Posts Tagged cheating
Last Minute Regrets
Posted by One Gay at a Time in Gay Dating on December 9, 2011
After my awkward date with Smiles, I felt I needed some change. The date was uncomfortable and the goodbye was lack luster.
Two guys had been reaching out to me on OKCupid, so I took the time to respond to them and try to set up a time to grab drinks. I shot them a text to see if they was available the following evening.
One of them, a guy who happened to go to the same college as me, responded informing me Wednesdays were the only day during the week that really worked for him. He was taking graduate courses, so he was quite busy.
The other guy texted me back to explain he was most likely available to meet for a drink when he finished work, but was unsure when that would be. He is a financial planner, so his hours are somewhat sporadic. We planned to touch base again at 5:00 the next day.
I had a lot of regret after setting up this date, but I tried to proceed with an open mind. All my friends encouraged me to date more people and not put all my eggs in one basket. I was finally following their advice. Smiles wasn’t exactly being the warmest towards me, so no harm, no foul.

When 5:00 arrived, the regret came flooding in. I didn’t want to meet up for drinks. I felt like I was cheating on Smiles. The planner sent me a text explaining he would be working late. He asked if I could meet for coffee at 9:30. I agreed, and sat with my guilt. It was already bothering me, and I didn’t even go out for the drinks yet. What if he tried to kiss me? What if he really liked me? What if I really liked him? This just goes to show you shouldn’t make quick irrational decisions.
As it got later, I got more nervous about the date. Not because of the date, but because of what it would mean for Smiles and I. I didn’t want to betray him. We hadn’t talked about exclusivity yet, but I was hoping we were moving in that direction.
I received a text that calmed my nerves completely. He had to cancel because he got called back into work. I was off the hook. I’m very grateful he cancelled on me, because the guilt would have really gotten to me. It’s just who I am.
I began to examine my relationship with Smiles. There were times he was completely affectionate and a total sweetheart. He really made me happy during those times. Probably far more than he realizes. I really enjoyed spending time with him, no matter what we were doing. On the other hand, when he would ignore me or not take me into consideration, I felt like such a small man. It really hurt to feel he wasn’t feeling about me the same way I was feeling about him. I wanted him to adore me the way I adored him at times. I felt like he always kept me at a safe distance. Not so far that I leave him, but not too close that I could ever hurt him. If we were going to proceed together, he was going to have to make himself more vulnerable and let me in.

I felt like I was part of his second life. He had his friends and acted one way with them, but when he was with me, he was different. He never integrated the two lives. Always separate. This is the reason I broke up with Broadway.
All this also helped me realize I needed Boston back in my life to talk me out of these crazy ideas. He is my sanity. I let my mind run wild after one bad date. He was always someone who could put me back on track and give me a strong dose of reality, not what my mind was conjuring up. However, he isn’t the easiest to get ahold of since he’s in he final year of school.
Smiles wasn’t talking to me much, so I would wait until he felt the need to talk to me. I didn’t go on the date, but I wasn’t exactly running back into Smiles’ arms. I was going to play hard to get a little bit…
Follow @onegayatatimeFabricated Frustrations
Posted by One Gay at a Time in Gay Dating on November 4, 2011
As things were progressing with Smiles, I started to feel guilty about The Principal. I really liked him, but I didn’t want to string him along. I needed to do some damage control.
I legitimately enjoyed talking to him and found him to be a great guy. If he lived closer, I’m sure a relationship would have developed, but living six hours away prevented all that. The time came to protect his feelings. Through our discussions, I knew he was falling for me harder by the minute. I needed to cut things off before we got any deeper, even if that meant hurting him a little now. I needed to find a way to do this without hurting his feelings.
I decided to approach it by telling him the distance thing was getting to me. I was going to blame it on that so he didn’t feel responsible for my wanting to morph the relationship into a simple friendship. This is how the conversation went down:
Me: “So, I told you I would always be honest with you on things, and I’m starting to have my doubts about all this.”
P: “Okay. What’s the mater? Figured you were giving up on me.”
Me: “I just haven’t seen this going anywhere… I can deal with the distance as long as there is progress, and I haven’t seen that. I’m worried if it’s been this tough so far to get things off the ground, it’s only going to get tougher.”
