Posts Tagged flake

Sunshine and Smiles

Before you jump into today’s post, I’d like to bring to your attention a story a reader shared with me last night. Being the hopeless romantic I am, I was so touched by their story. Check it out here.

Back to our regularly schedule program:

When CK and I got home after a long night out on the town, we argued about the timing of the following morning. I was insistent we would keep our plans, or I would leave him behind. I wasn’t going to flake on Boston because he wanted to stay out at the bar that night. I realized we weren’t making much progress, and we were only staying up longer by arguing, so I set my alarm and climbed into bed.

The next day, I woke up and started reaching out to Boston. Much to my chagrin, he wasn’t responding. I tried over and over and over again via text and phone, but still no response. I’d already managed to get CK up, and he was being incredibly cooperative considering how early it was and how little sleep we got. I wasn’t happy because I got in an argument with CK over this, and now Boston was flaking on me. I was trying so hard to salvage this so CK wouldn’t flip out on me when I told him Boston wasn’t responding. I hit up Hip to see if he’d be interested in the beach. It’d been some time since we hung out, and I thought it would make CK much happier to have one of his friends there. I asked D and his girlfriend if they wanted to join us at the beach, and surprisingly, they were in. They would just be joining us a little later. I also reached out to my sister, and I learned she was driving out to the beach. We were planning to take the train, but now that Boston was missing in action, I asked her if she would give us a ride. Now, I had to manage the logistics of getting someone from Brooklyn, CK and I in Hell’s Kitchen and my sister coming from Hoboken through midtown coordinated.

CK and I were making great time. We hopped in a cab, and it was looking like we would all get to our meeting point at the same time. I couldn’t have been happier and more stressed. My sister arrived a few minutes before us, and we all piled into her car and were off to the beach. This was the first time my sister met Hip. I had a feeling they would get along since Hip is such a mellow guy and easy to get along with, but in her usual fashion, she took a little warming up. Once she warmed up to him, they were really hitting it off.

As we drove, I texted Boston telling him we were on our way and invited him to join us out there when he and the girl he was staying with got moving for the day, but I had a strong feeling I wasn’t going to see him. About half way out there, he finally called and told me he was way too hungover to come out to the beach. He offered to meet up later that evening, so I told him I would hit him up on my way home.

We arrived at the beach and spread out, taking over a solid chunk of beach. D and his girlfriend were on their way and would be joining us shortly. This day was going so much more smoothly than I ever thought possible. The weather was gorgeous, and we were all having a blast. I was really enjoying being with such a great group. Everyone was relaxed and having fun. We took a picture together, and we all agreed it was the picture of the summer. Now that summer is over, I can testify it was, at least for me.

Later in the day, CK and I decided to go for a jog/walk. It was nice to separate from the group for a little and take a nice stroll. We talked about the night before, and he apologized. He also thanked me for such a great day. The biggest smile grew across my face. I know I was stressed that morning and annoyed how things were playing out, but it was all worth it to have such a fun and carefree day. I was so happy with him. I loved him, and I couldn’t see myself with any other man. He was the man I wanted to spend the rest of my life with.

We stopped to take pictures on the rocks of the jetty. This quickly turned into a typical CK photo shoot, which I’m not the most thrilled with. I’m not a fan of having my picture taken because 99% of the time, I hate the results. I don’t like being in the spotlight, but CK does. When I take the pictures of him, I know these pictures will be sorted through as fodder for his Instagram feed. This is yet another account of my attention not being enough. He still needed the attention of his adoring fans. I wasn’t crushed by this. I have thicker skin than that, but it didn’t exactly have a positive effect on my feelings. On top of that, I knew everyone was about ready to go home when we started our walk. I didn’t want to make them wait too long to leave. I tried to be a good sport and shot some pictures of him and even let him snap a few of me, but the time came for me to insist we return to the group.

