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Crazy Dates!

Mediarahan

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Hey guys :D it's me again !

So let's do something fun and random : What's your craziest date ?
 
Okay Med. I just thought of one. One year during Gay Pride weekend in NYC, I met a cute 24 year old school teacher visiting NYC for the weekend from his home in Rochester NY. He was staying in a nice hotel with his buddy. We met Friday night at a bar in the Village and had a wild and crazy weekend doing the town and having great sex back at my apartment here in Brooklyn Heights.

But the "crazy date" was a couple of months later. He called me and told me he'd be back in the city for the weekend and to meet him at his hotel room. It was a Friday night, and I expected to spend the weekend with him and to renew our hot sex from his previous visit. I went to his room in a nice hotel in Manhattan. I knocked on his door and he opened it and I went to kiss him, but he backed off and said he's like to introduce me to his fiance and a girl came out from the other room. I was stunned but I proceeded to go out with them to a Comedy Club in Manhattan. I hung out with them for about an hour and then made an excuse and left. I never heard from him again. Talk about a "crazy date". lol
 
Okay Med. I just thought of one. One year during Gay Pride weekend in NYC, I met a cute 24 year old school teacher visiting NYC for the weekend from his home in Rochester NY. He was staying in a nice hotel with his buddy. We met Friday night at a bar in the Village and had a wild and crazy weekend doing the town and having great sex back at my apartment here in Brooklyn Heights.

But the "crazy date" was a couple of months later. He called me and told me he'd be back in the city for the weekend and to meet him at his hotel room. It was a Friday night, and I expected to spend the weekend with him and to renew our hot sex from his previous visit. I went to his room in a nice hotel in Manhattan. I knocked on his door and he opened it and I went to kiss him, but he backed off and said he's like to introduce me to his fiance and a girl came out from the other room. I was stunned but I proceeded to go out with them to a Comedy Club in Manhattan. I hung out with them for about an hour and then made an excuse and left. I never heard from him again. Talk about a "crazy date". lol

Wow! That's just weird. What was he thinking? Or was he thinking? lol
 
Wow! That's just weird. What was he thinking? Or was he thinking? lol
I've often thought about that question over the years Tampa. He had actually called me several weeks earlier that he wanted to come down to the city to see me, and then cancelled at the last minute. And then he called again and told me to meet him at his hotel room. You can image my shock, when he didn't allow me to kiss him hello and then when he introduced me to his fiance. In retrospect, I feel sorry for her if he actually married her, for that guy was gay or at least very bisexual. I took him to The Saint which was a very big gay club in the East Village at the time. My friend had a membership and allowed me to use it. He was so impressed with the gay disco and he told me that the shirtless men dancing into the night were flawless. And he was a passionate lover with me. My guess is that religion had something to do with his "going straight". But why invite me to his hotel room to meet his fiance???? Very strange indeed.
 
I've often thought about that question over the years Tampa. He had actually called me several weeks earlier that he wanted to come down to the city to see me, and then cancelled at the last minute. And then he called again and told me to meet him at his hotel room. You can image my shock, when he didn't allow me to kiss him hello and then when he introduced me to his fiance. In retrospect, I feel sorry for her if he actually married her, for that guy was gay or at least very bisexual. I took him to The Saint which was a very big gay club in the East Village at the time. My friend had a membership and allowed me to use it. He was so impressed with the gay disco and he told me that the shirtless men dancing into the night were flawless. And he was a passionate lover with me. My guess is that religion had something to do with his "going straight". But why invite me to his hotel room to meet his fiance???? Very strange indeed.

My question is how did he explain you to his fiance? There must have been something strange going on in his mind.
 
He certainly didn't do that for his fiancé's benefit. How was that supposed to make her feel inviting a strange man to join them on a night on the town?
 
My question is how did he explain you to his fiance? There must have been something strange going on in his mind.

Yes that’s a crazy one. Lol. My latest straight one sobered up and now he is straight. Well he always said he was straight but we had a fun several month fling and I have the hotel bills to prove it. Straight boys can be such a mess but they are so fun to fuck that I guess it’s worth the effort. He liked to kiss but said he hated to suck dick but he liked letting me “have my way with his ass”. Straight boys tend to cum when you fuck them.
 
My question is how did he explain you to his fiance? There must have been something strange going on in his mind.

He certainly didn't do that for his fiancé's benefit. How was that supposed to make her feel inviting a strange man to join them on a night on the town?
I guess from knowing me from our previous weekend together and our phone calls that I am not aggressive and not especially gay appearing and so he just introduced her to me as his friend to hang out with. But he could have told me first...........But no doubt there was something very strange going on in his mind. This happened over 40 years ago and I hope the kid, (24 at the time) has figured things out and is living a happy life today.
 