P: “We are not in a relationship. This isn’t preventing you from doing anything. So what’s the harm? Next, what’s been tough lately? What happened over the past 3-4 days?”
Me: “I think you are a great guy, and I like you a lot. But, I’m having doubts this is a good idea if feelings are getting involved. What changed is I had a hard time both remembering to text or call and to find the time to do so. And, I feel bad about that! However, I don’t hear my phone ringing all that often to be honest either.”
P: “And, this came about because? Have I done something recently?”
Me: “You’ve done nothing wrong.”
P: “K. You don’t need to feel bad.”
Me: “I’m just being honest.”
P: “I haven’t called in the past 2 days because I was waiting to see if you’d put in some effort.”
Me: “I mean in general.”
P: “So, you feel I don’t call or contact a lot first?”
Me: “You text me, but you know how I feel about that. I can’t think of this as not a relationship. I’m not capable of that based on how we talk to each other. And by tying myself up in this relationship, I don’t feel I’m opening myself up to something else, and I just don’t know if this is enough for me. Does that make sense?”
P: “It does. Why did you feel bad this weekend? You weren’t thinking of me? It’s okay. Um. You’d date a guy if he came along right?”
Me: “Which goes to say, it’s not that I don’t want to talk to you anymore. It’s just the tone and frequency that may change.”
P: “I mean first you have to be interested in someone? Then you can worry about that. No? You should worry about not being able to open up to a guy when you see someone who interests you. What can I do to have you continue to be close? My ‘babe?’ LOL.”
Me: “And, how is this fair to you? I string you along until I find another guy? That’s not right!”
P: “I know the risk I’m taking. You find another guy, I back off and let you be happy.”
Me: “I know. But I don’t play like that. The emotions that build up until I meet someone else.”
P: “Obviously sounds like you just don’t like me that much.”
Me: “I like you plenty. I just don’t like the situation. And, I don’t want to hurt.”
P: “And, then you meet someone. If we meet before then, we could discuss different terms.”
Me: “This isn’t easy, but I’m trying to make the mature decision. I thought it would go down differently than it has. I thought after a month I’d have seen you already.”
P: “I’m shocked by this.”
Me: “I thought we’d be making this work long distance, when really it’s just been ‘how’s your day’ text messages and calls.”
P: “I know you want more in-depth talks.”
Me: “We had a fight about this… I told you I wanted more. I haven’t seen more since then.”
P: “How else is making this work long distance? More talks? I have a feeling that still won’t be enough.”
Me: “Exactly. I thought by now we’d be planning a second visit. We haven’t had a first.”
P: “You haven’t been home at night. Been doing every sport in the world.”
Me: “I’m not pointing fingers in blame! By any means. I take responsibility as well. I lead a very active lifestyle.”
P: “Yup.”
Me: “I just need more if I’m in a relationship, and if I’m not getting that, it’s more of a friendship. Just redefining us. Not eliminating us.”
P: “Well. Not hearing ‘babe’ or having that closeness… Seems more like eliminating.”
Me: “I’m sorry you feel that way.”
P: “Just unhappy about this obviously. I can try to have more intimate talks and move us forward.”
Me: “I think we need to discuss this more, but I have a busy afternoon until this evening…”
P: “I like you. I feel emotionally connected to you. Of course you do. “
Me: “Can I call you later? And that snide comment is exactly why I feel this conversation needs to happen.”
P: “Yet, I get the blame for no contact. I might be with friends later.”
Me: “I’m not going to fight with you about this, so please drop the combative attitude.”
P: “I’d stop anything for a guy who will do the same for me. Babe. You made up your mind right?”
Me: “No. I want to talk to you about this, but I have work to do.”
P: “So you want to talk more to tell me how you want less contact and just a friendship?”
Me: “You are impossible. I want to discuss how we can proceed from here. Please be an adult about this.”
P: “I am if you are saying you are open to developing our closeness. Great. If you are going to continue to explain our new status, I get your thoughts. I’m not mad. Have a good afternoon. I get that you want the tone and frequency to change. I’ve missed you and care about you and think you’re an incredible person.”
With that, the texting conversation ended for the afternoon. I wanted to pick up the phone and talk to him like adults, but every time I called, he ignored me. He would go right back to texting me, but would not discuss this over the phone. I don’t like having conversations like this over text. You can’t hear someone’s tone in a text. Later that night we chatted some more:
P: “In bed thinking of you. Very unhappy about this situation.”