As we walked back, we passed two hot and I can only assume straight men walking the opposite direction. As we passed, CK not only made a comment regarding their aesthetic, but took the conversation one step further and asked if I would ever entertain the idea of fooling around with another couple (acknowledging a previous unprovoked sentiment I stated expressing my lack of interest in ever bringing another person into our relationship). I immediately started getting very anxious, and my heart sank a little. I was immediately taken back to the previous night with him looking around the bar to see who was looking at him. I was right back to worrying I would not be enough for him. My heart beat started pacing. I immediately and definitively expressed to him my feelings on this, and I think he recognized how worked up this was making me. I told him this was my worry when I finally came out. I didn’t know if I could ever find a man who would settle down with me and give me a “traditional” relationship. I realized that’s not for everyone, but that’s what I wanted. It’s not something I wanted to compromise on, nor do I think it’s something I should budge on. Now, I was worrying if CK was the right man for me.

“This isn’t something I want. I just wanted to know if you would be open to this,” he said. I responded, “If it’s not something you want or you’re interested in, then why did you bring it up? If this is coming up now when everything is fresh and fun, how’s it going to be ten years from now? Will I ever be enough for you?” He started backtracking immediately. He put his hands on my shoulders and said, “Babe, you are who I want. No one else. I was just asking the question, not proposing we do it.” I explained to him how worried I was that it was even brought up.  He managed to calm me down and acknowledged that knowing that was off the table does not make him want to stop dating me. He added, “You have nothing to worry about. I want to spend the rest of my life with you.” I was a bit more relaxed, but I was still questioning if I was enough for CK. It had been the theme of many of my past relationships, and I didn’t want to go through that again.

When we got back, we all packed up and headed home. On the ride home, I fell asleep in CK’s lap. Unbeknownst to me, Hip and my sister we’re now like two peas in a pod. They were having so much fun together blasting music and weaving through traffic. D and his girlfriend were following, so when traffic came to a halt, Hip climbed up through the sunroof and started making faces and flailing around at them.

When we got back to the city, my sister dropped the three of us off at CK’s. He needed to pack an overnight bag before we went back to Hoboken for the night. We hung out for a majority of the evening before finally taking the bus to the other side of the Hudson River. Not before getting ice cream, of course. In the end, I didn’t get to hang out with Boston before he left town. It just didn’t work out. Maybe I’d have to wait another year to finally see him.

All in all, it was a great day. I had so much fun hanging with my friend and CK’s friends. It was completely refreshing to see his friends getting along with my friends. It wasn’t all roses and sunshine, however. I was still worried I wasn’t the man CK was looking for. I worried I was looking for him to settle down with me, and he wasn’t quite ready for that. It’s not that I didn’t trust him to not cheat on me so much as worrying we didn’t have the same relationship goals and outlook. Only time would tell if our paths were heading in the same direction.

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Stood Up Twice But Third Time’s a Charm

So much for getting things out of my system while in California. I was supposed to find myself while I was out there. I was supposed to calm down with the hookups. If anything, it had a converse reaction. Maybe it jump-started my libido. Since I arrived home, I had one meaningless one-night stand/hookup, and hooked up with a guy I could possibly considering seeing again. What was I, in college?

Wednesday at work, I was back to my old habits. I was all over Grindr searching for guys to go on dates with. The problem was none of them were looking for dates, so I decided to fill the time between dates with more hookups.

I hit up one of the guys in my favorite list, but he was really just interested in sex. We tried to make plans to meet up, but were having a hard time finding a location. He proposed an adult video store booth, but as you can imagine, I wasn’t onboard. He also wanted to go bareback, but I’d learned my lesson with that. No more taking those kinds of chances. When I tried to make more realistic plans, he flaked.

I started talking to one guy who was really hot. He wanted to hookup badly, but he needed time. He needed to prepare, which I can heavily respect, but he was also visiting. He needed to go out and get supplies to perform said preparation and needed to find poppers. It was pushing 6:00, and I wasn’t going to hang around the city any longer. He ended bailing on me, so I made my way home alone.

Two guys flaked on me; however, talking to them got me riled up. My libido was hungry. When did I become such a horn ball. After 25 years of basically no sex, you think I’d be fine going home with just my right hand.

I had an ace in the hole though. I texted the Middle Eastern guy from the pervious night and asked if he wanted to come over again. I don’t think I lifted my finger off the send button before I got a response back. He was certainly interested, but had to come over later after class. He wouldn’t arrive until around 10. That was fine. I figured out other things to do with my time, like eat dinner.

