Posts Tagged work
After my impromptu date with Smiles Monday night, I sent him a text telling him how I truly felt. I didn’t feel entirely comfortable doing it, but that’s who I am. I speak my mind. I realized I needed to start being myself and stop worrying about “auditioning” for Smiles.
The next morning, I received a very surprising text from Smiles. “Morning handsome, sleep well? I woke up at 4:30 ready to go for the day! Weird huh? Guess that happens when into bed at 10:00. LOL. Hope you have a good day.”
He never sent me text messages like that. Maybe I’d opened up a new door that granted me access to his feelings. I shot him a text back as I walked to work: “Morning sexy. Slept great! Can’t believe you were ever up that early! Good luck with your client today!” The previous night, while talking with my roommate in my bedroom, I noticed written among the list of other things actually in the box on one of the packed boxes on my bookshelf was “Sex Toys.” After asking my roommates and my sister if they were the culprits, I snapped a picture with my phone and sent it to Smiles with the caption. “Btw… Was this you?” He copped up to doing it.
“LOL. Now I’m that guy walking down the street laughing to himself that everyone looks at like he’s nuts…” I responded.
I went on with my workday and didn’t hear from him again. Late that night, I sent him a text: “Hey babe. How’d your day go?” but sadly, I received no response.
I woke early the next day to begin my long arduous day of moving to a new apartment. This was no small feat. I own a lot of things, and we weren’t able to procure a moving team since we were moving mid-week. Myself and my three roommates were going to have to work overtime to get it all done in one day. I had been dreading it for two months.

The morning was spent retrieving a UHaul truck and loading it up. That was the easy part. We had an elevator for that part. The hard part would come when moving into our new apartment. In the middle of all this, I got a text from Smiles. It was a welcome distraction, but I barely even had the time to look at the message. “Hey there. Find anything to do today?” I responded indignantly, “Are you kidding me?! So sore already.” He responded with laughter and a wink. “Presentation to dr.’s went well today. Just finished grabbing lunch and getting back to work,” he detailed. I congratulated him and went back to lifting heavy boxes and furniture.
After hours and hours of grueling lifting, walking and carrying, I took a break to eat something. I realized I’d forgotten to eat all day, and I was starving! As I was finally putting food into my face, I received another text from Smiles. It was just the little pick-me-up I needed to get me through the rest of the night. “How did the move go? Ya worn out yet? I’m not looking forward to this surgery Friday. More on my mind than it should be. :(” He scheduled an appendectomy for himself in the coming days. Apparently it was weighing on his mind. In this respect, Smiles is a delicate flower. He was stressing himself over routine surgery. I found it cute. I was happy to be seeing his fragile side.
After reading his message, I tried to call him. I received a text message in response: “At Webster Hall. A friend from L.A. is performing tonight.” I’d forgotten he had plans for the evening. “Oh yea… I’m pooped but far from done… Don’t worry about your appendix. Call me later if you’re not too intoxicated ;),” I responded. I knew I would be up for a few more hours if nothing more than to find some sort of bed to sleep on. Smiles responded, “LOL. Light drinking. I promise.”
He called as he was making his way home for the night. I was exhausted from working to the bone all day. I swear I lost ten pounds that day. I become so much more energized the moment my phone rang. I knew immediately it was from him. We talked about my grueling day and what he did to occupy himself for the day. He told me about his friend and the concert that night before we said goodnight. That little call was all I wanted and was looking forward to all day.
I could go to bed happy, even though I was sleeping on a mattress on the floor amongst a sea of boxes.
appendectomy, arduous, audition, being myself, client, comfortable, Coming Out, congratulate, cute, Date, Dating, delicate flower, dreading, drinking, elevator, exhausted, feeling, Friendship, Gay, Gay dating, gay sex, grindr, handsome, Hoboken, Homosexual, L.A., laughing, love, mattress, moving, new apartment, New York, New York City, pick-me-up, relationship, routine surgery, sea of boxes, smiles, speak my mind, starving, surgery, texting, truly felt, UHaul, Webster Hall, work, worn out
Still thrilled about a spectacular weekend with Smiles, I began a new week.
Monday passed by without me seeing Smiles again. I did speak to him however. We spoke while I walked home from work. He still had a migraine, and I tried to console him. I wished there was something I could do for him, but I was powerless.
He had a work event that evening, so he soldiered on. His migraine was lessened, but he still wasn’t 100%. I knew it was going to be a long night for him.
He called when the event was over to say hi and check in on me. I always relish his phone calls just to say hi and ask me about my day.
I explained to him I was watching the first Twilight movie. It happened to be on TV that night, so I made it a point to watch in an attempt to catch up to the current day release of Twilight: Breaking Dawn pt. 1. I was also able to find the second and third installments in the series on the guide over the next few days. Smiles seemed excited to see the movie, so I was putting in the effort to get onboard. I have to say, they’re certainly not amazing cinema, they’re not unbearable either.
I asked him to wait to see the movie together in the theater. He agreed. After talking about the series, he realized he’d never see the third installment, Twilight: Eclipse. I told him I would keep it on my DVR, and we could watch it together before hitting up the newest in the theater.
We were also coming up on Thanksgiving. I struggled with the thought of inviting him to come home with me. He is from and his family is still in Florida. I knew he wasn’t planning to go home, but I wasn’t sure if he’d have other plans. The thought of inviting him came from numerous places. I felt we were comfortable with each other, and I knew he would stand well with my family. He was very good at getting along with strangers, and I knew he could win them over, especially since this would be the first time they’d learn about my homosexuality. I knew it would have been a little early in our relationship to ask him to come home with me, and this is the main reason why I didn’t. I didn’t want him to think I was a little psycho.

