Posts Tagged opportunity

Membership Has Its Privileges: Cuddle Up to Free HowAboutWe Dates for Couples

This time of year, every night out on the town feels a little extra special. It’s Christmas time in NYC, and what better time to take advantage of all the city has to offer for date night.

 

OlivesRestaurantInsideRecently, I was approached by HowAboutWe, a subscription service designed specifically for couples, to try out their services. I’d heard the name before, but I had no idea what it was I was being offered. I went online to investigate further, and I was blown away by the opportunity before me. HowAboutWe had the direct line to some of the best dates out there. As I dove deeper into the site, I discovered that each month, CK and I would receive a new “DateBook” — filled with pre-planned, one-of-a-kind experiences here in NYC. These weren’t just ordinary dates — Broadway shows, dinner for two, cooking classes, driving experiences… The list went on and on. And, that’s just December.

ToddEnglishOlivesFor our first HowAboutWe date, CK and I chose “In Due Course,” including a four-course dinner for two at celebrity chef Todd English’s restaurant Olives at the W in Union Square. The date was purely magical. CK and I sat down at a very cozy table for two in the corner. Our every need was attended to by the amazing wait staff who brought us a delectable meal consisting of 2 glasses of Prosecco, a crab toast appetizer, Rabbit Tagliatelle, 2 glasses of wine, Branzino A La Plancha, and the coup de grâce — Warm Chocolate Pudding Cake. Everything we ate and drank was spectacular. And, HowAboutWe took care of everything from the reservation all the way down to the tax and tip on our bill. It was utterly seamless.

ChocolateDessertAt $22/month, HowAboutWe for Couples membership gets you so much: FREE HowAboutWe Dates — every month, sold-out tickets and members-only events, early booking on HowAboutWe Dates, up to 75% off other HowAboutWe Dates, and rewards (like buy one get one free tickets on Fandango). I challenge you to find a deal better than that! I for one will continue to go back to HowAboutWe time and time again for amazing dates and opportunities.

It’s tough balancing the working and dating worlds. Anytime someone can take a little bit of the work out of either, I’m all in! They get how busy I am. That’s why most dates are flexible and can be scheduled whenever I decide, except however, some are one-time-only scheduled events, like performances or special excursions. But, who wouldn’t rearrange their schedule for those experiences!?

HowAboutWe_LogoOn top of that, this isn’t marriage— No big scary commitment. You can pause or cancel at any time. And, dates on HowAboutWe for Couples can also be purchased as a non-Member, without the Member discount and other benefits of course.

I highly encourage you to at the very least check it out by clicking the logo here. TRUST ME! You won’t regret it!

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Cooler Heads Prevail

Preparing to get ready for the Scissor Sisters concert was a sh*t show and a half. This was twice now CK and I fought before going to an event. I was beginning to wonder if we would ever be able to go to these kinds of events without it turning into a fight. I had finally grown more comfortable with the crowds at these events, but I was growing uncomfortable with the idea of going with CK to them. Living up to what I thought were CK’s expectations was a lot of pressure to deal with.

CK and Hip were ready, but the tickets were nowhere to be found. After quite some time, Hip managed to find the tickets behind the couch. It seemed like he happened to know where they were in a moment of clarity. At this point, we quickly made our way out of the apartment to see if we could salvage what was left of the concert. Like the flip of a switch, CK began apologizing to me and asked me to come along and be happy. His main concern was getting to the concert, not whether or not we were okay. It was incredibly selfish, and it hurt a lot. We quickly hustled the ten blocks to the venue, but I skulked behind a few paces every turn we made. I was really hurting deep inside. Things weren’t going very well between us the way it was, but this took things to a new level. I wasn’t saying anything. I was in shock about what had transpired. To be honest, I wasn’t quite sure what I was still doing there.

I’m not good at putting on a smile and bearing down. I may have been present physically, but mentally, I was in a whole other world.

