Posts Tagged roster

Flip the Crazy Switch

I woke Monday morning to find myself all alone. After spending nearly forty hours straight with CK, it’s no wonder I felt alone. Two mornings in-a-row I woke in the embrace of an amazing man who made me utterly happy.

Utterly happy until I became utterly confused. I still had no idea where the conversation came from Sunday afternoon. He peppered the weekend with some of the thoughts he had about taking things slow, but this conversation came out of nowhere. I was not putting pressure on him to put a label on things. I never mentioned anything of the sort. I wasn’t even becoming clingy or stalkerish.

Almost always, he was the one to pick up the phone and call. I would send the periodic text message, but I was always sure to do so sporadically. Since Wednesday night, when he mentioned the need to talk to me about something in person, I’d been walking on eggshells. I was also slowly preparing myself for just this type of news.

I had lots of questions. A large part of me wished he never brought up the subject. Who was this other guy? How does he fit in the picture? So far, all I knew about him was they met around the beginning of the new year, they would see each other about once a month and go out to dinner as friends, and they would do things as more than friends. We were not exclusive. I’d known him for two weeks. I never had that expectation. A part of me knew that wasn’t the case the moment he blocked me on Grindr.

The fact that this was a policy made sense on paper, but when you look at the emotional collateral damage that policy has, it seems absurd. If he was so happy with me, why did he need to be on Grindr at all? Was he still getting sex out of his system? Fine. Not happy about it, but I get it. But a time will come when he’s going to have to $hit or get off the pot. I don’t wait around forever. My timeline, if anything, has shrunk after guys like Smiles stringing me along for three months. There would come a time when I would have to be enough for him, or I would be nothing for him.

I have to say, I was a little shocked with how well I was handling this. I was so proud of how much I’d grown. Normally this kind of information would make me a nervous wreck. My mind would be closing gaps between spotty information with whatever it chose to create. Maybe my suspicions would be on point. Maybe they’d be way off base. Maybe I’d make another assumption and cheat on him like I did with N. That was not going to be the case this time. I was stronger. My expectations were far more realistic. I was not following A’s advice of continuing to keep up a roster, but he was. I was okay with that. But there comes a time when you have to settle down and narrow the field to one. Who knew when that would be?

It was so contradictory as well. That afternoon, I received a text from him saying: “Baby, I can’t get you outta my mind. And, I’m totally ok with that. Hope you’re having a good one xoxo.” It’s obvious he was interested in me.

After an awesome workout at the gym, I left feeling confident and happy. It was a good workout. I kept thinking about how I wanted to look good for CK, but also, if things didn’t work out, I’d be a sexy man waiting for the next guy to sweep me off my feet. This is what was different about me. I wasn’t emotionally putting all my eggs in one basket.

I came back to my office and chatted with J on gChat. I told him the situation, and he was just as perplexed as I was. He saw the same picture painted I did. He also came to the same conclusion: “I have no idea how you should proceed,” he said. It was then I decided the best thing for me was to ignore the conversation completely. We weren’t at that place yet to have that talk. I wasn’t going to face what he told me until I needed to, which J pointed out to me would be in about two to three weeks based on my typical timeline. I agreed that around one to one and a half months in, I would get restless and need answers.

That evening, I was writing blog entries. I picked up the phone numerous times to call CK, but better judgment kicked in for once. I put the phone down, after stalking his Twitter account a little and went back to writing. That’s when I received a call from CK. He was at a work event and took the time to call. We made tentative plans Sunday morning for me to spend the night either Monday or Tuesday. I had been curious if he’d call and if our plans would stick. Indeed they did. He asked if he’d see me the following night. He had tickets to a Johnnie Walker scotch tasting. Little did he know how good friends Johnnie and I am. He asked if I’d be his plus one and suggested we grab dinner and go back to his place after. I agreed, and he asked if he could call when he got home later in the evening to give me more details. One thing I have to give him credit for, he was incredibly considerate and when he said he’d call, he always delivered. That is until that night. He never did call. I’m not going to lie when I say my imagination was already getting the better of me. However, I couldn’t make any assumptions.

This time, I would be brave and speak my mind. I wouldn’t wait two more months at the sake of a failing relationship just so I had something to hold onto. No. This time would be different. This time I knew what I wanted, and I was going to get it – If not from him, than from a more deserving man.

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Tying Up Loose Ends

It was happening. I was falling for this great guy who managed to find me on Grindr. Who would have thought? I was still quite unsure how he felt about me, but I still had no luck finding a single fault in him.

I was prepared to take things slow with Clark Kent. I saw no need to rush things. Dating all these men in NYC helped me relax and enjoy things in real time. I didn’t need to think about what was coming next. I only needed to think about what was happening now. I was enjoying his company immensely.

