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An Encounter with Henry
This is true story that happened to me last July, names and places have been changed to protect the privacy of both myself and the people who I'm include into this story.
Please be noted that English is not my first language,
I've had an account on Grinder and I was always clear that I'm not looking for love or LTR, just an encounter pure sex and I'm not interested at all for younger guys, only men over 45 of age, but I'm willing to have a chat with younger and be only online friends, I always receive messages messages from younger persons but I always politely reject their offers
One day I received a message from a guy in his mid 20's and as usual I told him sorry I'm not interested in younger but he was kinda persistent, when he told me he was never with a man before and he was just curios and wanted to explorer with an expert man that made me curios too, then he sent me his photos, couple for his face and couple for his butt in jockstrap, I found him so attractive and adorable young man, he told me his name is Henry, after a long chat for couple of days I agreed to meet with him in a public cafe, while driving to the meeting point he texted me if I wanted to come to his place to drink Rum with him and because I was driving I didn't read correctly the sentence he sent, I really wish I did, then I sent him a voice message that I'm almost at the meeting point it was 5 minutes from where he lives
I arrived and he was already there, I met him and I found he was really attractive and adorable, we headed to a coffeeshop, he seemed little nervous as I was, we chatted a little and he told me he's a has no brothers or sisters and his parents working and living in the Gulf are and they visit from time to time and has a lot of friends he spend most of the time with them and he had some experiences with women and he told me he always eats out because he never cook, I told him I'm good cooker and I want to cook for him someday, he agreed and told me that will be fine to come to his place and cook for him
Then I asked him what you're looking for, he said I'm just exploring and I wanted to try something he's been thinking of for a while, then I advised him to be extra carful on Grinder because there are a lot of shitty men out there
I told him I'll tell you a story that happened to me couple of years ago, I placed and ad on Craigslist when it was still holding the sex dating section, I wrote on the ad that I'm looking for a mature man to dominate him and be my bitch slave, and honestly I never did such a thing before but I wanted to try it out
Three days later I received an email from a man in his early 60's his name was Mark, we traded emails for a week and I learned that he was inexperienced and the only experience he had when he was in high school with a friend of him, they sucked each other and that's it, I told him what you are looking for he told me he wanted to explorer his sexuality with a man besides the idea of being dominated turns him on and he wants to give a try, besides he wants someone to fuck his wife too, I was shocked from that bold request, I was really confused and wondered, how can a man ask for someone to fuck his wife? I asked him why you want someone to fuck your wife? he said he has a tiny cock that barely get hard and he knows he never give his beloved wife a satisfaction, and his wife works as a executive director in an international bank
I was really bewildered, chocked and thrilled, I was 57 years old at the time when it happened, I had hundreds of man to man sex ever since I was preteen boy but never had sex with a strange woman, only my wife that I've been married to her for more than 30 years, I never ever been attracted to women or even thought about, women never turns me on
When Mark sent his photo to me he looks so innocent, so adorable and obviously so naive but most of all he looked upscale which perfectly my type of men, my heart milted upon seeing his photo, then me and Mark started to put some scenarios about how he will itdnduce me to his wife and how will I seduce her, the idea didn't suit me well, I'm still not attracted to women at all, then I got an idea I told Mark about, I had a guy his name is Tony who's fucked me couple of times he was the same as my age and he is bisexual, he likes women and men too, Mark agreed to include Tony to our scenario
We put together several scenarios and Mark agreed to meet with me to discus the story and maybe have some fun too, we agreed to meet in Starbucks cafe next day afternoon
I arrived first then Mark came, he was really so adorable as his photo, I told him to have a takeaway coffee and drive with my car to chat freely, he agreed, I told him did you come with your car? he said yes but he had his chauffeur, I told him let him go and I'll drive you home and he did, we chatted for a while and I told him I want to have sex with you, he seemed so exited and nervous too, then he told me we can go to his farm house that a 50 minutes drive from whewre we are, I agreed