When we got to the doors at Terminal 5, a large mass of people were walking out the door. CK cut through the crowds heading in the exit only to find the concert had ended. Everyone was leaving. I stood on the street with my arms crossed because I knew there was no hope. I also wasn’t about to chase CK through a mass of people. When CK finally realized all hope was lost, his anger returned. Hip continued to apologize over and over again, but CK wanted none of it. I wasn’t upset in the slightest because I was in no mood to go to a concert. The three of us managed to find each other, and we all agreed we were starving.

I was pretty wasted, and we stumbled back towards his apartment searching for somewhere to grab food. We didn’t pass anything along the way, and CK mentioned getting take-out delivered. When we got back to his place, I hopped into bed immediately. I was hungry, but more importantly, I was drunk and upset. I wanted to go to bed to escape what was going on around me. I fell asleep in CK’s bed still fully clothed.

I woke the next morning to the sound of Hip knocking on CK’s door. Originally, we planned to go to the cloisters in north Manhattan, but those plans would never come to fruition. For some ungodly reason, Hip was wide awake with lots of energy. I, on the other hand, was incredibly hung over. Everything was too bright, too loud and too real. I just wanted to go back to bed and sleep off my hangover. Hip sat on the foot of the bed talking about the night before and asking a lot of questions. Apparently, he had even more to drink than I did. He kept asking if we actually ever made it to the concert, and this was really the last thing CK wanted to hear. Every time he brought up the previous night, it made CK grow more and more frustrated.

At one point, Hip excused himself to use the restroom. CK and I took the opportunity to chat while he was absent. I was still quite upset, but I wasn’t going to make a scene. This was the perfect opportunity to talk. I brought up everything from the night before and explained how none of it was okay. I point blank asked him what Hip handed him the night before. He responded, “I have no clue what you’re even talking about.” When I pushed the issue, he denied any recollection of it emphatically. After my suspicions and insinuations, he detailed how the only substances he partook in the previous night was alcohol. Based on his reaction and emphatic response, I believed him. I was not okay with how he acted or how he treated my, but I did believe him. I put my worries aside and took his word for it. I had no reason not to believe him. After our previous conversations on the subject, I wondered if maybe I had finally gotten through to him.

I told him if he ever lays a hand on me like that again, we’re done. He didn’t hurt me physically, and I did loved him. But, this was not something I would tolerate. The next time, I was actually walking out the door, and I was never coming back. I made sure he understood how serious I was about this. I wasn’t afraid for my own safety. I was more afraid for both of us. I didn’t know what would happen if things escalated out of control because we both had short tempers. I stressed this point numerous times. Again, he apologized emphatically. I could see his apology was genuine, and I accepted it. He loved me, and I could see it pained him to know how much he hurt me. He apologized for everything and I forgave him for everything. “Forgiven, but not forgotten. We will not go through this again,” I added.

We literally kissed and made up, but things didn’t stop there. He was very sweet in his remorse. Apparently, he was feeling a bit frisky. Warning: The following may be too graphic for some. We started to make out, and when I pointed out Hip just on the other side of the bathroom door, he didn’t stop. As per usual, I woke in the morning raring to go, and CK took advantage of this. We were making out and my hands were exploring his entire body under the comforter. He was straddling me, and he reached down with his hand and sat on top of me. It was incredibly hot, but I was still a little self-conscious about the whole thing.

Just as I predicted, Hip emerged from the bathroom with CK still straddling me. I didn’t know what to do, but we didn’t immediately separate either. We both turned our gazes to meet his with a guilty look upon our faces. He knew exactly what was happening, but he went about his business accordingly. We all laughed at the situation as I slowly removed myself from CK. It was necessary to break the tension in the room.

We continued to lay around for a majority of the morning chatting and relaxing. Before Hip got back into the previous night, CK pleaded, “Can we talk about anything other than last night please?” After some time, we were finally able to motivate ourselves to get out of bed and face the day…

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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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Where’d He Go?

FraI already started my morning off with a little frisky visit and some well appreciated service. It was time to join the real festivities.

I walked out into my kitchen to find my roommate with all her college friends and my other roommate with his girlfriend. I thought I pulled a fast one on all of them sneaking my visitor in the back door, but I was wrong. My male roommate saw him come in.  He and his girlfriend questioned me on it, and I was completely honest with what happened. They were fascinated by how transactional it was. They couldn’t believe it, and his girl gave me a high-five.