That being said, I needed to tie up some loose ends. I had no desire to see any other guys while seeing CK. He was great, and he kept my attention. I didn’t want to wander and philander. I wanted him and him alone.

The first loose end to tie up was Southern Drawl. It took me two weeks to realize he wasn’t right for me. He’d gone home to the South to visit family, and it offered me a necessary reprieve from him. He sent me a few pictures from down there and a few texts. I responded in turn, but they were very short. When he asked how my day was going, I responded with what I’d done that day. “Well thanks for the play by play. Enjoy the rest of your week. Let me know if you wanna hang out again when I get back,” he responded. I wasn’t going to take that lying down. “Whoa! Where’s the hostility coming from?”

He apologized and explained he didn’t mean it that way. “How bout enjoy the rest of your week, and I look forward to hanging with you sometime when I get back 🙂 xoxo,” he added. I told him we only knew each other a short period of time and warned him not to get ahead of himself. I was using this turn of events to drive a rift between us.

He texted: “Well, that was a joke, but point taken. Wow! So I’ll go back to your statement from a few months ago. Ball is in your court. Otherwise, you won’t be hearing from me.” I reminded him to recall who picked that ball up again in the end. Then came the clincher: “Well, I guess I dropped it cause I’m being drunk and stupid again. Oh well. That ‘let’s not get ahead of ourselves’ $hit just irked me. So Grindr away, do your thing and hit me up if you want to hang out sometime. No hard feelings if not. I’ve learned my lesson about guys in the city and was a dumba$$ to think you could be different. But that’s my fault, not yours.”

I had my out. I wasn’t going to let him talk to me like that. I wasn’t going to try to foster a relationship with someone who made such accusations. We’d known each other two weeks, and I was already getting drunken rants. This wasn’t a good sign of what was to come.

In my book, he was done. I deserved an apology, and until I got one, I wasn’t going to communicate with him. I was going to give him a day to apologize. Just when I was about to inform him he’d killed any chance with me, he texted, “Had a rough night last night. Whiskey on the river. Bad combo.” This was an excuse, not an apology — Unacceptable. Two days later, I responded, “Still waiting for an apology. You were way out of line, and I did nothing to deserve your assumptions!”

He apologized profusely and cited more reasons why he’d been so harsh. “You’re an incredible guy, but if you never want to hang out again, I get it. But, for the record, I did miss talking to you and stuff this week,” he texted. He still seemed to be making excuses for himself. I didn’t respond. A day later, he said, “So, I guess that’s it then, huh?”

I was done with him. I told him from the start I don’t play these games. It seemed to be his mode of operation. I simply replied, “I think we should try friends for a bit. I get that you were drunk, but drunk minds speak a sober heart…” He asked if we could talk and tried calling me. I texted back telling him I was still at work, which was the truth. He started playing the martyr and going off on me. I told him to stop being so melodramatic. When I left work to grab dinner before returning to the office, I called him.

We talked for about a half hour. I explained to him all the things he did and how they were wrong. He didn’t even realize all the things he was doing. I pointed out how he was unloading all his baggage on me and how unfair that was. I did nothing to deserve that. I proposed we take a big step back and work on a legitimate friendship first. In reality, I was pretty much done with him. I was purely being polite. He was a decent guy, but he was a little broken.

He wasn’t satisfied with this and wanted to redeem himself, but I gave him an ultimatum. I said we could either be friends, or we could be nothing. That was his choice. It all depended on his future actions toward me.

As time progressed, and I was too busy to hang out with him when he asked me to, he began getting very snippy with me. I suggested a happy hour drink, but that went south fast. His sarcasm came out in full force until I said, “On second thought, maybe that was a bad idea.” I pointed out to him how combative he was toward me and said obviously this wasn’t going to work out between us. I gave him my work address so he could mail me back the sunglasses he borrowed from me. I didn’t even want to have to go through seeing him again. He’d gotten on my last nerve.

He told me how hurt he was by the whole thing, but I pointed out to him it was all of his own doing. He never treated me with trust and respect before he even had any reason to doubt me. I wasn’t going to take any more of his crap. I’d already dealt with enough. He couldn’t understand how his going off on a drunken tirade toward me was such a deal breaker. “It just doesn’t add up,” he said.

He was clearly hurting. I know this because he typed it out in black and white. “I’m miserable right now,” the text read.

He told me to delete him from my phone and he planned to delete me from his. In another instance, he said, “And for the record, I’m truly upset. You’re one of the good ones. And I’m a piece of $hit to write off apparently.” He wasn’t going to guilt me into liking him again. It was OVER!