When he arrived, we went straight to my room, but I’m sure, much to your surprise, we didn’t immediately jump in the sack. We kissed for a bit, but then we simply laid next to each other cuddling while we watched Modern Family. We are both big fans!

Every time there was a commercial, he took the opportunity to kiss me passionately. There were no complaints from me. He was a great kisser. He had perfect lips and knew what he was doing. We also took the time to chat a bit. I wanted to get to know him a little. He lived with a bunch of guys in an apartment and even shared a room with a guy. None of them knew he was gay, and he recently broke up with a girl. He told me he’d been on a handful of Grindr meet-ups, but none were anything like what we shared. He told me how much he enjoyed the previous night and how much he thought about me all day long. It was very flattering, and a little alarming. This kid was falling for me — and fast. I needed to make sure things didn’t get out of control because I didn’t want to hurt him.

I couldn’t tell him what I was looking for because I didn’t know what I was looking for. I really wanted to find a boyfriend, but I wasn’t sure he fit the bill. This was new territory. I’d never dated anyone so much younger than me, let alone still in college. He was a really nice guy, and I could tell his friends loved him, but I was still conflicted. He was very mature, but nonetheless, he was still in school.

When the show was over, the making out led to heavy petting. Things escalated, and I invited him to spend the night. While naked, he walked to the bathroom to take out his contacts. I watched him from the bed, staring longingly at his body. I told him how hot I thought he was. He really riled me up. I loved the innocent confidence he exuded. It was incredibly sexy.

He told me he wanted to go to bed horny so we could wake in the morning and have some real fun. It was late, and I was tired, so I didn’t oppose. With that, he rolled into little spoon position, and I pressed my naked body against his in big spoon position. It felt so comfortable. It felt so right.

In the morning we both woke to the sound of my alarm — strategically set early to allow for time to play. We were both in a very frisky and playful mood. He certainly wasn’t shy about kissing. He loved it and did it often.

Warning: The following may be too graphic for some. While we embraced each other, he whispered in my ear how he wanted to ride me. I certainly was in no position to deny him this privilege. I was looking forward to it. I was shocked, him being so new, how much he was gung-ho about bottoming. I think he discovered he’s really a bottom. He hopped on, and it felt great. He came really close to finishing, but never did. I knew exactly what was happening, so I didn’t put any pressure on him or comment on it. That would only bring it to top of mind and make it worse.

He had to stop. He wanted to keep going, but told me he was sore. He informed me that I was a big guy. I’d never really thought of myself as big. I always thought of myself as average. But, as of late, I was informed otherwise. (This is not something that is important to me, but it is quite the ego boost to hear).

We laid next to each other once again pleasuring ourselves while he laid in the crook of my arm. I finished after a few minutes. I was happy things were turning around for me. It wasn’t taking a long time for me anymore. I was far from a one-minute man, but my mental block was easing. This wasn’t the case for Middle Eastern (will be called M.E. from now on). He never finished, but also never complained. He noted, “I can never [finish] after you’re inside me. I can’t explain it. It feels amazing, like a full body orgasm, but I just never shoot.” I knew exactly what he meant. I told him it’s just part of sex sometimes. I wanted to ease his mind.

With that, we both hopped in the shower, and I took the opportunity to wash him from head to toe with a bar of soap and my hands. It was really sexy and slightly romantic. We both enjoyed it. Then he did the same to me. It felt great!

While I get ready in front of the mirror, he noted its existence. He complimented me on what I was wearing to work. He really was charming and sexy. I was really starting to like this kid. I just worried we wouldn’t be able to have a real relationship. He was in the closet and in college. He told me he wasn’t hiding it anymore, but he was advertising it. I understood, but I just wasn’t sure if it was for me

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I’ve been on Grindr for quite some time now. I’ve come to remember certain things about certain guys on there. I recognize when new guys come up, and I recognize when guys I’ve spoken to in the past pop up as well.