In the meantime, I learned he finally did make plans for Thanksgiving. He was going to a few friends’ homes out on Long Island in the Hamptons and on Fire Island. I was happy he found some special people to spend the holiday with, but was a little disappointed I wouldn’t be spending it with him.
Before I went home, and he split for Long Island, I wanted to see him again. I suggested we grab coffee or something quick because I knew he would be quite busy with work leading up to our departures on Wednesday. He told me we’d have to play it by ear, but he would make a concerted effort to work it out.
I was worried I wasn’t going to see him before the long holiday weekend. We’d spent other weekends apart, so this shouldn’t be that big of a deal, but to me it was. I wasn’t spending the holiday with him, so I wanted the next best thing.
Tuesday evening I had a dermatologist appointment to have an ingrown hair taken care of. We were going to attempt to meet after as long as time allowed for it in his schedule.
It turned out he was able to meet. In the rain, I made my way to Lyon to grab a drink with him before he was going out to dinner with business colleagues who were in town for the week.
This was the first time I’d see him following a workday in which he interacted with clients. He looked very smart and super cute. It was all I could do to keep my hands off him. He was happy to see me, but I could tell he was pretty exhausted from a long day. We ordered some small dishes because I was ready for dinner, and his dinner wasn’t until 10:00 or 11:00. The conversation was nice, and we discussed our plans for the weekend. He also expressed concern for the incision on my abdomen from the dermatologist. When we finished, we paid the bill and began to walk towards the PATH/his subway.
We popped into a fun travel amenities shop to check out some of the cool things we noticed in the front window.
We walked a little further and reached his subway. He began to descend the staircase, and I called after him to explain I wouldn’t be joining him since it didn’t take me near the PATH. He walked back up a few steps and gave me a quick kiss as he said goodbye.
It was very unceremonious and not very romantic, but I decided to concentrate on the fact that I got to spend time with him at all before he left.
abdomen, business, clients, coffee, colleagues, Coming Out, concern, concerted effort, console, cute, Date, Dating, dermatologist, dinner, drink, exhausted, family, Fire Island, Florida, Friendship, Gay, Gay dating, gay sex, grindr, Hamptons, Hoboken, home, Homosexual, Hooking Up, incision, ingrown hair, kiss, Long Island, long night, love, Lyon, migraine, New York, New York City, phone calls, plans, powerless, psycho, rain, relationship, relish, series, shop, smart, smiles, strangers, struggle, texting, Thanksgiving, theater, third installment, Twilight, Twilight: Breaking Dawn pt 1, Twilight: Eclipse, unceremonious, walked home, win them over, work, work event
Over the next few days, I thought a lot about my relationship with Smiles. It was a constant roller-coaster. As far as relationships go, I am an infant. I’ve had all of five real relationships in my life, including this one. I was still learning how to be in one.
I needed to clear my head. For three days straight, I woke up early to run. It was the perfect way to start my day, I allowed me time to think without really being distracted, and I was able to work towards my spiteful goal of losing my pudge as Smiles so gently pointed out.
It was also beginning to be quite a busy week for me at work. Tuesday I worked until midnight. I talked to Smiles that night when I had a break to make dinner plans with him for the following night. Since I started dating him, I purchased a lot of Groupons for restaurants, so I thought it was time to start using them up. I was eating out at restaurants a lot more than I would have if I weren’t dating Smiles. This was the perfect way to lighten the blow to my wallet. As I left work, I texted, “Dinner tomorrow night maybe? Just leaving work (12:00) :(”
It wasn’t until the morning when I got a response: “Morning! Just getting this. I went to bed early last night. Dinner tonight works.” I explained the Groupon I purchased for Philip Marie in the West Village and asked him if he was okay with the choice. “Sounds good if you get off before 12!” he replied.
Later that Wednesday afternoon, Smiles called to make sure I was still getting out on time, otherwise he was going to grab dinner with some of his friends. I got where he was coming from, but it also felt a little like he was trying to get out of our date. I assured him I would not be working late. As the afternoon progressed, he asked about what time we’d meet, joking about “a blue plate special at 6:30” when I told him I’d be done around 6:30/7:00. We made plans to grab dinner at 7:30. I took the opportunity to slip a joke in there about his grandpa status and his ability to make it until 7:30, and he retorted by saying, “I’m stressed. It makes me sleepy. I’ll bring my cane.”
We sat in the front window of the restaurant, and after we ordered drinks, we dove into conversation. We talked about family and career goals among other things. He talked about his desire to be beyond financially stable so he could spend more time with his family. He is not originally from the Northeast, so spending time with his family isn’t the easiest or most convenient. He also talked about his desire to build an empire. He is very passionate about a lot of different business ventures, many of which are sound ideas. However, sometimes I worry he tries to take too much on his plate at once.
The conversation was great. It was a conversation two people in a relationship would have, not two people who were just dating. I joked with him, “You’re going to be the next Nate Berkus.”
Oooooo, did I get a look! Apparently, Smiles met him in the past, and isn’t the biggest fan of him as a person. “Okay. Note to self: Don’t equate you to Nate Berkus ever again,” I said with a smile.
When the waiter came to ask us about desert, Smiles started a conversation with him like he always does. He asked if we were his only table, and the waiter described his other table. It was a man and a woman who he suspected were on a first date. We joked about our date. While we weren’t on a first date, he was learning all kinds of new things about me, such as my penchant for Black Friday shopping. He took the opportunity to take a few playful jabs at my sanity while we all had a good laugh.