That left two other loose ends to tie up. I had been meaning to text the Jersey City athlete for some time. He seemed like a really nice guy, and we got along great, but he was no CK. I needed to be fair to him and let him know what’s up. I texted him and said, “Hey dude. I def owe you a text and an explanation… I had a great time with you that one night, but at the same time, I’d also just met someone. I want to let you know I think you’re a great guy, but things have progressed. And, I want to give this a shot. I hope you understand and don’t take it personally! And I apologize since this message is long overdue!” He responded quickly, saying, I completely understand. I’m in a similar situation myself actually. When it rains, it pours, right?” I was happy to hear he was cool with things. I added, “LOL. Yes. Glad to hear. Maybe we can hang out again sometime and build a friendship?…” He responded, “I’d like that.”

After that, we chatted a few times on Facebook. I asked him how things were going with his new man, but learned the guy simply stopped responding to him. Turns out it was one of my neighbors. We still haven’t found time to hang out as friends, but I’m sure it will happen sometime. I need to have a gay friend nearby these days…

Middle Eastern and I hadn’t seen each other in quite some time. He’d text periodically to see how I was doing, but we made no plans to see each other. I was still a little put off from the time he told me he’d come over and never did.

At one point, he asked if we could hang out again. I told him that would definitely work. I was not opposed to hanging out, but that would be all that transpired between us. No more sex. No more intimacy. We’d purely be friends. It wouldn’t be easy, because we did have a great deal of fun in bed, but I had faith I could do it.

The time came for me to tell him I’d met someone else. “So anything new?” he texted one day. “Actually, yes. I’ve recently started dating someone. Been trying to figure out a way to bring it up… I hope you understand,” I responded. Immediately, he shot back, “Well, I’m definitely happy for you :). And I’m glad you told me. Kinda stung a little, not gonna lie about that.”

I felt really bad. I did like him a great deal, and I didn’t want to hurt him. There was no easy way to tell him, so honesty would be the only way to go. “Sorry! Hence my hesitation. You’re a great guy, and I hope we can be friends!! You kinda disappeared on me. Seemed like you met someone else. I put myself out there and met someone…” I added. He expressed how he was really happy for me and pointed out it just wasn’t meant to be. I told him he deserved someone young and fun and told him I really meant it about being friends. “Maybe. When I get over you. Of course I wanna be friends with you. We discussed grabbing a drink sometime, but that still had yet to happen. Some day we’ll find the time to hang out and become good friends.

And just like that, all loose ends were tied up. It wasn’t easy, but it was over. Now, I could concentrate all my efforts on the new man in my life — Clark Kent. The man who cut the roster down to one.

We tried to make plans to see each other during the week, but it never seemed to work out. Instead, we’d have to wait until the weekend to see each other again. It wasn’t easy, but it would have to do. I didn’t want to do anything to scare him off. I was too infatuated to lose him already. I would be patient. I would wait for things to happen naturally. I would finally do things right, and hopefully, by putting everything I’d learned from all the men I dated, I would find true love.

P.S. I still don’t have my sunglasses…

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A Child’s Plaything

A Thursday finally arrived where I didn’t have volleyball. I thought I would capitalize on this opportunity and do something with my night.

Southern Drawl was visiting home in the South, and I was in the process of dissolving things between he and I. Slowly but surely, I would draw back communications until it was over. I had a great date night with the Jersey City athlete the night before, and only time would tell where that was headed.

That left Middle Eastern. Things between he and I had become purely physical. I liked him, but I was not interested in a relationship with him. He was still in college and apparently entertaining other offers. We had chatted about us over text. He said, “I was just keeping my distance because I am getting too attached to you. And I don’t know what’s happening between us. It sucks because I miss you. Have you slept with someone else in the past week?” I said no. I lied because in truth I had slept with S.D., however, we didn’t have sex. “So what’s happening between us. I get nervous when I think about it. I have an amazing time every time I see you. I don’t want to get stuck in the just friends phase,” he stated.

I had been waiting for this question for some time. I told him, “To be honest, I don’t know. I’ve taken things too fast in the past, and I’m trying to get away from that.” I was being honest now. I didn’t know what we were. We were both on the same page that we enjoyed each other’s company, and we were having fun together in bed. He would send me scandalous picture messages of himself and tell me how much he wanted to see me. I’d put him on the back-burner for a little bit since he grew quite attached. We also went through the Grindr thing, so I wanted things to cool down. He added, “I honestly still don’t know how you feel about me. I’m not asking you to be in a relationship or anything. I know you’ve told me where you stand.” I reassured him, “Just taking it one day at a time and enjoying it along the way. I like you, and if I didn’t, I’d have moved on a long time ago.  He responded, “I’m enjoying this too. I don’t know. Like it’s a little hard because I wanna have fun, but in my mind, I have fun and emotions kind of together. So, it’s hard for me to say I’m not emotionally attached to you in any way. So I just get a little scared because I thought you’re going to move on when you get bored with me.”