Me: “I don’t know how to fix this. I’m sorry. I know I need more in a relationship, but I’m also trying to take your feelings into consideration.”
P: “You need more, so go find more… I’m very frustrated.”
Me: “What are you frustrated about?”
P: “That you want to just quit and be friends.”
Me: “I don’t want things to get messy. I don’t want to hurt you. How are you going to feel when I say, ‘I met someone?’ “
P: “I’m sensing you just lost interest. I’m a big boy. You meet someone and then I’ll get put aside. You don’t like me. Then there’s not much I can do with that.”
Me: “Okay. The truth is, I did meet someone.”
P: “K. That you should have said. So much for always being honest. So what’s with the I don’t know how to fix this?”
Me: “I thought it would make things easier if I asked you to just be friends, but if that means you think I don’t like you, then I feel the need to come clean… Cause I do like you.”
P: “Okay. I wish you luck. You’re a great guy.”
Me: “I want to keep you as a friend. That’s why I’m treating treading so delicately. Are you okay?”
P: “We can be friends, but I need space… I’m fine. Not happy about it, but what can I do?”
Me: “The last thing I wanted to do was hurt you! You’re an amazing guy!”
P: “We are going to change our relationship, and that’s not going to happen soon. If you’re ever single and want to explore, definitely contact me. If I’m single, who knows…”
Me: “Okay. I’ll give you space. When you feel comfortable, please reach out to me again!”
I didn’t feel I got the closure I needed with him. I could tell he wasn’t happy and a little heart-broken. I didn’t know what to do, but I knew if I kept up the charade, it would only get worse down the road. I think I did the right thing. I did what needed to be done. Now it was a matter of time and healing before he would reach out to me again.
Follow @onegayatatimeIndiana Jone’s Charity
Posted by One Gay at a Time in Gay Dating on October 12, 2011
Indiana Jones didn’t arrive in my life in the most conventional way, however, he is a great guy — A great guy I want in my life.
As he was leaving my apartment the night he came over for a bottle of wine, he casually invited me to attend his next charity event. I was thrilled. He described the two upcoming events and told me he would send me an invitation. One such invitation arrived while I was out at the bar with my sister and my friend, K. I took the opportunity to tell them about this man. They couldn’t fathom how I managed to befriend this man, but both wanted to know how they could also access him.
I told them they were more than welcome to attend the charity event with me. The next day, I forwarded them the invitation, as well as to another friend and my roommate. My sister and one of my friends told me they were onboard to attend, even with the $50 donation requested during RSVP.
As we drew closer to the night of the event, everyone backed out except my roommate, who agreed to go the day of the event. I was thoroughly annoyed. I told my Indiana I would be there, so I couldn’t back out, but I did not want to attend alone. It would have been one thing if they never agreed to go, but that wasn’t the case.
My roommate and I walked to the Chelsea art gallery where the event was being hosted. We checked in and looked for Indiana Jones. He was standing in the center of the room greeting all the guests. We patiently waited until he wasn’t preoccupied before we moved in to chat him up. He was very happy to see us (He met my roommate briefly when he was at my apartment). He detailed some of the very important people who were in attendance. It was impressive. That’s as far as the conversation went. Too many people were waiting to talk to him — Understandably so.
It was impressive to see some of the results of his work. One of the walls was covered with artwork from some of the students in the school he built in India. It was touching. In the back of the event space, a video was being projected. Much of it was footage from the hospitals and schools and women’s cooperatives he built, but some footage was of him working in the field.
My roommate and I found a spot to sit and chat. We weren’t doing the best job mingling and networking. It’s tough to do without an introduction or ice breaker. Eventually, we made our own fun playing “Guess the Price of this Piece of Artwork.”
When the evening was coming to a close, we found an opportunity to steal Indiana away for a moment. He apologized for not being able to chat with us more. I assured him it was okay. It comes with the territory of hosting an event. He mentioned coming over for another night and another bottle. I insisted we would have to have him over for dinner some night. He detailed his busy schedule over the coming days, but we agreed we’d touch base and find time.
I had a very nice time supporting a very worthwhile cause. It was nice to get to see my new friend again, and I looked forward to seeing him again as well.