I celebrated myself with a nice cold beer from the fridge. It was already 1:00 and I was well behind the rest of Hoboken. Before I finished my shower, I had four down. That would be enough to scratch the surface.

I got dressed and convinced my roommate and his girlfriend to come with me to a friend’s apartment. She was having her annual St. Patty’s Day bash. I was meeting D and K there as well. I was happy D was going to be in town. Since his car got a flat, he wouldn’t be visiting his girlfriend in Philly.

When I got there, the party was already well underway. I sat on the arm of the couch and conversed with my friends. I just took in the scene. For some reason, I wasn’t really feeling St. Patty’s Day this year like years passed.  I didn’t feel the need to get sloppy drunk.

Of course, since my bladder has shrunk since college, I had to go to the bathroom. Since I was somewhat bored at the party, I was chatting with a sexy man I’d been chatting with for some time on Grindr. We’d talked about getting together so many times, but never did. Things were getting very flirtatious and leading toward an afternoon hookup. When I went to the bathroom, he suggested I come over. I took the opportunity to sneak out the door when I finished in the restroom instead of returning to the party. I’m sure it was just a matter of time before my friends realized I’d gone, but it wouldn’t be immediate.

I wasn’t even slightly drunk. I’d been anxious to see this guy for some time. I wasn’t about to let the opportunity pass. I quickly walked home, grabbed my helmet, hopped on my motorcycle and sped off uptown. Before I left the party, my Grindr friend asked me how I felt about glory holes. I told him I’d never used one before. When he sent me a picture of a sheet with a hole cut in it and a caption reading, “How would you feel about this?” I became excited. He told me he’d leave the door unlocked. I was to walk in, come to the sheet, unzip and let him take care of the rest.

Warning: The following may be too graphic for some. As I entered, I noticed how nice his place was.  I was a little shocked. I walked straight to the sheet hanging in the bathroom door. I hadn’t even fully unzipped before he reached his hand around the sheet and began. It felt amazing! He continued for some time before I reached my hand around the sheet and began to stroke the back of his head. I could feel him, but I couldn’t see him. Finally, my curiosity got the best of me, and I just pushed the sheet to the side. I wanted to see him. He was very attractive in his pictures and even more so in person. On top of that, the only thing he was wearing was work boots.

After a little more time, he turned around and I began grinding myself against his backside. He was extremely hot and he knew how to use his body. I reached around and used my hand to pleasure him as well. He was VERY gifted. I hadn’t felt one like that since my friend in San Francisco.

He then requested we move things to the couch. I sat down, and he straddled my lap. It didn’t take long before he finished all over my chest and without warning. I had no idea it was coming. I tried to finish as well, but it was no use. Between my morning visit and the few beers I had, I sat there for quite some time without climaxing. He was so hot and he tried everything to help me finish, but it was no use. I gave up and apologized. I could tell he was very disappointed. He blamed the drinking, and I concurred that was to fault.

As he stood in front of me, I took all of him in. He had a spectacular body, and I let him know it. I asked him about his workout routine, and he told me he didn’t since his heart attack. He elaborated and told me it was no big deal, but I was a little worried. I could only think of him keeling over in front of me.

We chatted a little bit more while I got dressed and looked around a bit. He told me he had a roommate, but he wasn’t home. Something didn’t quite line up, but for some reason, I was buying the story. While we chatted, he stood in front of me in just his boots with his large gifts swinging back and forth. He was very proud of them as well. He put sweatpants on so he could walk the dog, and I could see his large bulge. I commented on it, and he commented how he loved how people would check it out, especially the guys with their girlfriends. I was so turned on. I also learned he managed a bar in the city, and he told me I should hit it up sometime.

We talked about meeting up again sometime soon. We both thought the other was thoroughly sexy and wanted a repeat. He was particularly looking for a sequel since he didn’t get a happy ending from our first encounter.