After we paid our bill, we started to walk the five blocks towards the PATH. Instead, we walked about eight blocks. That was about the time Smiles realized we’d gone too far. He questioned the situation, but I explained how I was enjoying the conversation and was willing to walk back up to the PATH if I needed to. We were standing in front of a liquor store while he finished the story he was telling. When he finished, I grabbed his jacket and pulled him in closer so I could kiss him. For the first time, I felt like we were really kissing. We exchanged many affectionate kisses before finally pulling away from each other.
At that point, he said, “Why don’t you live in the city?” I laughed and replied, “Was that a subtle hint? I’m not that far!” And with that, I walked away with a smile from ear to ear. I finally felt like we had moved beyond going on dates with each other. We were dating. We were in a relationship, and I was very happy!
When I got back to Hoboken, I sent a text, “You make me smile 🙂 .” Shortly following he responded, “That’s a good thing cause I ain’t so easy to like all the time!”
I was REALLY HAPPY with everything that night. I was getting the validation I needed. I was also looking forward to Friday. That was the first time I’d be able to see him next since I play volleyball every Thursday. That would also be when I would once again attempt to seduce him and attempt to roll around with him in bed…
Black Friday shopping, blue-plate special, business ventures, cane, career, Coming Out, conversation, Date, Dating, dinner, drinking, empire, family, financially stable, Friendship, Gay, Gay dating, gay sex, goals, grandpa status, grindr, groupon, Hoboken, Homosexual, Hooking Up, jog, kiss, love, Nate Berkus, New York, New York City, Northeast, passionate, PATH, PDA, Philip Marie, playful jabs, pudge, relationship, relationship infant, restaurant, roller-coaster, run, sanity, Sex, sleepy, smiles, spiteful goal, stressed, texting, validation, volleyball, waiter, West Village, work
Saturday went by and I didn’t talk to Smiles all that much. I was disappointed about being rejected and was still wondering if it was my own issues preventing us from getting between the sheets.
I sent him dirty text messages (not me in the picture) when I woke up about what I wanted to do to him, and surprisingly, he was responding positively. I couldn’t understand why he would be playful over text, but when push came to shove, I got the cold shoulder.
I wasn’t going to give up on him over this. Sex is important, but it’s certainly not the end all and be all of a relationship for me.
He invited me to come into the city to grab brunch with him and a friend. We made plans to spend a majority of the day together. I was on a mission to seduce him once again. After my chat with Boston, I was ready to broach the subject if I was denied once again.
I decided to resort to one of my old tricks. I started watching porn to get myself excited and raring to go. I thought I could use the material if I got to a place of desperation.
And with that, I hopped on my motorcycle and rode into the city through the Holland Tunnel. I parked on the street and walked up the stairs to his apartment. I brought an extra helmet with me so I could throw Smiles on the back if we were traveling around the city.
He decided we should walk to brunch since it was such a nice day, and we weren’t in a rush. We stopped at Starbucks to grab coffees while we walked. As we made our way to the West Village, we popped into a few stores, from clothing to eyewear stores.
Our destination was a familiar one. Smiles’ friend was meeting us at Extra Virgin. I had no idea who this friend was, but Smiles told me I probably met him previously at his birthday gathering. The three of us arrived at the restaurant around the same time. We all sat at a table in the back corner. Indeed I had been introduced to the friend previously, but we only chatted briefly.
Ironically enough, I couldn’t tell which team this friend played for. It wasn’t until he asked advice about a woman I realized he was heterosexual. There was nothing flamboyant about him, so it was no reflection on him that I couldn’t tell. It was more of a guilt by association thing.
He was a really nice guy, and I was thrilled to be included in the conversation throughout brunch. I am good at diving right in, but when two people in a group of three have a strong long-standing friendship, the third can be marginalized at times. This was not the case. The friend was quite interested in what I do as he works in a similar field of communications.
When brunch was over, we said goodbye to the friend. Smiles and I were on the hunt for a branch of his bank make a deposit. In the meantime, we hit up a few stores and walked around most of SoHo. Smiles was scoping out every bakery we passed along the way. I could tell he wanted something to satiate his sweet tooth. I was egging him on as we walked, but he resisted.
Finally, we made our way back to his apartment. I had been getting calls and emails from work all day. It became necessary for me to go into the office. Luckily, I had the motorcycle in the city with me, so I could shoot up there quickly without issue.
Smiles had plans to meet a friend about a business proposal over coffee, so I told him I would give him a ride on my way to my office. He got changed while I waited, and we were off.
I always like having him on the bike behind me. He’s the first guy to truly embrace the situation. He always inches forward on the seat so he’s right up against me, and he tightly wraps his arms around me. I relish every minute of it. When we stop at a traffic light, I make it a point to rub his leg or grab his hand. I find it romantic ironically enough.