After leaving the event, my roommate and I went to Bamboo 52 to burn up a Groupon. We had a blast — Lots of sushi and a great dj. When dinner was coming to a close, I texted the sexy Grindr guy who invited me to cuddle a few nights earlier when I was leaving the city. I knew he lived in the vicinity of Bamboo 52, so I told him to swing by and say hi. It took him some time to get back to me, and by then we were ready to go after closing our tab. I told him we’d pass him on the street as we walked to Penn Station to take the bus home.
We ran into him half way to the bus. He was coming back from tennis. This was the first time meeting him, and I have to say, I was impressed. He looked great and seemed like a very nice guy. He complimented my roommate while still flirting with me. It was a quick ten minute interaction, but it certainly left me wanting more…
Follow @onegayatatimeTurning Over a New Leaf
Posted by One Gay at a Time in Gay Dating on October 5, 2011
With the passing of Labor Day, summer officially ended in my book. I was sad to see it go. Like always, it flew by in no time. Its passing wasn’t all sadness, however. My favorite season was right around the corner. The changing of the leaves, the crisp air, the smell of fireplaces… all things I loved about the fall.
Just as the seasons were transforming, so too was I. Since I broke up with N, I went off the deep end. Part of this is because I never had my wild time. While everyone else was hooking up and experimenting in high school and college, I was being a good boy. I sat there and watched everyone else experience relationships and casual sex. I was asexual. Sure, I had my fair share of hookups with women, but nothing worth writing home about.
When I finally accepted myself and came to terms with my homosexuality, I found myself in a relationship right off the bat. I never had a chance to meet new guys and discover new things. Following my breakup with Broadway, I had a short window of wild time, but it was mainly filled with dates that ended with me going home alone. Then came San Francisco, shortly followed by N. This summer was the first time I was single and gay. Did I live it up? Yes. Am I proud of everything I did? Hell no, but I also have no regrets. Everything was an experience, whether it was something I learned from or something that made me a better person.
I began to look back and examine my summer. I wasn’t being true to who I am — True to myself. I don’t have casual sex. I’m a monogamist. I crave a meaningful relationship with a special guy who appreciates me, body and soul. If I kept sleeping around, I was never going to find this. I need to make a change. I thought I would be able to ease into it when I returned from Martha’s Vineyard, but I was wrong. I needed to be more drastic. I was going to be a good boy, even if it meant the palm of my hand would be raw.
I had two friends with benefits. I needed to cut them off completely. Closet was still messaging me since we last hooked up. “Hey man, haven’t talked to you on a while. Hope all is well. Don’t want to sound insecure or anything(too late), and I know you said its not a bother to text/email you, but just FYI in case that ever changes just let me know you’re lookin for something different or you’re seeing someone else. Lol feel free to lie to me, just would rather know if you’d rather me step back… I don’t want to become one of those creepers that I keep hearing about haha. Anyway hope to see you sometime, even to meet out for a drink or something. Later man.”
I originally found both my friends with benefits on adam4adam.com, so I sent them both messages on there. I lied and told them I was seeing someone, and I wouldn’t be able to see either of them anymore: “Hey dude. Sorry I haven’t hit you up. Everything is fine. I have started seeing someone, and I decided I need to stop with hookups outside a relationship regardless of that person. I think you’re a great guy, and I had a great time with you! Don’t doubt that. I just need to find a serious relationship right now, so I’m concentrating on that. I hope you understand!!!”
While the muscular weekend hookup simply replied, “No worries,”
Closet had a few more things to say: “Hey bro, its cool. No hard feelings. I mean can’t say I’m not disappointed, cause putting the physical aside, you really seem like a great guy, and I’m glad we met. Honestly, I felt weird saying it to you before, but now what the hell hehe…you’re the first guy I was with that made me think I wanna come out(not to mention my first for a few other things, lol). Obviously not saying I was in love after a few hookups lol, but I felt something more than just empty sex. I’m considering it after the holidays this year (you know, one last Christmas where the family likes me, hehe), but I’ll revisit that one later. Anyways, you’re a great catch, and I hope you find a great guy – and my offer remains open if you wanna grab a beer, just as a friend, hit me up. Thanks again dude, and I hope our paths cross again sometime. P.s. Two more things… 1. Thanks for being so patient with me in bed and all that, even though I still need to loosen up a little (pun intended), you really made me feel comfortable. 2. If you ever run into me while out at bars or whatever, cuz I’ve been in Hoboken quite a bit lately, feel free to say hi. I’m trying to gradually cut back on the paranoia part of all this.”