I explained further, “I never said I wasn’t emotionally attached to you. I don’t know what this is, but I can assure you it’s more than just sex!” He apologized for being a head-case, and we began to discuss our plans for the evening.

That being said, I did want to be with him. He was great in bed, and it had been some time since I last had sex. I texted him to see what he was up to. “Busy tonight?” I texted. He was still in class, but he had plans to come to Hoboken later that evening. I told him, “So I take it you met someone else…” He adamantly denied meeting someone else and told me he would possibly be able to swing by after class. “Maybe I can sneak out. I really want to see you,”he added. We continued to talk over text trying to make plans to see each other. I didn’t really fit into his plans that evening, but he was making an effort. He got me horny, and I sent him some of my sexier pictures. He responded, “No, no. Don’t do this to me! I’m in class, and I’m wearing tight pants!” I laughed at the thought and continued to send more pictures.

Eventually, he had to bail on coming to see me before going out with his friends in Hoboken. I had been sitting on the couch waiting for him and was quite disappointed. “I hate disappointing you,” he shot back. I simply sent him another sexy picture. He told me he would sneak away from his friends and come see me at some point. When 9:30 rolled around, I sent him a text telling him to have a fun night. Around 11:00, I texted him again. “Wish I didn’t get my hopes up, ” I added for dramatic effect. He apologized, but I was already quite disappointed and ready to move on from him.

He texted the following day to let me know he was using my picture to pleasure himself. I didn’t respond. He told me he would swing by the previous night, and he didn’t deliver. I sat at home alone on the couch in hopes he’d come, and he never did. I was angry with myself for getting so caught up in him. I decided I needed to move on from him. My roster was now cut down to one single possibility.

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Another Boring Date

Tuesday night, I was happy to be home. My date with S.D. wasn’t bad, but it helped me realize he wasn’t the guy for me. We had too many differences of opinion.

I noticed on my calendar Broadway‘s birthday had arrived. I made sure to call him to wish him a happy birthday, but he didn’t answer. If I recalled correctly, he was in California for a vacation. I left him a message and told him to call me when he had a free second. I didn’t hear back from him for over a week. I was a little disappointed, however, we still maintain a friendship. His friendship is important to me.

On my walk to work Wednesday morning, I checked my Grindr messages. I began to chat with one guy, but that’s another story for another day…

I had a date planned that Wednesday with a guy I chatted with on OKCupid, but he ended up bailing on me at the last-minute. This time, I had no one waiting in the wings. I debated just lying low and going home after work, but another part of me didn’t want to waste a free night. I thought I’d reach out to my current roster to see if any of the guys were free to meet. I figured I might as well get a first date out of the way while I had the time. I was really looking at dating like a job. This was bad policy, but with someone like me who has a busy schedule, you gotta do what you gotta do. I sent out feelers to the guys to see who was available to grab a drink after work.

Ironically, two of the guys responded. One was in Hell’s Kitchen and the other lived in Jersey City. I wondered if I could schedule them both in the same night. Hell’s Kitchen would work out because I could just take the bus home, and Jersey City could work if he came to Hoboken to grab a coffee or a drink when I got home later. I wasn’t all that psyched about the guy from Hell’s Kitchen, so I assumed it would be a short date and work out.

The first guy picked a nice restaurant, Pier 9, at the north end of Hell’s Kitchen to grab a drink and maybe an appetizer. It just so happened to be right across the street from his apartment. We met just inside the restaurant. I wasn’t excited by what I saw. He wasn’t unattractive, but he wasn’t attractive either. That being said, I wasn’t writing him off based on looks.

He was a regular here. He knew a lot of the wait staff, and they took good care of him. We grabbed a seat and began to chat.

The conversation was pretty relaxed. We both decided to order wine, and since it was happy hour, we split a bottle at half price. We also noticed a great edamame appetizer on the table next to us and ordered that to split while we got to know each other. It was a very nice place, and the wait staff was super sweet to us. They could tell we were on a date and treated us as such.

We talked about our jobs, our families, life in the city, etc. It was nice conversation. Nothing was forced or awkward, but there was no spark either. He seemed like a really nice guy, and we agreed on a lot of things. I could see us getting along really well, but more in a friendship capacity than a dating one. I could see him being a good date for Sunday morning brunch to talk about the weekend and talk about guys.

We were there for a decent chunk of time. The date lasted about an hour all said and done. We finished the bottle and the appetizer and decided it was time to head out. I could tell he didn’t find a strong connection there either. I had to initiate the goodbye hug, and there certainly was no feeling behind it. This would make things easier. We left with the same expectations of not hearing from the other much after we parted ways.