I said goodbye and made my way back downtown to my apartment…

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So When Are You Moving Back to New York?

Finally, work sent me somewhere fun, and I was taking full advantage. I stayed out in LA, managed to have some fun, and even managed to find myself a pretty great guy, The Navigator, to hit up the beach with. After swinging by his apartment, we agreed we weren’t done hanging out.

We made our way back to my hotel. After we turned off his street, I came to a stoplight. I took the opportunity to reach over and put my hand on his leg. He immediately responded positively to my advances. He reached down and laid his hand on top of mine and gave it a squeeze. We continued to hold hands the entire way back to the hotel.

We made our way to the room, and when we arrived, we quickly got comfortable with each other. We dropped our bags and laid down on the bed. We chatted a bit before he reached over, pulled me in, and we exchanged a long deep passionate kiss. When we finally came back up for air, I said to him, “I’ve been waiting to do that all day long!” He smiled from ear to ear and pulled me right back in for another deep kiss. He was a great kisser — Not just a good kisser, but a great kisser.

Was there anything wrong with this guy? He certainly wasn’t going to make leaving easy on me. I still had to keep myself in check. This thing would have an end. I couldn’t grow too attached, or I would be in for a world of pain.

The thing I liked most about the chemistry between us was how playful we were. There was no drama. We were just having fun. Everything was so easy. We cuddled and talked and tickled and joked. I felt incredibly comfortable with him. We just seemed to be on the same page about everything. He was certainly giving me hope that I could find a guy out there who I just clicked with right off the bat.

All day long, he had been texting with his friend giving him updates on our “date” as he so-called it on the beach. While we laid there he teased his friend about how good-looking I was, but lied and told him I’d just dropped him off at home while I listened on speaker phone. The exchange between the three of us was very comical and flirtatious. He showed me pictures of the guy we were talking to, and we sent pictures of me to his friend. We all had a good laugh, and his friend asked for continued updates.

The kissing slowly turned into making out. The making out evolved into heavy petting. The heavy petting became stripping. The stripping led to oral pleasures. And finally, the oral pleasures led to me learning he is versatile, which of course led to penetration. My provisions weren’t presumptuous at all. I suspect he noticed my condom/lube purchase at CVS, and this is what gave him the courage to propose going back to my hotel room.

The sex wasn’t the most amazing because I was having difficulties with the condom, but it certainly wasn’t bad. We were passionately enjoying each other on many levels.

After we had sex, we laid next to each other talking more. We attempted to take some pictures together to send his friend, but we couldn’t keep our eyes open because the flash was too bright. After our romp in the sheets and copious amounts of cuddling, I was hungry. I remembered an In-and-Out burger down the street. It was 1am, and they were one of the few places still open, so we got dressed and made our way there to grab dinner.

We took our food back to the room and had a picnic in my bed. We talked and made plans to go hiking the following day. The whole night, all I could think about was how crazy it was I even met him. It was even crazier how we both dove in headfirst. He even mentioned being worried I might be a serial killer for the first couple of minutes in the car. After we finished eating, I jokingly confirmed he was staying. He went to his bag and got changed and broke out his toothbrush. It seems he may have been presumptuous as well in packing his bag.

I didn’t care one bit. I was thrilled to be sharing my bed with such a great man. I only wished it was for a longer-term basis…

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Whoopsie!

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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It’s About Time

Today is a Fast Forward Monday!!!  

My apologies to those who have come to expect Fast Forward Fridays. I have been traveling for work/pleasure, and I got caught up in things. I haven’t had a chance to write the second post, so I’m making up for it today. Hope you are enjoying these. It will help bring the blog a little closer to real-time. If you’re keeping up with the stories chronologically, please skip down to this morning’s post first, then read this one. I think it’s a good one! Enjoy!

Back to your special edition of One Gay At A Time…

After missing the opportunity to finally meet my online friend after almost a years time chasing each other around, the day finally arrived when I was scheduled to finally meet him in the flesh. This was well overdue, and I was quite excited. I wasn’t about to get ahead of myself, but the suspense had been building up for quite some time.