I felt pretty bad about the situation with Closet. It was obvious he was starting to fall for me, but I had no interest in pursuing anything with him. I knew I was right to cut it off when I did.
Outside of my regulars, I gave up Grindr cold turkey. I knew it would be too tempting to fall into something if they were hot and looking to hookup.
I joined OKCupid, was checking ManHunt and adam4adam.com regularly to see if there were any guys reaching out to me I’d be interested in meeting. It wasn’t easy finding a man up ’til now. I couldn’t expect it to get any easier just because I stopped hooking up with random men. None of the men I went on dates with previously showed any interest in seeing me again. Pillow and The Trainer kept giving me the runaround, so I had to learn when to simply give up and move on.
I started to wonder what was wrong with me. What was I doing wrong? Without the sex and without the happy feeling I get when I have a prospective guy I’m seeing, I started getting cranky. This was going to be a learning experience for me. I needed to not only find a man, but also to find myself. In the meantime, everyone around me would to have to watch out. I was not a happy camper…
Follow @onegayatatimePrince Charming Pt 2
Posted by One Gay at a Time in Gay Dating on October 3, 2011
Ever since my first date with Prince Charming, I have been trying to see him again. With the exception of being unavailable often because of his job as a flight attendant (soon to be pilot), he was everything I was looking for in a man. I thought about him often, but tried to curb my excitement for fear I would find myself disappointed.
We spoke on the phone for an extended period of time while I was in Martha’s Vineyard to try to plan a time we could get together. It was nice to get to hear the sound of his voice again. He told me his upcoming schedule and planned to get together the Wednesday after my return from vacation. He would be coming off a long working weekend in Scottland Tuesday evening.
When Tuesday rolled around, I started to become worried about the potential for Wednesday. I was back to work and knew the full scope of work laid out for the week. We had a pitch that Friday that would lead to me traveling to Memphis Thursday afternoon. I knew my Wednesday night was going to be stolen by work. Tuesday when he landed, he sent me a text message. I near lept for joy. I was thrilled he reached out to me. I was on his mind. I texted him back on my walk home from work. It was pouring outside, but I still had a smile on my face.
I took the opportunity to warn him I possibly would be unable to meet Wednesday. I asked him what the chances were I could see him that night instead. I knew he was tired from the long trans-Atlantic flight, so I proposed ordering take-out and a movie on the couch, even though I owed him a home-cooked meal from scratch. It was already 7:00, and I had no time to plan out and cook a meal to the extent I would need to impress him after his spectacular creation for me.
Surprisingly, he bit. Once I explained both my roommates would be out of the apartment, he agreed to come over. I was shocked at how little convincing he needed after telling me how exhausting that flight is. He said he would have to shower and get ready to come by. He was moving at a snail’s pace after waking up from a nap and apologized for such. He asked for my understanding. I told him to take whatever time he needed, as long as it meant he was coming over. I was literally blissfully walking through puddles as I texted back to him. I didn’t care what was going on around me. I had a smile from ear to ear, and two very wet shoes.
When I got home, I cleaned my room and showered. He asked me to find a good Italian restaurant to order from. I called my Italian ex-roommate to ask which one he preferred since I respected his taste in Italian cuisine. I set the menu on the counter and waited for him to call. I instructed him to pull up in front of my apartment, and I would hop in the car to help him find a parking space. He already resented Hoboken and its lack of parking. Anything I could do to offset that would work in my favor.
He drove around for quite a while before finally calling me. It was a downpour outside, so parking was even more at a premium. He pulled up and I hopped in the car. I leaned across the car and gave him a kiss. We drove around for twenty minutes without finding a single space that wasn’t flooded out. He said the only other option was to go to his place, but he would have to drive me home late at night because his roommate (the one that isn’t his ex) was coming home at 5:00am. I didn’t question it at the time, but a huge red flag went off in my head. Why did it matter if his roommate came home? It had to have something to do with living with his ex. When he brought me over to his apartment the fist time, no one else was home. He was hiding something, even if he told me in full disclosure he lived with his exboyfriend who he was separated from. At that point, I suggested he drive home and take a cab to my apartment, but he was ready to give up.
