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So I (42M – at the time) had been divorced a year. She (39F) seemed too good to be true at first. The timing was just perfect for both of us. Both of us were tired of the bullshit, the fake personas when dating, the dishonesty, etc… we just laid our cards on the table and it magically worked out. About two months into the relationship she shared with me some thing that honestly made me feel, well… HONORED! She had been married and had a few long-term relationships but never felt safe or secure enough to distribute her deepest fantasy with anyone until me. She wanted to be pleasured by two men at the same time.
It wasn’t anything that particularly excited me until I realized what it meant to her. Being the guy that could fulfill her biggest fantasy it was a gigantic turn on! to show that her fantasy was purely “situational“ and not “personal“, she described some parameters and left it up to me to find the “special guest star”.
Never have any done anything like this before I took it very seriously. As you can imagine, posting something like this on Reddit exploded my DM‘s! Suddenly I felt like an employer doing job interviews. I spent about two months weeding out candidates until I found the perfect guy. When she found out how much work I put in to this, she was honored beyond description. She literally had tears in her eyes that anyone would prioritize her wants, and needs, and desires to this extent! The big night arrived and everything went PERFECTLY! End it was this perfect result that led me to decide that there was no reason to distribute one minor little detail, so I kept that detail to myself and I all the time will.
The “perfect” candidate that I spent two months vetting? yeah he canceled earlier that day. I had about four hours to discover a substitute. In my haste I somehow forgot to ask the guys age. His picture looked like he was old enough and he gave some decent answers and… I rolled the dice. I’ll never forget when she said, “with all of those weeks weeding out candidates and being so picky, I’m surprised you settled on someone about half my age!” (He was 21 Years Old!?!?). “Baby, you might not have been the most experienced but I had to go with my gut, and my gut told me that he was the best option for this situation on this particular evening” (100% true – never mind the fact that he was the ONLY option). I have to give the young man credit. He showed up, took off his clothes and whipped out that 8 inch firehouse he swings around. He barely said a word but he followed directions from both her and I without question. For example, I told him to sit on the edge of the bed because we were gonna try double penetration. It didn’t go great but we managed to make it work for at least 30 seconds. She said she all the time wanted to get on her knees and suck two dicks like she saw in porn movies. She had the time of her life! He politely gave fair warning before he “finished” and asked where she wanted it. I have been edging myself waiting for this moment. We never discussed it, because we like to make decisions “in the moment“ depending on the mood. Well apparently the mood this night called for two loads to the face! While I generally shoot a fairly decent amount of volume, and my girlfriend has grown accustomed to my cumshots, she was caught completely off guard by how far he blasted!
Once we finally all got to meet each other (he literally walked in and we started fucking), cleaned himself up, got his clothes on, said “thank you”, then bounced!
What’s there to say? Sometimes a gamble pays off.
It was 2 years ago now. Using a cost/advantage analysis, what advantage is there to letting her know that I rolled the dice on a 21-year-old guy I didn’t know anything about to fulfill her biggest fantasy? I’ve never cheated on her and I never will. We have a very open and honest relationship, but I’m holding onto this detail to the grave . And maybe she has one or two details that she’s holding onto? And to that I say, “Fair-play“, and I hope I never find out what they are lol. She cherishes that night as PERFECT, just the way it is. For me to shatter her perfect picture, just to alleviate any guilt or personal need to “correct the record” NOW? Well, that would just be …selfish! But if you disagree with my position on the matter I would love for you to kindly keep it to yourself lol. I’m not asking for advice, just sharing a story…
NSFW: yes
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