As I walked to the bus, I started texting the guy from Jersey City. We’d talked more than a few times before. We’d become Facebook friends, and I was supposed to see him on Hoboken St. Patty’s when he was attending the gay party across the street from my apartment, but he never made it. I asked him to an unconventional date. I lined it up for him to come to my place and just relax with a glass of wine. He agreed that sounded like a great idea, so he came over shortly after I came home. We were finally making time to meet up in person…

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Leavin’ On a Jetplane

Another Monday. Another day at work. My staycation was officially over. Another day periodically checking Grindr.

I spent my vacation getting myself back. The only problem was I only repaired the physical me, not the mental and emotional me. I wasn’t on Grindr all day long, but I would periodically check it to see if anyone had messaged me. I was simply a Grindr fish. No longer would I be a fisherman.

I had a dermatologist appointment in the middle of the day. While walking to my appointment, I fired up Grindr. I was curious to see if anyone was scoping me out. I was also in a new neighborhood. I was hoping to find something new and unexpected. In the short window it took me to walk about twenty blocks, I’d managed to strike up a conversation with three different guys. All seemed to be quite level-headed. I told them all I was looking for dates, and all of them seemed excited at the prospect. It was difficult trying to keep three conversations going at the same time. I told them I was walking into my appointment and asked each of them for their phone numbers. I managed to pick up a lawyer, an actor and someone who worked for a magazine rating cruise ships. I asked each of them for their pictures to add to my roster and went to see my doctor about lightening up a scar.

When my appointment was over, I thought I’d make my walk seem shorter by checking messages on Grindr once again. A guy near my office was on and started messaging me. He seemed pretty hot and well fit. He was staying at a hotel near me and was anxious to give head. I told myself not to even continue the conversation, but once again, I found myself thinking with the wrong head. I entertained the idea and asked him what he was proposing specifically. He told me he had to catch a flight in a short while, but wanted some fun before leaving New York. I immediately knew which hotel he was staying at and his occupation. “You’re a flight attendant staying at the Radisson, aren’t you?” I asked. “Yea. How did you know?” he replied. “Not the first one I’ve talked to at that hotel. You guys love that hotel, and you guys love Grindr. So what exactly are you looking for?” I texted.

He asked me to come to his room. He would leave the door ajar. I would walk in, he would tear off my pants and just begin orally pleasuring me. I wouldn’t have to touch him or do anything to him. He just really wanted to blow someone. I knew better, but I still bit anyway. I figured, “What’s the harm?” Work had no idea how long my appointment would last, and it was a slow day at the office. I decided to take a detour, but I basically had to run to his apartment. Thank God I have long legs to get me there. He was anxious because his checkout was very soon.

He was very worried about STDs and HIV. I assured him I was clean. I also asked if I would be allowed to play with his manhood if I chose to. He enthusiastically said yes.

I arrived at his hotel in time for an afternoon tryst. I hopped in the elevator and made my way to his room. I’d been here before. This wasn’t my first b.j. from a flight attendant at the Radisson. I really needed to stop making that a habit, but at the time, I was excited to get off in the middle of the afternoon. I arrived at his room, and the door was left ajar.

Warning: The following may be too graphic for some. I walked in and said hi. He immediately began lifting my shirt and sucking on my nipples. I lifted my shirt off, and he undid my pants. Just then, he turned to me and asked, “You’re really clean right?” I assured him I was. “You can never been too sure,” he added.

He began pleasuring me. After a few minutes, I made my way to the bed and laid back. I wanted to fully enjoy him. It wasn’t too long before he worked his magic, and I was able to conjure up exciting mental images. I shot in his mouth and all over his face and chest. He spit on my chest and began working on himself. Seconds later, he shot all over my leg. “Let me grab you a towel,” he said immediately. I wasn’t moving. I was quite anxious to get both of “us” off me.

I cleaned up and began to exchange small-talk with him. He was Austrian and was headed home that evening shortly after I would be departing his room. I needed to get back to the office, and he needed to finish getting ready for work. He told me how much he enjoyed himself, and with that, I made my way out the door.

Shamelessly, I had a smile from ear to ear. I was still high from the endorphins. It felt amazing. I was ashamed and proud in the same moment. I still knew I was broken inside and needed to stop having these trysts with strangers, but I was also enjoying my sexual liberation. Somewhere, there had to be a happy medium. It was up to me to find it…

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Welcome Back?

Sorry for the late post… Had a very busy morning at work…

 

Since that fateful night on December 31st, 2011, I’ve had my eye on a certain someone. He was also attending the party I went to on New Year’s Eve.