I had to spend about an hour at the office, but the second I was able to leave, I darted back downtown to Smiles’ apartment. He’d already been home from coffee, and I couldn’t wait to be with him again. He really did make me happy. I was also very horny. The porn from the morning worked to get my engine revving, and I was ready to get busy with him. I wanted him in the worst way — Traffic could not move fast enough…
After sitting in tunnel traffic near his apartment, I finally arrived. I rang the bell and climbed the stairs hoping to find a happy ending once I reached the top…
bakery, bank, birthday gathering, business proposal, coffee, cold shoulder, Coming Out, communications, conversation, Date, Dating, desperation, dirty picture messages, dirty text messages, embrace, Extra Virgin, flamboyant, Friendship, Gay, Gay dating, gay sex, grindr, helmet, heterosexual, Holland Tunnel, Homosexual, Hooking Up, horny, issues, kiss, love, marginalized, motorcycle, New York, New York City, nice day, office, PDA, rejected, relationship, romantic, Sex, sexting, smiles, SoHo, Starbucks, texting, traffic, watching porn, West Village, work
Things weren’t exactly progressing smoothly in my mind between Smiles and I. In fact, things weren’t progressing at all when I come to think of it.
Instead of abandoning my relationship with him, I decided to put forth greater effort to ensuring its success. I’m not one to quit without a fight, so when Smiles texted me to ask how my day was going, I was quite elated. I told him it was going well and was anxious for work to be over. We made plans to go to dinner that evening after work. I was looking forward to it and was ready to make sure it wasn’t a repeat of our last date.
In turn, I asked him about his day, and he responded with an explanation. I explained I wouldn’t be done work until a little later, and I wasn’t sure exactly what time that would be. One of my coworkers was dragging his feet, and my day was beginning to drag on. It was a Friday, and I wanted nothing more than to see Smiles after a long day.
Smiles was running errands in my neighborhood and called when he was finished. I had a feeling I would be done shortly, but there really was no telling when I’d finish. Smiles occupied himself for some time. When he called again to check in on me, I was able to tell him I was about to be walking out the door. He was about to hit up Barracuda to have a drink with his bartender friends, but instead, we picked a place to meet.
I snuck up on him on the street and startled him with a big hug. We exchanged a kiss and started to walk towards Chelsea. We quickly found a spot to grab dinner. Smiles wasn’t drinking, but I certainly needed a drink. I ordered a glass of wine and took a big swig. I’d been talking up a storm from the time we kissed on the street. I was going to make sure the conversation flowed like a waterfall. He was well engaged all throughout dinner at Bar Baresco. I really felt very comfortable with him and was appreciating his company greater. It was night and day difference from the last date we had. I was realizing why I fell for him in the first place. No awkward pauses. No blank stares.
During my workday, I began drafting plans to build my new closet since I was moving. Smiles had much experience in this sort of thing, so I asked him for advice and to look over my plans. He gave his suggestions, and I appreciated his advice.
When we finished dinner, we hit up Barracuda. Smiles suggested it because he figured we’d say hi to his friends. When we arrived there, we found they weren’t working. Smiles ordered us two drinks. After relieving myself, we found a quiet corner to tuck ourselves in to sit and chat.
We discussed age and the ability to hang. He talked about how he used to be able to go out all the time all night long. We talked about growing older and looking forward to staying in and sitting on the couch on a Friday night.
We were growing even closer. As time progressed, I realized he was growing weary. I asked if he would like to get out of there, and he gladly obliged, but not before we played around with his scarf in about 20 different permutations around his neck and head.
As we walked outside, I proposed coming back to his place with him. He agreed. I thought I was sending a pretty clear signal of my intentions. We walked over to Seventh Avenue to hail a cab to no avail. I was not properly dressed for the weather. I was freezing. The Smiles did one of the sweetest things. He came up behind me and wrapped his arms around me to keep me warm. I reached up and grabbed his arms and brought him in closer. It was extremely romantic, and I wasn’t about to let this moment run away from me. It took a long time to get a cab, but I was relishing every second.
When we finally hailed one, we hopped in. He extended his hand beckoning for mine. He was winning me over big time! It was a complete 180. I was thrilled with his new-found affections. It painted a clearer picture of his true feelings for me. He was still interested in me. I was thrilled.
When we arrived at his place, he started cleaning. I kept yelling at him to stop. I didn’t care about the condition of his apartment. I would have liked to think of myself no longer as company, and more as companion. He sat on the couch, and I sat on his computer chair facing him while we chatted. After a while, I realized how ridiculous this setup was. I aimed to remedy it. I got up, walked over to the couch, moved the pile of papers from it, and sat next to him. He looked slightly uncomfortable by this, and I couldn’t fathom why.
He suggested we move to the bed. My goal was being accomplished. I was all too happy to move things to the bedroom. We climbed onto his bed. We talked and then began hugging each other. This morphed into spooning.
I was happy and hoping this would progress to sex, but I was sorely mistaken. After spooning for about ten seconds, he had his fill. He was ready to go to bed, and apparently I wasn’t part of that scenario. He went to brush his teeth, and was giving me all the signals it was time for me to go.
We said goodnight and exchanged a kiss at the door. Yet another night without sex. It was an enigma to me. I couldn’t figure him out. He spent the earlier portion of the night being utterly sweet and affectionate, but when it came time to end the night, the sparks were quickly doused.
I wished the night ended on a more positive note. I would have liked to go home a happy satisfied man, but yet again, I was debating in my head Smiles’ attraction to me…
abandon, advice, affectionate, age, attraction, Barracuda, bartender, bed, Cab, Chelsea, comfortable, Coming Out, conversation, Date, Dating, denied sex, dinner, drinking, effort, engaged, enigma, errands, fight, freezing, Friday, Friendship, Gay, Gay dating, gay sex, grindr, growing old, hand holding, Hoboken, Homosexual, Hooking Up, hug, intentions, kiss, love, New York, New York City, PDA, Penetration, progress, quiet corner, quit, relationship, romantic, Sex, signals, smiles, staying in, success, sweet, texting, true feelings, uncomfortable, wine, work, working late
On Thursday afternoon, I made plans with Smiles to go out with him Friday night. We planned to grab dinner and then go out the bars for a night on the town finally. However, that plan would have to be postponed.