When we arrived it was a fancy villa surrounded with 10 acres of farm land, we headed to the bedroom on the second floor of the villa, I ordered Mark to strip down of all of his clothes and he gladly obeyed, OH GUSH, Mark was really tiny, his cock almost the size of my thumb, it was soft and shrinking only the tiny head of his cock appeared, I told Mark to set down on the floor and take my shoes and socks off and he did, I told him to suck on my toes and he did, he looked so eager and so willing to do whatever I order him
Then I told him to stand and face the wall and his hands up, I just wanted to play the master and slave game and I wished he would like it, then I whispered in his ears, I think you've been a naughty boy lately didn't you? he seemed confused and looked at me, I told him with stern didn't you? he nodded, then I slapped his bare butt so hard, he was shocked, I told him I guess I told you to behave your self young man didn't I? then a slap after slap after slap, tell he cried with tears and told me to stop, I told him say please stop sir and he did
Then I led Mark to the bed, he lay down helpless as I sucked his nipples as hard as I can, Mark was wriggle and twisting beneath me while I'm chewing his tits, I sucked on his cock but it didn't ever get half hard, I really felt betty for the man and understood why he's looking for someone to fuck his wife
Then I flipped Mark facedown I spread his butt cheeks apart and started to rim him, he was squirming and pushing his butt toward my tongue, I pushed my tongue as deep as I could then started to fuck him, he was super tight, for several tries I failed to enter him, he almost cried while he's begging me to stop and he can't stand it anymore, I stopped, because I felt that helpless man was asking for something that he even not aware of it, I assured him that I didn't want to hurt him but usually that's how it goes and he is not ready yet for that
We put on our clothes and while at the doorway of the villa Mark took out his mobile phone and showed me punch of pictures for his wife, she was really attractive woman, her pussy was shaved except for a line of hair makes it look like a crown over her pussy
We drove to Mark's home, he lived in an upscale town, while we drove I told Mark I'll cal Tony and we can meet after a day or tow to start our planed scenario and he agreed, but something very strange happened, when we got to a traffic signal 2 blocks before Mark's house he opened the car door and ran away he just said I'll go and see you later, I was really confused, I didn't know what had happened to make him runaway, we were fine, I thought he didn't want me to know where he lives, it's fine with me but if he just asked I would drop him wherever he wanted, I felt odd about that
I called Tony and told him about what we just did, I told him how Mark is so innocent and so naive and we should handle his subject with with care because he's very fragile person, Tony agreed
Next day I texted Mark but he didn't respond, I kept texting him for the next week but never received any respond from Mark, then one day I received and email from Mark and he said I don't want to see you again it was all bad experience for him and his nipples and but hole still sore from what I did to him, I felt so sorry for him, I really didn't want him to feel pain, I really wanted him to feel the pleasure of all experiences I've had but obviously it was to much for him to handle in one day
I stopped contacting Mark since he sent me that email, I explained to him that I'm so sorry for how bad and pain I cost him and I assured him that he'll never hear form me again
I told Henry that story because I wanted him to re consider what he was asking for, and while chatting with Henry he told me something that I haven't consider it, he told me that he doesn't like to get things the easy way, he likes to get things by the hard way to feel that he won something, I didn't understand why he told me that till I started texting him for the next week but he ignored me completely
I felt so stupid, I didn't know why he didn't respond to my messages, was it because the story of Mark that scared the shit out of him? or because I was easy to get? I really liked Henry so much even he's the hugest one I met and I wanted to be with him, to fulfill his desire and mine too
I wondered why did he ignored me till last week I received a text from Henry saying Hi, you know I was thinking about you, I got hard on while thinking about you, I said WOW, I never thought you would contact me anymore, I'm so glad you did, I thought about you a lot, actually I never stopped think about you, he said then we have to do something about it, I said I'll be so glad, he said then let it be after the coronavirus quarantine I said fine
I really don't know what wrong I have done with both of them, Mark and Henry, was I that bad person? I never meant to hurt anyone in my life, I just want them to feel the pleasure that I feel, was it wrong to do the things my way? Mark is gone forever for me but I think I still have a chance with Henry, I don't know how to handle him, should I ignore him for a while and let know that I'm not that easy to get? I don't know
Thank you for reading my story, if you have any advice I'll be glad to hear