N and I have always had an awkward relationship when it came to Grindr. It was how we met, but it was also the catalyst for him cheating on me (and me cheating on him).

After I broke up with Smiles, he asked me to keep a lookout for a guy impersonating him on there. I was so thrilled he found an opportunity to capitalize on my failing relationship in some way. It was so typical of him. He’d also mentioned that a friend found me on there shortly after breaking up with Smiles. The story he gave me sounded like such b.s. I could see right through it. I could tell he had a secret profile himself because what he proposed happened would never have happened. He had a serious boyfriend, and I seriously suspected he was still using the app, just on the dl this time.

One day, I thought I discovered his secret profile. The language he used in the description was spot on for things he’s said on his profile in the past. There also was no picture attached, so his boyfriend wouldn’t be able to find him if he tried. I messaged the profile saying: “Is this [Neighbor’s] secret profile?”

It took a long time, maybe a day perhaps, but the profile responded to me. He asked if he knew me, but I played dumb. I proposed my idea of who he was, but he wasn’t answering me straight. Finally, he said he wasn’t who I thought he was.

We started to chat about different things. He asked where I lived. I told him where I live and where I’d recently moved from. He commented about how I’ve lived in the back end of Hoboken for the most part. I told him I care more about what was inside my apartment than where I lived location wise.

He asked what gym I go to, and I told him. I told him my reservations about NYSC based on the stories N told me, as well as many of even my straight friends. He told me how he felt the same way, and because of this, he goes to Club H.

When I was detailing the sketchiness I knew about NYSC, he became more curious. He asked what my ex told me went down there. I told him he told me guys rub and tug in the steam room. I told him my ex told me about participating once before he met me. An older gentleman walked over to him and lifted off his towel, exposing him. He then proceeded to blow him. I was shocked by this because anyone could walk in at any time. He told me he was never able to stretch in there because guys were constantly dropping their towels at him and propositioning him.

He then started asking a lot of questions about my ex. He asked why we broke up. I told him about catching him flirting with other guys on Grindr and sending naked pictures of himself to other guys “he was just messaging to be friends with.” He asked if I had a picture of him, so I looked through my phone and sent it. I felt a little guilty, but then again I didn’t. N certainly didn’t show me the respect I deserved, so why should I give him respect in return. Besides, I wasn’t really doing anything wrong. I was only telling the truth, and the picture I sent was fully clothed. At this point, I still wasn’t sure he wasn’t N pretending to be someone else to pump me for information, but like I said, I wasn’t saying anything untrue. I was being honest and civilized about it.

“No offense, but he’s not very good looking,” he added. I smiled from ear to ear. “Like my apartments, I choose my men based more on what’s on the inside,” I told him. I chuckled in my mind and out-loud because N always thought he was an adonis. He was decently attractive, but not enough to warrant his ego. He went on to insult his looks further. At this point, I had a feeling it wasn’t N or one of his friends.

Then he asked if he was good in bed. I told him I didn’t want to talk about my ex anymore and tried to change the subject. “That means no, haha,” he joked. I said, “Not necessarily. He was new when he met me. I broke him in and showed him the ropes. I put in all the legwork for his current boyfriend.” “How do you feel about that? Does that make you mad?” he asked. I told him I didn’t care anymore. It wasn’t my concern, and we weren’t exactly friends anymore. I told him how I’d put in the effort to continue to be his friend, but I couldn’t be bothered anymore. When he asked why we’re barely friends, I told him about how N never put in any effort toward friendship unless there was something in it for him. “He’s too conceited, that’s why,” I added.

At this point, I was a little suspect this guy was the one who was impersonating N on Grindr. It seemed he knew something or was pumping me for information, because every time I would try to change the subject, he would circle back. Once again, I just answered all the questions I was asked honestly. I asked him to send me pictures, which he did. I’d never seen him before. I started to ask him what brought him to Grindr, and I immediately was blocked by him. It was a very unusual turn of events. I was highly annoyed, but there was nothing I could do about it. I shrugged it off, and went on with my day.

I knew this wasn’t the end of it. I knew there would be some hell to pay, but I was ready for it. That, and I DIDN’T CARE! Screw him. He wasn’t adding any value to my life. He was one of the exs I no longer needed to concern myself with.