We discussed where we would go for drinks or dinner and finally settled on Charritos, a Mexican restaurant I’ve been to on numerous occasions. In fact, this wasn’t the first date I took there. We planned to meet at 7:30. I knew the place didn’t take reservations, but it was a Monday night on a holiday weekend. I figured everyone was home getting ready for the coming workweek. It also wasn’t the nicest night, as snow was in the forecast, so I thought we’d be alright.

When I arrived, I was immediately proved wrong. I stood in front waiting for him to arrive noticing every table (all 8 of them) filled with diners. Finally, he arrived, and we attempted to go inside out of the cold. Even this proved difficult since there was nowhere to go once we were in there. While we waited for a table to clear, we awkwardly chatted.

This was surprisingly difficult. He seemed so incredibly flirty online and charismatic, and the man standing in front of me was a very shy reserved individual. I couldn’t get over it. Where was the guy I’d been chatting about my body and sexual interests in detail? Where was the flirt?

We talked about work and the weather. It was a struggle to find a topic to discuss. Everything felt forced. It wasn’t awful, but it certainly wasn’t what I expected.

Finally we got a table and sat. After we ordered, we started to chat a bit more. I asked most of the questions. He always responded in detail, but he never asked a question in turn. That may have helped the conversation flow much more freely, but it wasn’t there. I had to volunteer all my information. I feel awkward talking about myself when I wasn’t asked to. It was as if I was interviewing him for a job.

One topic we got on was siblings. I don’t know why, but that topic has been coming up more and more frequently on my dates. I’ve actually noticed it and tried curbing it. I learned about his siblings as well. It was nice to hear he came from such a similar family dynamic.

We talked about his job as well. I was very intrigued by it. He told me all about his schooling, his specialty in the field relevant to the gay community, his boss, the clinical work he does… This was really shaping up to be quite the catch of a man. He was very sweet and thoughtful. However, our chemistry was not mixing AT ALL! It was so disappointing. On paper he looked so good. Online, he seemed a sexual match for my libido. In person, he was a mouse. Night and day from my expectations.

After quite a while, the waiter basically asked us to leave. There were people waiting for a table, so they kicked us out. I was more than a little p*ssed, because I thought it was very unprofessional and rude, however, it was time for the date to conclude.

We’d already talked about him coming over to my apartment before the date. I was still very sexually attracted to him. I wondered if he’d relax when he was out of the public eye. As we walked outside, I asked him where he parked and told him I’d walk him to his car. I was hoping for a signal along the way to show his interest. I thought he’d drive me to my apartment and come up.

When we got to the car, it was the complete opposite. I hope you can understand my explanation without a diagram:

I thought we’d at least say a proper goodbye. I was hoping for a kiss considering all I could think about during the meal was how good his lips would feel. When we got to the car, I stood on the sidewalk, and he walked to the front passengers panel in front of the rearview mirror. That would have been fine. I may have even used the car as a backboard for a strong kiss, BUT there was also a chopped off parking meter between him and myself. Yes. A metal pole about four feet tall was between the two of us. I don’t think he could have strategically showed his lack of interest any more other than to simply get in the car and drive away.

We said goodbye, and I told him it was nice meeting him. He said, “Likewise.” That’s when I grew some balls and took what I wanted. I moved forward, reached my long arm over the pole, hooked it under his arm around his back, and pulled him in for a kiss. It wasn’t a long kiss or a makeout session, but I certainly wasn’t going to be satisfied with a peck.

And with that, I turned and walked home in the flurries falling from the sky. I was still a little blown away by the lack of spark during the date. I wasn’t even ready to go home. I decided to stop by my friends’ place on the way home and say hi.

I came in and we caught up on what’s going on with each other before I told he and his wife about my awkward date. He was a little baffled by it as well. He couldn’t understand what was going on. He really loved the parking meter pole story as well. I was so nonplussed.

I sulked home after saying goodnight to my friends. When I got home, I was curious to see if he was back on a4a. Surprise! I was right. I wasn’t going to get past this immediately. I needed to ask him about what happened.