Thursday night, he sent me a text explaining he forgot he had dinner plans in Brooklyn and then a birthday gathering in the West Village. He quasi invited me, but added, “That’s probably not exactly what you meant when you said night out on the town,” he added.
I suggested we simply postpone our plans one night. It was still relatively early in our relationship, so some space can sometimes help. I didn’t want him to get tired of me. I would use the time to go out with my friends since I was spending many of my weekends with Smiles or traveling.
Friday, I went out in Hoboken with my friends. He texted me to tell me he got a new phone. I was thrilled to know he was thinking of me even though I wasn’t with him (Or, at least that is what was going through my head as I read it).
Saturday morning, I woke and was feeling very productive. For quite some time, I wanted to trek down to the Financial District to check out the Occupy Wall Street movement in Zuccotti Park. I wanted to take the nice camera from work with me to snap some cool shots of the protestors. I didn’t want to do this alone. It was something Smiles and I discussed many times. I tried texting him and then eventually called him to see if he would join me. He was doing work, so he wouldn’t be able to join me until later in the day.
Since I knew he was by his phone now, I sent him a sexy picture of myself from the summer with the caption, “Wanted you to have a sexy picture for your new phone.” He responded, “Haha. Love it!”
I tried a few of my other friends to see if they’d tag along, including LES. After much convincing, I was able to get him to join me, but under one condition. I had to come by his place to smoke first. I agreed and also proposed we use up my Groupon that was expiring that day.
When I finally got to LES’s place, we smoked and got on our way downtown in a cab. The sun was setting quickly, so I proposed we just grab something quick for lunch instead of using the Groupon.
We got downtown to the Occupy movement, and we began exploring. I took many pictures and was even approached by an editor from The Suit Magazine asking me to send her some of my shots. She was looking for pictures to use in an article.
After we had our fill of protestors, we made our way to Wall Street. While walking, LES said to me, “So what’s the deal with this other guy? How old is he? What does he do?” I knew exactly what that question was. I interpreted it to mean, “What does this guy have that I don’t? What makes him so special.” It was an awkward moment, but it was bound to come up at some point. I really liked Smiles, but I also really enjoyed LES’s friendship. I didn’t want to create too many waves or hurt anyone’s feelings. When we got to Wall Street, we found they were filming Batman, and we wanted to check it out. By the time we got there, they were cleaning up the “set.”
As I was walking LES home, Smiles called. He finished work and was ready for dinner. I wanted to go home, shower, change and drop off the camera before we went out. I told him I would meet him for dinner later, and we made plans. I felt very guilty having that phone call with LES walking next to me.
After I cleaned up and changed, I met Smiles in Chelsea for dinner. We had no location picked out, and ended settling on Elmo for dinner. Conversation during dinner was great. He had a very productive work day, and I feel he let me in even more. He was opening up more and more every time I saw him. We were finally peeling back the layers of that onion.
After dinner, he proposed we go over to Barracuda. I’d never been and have always been leery of it. I’m not a fan of gay bars. They make me uncomfortable.
When we arrived, I learned he knew two of the bartenders. I had met them before as well. They were both very good-looking and pretty unforgettable. They were at Smiles’ birthday gathering. Barracuda wasn’t anything like what I expected. I was expecting a flashy club like seen, not a dive bar. I immediately felt more comfortable.
That is until a tall overly friendly black man came up behind me and started feeling up my chest with his arms around me. He was a feisty one, and I wasn’t interested. I made that pretty clear by my extremely uncomfortable facial expression. Smiles on the other hand was playing ball. I assumed it was a friend of his, until I learned he never met the guy before. This was just Smiles being his charming self.
Because I wasn’t completely comfortable, I drank a little more excessively than I should have. On top of that, Smiles’ ex arrived. I had no problem meeting him and talking to him, but I did have a problem when Smiles said to me, “I hope you don’t mind, but I’m going to steal away with [him] for a minute. I haven’t seen him in a while, and I need to chat about some things.” Based on the interaction, I wasn’t worried that he was going to do something with his ex. I was more annoyed I was being ignored in a place I’d never been before where I wasn’t completely comfortable and knew no one else.
I entertained myself by watching the bartenders cutting off the tall black man because he was being obnoxious to everyone at the bar. However, for me, the drinking continued — In excess! I drank so much, the bartender started giving me free drinks. I drank my face off. I was hurt and p*ssed. This little chat went on for a long time. There was some flirting and maybe Smiles wasn’t 100% over him, but I was okay with that. It’s natural. I wasn’t okay with being ignored! When the conversation ended, Smiles said to me, “How come you’re so quiet?” What the hell was I supposed to say to that? — “I’m quiet because you just ignored me for the past half hour?”
Next thing I know, when I woke up in his bed, the first thing I noticed was I was naked. I never sleep naked. The second thing I noticed was some lube on my backside. I couldn’t for the life of me remember anything about the night before. I don’t remember much after that. I don’t remember getting my coat from coat check. I don’t know how we got back to his apartment. I don’t remember climbing into bed.
I racked my brain to remember anything from the night before. The only thing I could conjure up was a flash of about ten seconds of sex with him on top of me. It was a very scary feeling! I’d blacked out before, but never have I blacked out sex. I was the only one ordering my drinks all night, but I couldn’t 100% rule out the possibility someone roofied one of my drinks.