Of course, while traveling for business the next day, I received a text from N: “Hey bud… So this is going to be random. But you never spoke to anyone about me on Grindr recently have you?” Yup. I was right. It was someone pumping me for information so they could run back to him with it in some fashion.

I decided this wasn’t worth my time. I didn’t respond. I just laughed out loud to myself and put my phone away. It was my turn to talk to other guys on Grindr.

I told all my friends about what happened, and they loved it. They have not been a fan of his since they learned all the sh*t he was pulling behind my back. He was useless dead weight in my life, and it was time to cut him free. I no longer needed that baggage. He proved he didn’t care enough to keep me a part of his life. I was going to spend more time concentrating on my good friends and new lovers. I was done living in the past.

That night, I texted the southern guy to see when we were actually going to get together. We’d had two great hour long phone conversations. I was looking forward to meeting him in person. I asked what he was up to the following night, and he responded back, “Yeah… I have a date, LOL.” I was p*ssed. He had a lot of nerve. He knew I was interested. I made that clear. It was incredibly rude to respond in that way. What was laugh out loud worthy of that!? I didn’t want to give him the benefit of an angry response, so I just said, “Enjoy. I take it you’ve lost interest then?”

“No, I just met someone last week at work (since I barely have a life outside of it) and we’ve had a few dates. Seeing where it’s going. We haven’t even kissed yet,” he detailed. “Not gonna lie. I’m pretty disappointed. Been trying to meet up with you for weeks. Nothing I can do about it though,” I told him. I was hurt, but I wanted to be honest. He tried consoling me by saying: “I’m sorry. It just happened. It doesn’t mean we can’t grab a drink. I just want to be completely up front. The opposite of the guys up here who are dating and f*cking 7 people at a time.” I wasn’t going to play this game. “Well my friend, the ball is in your court. You know how to reach me if you’re ever up for that drink…” I was done chasing men who showed no interest in dating me. I had better things to do with my time.

I also made a new rule. I was no longer going to try to date flakes who worked at Ralph Lauren. This was the fourth guy who worked there who burned me. I know this sounds petty, but I wasn’t about to let it happen again…

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Juggling Act

Over the course of time, I began talking to a guy who’d been in and out of my life for almost a year. I think I started talking to him on Grindr first. We then found each other on Finally, we became Facebook friends.

You would think with all this contact, we’d be best friends or lovers by now, but that wasn’t the case. Whenever I was between guys I was dating, I would once again hit him up. He was very attractive and seemed to have a very level head on his shoulders. I really wanted to get to know him better, but I got the feeling I was going to have to pursue this one. I wasn’t going to win him over overnight.

For some reason, this time around was a little different. He was much more receptive to my advances. When the conversation would die down, I would prod him about losing interest. He would deny it and pay a lot of attention to me. He was constantly asking for me to send him pictures of myself and sending me compliments. It was nice to have a man tell me I was attractive.

We spent many evenings chatting on a4a and Facebook. I got to know a lot about his sexual side through those conversations. They would start innocently enough about our typical lives and somehow they’d always segue into our sex lives/desires. I was okay with this because I wanted a good man with a healthy sexual appetite. This was something I’d come to learn as of late. I needed to stop sacrificing good sex for a decent guy. I needed both.

I was also trying to juggle him in with the other guys on my roster. It is always such a challenge to get gay men to commit to anything. They never seem to want to be locked down to anything. I would schedule a date, and sure enough they’d always cancel or postpone. I was really getting tired of flakes running my social life. When my Friday night date cancelled, I tried to see if he was free for a drink.

I wasn’t able to meet him when he was free. He already had plans to go to Sugarland, a gay club in Brooklyn with a friend. He reported to me about his night with texts and pictures. Apparently he wasn’t having the best time and told me it was “Indian night.” Not his cup of tea. Since we couldn’t meet on Friday, we agreed to try for Saturday night.