“Surprise, surprise. Look who’s on here,” I messaged him. We chatted a bit awkwardly about the date. He messaged me back: “I was waiting for you to ask me to come back.” He wanted to come back to my apartment. He even brought his c*ck ring and poppers with him. I was so confused, and I made that clear to him. He wasn’t aware of his mixed signals, nor was he aware of the pole. He just thought I wasn’t interested since I walked him to his car. It was all a big misunderstanding. “I had a good time. I thought the conversation was nice,” he added. That doesn’t make up for the awkward date however. That just cleared up the mixed signals at its close.

Just to satiate my curiosity, I told him we would have to try to fix what went wrong when I got back from my work trip to San Francisco. He agreed, so we kept in touch over the next week.

I decided to see what was going on with the southern guy. He texted me to see how my weekend was, so I picked up the phone and called him. Again, we talked for almost an hour while I packed. This completely made up for my awkward date. I was really looking forward to getting back so I could finally meet him. Hopefully this one wouldn’t be as big a disappointment.

In the morning, I had a message from my new southern gentleman caller. He was asking for a picture of my “morning excitement” we’d discussed previously. I denied his request and told him he’d have to wait to see the real thing. This was my way of getting him on the ball about meeting up with me.

I also got a text message from my friend and recent neighbor. It was very sweet of him to do so. I needed to make it a priority to hang out with him when I got back to New York.

All that would have to wait on the backburner… The following day, I was headed to San Francisco for the week for work. Waiting for me were two men. One I attempted a long distance relationship with whom I would meet for a cocktail. The other, a great confident and online friend whom I was extremely excited to meet in person, especially in the bedroom…

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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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To Kiss or Be Kissed

Goodbye 2011 and all the hardship that came with it. 2011 was a tough year, and I was ready to kiss it bon voyage.

New Year’s Eve had arrived, and so did Boston. He came to New York City to celebrate with some friends. They were staying at a hotel in Hell’s Kitchen and going to a bar to ring in the new year. We’d been in close contact about meeting up while he was visiting for some time.

We made plans to meet that night before I met Smiles for dinner, however these plans would be broken. As the night’s close grew nearer, Boston realized he wouldn’t have time, so we agreed to try to meet on New Year’s Day.

Instead, I killed time spying on my neighbors across the street with my roommate before venturing into the city for the night. It appeared we’d discovered two ‘mos living over there after some close examination. However, their blinds have been drawn now for quite some time, hindering further “study.”

Smiles and I had been texting about our plan for the evening. We were going to grab dinner somewhere along the way to the party on the Lower East Side, but when he tried to make a reservation for the restaurant downstairs, he realized the difficulty that may pose. Instead he proposed to make beef stroganoff for the two of us at his apartment. I wasn’t thrilled with the idea because I was looking forward to a romantic dinner for two, but it would have to suffice. (Now you can begin to see why I hate New Years).

After we finished eating, we took a cab to the apartment. Smiles spent a good portion of it on the phone with his mother. I’d already made all my new year’s calls on the walk to Smiles’ apartment from the PATH. I didn’t want to be on my phone the rest of the night trying to call people so I got it out of the way before starting our night together. I thought what he was doing was rude. When he hung up, you could cut the tension in the cab with a knife. Neither of us had anything to talk about. The night was not off to a good start.

We arrived at the party and were greeted by a very nice gentleman who was not the host. He was one of the guys Smiles had gone to Six Flags months earlier (whom he didn’t remember without a reminder). A trip I wasn’t invited on and still bitter about. When the host emerged from the shower, Smiles volunteered to run to the corner store to get necessary supplies. Apparently he wasn’t the best of hosts (or so said Smiles). He asked if I wanted to join him or stay and made sure I was okay with staying.

I took the opportunity to get to know the guy who greeted us while I waited for Smiles to return and more guests to arrive. More people joined us in waves, and it was a pleasure to meet them all. I sat on the couch talking to one in particular for some time. He seemed like a really great guy. Later in the night, I would learn from Smiles that this guy told him how great I was after learning we were together. “He had nothing but glowing praises for you,” Smiles divulged.