My craziest date (i'm still going out with him :d)

I knew this guy from a dating app couple of months ago (i think early 2018 or so) but i didn't have courage to chat him because he's blind (i didn't know what to do you know at first). Then around february this year, i put up my courage and chat him, turned out he's the sweetest human ever :D He lives on the other town outside Milan and i live in Milan so i said i'll go visit you (again my stupidity thingking blind people can't do travel) and he said no and he would come after work and he did so i invited him for a dinner then time turned to almost 11 and i asked him to just sleep over cause it's late, not safe bla bla bla. He said sure and yeah the rest are history (no sex because both of us think sex is not that necessary so we just cuddle all night).

And yes since i've never dated a guy with disability before, this is my craziest
 
My craziest date (i'm still going out with him :d)

I knew this guy from a dating app couple of months ago (i think early 2018 or so) but i didn't have courage to chat him because he's blind (i didn't know what to do you know at first). Then around february this year, i put up my courage and chat him, turned out he's the sweetest human ever :D He lives on the other town outside Milan and i live in Milan so i said i'll go visit you (again my stupidity thingking blind people can't do travel) and he said no and he would come after work and he did so i invited him for a dinner then time turned to almost 11 and i asked him to just sleep over cause it's late, not safe bla bla bla. He said sure and yeah the rest are history (no sex because both of us think sex is not that necessary so we just cuddle all night).

And yes since i've never dated a guy with disability before, this is my craziest
I think that is very sweet Med. I am curious how a blind person uses a dating app, as I thought you need to read and obviously he did not see your pic. Is there a voice activated feature or perhaps a friend read your messages to him? But however it happened, it sounds like a very sweet loving thing. I don't know how old either of you are, but it sounds like "young love" to me and spending the night together cuddling is very cool. Good luck my friend!
 
I think that is very sweet Med. I am curious how a blind person uses a dating app, as I thought you need to read and obviously he did not see your pic. Is there a voice activated feature or perhaps a friend read your messages to him? But however it happened, it sounds like a very sweet loving thing. I don't know how old either of you are, but it sounds like "young love" to me and spending the night together cuddling is very cool. Good luck my friend!

Yes, he has this voice system installed on his phone so he knows what i wrote on my profile and a braile keypad or something so he can also write. Techs are cool ahaha. And since he can't see he is a very touch dependant so to know my face he needed to touch.

I'm 25 (but most people tell me i lool like 18/19 a college Freshmen, but i have 2 bachelors degree :lol::lol::lol:) and he's 28 very tall, fit and cute
 
I guess from knowing me from our previous weekend together and our phone calls that I am not aggressive and not especially gay appearing and so he just introduced her to me as his friend to hang out with. But he could have told me first...........But no doubt there was something very strange going on in his mind. This happened over 40 years ago and I hope the kid, (24 at the time) has figured things out and is living a happy life today.

Wait...so he's 64 now?
 
Wait...so he's 64 now?
Yes. I only spent that first weekend in June with him that year and saw him a month or so later with his girl. I wonder what his life is all about today at 64, which reminds me of a song! LOL

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I think that is very sweet Med. I am curious how a blind person uses a dating app, as I thought you need to read and obviously he did not see your pic. Is there a voice activated feature or perhaps a friend read your messages to him? But however it happened, it sounds like a very sweet loving thing. I don't know how old either of you are, but it sounds like "young love" to me and spending the night together cuddling is very cool. Good luck my friend!

That sounds beautiful! For many older people especially, rock hard erections and sex twice a day are not as common of occurrences. So the thought of cuddling all night with another lovely person can hold a lot appeal for many would-be lovers of any age. :biggrin:
 
Yes, he has this voice system installed on his phone so he knows what i wrote on my profile and a braile keypad or something so he can also write. Techs are cool ahaha. And since he can't see he is a very touch dependant so to know my face he needed to touch.

I'm 25 (but most people tell me i lool like 18/19 a college Freshmen, but i have 2 bachelors degree :lol::lol::lol:) and he's 28 very tall, fit and cute

I'm so happy for you Med! He sounds wonderful. Congrats on the two bachelor's degrees. I also have two. It wasn't easy. lol And I'm rather envious that you live in Milan. I've been to several other parts of Italy. But I've never made it to Milan. I hear it's amazing.
 
I'm so happy for you Med! He sounds wonderful. Congrats on the two bachelor's degrees. I also have two. It wasn't easy. lol And I'm rather envious that you live in Milan. I've been to several other parts of Italy. But I've never made it to Milan. I hear it's amazing.

I used to attend one of the world’s largest furniture market in Milan every year. It’s a wonderful modern city with a lot of history around but nothing like Florence or Venice. Florence is still a renaissance city and it’s wonderful. Milan is a hustling bustling commercial city like New York. History is all around of course, just like New York, but that’s not what you notice.
 