He asked me to give him credit for the effort, but I wasn’t satiated. I wanted to spend time with him. He made me happy. The parking situation was ruining my night. It had nothing to do with not getting sex. I just wanted to spend time getting to know him.
He drove back to my apartment and dropped me off. I gave him a few kisses and went on my way. I walked back into the apartment like a defeated soldier. We agreed to try for the following evening, but I had very low expectations for that. It was late, and I was starving. I found some frozen food in the freezer that was easy to heat up, and I sat on the couch for the remainder of the evening alone with the TV remote.
The following evening, I found out I would not be at work that late. I texted him immediately, only to find he was unable to come over. He had an early training flight the next morning. We agreed to shoot for the following Tuesday to meet up again. From that moment on, I resolved myself to not get my hopes up. The new discovery about the sneaking around his roommates did not bode well for progress between us.
The following Monday, I sent him a text asking if I would get to see him. After getting no response, on Tuesday I followed up with a phone call but still didn’t receive a response. When Friday came along, and he signed on Grindr, I messaged him to ask if he was avoiding me. I also sent a text, should he not get my Grindr message. I wasn’t going to stalk him, but I was shocked he would treat me like this after telling me how much he enjoyed my company. He finally responded, “I am going through some things with my ex, and I don’t want to drag anyone into the middle of it.” I immediately replied, “I have to respect that, but I have to tell you, I’m very disappointed.” He texted back, “I understand and apologize.” That wasn’t an acceptable apology for ignoring me. I thought he was different and would treat me with respect. If he told me that instead of avoiding me, I would have had to accept it and move on. It’s just the games I don’t appreciate.
Who knows if it really was his ex or if he just lost interest in me. I will never know. I followed up with a text saying, “That doesn’t mean we can’t grab a friendly drink sometime at the bar. Don’t be a stranger.” I still needed friends as much as I needed a lover. I was willing to accept that level with him since I thought he was such a good guy. However, he must feel differently. I haven’t heard from him since…
Follow @onegayatatimeThe Closet Turns in His V-Card
Posted by One Gay at a Time in Gay Dating on September 23, 2011
Just when you thought you heard the last from N, he’s made his way right back into the blog. You certainly weren’t the only one. We hadn’t spoken in a while. I got tired of his constant insinuations I was a whore. I was finding myself, and he was certainly not someone who should be judging me. I was over him, but I still wanted his friendship. But, if that meant dealing with the harassment I was receiving, I didn’t need his friendship that much.
On a random Thursday night at 12:30am I received a text from N. This is the conversation that ensued:
N: “Wanna go out? Cmon! Lol. I just got in from dinner with French coworkers.”
Me: “What!?”
“Lol. I took tomorrow off.”
Me: “Haha. Me too.”
N: “Hahahahah. Let’s gay bar. Lol. Jk. N’ play with men.”
Me: “Haha. Where’s your boy?”
N: “My boy?”
Me: “Yea.”
N: “He’s home. I just said I wanna play. Not hookup.”
Me: “I wasn’t saying that.”
N: “I’m not a slut.”
Me: “I didn’t say you were. Don’t put words in my mouth.”
N: “Can I put something else in your mouth instead?”
Me: “Lol. I’m not a slut. Haha.”
N: “I bet. ;)”
Me: “Okay. Maybe a lil”
N: “Pig”
Me: “?”
N: “Joke”
Me: “You at home?”
N: “Yup.”
Me: “Not going to the bar, but I’ll hang on the balcony if you’re down… Bored…”
TIME PASSES
Me: “Ha! Waiting for a better offer?… Haha”
N: “STFU. I’m smoking with my roommate.”
Me: “Enjoy.”
THE NEXT MORNING
N: “God, I was wrecked.”
Me: “Any interest in a trip to the gym uptown?”
N: “I’m going into work in five. Taking a cab. Or else I would.”
Me: “I thought you took the day off?”
N: “I think I’m going there from now on. I saw your old roommate there Wednesday.”