It was going to be tough however. I was supposed to be attending my sister’s birthday gathering at a local bar. He had plans to go into the city. We agreed to try to meet up later, but who knew if that would come to fruition. He said, “I may head into the city, but we’ll both probably be out late… Let’s keep in touch and see where we are at later.” Of course, we’d never find each other that night. He still insists he sent me text messages to meet up, but I never received them.

Instead, when I got home, I texted my new “friend with benefits” to come by. I even volunteered to let him spend the night so he wouldn’t have to walk in the cold. He agreed and came by.

We had a great night together. He was really a passionate lover. It’s too bad he was so old. Instead, we’d simply just take care of each other’s physical needs.

At 6am, we woke and fooled around some more. Again, we never had sex because we are both tops, but he did mention the possibly of bottoming for me in the future.

At 8:30, he left to go home to get ready for church. I stayed in my bed and went back to sleep.

When I woke up later, I told him and my new southern friend about my upcoming work trip and how I really wanted to meet them before I went away. The southerner had to pass because he was helping move a good friend into her apartment. We agreed to grab dinner Monday, Martin Luther King Day in the evening. Hopefully this date would finally come to fruition…

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Night of Surprises

After an attempt to make lunch plans, Smiles and I were striking out to find time to get together after a week apart.

I told him I was heading home for the night and was about to leave work. However, I was pleasantly surprised to get the text, “Meet me for a drink at Extra Virgin. I haven’t heard from [my friend] confirming dinner yet, so I’m guessing it will be closer to 8:00 or he will flake.” I wasn’t thrilled with being second choice/fall-back, but I knew this was a friend he hadn’t seen in years who was in the city from L.A., so I was understanding.

I agreed to meet him and texted him when I arrived at the restaurant. “Oh goodness. I’ll be there in 10. Btw, I forgot I have a call from 6:00 – 6:30. My life is a pain-in-the-ass sometimes,” was the response I received. It didn’t help I was already feeling like an afterthought. Now I was learning the little time I had to spend with him was going to be interrupted by a half hour phone call.

I’d already been waiting for him for 15 minutes before he arrived. We exchanged a quick peck and a hug, and he suggested I could go inside while he made the call. I told him I could occupy myself outside while he took care of business.

While he talked with his movie team about next steps with their film, I sat on my phone playing with every app I could think of to pass the time. I checked my WordPress stats. I answered emails. I read everyone’s Twitter post that day. Anything I could do to keep busy.

When he finished his call, we grabbed a seat at the bar. The bartender was struggling to harvest a pomegranate, so I offered to help her. Smiles pointed out my culinary experience and told her she was in for a real treat. She was all too happy to receive my advice, as this was one chore she abhorred. After running to the restroom to wash my hands, I demonstrated for her how she could save herself some time and energy. She was very appreciative of my advice and thanked me.

Smiles and I placed our drink orders. We chatted over drinks on the spinning stools. I made it a point to turn my stool so I was facing him and our legs were interlocked. I heard all about his holiday on Long Island and the craziness he went through upon his return with his client. I told him about my relaxing trip home, my dysfunctional family, my Black Friday adventures, and my slow day at work.

At one point he had my his arms extended with his hands on my thighs rubbing them. He flippantly made the comment, “I love your big manly legs.” This was the first time he’d ever complimented my physically, so I took notice. He continued to rub them and massage them, and I continued to melt inside.

At that moment, he checked his phone and learned his friend wouldn’t be able to do dinner that evening, so they agreed upon breakfast the following morning.

With that, he turned to me and asked if I’d like to get dinner somewhere. Surprised, I told him, “Well. We’re already here. Why don’t we just eat here.” I was expecting to get the boot at any moment throughout the course of the evening, but instead I was extended a dinner invitation. Once again, I was happy to get to spend time with him.

We quickly placed our dinner orders and continued our conversation. Our dinner was very pleasant, and our meals were excellent. After we finished eating, we split the bill and began to walk down the street.

As per usual, when we reached the crossroad between his place and the PATH, we said goodbye. And, as per usual, it was said with a simple kiss and a gentle squeeze. I pulled him back in for another kiss and made it more than a peck. He smiled, and we said goodbye.

