superficiality of it all and his lack of emotional connection. Still, there was something about him that resonated. He was fit, stylish, had an awesome car, plenty of pussy, and seemed to be “living the dream”. It isn’t much of a stretch to suggest that many teenage boys harbor fantasies of being in high demand for sex. We exhaust ourselves chasing girls – I know I did. What would it be like to have women and couples pursuing me for sexual pleasure? What would I need to do or become to find myself in such a position?
As I thought about the gigolo, I knew that even if I somehow managed to attain that level of sexual prowess, it would only be a facade. I could play the role of boy toy but my soul was too gentle, kind, and sensual to actually be a boy toy. For example, I once failed a science project in elementary school that required creating an insect collection. I just couldn’t bring myself to kill the insects needed for my collection which included a butterfly. Butterflies have always seemed magical and stir my soul.
Like a butterfly, I would also morph but my metamorphosis would be a mask that protected the gentle boy inside.
Time passes and I spread my wings…
I’m relaxing at home one evening and open my email to find this message:
Hi Michael, I’ve been fantasizing about something and need you to satisfy my curiosity. Have you ever measured your cock? Length and circumference? As you know, Roman has a fantasy of watching me with another man and I am considering the possibility if you would be interested. So…think about it. Just a few thoughts and fantasies…. – Jenna
Damn. It isn’t every day a man receives a message like this. Let me tell you, Jenna is a total babe too…and married…and her husband knows she is messaging with me. Jenna and Roman are a beautiful couple in their late twenties and newlyweds setting out on a naughty adventure which includes exhibitionism. Roman enjoys showing off photos of his wife and seeing other men lusting after her. They have been thinking about taking things a step further which would involve Jenna actually fucking other men. This is what led them to me.
Roman made it clear during our meet and greet that he is very interested in watching another man having sex with his wife. Jenna thinks the fantasy is hot too but wasn’t quite ready to make it a reality. Jenna’s concern is something many women go through when first thinking about becoming a “hotwife”. She loves Roman and being with another man is a weighty decision. She knows it will be hot in the moment but worries about the consequences. What if it isn’t as exciting for Roman as he imagined and damages their relationship? Once done, there will be no going back and pretending like it didn’t happen. It will become part of their history and experience together. She needed to be sure.
As for me, this is my first time being courted by a couple for this type of service. Despite my lack of “hands-on” experience with couples, I am well versed in the erotic layers of the cuckold fantasy. I understand what my new friends want and I know my way around a woman’s body. I am confident I can provide Jenna and Roman with the type of experience they are both fantasizing about.
I felt like our meet and greet went well. I stayed in touch with them and went we back and forth sharing some erotic stories about what it might be like for the three of us if we took the next step. I gave them space and our contact was sporadic at best. Months had passed with no contact from them before before this last message and invitation from Jenna. Apparently, it is time.
This is a big step for them as a couple and personally for Jenna. I feel honored that they have chosen me to be the man that brings their fantasy to life – Jenna’s options are certainly infinite. I’m definitely turned on and excited about fucking Jenna but do have some conflicting emotions. On one hand, it seems I have finally attained that vague status of sexuality I had envisioned all those years before. Jenna is looking for a man to fuck her in front of her husband. I am a fuck toy to her – nothing more.
As a sensual soul, it is the “nothing more” that is unsettling. This may be surprising to women who have certain views on male sexuality, but the realization that I am going to be used for sex and tossed away isn’t the best feeling in the world – even for a man. Still, my fascination with cuckolding is intense and I want to experience it up close and personal. There are things I need to know and actually living the experience is the only way I can get those answers.
Jenna and I message back and forth a bit as I began to gather my first real-world cuckolding insights…
Michael, as far as your questions go…I guess to be honest I have always enjoyed the fantasy of being with another man while Roman watches or joins in but I have been hesitant to fulfill it and it isn’t something I want to do regularly. However, this is Roman’s biggest fantasy and I feel that I’m ready to fulfill it with the right person. Even though we haven’t seen you in a while, we really felt like we connected with you and I have fantasized about your cock since then. – Jenna
It feels surreal to have another man’s wife openly admitting she has been fantasizing about my cock – not me, my cock. There is something very primal about this. I imagine Jenna is sharing our messages with Roman and it must be very erotic for him to see his wife openly craving another man’s cock.
I finally send Jenna my measurements and accept her offer as I step confidently into my new role. After all, who am I to deny a woman or couple in need…I am an American Gigolo.
To be continued…