A majority of the night, Smiles wasn’t paying attention to me. He was far more concerned with standing in as host. He made sure everyone had a full drink at all times, including me. I had to tell him to cool it because I was getting too drunk too fast. I don’t think he realized I was also filling my own drinks besides what he brought me. I was making plenty of conversation with a lot of the other guys at the party in the meantime. Ironically enough, we were talking about dating. I was giving some of the younger guys my “fatherly advice” from my experiences, which is absurd considering I’m out less than two years. I did all this without mentioning my blog once, no matter how much I wanted to direct them to it. Smiles was still unaware I was writing OneGayAtATime.

When the ball was about to drop, the whole crowd gathered around the TV in the host’s bedroom. Smiles asked if I wanted to pile in, but I told him my lack of interest in watching the ball drop. We huddled by the door as Smiles snapped pictures of the group from the doorway. When 2012 arrived, he turned to me and laid a nice kiss on me. When he pulled back, he went in a second time. It was one of his better kisses and it was sweet, but I’m not sure it could make up for the lack of attention I received all night. It was like we were at the same party, but we certainly weren’t together.

As I talked to the other guys, I felt like I was revealing a big secret that Smiles and I were dating. No one knew, and it was as if I was letting the cat out of the bag. I felt uncomfortable about that.

The music came up and the furniture was pushed aside. The living room was now a dance floor. Smiles and I have never gone out dancing together, so I was relishing the opportunity to have a little fun with him. I started dancing with him, and he started laughing at me. It wasn’t completely insulting, but it was also a slightly belittling. I think I was making him uncomfortable (and I am not a bad dancer by any means!).

When I went to refill my drink, Smiles was in the middle of the group dancing up a storm just as I’d seen him bust a move in Central Park. I was hurt. He didn’t want to dance with me, but he did want to dance with everyone else. When I looked down, my cup had only ice in it. So I made the conscious decision to drink away my sorrows. Johnny Walker Black and I huddled in the kitchen and had a good time together.

When someone asked if I wanted to go smoke on the balcony, I jumped at the opportunity. When I got out there, there was a small group including the guy who told Smiles how great I was.

This is where the night gets foggy. There was a guy who was late to the party who was fawning all over me from that point on. He told me I was gorgeous and paid me more compliments than I can remember. I vaguely remember pointing out to him that I was dating Smiles, but that didn’t stop him. He kept laying it on thick.

From that night, the next thing I remember was walking home behind him p*ssed because I was chasing after him. We weren’t walking together. I was walking about ten paces behind him.

Smiles woke me in the morning. I was naked, so I knew we had sex, and I had an uncomfortable moist feeling between my cheeks, so I knew I was the bottom. I thought back and could remember flashes of sex from the night before, but I couldn’t remember anything about leaving the party.

After I searched for my underwear and my dignity, neither of which I could find without assistance, I picked up my phone to check messages. Apparently in my drunken stupor, I wiped out my phone trying to get into it too many times with a failed password. It was back to factory settings.

I told Smiles, and he recounted the walk home. It involved me arguing profusely that we were headed in the wrong direction (Isn’t that ironic). It involved me tapping a French woman on the shoulder and welcoming her to the country. And it involved Smiles being annoyed by my antics.

“And I haven’t even gotten to the fun part yet!” he added.

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A Pointless Cancellation

When Smiles and I spoke on the phone Sunday night on his way home from a party in Connecticut, I asked him to come to my apartment for a special dinner Monday night. He told me he had to work, but he was going to leave early and we’d just eat a little later. I told him this was perfect since it would take some time to cook the roast after work.

I’d told Smiles about my standing rib roast before, and he didn’t quite get what it was. I explained to him the similarity of it what one might be served at a carving station at a wedding reception. He got a clearer picture, but it still wasn’t crystal clear.

I had a rib roast in my freezer with our name on it. I finally had a chance to cook it for us, and he was on-board. I was excited. It was a plan.