Throughout the night, I talked to him a fair amount. He seemed like a really nice guy. For a solid twenty minutes, he and I were the only ones in the living room until more guests arrived. We got to know each other fairly well. My original thought on him was he was too young, but the more I got to know him, the more I learned how mature he was. Obviously age had nothing to do with maturity. I learned that the hard way with Smiles. I wasn’t going to rule him out just because he was 22. It also helped he was very attractive. He had both the jock look and the intelligent look about him. It was very sexy.

I didn’t want to jump the gun however. I somewhat embarrassed myself that night, and I wasn’t sure if he took notice. I decided to wait until the dust settled, especially since he knew Smiles though a mutual connection, the party’s host. Before my trip to San Francisco, I laid the groundwork. I informed him of my breakup with Smiles on Facebook. He sent his condolences.

Now that I was home, I was ready to dive in and see if I could ask him out on a date. I sent him a Facebook message that Tuesday: “Hey dude. I know this kinda comes out of left field, but I thought you were a pretty down-to-earth guy when I talked to you on NYE. I was wondering if you’d be interested in grabbing a drink sometime…?” I don’t know why, but I felt very vulnerable doing this. It’s crazy. He’s five years younger than me. Why was I so intimidated? All I could do was wait for an answer.

That night, he finally responded: “I am flattered, but I am kinda seeing someone. Happened right after New Years actually. Doesn’t mean we can’t chill as friends.” My hopes were dashed. I’d been plotting and planning this whole thing out over time to find out I missed the boat. I was kicking myself, but there was nothing I could do. It is what it is.

I needed to graciously respond, and secretly hoped I could meet him as friends, and he would realize how much of a catch I am. Maybe he’d let things fizzle out with the other guy. The door wasn’t closed, even though it was beginning to shut. There was still a glimmer of light — A glimmer of hope.

“All the good ones are… haha… but yes.. Chill as friends works for me too. Always lookin’ for friends as well. Shoot me your #, and maybe we can find a time to hang/grab a drink…” I responded.

Sadly, I wouldn’t hear back from him again. Three weeks later, I tried to see if he would be interested in meeting up, but I got no response. If he was truly interested, he would have responded. I was learning to stop pursuing men who didn’t return an interest in me. It never worked out in my favor, and it just caused me greater frustration. If there were interested, they’d be as excited as I was to message/call/text. It wouldn’t matter about waiting two days before calling. If someone is interested, they won’t care about any of that. They’ll just be thrilled you connected at all.

I was beginning to feel very disappointed and lonely. I had no promising prospects on the horizon. As time goes on, this dating thing is getting harder and harder. Everyone thinks gay dating in New York City is a cinch but far from it. It is so incredibly hard to date in this city. The gay men here certainly don’t do anything to make it any easier.

Warning: The following may be too graphic for some. In the meantime, I was back on local Grindr. I found a guy who lived very close to my apartment who wanted to be dominated and wanted to muscle worship me. I hardly think I’m the muscle worship worthy type, but if that was what he wanted, why not give it to him. I went over to his apartment. He was a bit awkward, but I wasn’t there to find love. I was simply there to satisfy a primal need. I thought I would be able to play the part. I thought I could say all the things a dominant top would say, but in the end, I think I sounded ridiculous. It’s not who I am. It wasn’t awful, but I don’t think either of us were getting out of it what we thought we would. It took me a long time to finish with him, as usual, which didn’t exactly make for a smooth evening. When I did, it was worth his wait. However, because of the nature of my climaxes, he had to run to the kitchen and grab a bottle of Resolve and a paper towel to clean up a spot on the carpet when I overshot his chest.

He came back to the bed and we laid next to each other chatting a bit. I learned he knew the other awkward hookup I had in the same building. Apparently they were friends. I specifically asked him not to mention me, which of course spurred a whole new line of questions. I knew this was going to come back to bite me in the a$s. It was only a matter of time before the 40 year-old started messaging me again.

With that, I got dressed and made my way home on my walk of shame. Luckily it was cold out and it helped me clear my head. What was I doing? This isn’t me. This isn’t what I’m looking for. Why am I doing this? Yes, we all have needs, but I should be putting more energy into finding the right guy instead of Mr. Right Now.

I thought about all the other guys floating around out there on my roster. Was it even worth it to revisit with long-time online friend after our failed date? Maybe the southern boy I was chatting with would finally find the time to meet up. The guy who came back on the roster after almost a year was still a possibility. I needed to plan drinks with him. My Asian neighbor friend from Grindr was still asking me to grab dinner sometime, but he doesn’t drink, so I didn’t see us being very compatible. There was the very sexy, very compatible guy I found on Adam, but he wasn’t responding to any of my messages anymore. I needed to cut him from the list.