I never mentioned to Smiles my panicky thoughts. There is no chance in hell Smiles would have done that to me, so I wasn’t worried in that respect. I knew he would never take advantage of me. I was probably pretty lucid in my drunken state, if previous history has anything to say. I was worried I may have done something to embarrass myself. I decided to play it cool and pay close attention to how the rest of the morning progressed…
annoyed, article, awkward, Barracuda, bars, bartender, Batman, bed, Birthday, black man, black out, bottom, Brooklyn, camera, charming, Chelsea, chest, coact check, Coming Out, Date, Dating, dinner, dive bar, drank excessively, drinking, drunk, Elmo, embarassed, ex, facial expression, feisty, financial district, flirting, Friendship, Gay, gay bar, Gay dating, gay sex, grindr, groupon, guilty, Hoboken, Homosexual, Hooking Up, ignored, kiss, leery, LES, love, Lower East Side, lube, naked, new phone, New York, New York City, obnoxious, Occupy Wall Street Movement, opening up, other guy, overly friendly, panic, peeling back layers, Penetration, pictures, plans, postpone, productive, protestors, relationship, rohypnol, roofied, rufie, rufies, Sex, sexting, sexy pictures, shots, smiles, smoke, space, texting, The Suit Magazine, traveling, uncomfortable, Wall Street, West Village, work, Zuccotti Park
Yesterday’s video got great reception, so I decided to include another video I came across lately thanks to Smiles. I think it’s amazing shots and a very emotional piece. On top of it, the music is spectacular! Hope you like it!
On with the story…
Monday came, and I had a very light day at work. I was hoping Smiles would ask me to grab dinner, but alas, nothing. I was always the one to initiate dates, and I needed to see if he would take the initiative for once.
I gave up all hope and went home without hearing from him. Surprisingly, while lounging on the couch in front of the TV, I received an email from Smiles. He wanted to know what I was up to for the night. I logged onto Facebook to chat with him. “They are partying in the streets below me. I’m getting cage crazy,” he typed. I forgot about the Halloween parade that was happening in his neighborhood since I didn’t partake in the Halloween festivities this year.
I responded to him, “What do you propose?” He suggested coming to me since it was so crazy where he lived. I explained I was already home, but I would come back into the city to meet him for dinner. When he learned this, he said, “Oh, no don’t do that. I thought you were still at work.” I suggested he could also come out to Hoboken, which prompted the response, “I’ll get [my friend] and keep myself entertained.” That’s not the response I was looking for. I told him I was bored and really didn’t mind coming back into the city (So much for playing hard-to-get). He told me he felt bad, but I assured him I was as close as I’d be if I were still at work.
We picked a convenient place where we could find each other in the melee of the Halloween parade. We walked around the West Village and found a cute spot to grab dinner, Hudson Corner Cafe. There was a slight wait, so we hit up the bar. Once again, I was a little taken aback by the charisma he showed everyone at the restaurant. From the host to the bar tender to the waitress. He always made it a point to be personal with them, and I found it incredibly sexy.
We ordered drinks outside our comfort zones at the bar until a table was made ready. I wasn’t 100% sure, but I thought he switched the drinks when the bartender served them. Interestingly enough, we tried the drinks the other was served. I didn’t like his, and he wasn’t thrilled with mine. When we sat at the table, we ordered another round, and the waitress clarified the confusion. It worked out well considering we liked the other’s drink better.
We ordered our food and chatted while we waited. I was surprised the conversation was flowing so easily since I’d just seen Smiles the day before. When the food arrived, he commented on how little food I received. We split a brussel sprout salad, and he encouraged me to take a much larger portion. It was a very sweet gesture. We talked a lot about work and his aspirations. I was being very encouraging, but I also gave him my strong opinion on the situation. He was trying to find a typical office job while struggling to reinvigorate and old company he started years earlier. I knew that was his passion, and he would be very unhappy with a desk job. I told him he was at a great advantage. He didn’t have a comfortable job he wasn’t thrilled with that he was stuck with because it was a paycheck. He had the freedom to do whatever he wanted. He should just take a job to have a job. He took my advice to heart, which I really appreciated.
After dinner, we walked the streets. We passed someone in an amazing E.T. costume like I’d never seen before. We decided to grab desert at Magnolia’s Bakery before more walking. I made friends with a few British pigs in a blanket while waiting in line. We ate as we walked, and when we finished, we were near the PATH station. He asked, “What do you want to do now?” I was under the impression he was dropping me off, but that wasn’t the case. I didn’t think very quickly, but I suggested we head over to the parade and check it out.

Smiles had his camera, so we snapped a lot of pictures of some special characters along the way. We finally arrived at the parade and watched for a short while. When we had our fill, we continued on. Smiles suggested we go into a bar. This sounded like a great idea to me considering I already thought our night was going to end a while ago.
When we walked into the bar, Julius’, Smiles needed to use the facilities, so I attempted to order us drinks. For some reason I had no luck with this task. Usually this is my forte since I’m 6′ 2″. While standing there, an old man was creepily eyeing me up. He wasn’t being nonchalant about it at all. His eyes were burning a hole in me. I made NO eye contact with him, even though he was standing two feet away from me. When Smiles returned, he magically had no problem getting service. He commented I wasn’t smiling, and that’s why I wasn’t getting service. (Probably cause I felt uncomfortable).