Monday morning, before work, I took the roast out of the freezer to thaw for that night. I planned out the accoutrements as well. I was very excited for our romantic night. It’d been a while since we spent time together. I wanted a night of beef, wine, couch, and bed. The thought sounded spectacular to me!

What excited me even more was the idea of my sanity back. I planned to ask Smiles that night where we stood. I didn’t need a title. I didn’t need to be his boyfriend. I just wanted to know where his head was at.

I know I probably sound like a broken record at this point, but that’s what my inner dialogue is. I get fixated on something, and it exhausts me until I get some closure on the issue.

Much to my chagrin, at 1:00 that afternoon, Smiles sent me a text with some bad news. “Looks like I have people coming tonight so I’m not going to be able to sneak out. I don’t think dinner at 11:00 would be the bet. Do you want to have an early dinner here in the city before he show?” Very disappointed, I agreed with a “Sure.”

I was p*ssed. It wasn’t his fault, but I was a little crushed since I was taking so much care to plan out the evening, and it all went to sh*t. He suggested we do it another night, but came up with a consolation prize. He suggested I come over to his apartment for dinner instead before the screening. I begrudgingly agreed to the idea since it’d been so long since I’d seen him, and I sent my roommate a text asking him to put the roast back in the freezer.

When I finished work, I made my way downtown to his apartment. When I arrived, I was shocked to be received with a nice big kiss. Maybe he missed me. Maybe I wasn’t just a seat warmer in this relationship. There was actually emotion behind that kiss. I was happy.

I was a little anxious because I was still planning to ask him where we stood that evening.

He told me he had food in the fridge to make and suggested we cook that instead of going out for dinner. He preferred that since he wasn’t feeling well, and he was exhausted. It made no difference to me. Asking him my question in the privacy of his apartment sounded like such a better idea than in a restaurant anyway.

I ended up cooking the pork chops and asparagus for the two of us since Smiles wasn’t quite himself. We sat and ate — Him at his computer chair working while he ate and me on the couch. Not nearly the romantic meal I planned for the evening. When we finished, I helped him clean up and put the leftovers away. He started getting ready for the rest of his night, and we talked about my plans. He asked if I was planning to spend the night. “Well, I guess the first question I should ask is if you were planning to come to the screening tonight,” he added.

This was the first I was hearing this. I was quite open to the idea, but I told him, “I have nothing for work tomorrow. You were supposed to be coming out to Hoboken, remember.” “Right,” he responded. I reminded him I’d seen the movie twice now, but if he wanted company, I would come with him. I asked if he actually watches the movie, or if he does other things during the film. He told me he usually watches most of it. Things remained unsettled as he made his way over to the couch to take a quick nap on me.

That was my opportunity to ask him my burning question. Every moment I tried to open my mouth, I froze. Nothing would come out. I was suddenly transported back to when I sat on the couch trying to tell my parents I was gay. The anxiety was making my heart pound out of my chest. I tried over and over to ask him, but I couldn’t muster the courage. I’m not sure what I was afraid of, but it was driving me insane.

After a half hour of this, it was time for him to get up. I asked him if he wanted me to sleep over, or did he want to get some rest alone. We made a final decision. It was better he get some uninterrupted rest that night since he was so exhausted as much as I wanted to spend the night with him. He told me, “It’s very sweet of you to offer to see the film again to spend the night with me.” I liked hearing that. He recognized the sacrifice I was willing to make to spend time with him.

With that, I said goodbye, and he made his way to the screening while I made my way to the PATH — Without my answer.

I was so p*ssed at myself for getting so worked up about a stupid question. What was wrong with me?! Obviously, I needed someone to talk to. I tried Boston, my therapist. I needed him to talk me off the ledge and help me make sense of the situation. I couldn’t do it on my own. We talked it over for over a half hour and he convinced me I had no choice but to blatantly ask him where we stood. We even helped me nail down the phrasing.

When I got to the other side of the tunnel in Hoboken, I got a text from Smiles telling me he was on his way home. His friends never showed. My blood was boiling. We cancelled our dinner plans for NOTHING. I still had no closure on where I stood with Smiles. It certainly was going to be a toss-n-turn kinda night…

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