Me: “I know. Don’t change your gym for him. He’s not gonna blow you in the sauna…”
N: “Okay. I wasn’t changin’ for your weird unattractive ex-roommate, or for a sauna blowjob. But thanks for looking out.”
Me: “Any time.”
N: “Jerk.”
He may have gotten his jibes in, but I certainly didn’t stand there and take it this time. I started out playing along to try to show him the comments didn’t bother me. I thought if I played along, maybe they’d stop. I was wrong. That’s when I realized I needed to throw it right back at him. It seems to have worked. At this point I needed a break. His drunk texts may have been sober thoughts, but I wasn’t playing that game! It just proved to me once again I was the guy who conveniently lived across the street. Only time would heal that wound.
That entire week, Closet was texting me asking for sex. That Friday night I was free, and once again, I was home alone. I told him to come by.
This time, when he arrived, we went straight to the bedroom. We chatted while he took his shoes, shirt and pants off, but that didn’t last long. He lunged for me on the bed and was immediately on top of me, passionately making out. We stripped each other of all clothing and enjoyed each other’s company immensely.
Then, out of nowhere, he informed me he had been doing some preparation that week and asked me to try penetration again. I knew he was a virgin to this and it would certainly be a learning experience for him. I debated if I wanted the responsibility of being his first. He was a really nice guy, and we were having fun. In the five seconds I thought about it, I convinced myself, “Why not?” We were both here just to hook up. Why shouldn’t it be educational as well?
We both prepped, and I began slowly. VERY slowly. He of course winced at first, but soldiered on. I was impressed. After a while he really enjoyed himself, but then all of a sudden he asked to stop. He said he felt the need to urinate. He ran into the bathroom but nothing. He came back, and we began again. He apologized once more and said he had to use the bathroom. Again, nothing. He came back perplexed. I explained it was something he needed to get used to feeling. I was possibly pushing on his bladder or prostate. The whole time we were hooking up, I was slightly distracted. I kept thinking about how much he felt like a kid. He is older than I am, but he certainly felt like the much younger student. It was a strange dynamic. I barely knew what I was doing. How was I teaching someone else?
We began again, and he started to relax and enjoy himself. By the time we finished, he was enjoying himself full force. And thus, a bottom was born!
We laid there and chatted a bit. I got us glasses of water while we talked. After some time passed, we both showered, got dressed, and I gave him a kiss goodbye. I didn’t want to get in too deep with him, but for the time being, we were having fun. I wasn’t going to stand in the way of that. I had a feeling as well, this wouldn’t be the last time I saw Closet…
Follow @onegayatatimeIndiana Jones
Posted by One Gay at a Time in Gay Dating on September 22, 2011
On my walk home from work, I called my new Grindr friend to see if we were still on for drinks that evening. Sadly, however, he told me he wasn’t sure he would be able to make it. He still had to walk his two dogs and had a few things he needed to take care of. I was very anxious to meet him that night because it was the last opportunity I would have before heading to Martha’s Vineyard for a week. I know when momentum breaks, enthusiasm also wanes. I told him, “Well, go take care of what you need to do, and if you still think you can do it later, let me know.” He was worried I was missing out on other plans waiting around for him, but I assured him I had nothing planned for the evening. He wasn’t keeping me from anything. Such a gentleman.
As time passed, I had the idea to just invite him to my apartment to share a bottle of wine. It was a very nice night, and I have a comfortable balcony we could sit and chat on. I texted him the idea, and he happily agreed. An hour passed, and I heard nothing from him. I cut up different cheeses and laid them out on a nice platter with grapes, crackers, and chocolate covered espresso beans. Just as I was about to call him, I heard a buzz at my door. I buzzed him in and told him to come to the second floor. I opened the door to find exactly what I expected to see. He threw his arms open and gave me a big hug, exclaiming, “I made it!” I’m a big fan of hugs and feel people don’t hug enough theses days. After a sweet embrace, he sat and I poured him a glass of wine. He commented on how nice my apartment was and told me how easy it was to get there.
I asked if he wanted to sit on the balcony and he graciously obliged. We grabbed the cheese platter and wine and made our way outside.