I needed to get back in shape and concentrate on building a better me. Ironically enough, I was hitting the gym regularly again. For so unknown reason, I was looking for N there every time I went. I don’t know why, but something inside me wanted to see him there, even though I wanted nothing to do with him. I needed not only to close that chapter, but also to toss the book to someone else and forget about it.

I was spinning my wheels. I was constantly Grindring, and it was getting me nowhere. I was still feeling a little angry for letting Smiles take advantage of me. I thought back to all my relationships and realized how each of them let me down. N, San Francisco, Smiles… I didn’t need any of them anymore. They brought nothing positive to my life. It was time to drop that baggage. The only one I wanted to keep around was Broadway. Since we’ve broken up, we’ve managed to remain friends. I turn to him for advice, and he is always there for me. He’s a good friend and I truly appreciate him. I can’t understand why they all couldn’t be that way. I’m thrilled we’re still friends and want that with all my exs, but if they weren’t going to make that possible, so be it.

I needed to get to a better place. I wasn’t in a dark place, but I was certainly stuck in this constant gray area. I was walking around in a cloud. I was wasting my life away searching for a guy in all the wrong places. If I wasn’t happy, I wasn’t going to find anyone. I just needed to figure out how to change things. It wasn’t going to be easy…

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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 adam4adam.com. 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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Boston Therapy

My relationship with Smiles had come to a close. We met. We discussed. I guess you could say we had closure.

I’d already moved on to other men and began rebuilding my roster. It’d been a while since I was in the game, and I was a little intimidated. Over the three months I dated Smiles I lost my edge. It was my sister who pointed out to me, “I didn’t like you with him. You weren’t yourself. You were much more reserved around him.” I didn’t like the sound of that. I pride myself on being open and myself all the time. Apparently, I lost that somewhere along the way. I needed to find it again.

I would do so with the help of my therapist, Boston. I really lucked out in my timing. Boston was on a break from his final year of school, which meant his services were available. I was going to take full advantage. He was a good friend, and I missed him. I was really disappointed we didn’t get to meet up when he came to visit New York for New Years. It really made me look forward to the day when he graduates, and I convince he to come to New York or Hoboken so I can have him around more often.

Monday night when I got home from work, I called Boston. I wanted to give him an update on how everything with Smiles went since we’d been chatting about it a bit. I told him how everything ended and how I was moving on.

Ironically enough, Boston had a few tales of his own. Apparently, a little of me was rubbing off on him. I was very happy to hear this news. Sometimes I think he puts his love life on the back burner too much. I think he loses hope at times and engulfs himself in other ventures. I want to see him happy. He’s a great guy and he deserves this.

So, when he told me about a straight friend of a friend coming to visit and the sub sequential hookup that ensued, I was downright proud. He managed to attract a “straight” man enough that this man took the opportunity to make out in the bathroom of a club.

I was so happy to have my friend back. I loved swapping stories with him!

I also took the time to explain to him how LES wouldn’t talk to me. For the life of me, I couldn’t figure out what I could have done to him to make him stop talking to me all of a sudden. We were building a strong friendship. I had the feeling he developed feelings for me, especially since he asked me, “So what’s the deal with [Smiles]?” He invited me to his birthday, and I missed it. I apologized, and he told me it was okay. I invited him to my holiday party, but he dropped off the face of the earth and never showed. Following, I attempted to reach out to him on numerous occasions. Okay, so maybe I’m under exaggerating. I tried to text or call almost every day for a while there. I thought I was being funny, but now looking back, I could easily see my actions being misconstrued. Maybe he thought I had stalker tendancies.

In the end, things got very suspicious. He would never respond to my Facebook messages, and he never showed up as online. However, he never unfriended me. As long as that didn’t happen, I didn’t think he was all the annoyed by me. I sent him another long apologetic message on Facebook asking him to please reach out to me. When I finished writing it, I thought I’d give him a call to see if I could get through. It’d been about a month since I last texted or called. When I did, I was shocked to find out the number was no longer in service. He either blocked my number or changed his.

I couldn’t believe it. Had I really taken it that far. Maybe he wasn’t mad at me. Maybe he was afraid of me. I hung up the phone and immediately sent another Facebook message: “I’m sorry if I’ve been bothering you. Don’t worry. It won’t happen anymore.” I was mortified. Did he really think I was that insane, or was he really that mad at me. I was really hurt that someone would ever be that mad or upset with me that they’d simply cut me off. My ego was seriously bruised.I also happened to be perusing my old messages on OKCupid, and it told me LES deleted his account. When I made a new OKCupid account shedding an identity I’d used since college, I came to realize he was still on there and had an updated and active account. He’d blocked me on there as well. He really wanted nothing to do with me, and there was nothing I could do about it.