We drank our beers and had a chat about weight. I joked about the Magnolia’s stop and the beer and how it would affect my waist. He casually made a comment about my weight. This wasn’t the first time he alluded to my size. Over the summer, I was extremely confident about my body, but once fall arrived, I put on a few pounds. By no means was I fat, but I wasn’t as sexy as I was over the summer. I asked him,”What’s your waist size?” He told me and was shocked to learn mine, 32″, was only one inch larger than his. He couldn’t believe it. I wanted to point out to him we share similar body shapes, even though I think he thought I was heftier. I made a lot of jokes about losing weight not for him, but in spite of him. I was making it a serious goal to lose weight just to prove it to Smiles I could. He looked at me with skepticism. I still couldn’t believe he was basically calling me fat, even if it was playful.
After we finished our beers, we continued to a bar he frequented, Diablo Royale. He knew the bartender quite well. We found a nice corner to stand in and chat. We took in all the costumes around the room. I remember specifically realizing I didn’t feel 100% comfortable with Smiles yet. I questioned this. We’d been dating for some time, and while I enjoyed his company, I felt I couldn’t completely relax. It was as if I was on a constant audition.
When we had our fill of the night, he walked me to the waterfront. Even more than usual, there was quite a cast of characters walking around. He pointed out a piece or property he’s had his eye on for some time he’d like to develop. I agreed with him about the possibilities for the property. That night, he was opening up to me more about work. I liked learning about that side of his life. I shared a lot of the passions he had in that respect. Finally, he walked me back to the PATH. It was 12:30, and I knew I would be heading home. This was one time I wasn’t hoping/expecting to go home with him. I had to work the next day. I was still shocked and very pleasantly surprised the date didn’t end after dinner. He gave me a kiss, and I hopped on the PATH.
He was quite sweet and affectionate that night, but we still hadn’t completely clicked. Something was still missing, and I couldn’t quite put my finger on it…
Address is Approximate, affectionate, aspiration, bar tender, body shapes, brussel sprout salad, cage crazy, camera, charisma, chat, Coming Out, constant audition, conversation, couch, creepy old guy, Date, Dating, desk job, develop, Diablo Royale, dinner, drinking, E.T. costume, eMail, eyeing me up, Facebook, Friendship, Gay, Gay dating, gay sex, grindr, Halloween parade, Hoboken, Homosexual, Hooking Up, host, Hudson Corner Cafe, iniative, jokes, Julius', kiss, losing weight, lounging, love, Magnolia's bakery, melee, New York, New York City, office job, ordering drinks, passion, PATH, PDA, pictures, pigs in a blanket, property, relationship, Sex, skepticism, smiles, special characters, strong opinion, sweet, sweet gesture, TV, Vimeo, waitress, waterfront, weight, West Village, work
As predicted, Monday was the day from hell. We had a huge pitch on Tuesday morning, so it was constant work until the end.
There was already no chance Smiles and I would see each other. However, we did get to chat on the phone briefly. He had to do work with his film, and I would be working until the wee hours of the morning to finalize the content for the pitch. I didn’t end up leaving my office until 1:30am.
I really wanted to see him Tuesday. I wasn’t going to be around the rest of the week, and whenever I have a long work pitch or long work trip, I look forward to decompressing with a sexy guy, even if it doesn’t involve sex. I asked him if we could do something, but he already made plans.
I was heading home Wednesday for my grandfather’s funeral. It was going to be a while before I got to see him again, and I was really disappointed. Things were really getting strained between us, at least on my end. We weren’t having sex as often as I’d like, and I was constantly on a roller-coaster of emotions. Smiles would pay a lot of attention to me and make me feel great, and then retract and shy away from me. I didn’t know how much more I could take it.
I decided I was going to play hard-to-get. I wasn’t going to text or call at all. If he still wanted to see me, he was going to have to put in the effort. I was at my emotional breaking point.
This was no easy task for me. I struggled with it. I carried my phone with me everywhere I went in case he tried to call or text, but it was silent. Part of me wondered if he thought it was a very personal family time, and he just didn’t want to bother me. But, the bigger part of me thought he had other things with which he was preoccupied.
Finally, Thursday he texted me to see how I was doing. It was progress. He was texting to check up on me, and I appreciated it. I texted him back after some time passed.
When Friday came about, he called and left a message. It was impeccable timing. I was just about to walk into the funeral parlor when my phone began ringing. After the viewing, I stepped out from the family gathering and called him back. We had a nice conversation.
The following day, I went to the funeral. Afterwards, I came home. I have awful cell service at my parents’ house. I finally managed to get signal by using the Wi-Fi. Ironically, right after I texted him, we lost power in the snow storm, so if he responded, I couldn’t read it if I tried.
I was home with no power, no internet, no phone and no TV. It had snowed about a foot outside, so we were trapped. On top of it, I was missing the Halloween festivities with my friends back in Hoboken. I wasn’t heartbroken about that, but I was disappointed. Instead, I spent the day shaking snow off trees so the branches wouldn’t break.
I was really feeling ignored overall by Smiles. The time away wasn’t a good thing for me. It was making me realize how little attention he was paying to me. I started to think about some of the other prospects I had spoken to. I could have pursued LES, but he was young and lived in an inconvenient part of town. There were a few guys who were still sending me messages on OKCupid. While I wasn’t seeking out anyone new, I maintained communication with them. I was now beginning to think about them as prospects. All I knew was I deserved better. Was I just jumping the gun? Was it still early with him? I personally thought we should have been over that hump, and if he was interested in me, he’d want to spend more time with me.