He began by asking my family background. I told him my father’s side is German and my mother’s side is Polish, Irish and Welsh. I am a European mutt. He told me his grandfather was a Nazi who escaped Germany once he realized what was going on and that he was in over his head. He came to the US and started a famous steakhouse. His grandmother was a Native American bootlegger from who made moonshine. I’ll let you figure out how the two met. They then divorced when she ran away with a man in a terrorizing biker gang
The previous night, he told me he was a cowboy at one point in high school in another county. He explained how similar this was to Brokeback Mountain (minus the sex), as men were paired up. Like all the other pairs, he developed an extremely close bond with the man he was paired up with much akin to a brotherhood. When the time came for “Indiana Jones” to move back to the states to go to college, he had to say goodbye to this close friend. They stayed up all night reminiscing and crying about how much they would miss each other. I was so very touched by this story. I asked where his friend is now, and I was shocked and disappointed to find they haven’t been in touch since he left. I scolded him and told him to rebuild that connection.
When he came back to the states, he went to art school. He was always fascinated by art, anthropology and archeology. After he graduated, he traveled to India and fell in love with the culture. He told me about how ingrained in the local society he became. He wasn’t simply a tourist.

When he came back to the states, he was setting up his studio. He was cleaning things up and came across a windfall possibly worth millions. Instead of taking this money and living a high life, squandering it on a lavish lifestyle, he did the unthinkable. He took the money and built a hospital in the remote areas of India. When I learned of this, I was truly amazed. It was an ultimate act of selflessness. I was sitting next to one of the greatest men of my generation. After building the hospital, he decided to start a charity. I watched multiple videos on YouTube describing the work he is doing. He has built schools and hospitals and set up women’s centers. Someone even followed him around for five years and made a film about his life and his work.

The previous night, I was watching Labyrinth. The subject of David Bowie came up. Indiana Jones not only worked with him, but knew him on a more personal level. He worked with many celebrities beyond Bowie. Through his charity, he has worked with people from Bono to the Dalai Lama. Through his work and art, he has worked on many movie sets, such as Beloved and Chicago. He’s actually close enough friends with Renee Zellweger that she texted him when she started dating Bradley Cooper. When I asked him who his favorite person to work with was, he replied, “No one’s ever asked me that before. Hmmm. Mother Theresa. She has this sexiness about her. And, not in the typical sense obviously.” I retorted, “No. I completely understand. She’d have to have a certain charisma about her to produce such a following. She has to be persuasive. I see that same charisma in you. I can see why you are so successful.”
I’m not a celebrity whore. They are people just like you and me. I treat them as such. I definitely respect their work, but I’m not going to go crazy just because they scribbled on a piece of paper for me. This man is a worldwide celebrity, but I don’t think he knows it. I made it a point to tell him. He’s known by people all over the world from the most remote corners of India to the Himalayas to Africa to the U.S. People greet him with warmth and respect. He truly is doing good all over the world.
I, of course, asked about the Oprah thing. He was very humble about the experience and tried to downplay the whole thing. I am most impressed by the media impressions something like that generates. His story reached so many people. I can’t imagine what it did for his organization. He was also in O magazine. When he was telling me about the movie about his life and the need for distribution or a venue, I simply suggested he contact Oprah’s people and get it on her new OWN network. He thought it was a brilliant idea and said he would make a point to mention it to the director/producer.
I asked him about his charity and how much overhead he had. He explained that a majority of it is simply him. I asked, “Well, who answers the phone?” He detailed a small staff, but it really all boiled down to him and his board of directors. We talked about his need to find someone who could take over the reins when he was no longer able to do so. It would be a shame for all that hard work to just stop because the driving force behind it disappeared. He needed to find a protegé.
He took the time to tell me not only about all the good works his charity is involved with, but also about his personal life too. We talked about his partner and he showed me some pictures of him, his dogs, his house in Vermont he tries to escape to, etc. It was nice to get to know him on a personal level.
When we finished the bottle of wine and the entire cheese plate, it was time for him to head home. He had to pack for his upcoming trip to India. As he stood up, he said, “We spent so much time talking about me, next time I want to hear all about you!” I joked, “You’re life is slightly more interesting than mine!” I walked him to the door, and we exchanged another embrace.
As I walked to my room, I had a smile from ear to ear. Who would have thought I was capable of finding such an amazing friend on Grindr? But, I did. This would be the start of a beautiful friendship, and I looked forward to every minute of it!
Follow @onegayatatime