I used to attend one of the world’s largest furniture market in Milan every year. It’s a wonderful modern city with a lot of history around but nothing like Florence or Venice. Florence is still a renaissance city and it’s wonderful. Milan is a hustling bustling commercial city like New York. History is all around of course, just like New York, but that’s not what you notice.


For me it really is a toss-up between Florence and Venice. People who have never been to Italy are usually surprised that I put Rome in third place. And Naples in last. Modern Naples that is. Not Pompeii on the outskirts. haha
 
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Ever since they first interviewed Kace Axel I have intended to write down this sexual experience which I had in Vermont over 75 years ago. And then when this thread “Dates” came up, I decided I had to write this up as one of my “craziest” dates EVER!

In those days, Texas A&M, the Agriculture School in Texas would only admit men, so when one of my sisters got ready to go to school in the early 1940’s she had choiced to go to Texas Tech, in Lubbock TX, the center of the dust bowl, or to look around for an agriculture school that would take her and found the University of Vermont in Burlington. Always green. Out of the dust bowl. So, in the early 1940’s when everyone was involved in the war, me and my mother went off to Burlington on the train to install my sister in school in Vermont.

I had already established the rule that I would stay in a different room (I was 13, nearly 14, going on 25) on a different floor than my family because the purpose of a trip in those days was to have sex with people and I didn’t want my family knowning what all I was doing. There was not any national hotel chains until Holiday Inns in the 1950’s, so the school would hook you up with a local hotel, where you would have reservations, and when we got there, (because of the war) someone took us to the hotel, with all our things, in a horse and buggy taxi. Saving gas for the war. In those days, there was no such thing as credit cards, so you’d deal with the economics with travelers checks.

And the first thing I saw was the hot fucking bell hop, who would take all your things, and then bring them to your room later. This bell hop, turned out to have about one of the fattest dicks I’ve ever had in my ass. Fortunately the cowboy that introduced me to gay sex had a really fat dick so I could handle it, but I’m just telling you, this kid had a dick as fat as a beer can.

And we were not at that hotel 30 minutes before this guy had that fat dick in my little nearly 14 year old ass. My sister and mother settled into what became my sisters permanent living accommodations during her stay there, but I stayed in the hotel, because this fat dick would fuck me everyday, at least once and sometimes 3 or 4 times a day. As soon as I would bust a nut, then this guy would bust his nuts inside me. You could feel it and of course it would be dribbling out. Oh GAWD!

My sister graduated and married a Vermont Farmer and my Daddy bought them lots of land for a Dairy farm. Now, counting the parents of my sister’s husband, there is 5 generations still working that one dairy farm. Incidently selling milk to “Cabot” cheese.

This kid that was fucking me, turned out to be a horny straight guy. (It was really hard to get a good girl alone in those days, so you could fuck her. People watched the girls closely. But, a guy was easy and he’d just fuck my ass every chance he got).

He ended up working for my sister’s family on that farm and in later years (This happened more than 75 years ago) we always handled it by NEVER speaking of it again. I still remembered how it happened, and I don’t see how he wouldn’t remember that it happened, but after he went to work for my family, and he married a woman, we started acting like it had NEVER happened.

And his Great Great Grandson still works for that farm, today. This kid is just as hot as his Grandfather was, and every time I see him I wonder if he inherited the fat dick, or what. LOL
 
That’s a good date story Studddandy, I bet that bellboy really enjoyed your 13 year old ass. I was 13 also when I spent a wonderful trip to North Wales with my best friend, his mom and Aunt, visiting long lost relatives of theirs. We slept in the same twin bed and sucked and fucked every night. It started on the 747 on the way over. So I joined the mile high club first time out. We had wrestled around but no sex till on the plane. But we had a great time the whole trip.

You know how cowboys are often bow legged? Probably from too much time on a horse but I like to think it might also be from big fat dicks up their ass.
 
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Yes, he has this voice system installed on his phone so he knows what i wrote on my profile and a braile keypad or something so he can also write. Techs are cool ahaha. And since he can't see he is a very touch dependant so to know my face he needed to touch.

I'm 25 (but most people tell me i lool like 18/19 a college Freshmen, but i have 2 bachelors degree :lol::lol::lol:) and he's 28 very tall, fit and cute
I missed your post earlier this morning Med. I must have been writing mine at the same time. I think it's a beautiful thing you have going with your tall, fit 28 year old new friend. I wish you great success in your budding relationship. I always love learning about new forumites and I appreciate you telling us a bit about yourself, your new friendship and getting a discussion started about your part of the world. All GREAT stuff, my friend! I hope you start posting even more regularly on the forum about "Everything Under The Sun", as our forum is now called.

I know that you've been here for a little while now, but I don't remember if I previously had offered you a great big :welcome:
 
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