When I got back to Hoboken, on my walk to my apartment, I texted, “Mmmmmmm. I like you. You make me happy… Just felt the need to say that…” He responded twenty minutes later, “Awwww. 🙂 Thank you.” Clearly, he didn’t feel confident to reciprocate the sentiment just yet, which stung slightly, but then again, I already knew  I was ready to move faster than was…

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Stood Up

I’m not sure what it is about the gay dating world, but no one seems to have a sense of commitment. I can’t tell you how many times I tried to plan a date with a guy I clicked with on or Grindr, and last minute, they either canceled, or just went completely dark. I have been cancelled on three times as often as I have gone on dates. I know the gay world is more prone to promiscuity, but c’mon guys! Lock it down. Either show up, or be man enough to own up to the reason why you can’t show up.

A little background about me: I’m a very nice and forgiving guy. You really have to screw me over to get me p*ssed off at you. I give countless chances to redeem yourself. I may be a doormat, but I have also found if you give people a second chance, you may be pleasantly surprised.

A few of the guys got more chances than others, quite simply because they were gorgeous. Even if we didn’t hit it off, I wanted to go out with them to just stare at them. Others fell by the wayside after a few attempts. I was getting to the point where I scheduled 2 dates a night because I knew one would back out last minute.

Like with dates, I give roommates more chances than they deserve. Since I moved to Hoboken, I’ve been a revolving door for roommates. I’ve had 11 roommates in 5 years at 2 different apartments. When the time came for my one of my roommates and I to find yet another replacement roommate, I turned to my tried and true friend, Craigslist. At this point, I could be a professional Craigslister. Not only have I written my own posts, but friends have requested I write theirs after their own return no quality results.

One respondent to my ad included his Facebook profile link. When I clicked the link, I immediately noticed how hot he was. He had an amazing body in his shirtless on the beach profile picture. As I scrolled down to the bottom of his info page, I noticed it said, “Interested in men.” I assume the Facebook link was his subtle way of addressing his homosexuality.

This was definitely a pleasant surprise. I was in desperate need of gay friends, and a new gay roommate could be a lot of fun. It would also make the coming out to a new roommate thing less awkward for me.

I reached out to him, and got no response. (Here is where my tenacious personality took over where most would have given up). I sent him an follow-up email explaining I was gay and thought it would be great to have him meet us and check out the apartment. Apparently that was the bait I needed to lure him in. We all clicked, he loved the place and agreed to move in.

When it came time to sign paperwork, all of a sudden, he backed out. He gave me an excuse about the possibility of his job transferring him to North Carolina in a few months.

Fast-forward 6 months later to me cruising Grindr. To my amazement, who do I find? Mr. North Carolina. I sent him a message just saying, “Hey. What’s up?”

He responded, “Hey man. Very hot! What’s going on?”

I debated whether to play games for a little while or to tell him who I was. I responded, “You know me btw…” And I told him who I was.

Ten seconds later, I received a text message from him, “You??? Damn, you look good man!”

We started chatting, and I asked him if he wanted to go out for drinks sometime. I was attracted to him physically, but after he bailed on living with me, unfriended me on Facebook, blocked me on G-chat and AIM and stopped answering my text messages, I wasn’t so sure he was relationship material. I wasn’t expecting anything to happen, but if it did, I probably wouldn’t fight it.

We picked a Friday to go out for happy hour drinks. When 5:00 rolled around, I texted him. Of course, I got complete darkness. No response. No explanation. Finally, I gave up and went home. I texted him on Saturday to see what happened. Instead of just being honest and texting me Friday to say, “Hey, I’m kinda tired. Can we reschedule?” he decided to come up with an elaborate story.

We still texted, but after the second time he bailed on me, I told him the ball was in his court as far as the next time we would hang out.

Later, he texted me about his awkward living situation in which his roommate was sexually harassing him. So, when I got the news of yet another roommate moving out, I reached out to him. He came to Hoboken for a barbeque at my apartment and to hit up the bar scene. We got along great. He agreed to move in. Just goes to show, if you give people another chance, they may surprise you.

Finally, I would have a gay roommate/friend/wingman. However, this of course would pose a whole new load of drama in my life, but that’s another post for another day…

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