“You can be a bit aggressive,” Boston told me. That really resonated with me. I did tend to be agressive. I’m a tenacious man. When I see something I want, I don’t give up until I attain it — This goes for everything.

The interesting part was that I simply wanted a good friend back. He was a really fun guy to be around, and I wanted to introduce him to Boston. I thought they’d make a GREAT pair. I would have loved to see the two of them together. But, I don’t think that will ever happen. New York is a big city, and I don’t know that we’ll ever cross paths again.

Boston and I talked more over the course of the week. We almost had a nightly check in for a while there. We’d chat on the phone for about an hour about our dating lives and the mistakes I made with Smiles. He told me more stories about another guy he was helping to introduce to the gay world. I hope I’m not blowing up Boston’s spot, but once again I was proud of him. He was facing new challenges and having new experiences. I was happy to see my friend experiencing more of life these days. I understood how busy school made him, but at least he was taking advantage of his time off.

I was building my roster and had a friend to gossip about all the new things going on in my life. Things were getting better, but I still wasn’t happy to be back out in the dating pool. I was anxious to land another man, but this time around, I wasn’t going to just settle for a guy who was willing to date me. I needed to “find a man who will worship you like you worship him,” as my friend A so eloquently put it. I needed a real man, not another little boy. A man who could express himself verbally, emotionally and physically. I was going to find a triple threat, and once again I had one of my closest friends in my corner.

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Wall Street Dining

My apologies. After a short hiatus, I’m back…

 

In the days following my date with Smiles, I was very happy. I felt I finally met a guy I was really interested in who was genuinely interested in me. The possibilities seemed endless.

That being said, we weren’t dating yet — Not even in my warped head. There was no reason why I shouldn’t still be seeing other guys. Before I met Smiles, there were a few guys I was trying to set up dates with while I was building up the roster.

One in particular worked in a different part of town than I worked in. He was down in the financial district on Wall Street working as a consultant. While New York City isn’t exactly long distance dating, I definitely have a predilection for guys who live/work near where I live and work. It just makes it more convenient to see each other.

If you recall, my only real relationship that had two legs to stand on was with Broadway, and we rarely saw each other outside the bedroom based on work schedules. I know myself well enough to know I need a guy who will be around and able to spend time with me.

That being said, this new guy wasn’t eliminated because he was a subway ride away. Like I always say, I’m an equal opportunity dater. I don’t discriminate, even based on location.

We finally found an evening to meet up for dinner after I was done work. When the day arrived, he had quite a busy schedule, but he was still able to step away from the office to grab a quick bite. He picked a restaurant near his office, Plein Sud. It was convenient for me because it was a few blocks away from the World Trade Center PATH station for me to scoot home. I arrived slightly early and waited for him to arrive. He was running a little behind. I didn’t mind because usually I am the one running late.

When he arrived, we went in and sat. It was a nice French restaurant. I was expecting something a little more casual, but I went with it.

We met on OKCupid. He checked out my profile and messaged me. We went back-and-forth a few times before deciding to try to meet up. We had an active lifestyle in common, so I was willing to meet him without first getting to know each other in-depth over the computer. I wanted to make sure we had plenty to talk about on the first date, even if it wasn’t going very well.

We sat and chatted a bit about our jobs. To be honest, I didn’t remember a whole lot about him, but he didn’t recall everything about me either. After discussing what we did to pay the bills, we moved on to where we grew up and where we went to school. He was from Mexico/Texas and still had a thick accent. We had quite a different upbringing and studied very different fields in college. He was a nice enough guy, but we didn’t share all that much in common after all. We talked shortly about what we do for fun before he asked the waiter for the check. Throughout the meal, he kept apologizing for having to make it so quick, but I understood he had to go back to work. There weren’t exactly fireworks between us, so he wasn’t preventing a good thing from continuing.

I can’t know what was going on in his head, but he seemed interested in me and asked if we could meet up again. I told him, “I’m sure we can work something out.” I knew in the back of my head I was never going to see this guy again. He was a nice guy, but I could already tell it would be laborious to find time to get together. Finding friends/lovers shouldn’t be that hard.

I said goodbye to him at the corner as he walked back to work, and I walked to the PATH.

I was okay the date didn’t go spectacularly. I had my sights set on Smiles. However, I know myself well enough, and I still needed a distraction so I wouldn’t smother him with attention. I continued to look to my roster for dates, but that’s also where The Principal came in. We continued to talk on the phone, text and chat. I needed an outlet, and we already had a budding relationship. I would continue to foster things with him while I investigated the furthering of a relationship with Smiles.

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