When Sunday arrived, my sister and I made our way back to Hoboken. It was a bit of an adventure with the snowfall and trees laying across the road. Once I got back to Hoboken, I hopped on Facebook. Smiles messaged me, and I learned he lost his phone. He told me about going out for Halloween and how he lost it. We made plans to grab brunch, and I made my way into the city. I didn’t forget about the lack of attention he paid me, but I tried to concentrate on the moment at hand. I was going to proceed with skeptical optimism. It was the only way I was going to keep my sanity.
cell phone, Coming Out, Date, Dating, disappointed, emotional breaking point, emotional roller-coaster, Facebook, fallen trees, film, Friendship, funeral, Gay, Gay dating, gay sex, grindr, Halloween, hard to get, Hoboken, Homosexual, Hooking Up, ignored, lack of sex, late night, lost phone, love, Lower East Side, New York, New York City, no cable, no internet, no power, no TV, OKCupid, PATH, relationship, sanity, Sex, skeptical optimism, smiles, snow, texting, viewing, work
If having to work on a Sunday isn’t bad enough, following a night of heavy drinking only makes things worse. My coworkers noticed my less than human state and offered to get me things to ease my pain, but I explained I just wanted to finish work and go back to bed.
The day was long and arduous. Many of my coworkers were dragging their feet, and it was all I could do to light a fire under their asses. I was trying to be as time efficient as possible, but it was no use unless everyone else was onboard.
When I didn’t think my day could get any worse, my mother called to tell me my grandfather passed away. I was expecting the news, but I had no idea when the call would come. He had very advanced cancer, so it was only a matter of time. I know he was more than ready to go, at times basically asking the hospital to give him the “black pill,” but no one likes to see a loved one go.
I soldiered on through my day not mentioning it to anyone until I was about to leave. I needed to tell my boss I would out at the end of the week to go home for the funeral. He was very sympathetic and supportive.
Really, after such a long day at the office, I wanted nothing more than to see Smiles. He could make me happy, no matter what physical state I was in. I hadn’t seen him since Friday night, and I didn’t get to spend the night in his apartment. I was itching for more time with him.
When I was nearing the end of my workday, I texted Smiles to ask him if he wanted to grab dinner. After some time passed, he responded apologizing, “Ah shoot! Just seeing this now. I ordered pizza and I’m starring at the mess I have to clean up here.” I was a little disappointed, but I wasn’t giving up that easily.
“Mind a little company for an hour or so? Not going to be around this week really…” I texted. We had a very big pitch coming up that week, and I knew I would be working late most nights. This was my last stitch effort to see him for a while. He replied, “Come eat this pizza and hang out. It’s not like the mess is going to get any worse.”
This was my first time venturing to his apartment. I knew the general neighborhood, but not the exact location. After work, I took a cab to his apartment. I was very excited to see him and happy I was finally getting the invite to his place, even if I had to invite myself.
His apartment was not what I expected other than the mess he was describing. He was in the process of moving and office worth of things into a storage unit. I didn’t care about any of that. I just wanted to cuddle up next to him in bed.
He offered me pizza, but I explained I already ate. He suggested we watch a movie, and I agreed. We went into his bedroom and chatted while he picked a movie. I told him about my grandfather, and he lent me his sympathetic ear. We’d already talked about how he was ready to go when we discussed religion at his birthday lunch, so he was already quite versed in the situation.
In the meantime, he selected All Good Things while I snuggled up next to him. I have a thing with constantly petting guys I date. I don’t know why, but I just crave the physical connection. I was constantly stroking him gently with my finger tips throughout the movie, switching my hand positions periodically. It was all I could do to refrain from jumping his bones. It wasn’t the most romantic movie of the year, but I’d already seen it and had sex on the brain. It’d been a while since we last had sex, and I wanted more.
Sadly, that wouldn’t happen once again. When the movie ended, it was 11:00pm. He gently hinted at my departure, even going to the bathroom to brush his teeth. Yet another sexless night. I was really beginning to wonder why he didn’t want to have sex with me. I wondered if it was my issues coming between us or if he wasn’t attracted to me. He never gave me any compliments about my body even thought I made a point of complimenting his. Maybe he just didn’t find me attractive.
Regardless, I gave him a kiss goodnight and walked all the way back to the PATH station to head back to Hoboken. The whole walk, thoughts flew through my head like lightning. I was hurt and worried. Hard to admit, but I almost wanted to cry.

That wouldn’t be the worst part of my night however. In the middle of the night I was woken by violent stomach cramps. I ran to the bathroom and destroyed my toilet. At times, I had to debate which end was more priority to face the toilet. I got almost no sleep and had a full day of work ahead of me. There was no way I could take a sick day.
In the morning I was greeted with a text from Smiles: “Maybe a stomach flu? Up all night with cramps and still hurting 😦 .” I finally nailed the source. I caught some bug from him. “I shared your pain! Still sharing… Was trying to figure out what I could have eaten yesterday… And I have to work all day today… 😦 ,” I responded. To which he replied, “This is the worst!”
Karma was coming back at me something fierce. I don’t know who I p*ssed off royally to deserve such a bad weekend, but the only thing keeping me going was it couldn’t get any worse than it already was.
All Good Things, apartment, arduous, attraction, Coming Out, coworkers, cramps, cuddle, Date, Dating, death, denied sex, dinner, efficient, Gay, Gay dating, gay sex, grandfather, grindr, Hoboken, Homosexual, Hooking Up, kiss, love, mess, movie, New York, New York City, not attracted, PATH, pizza, relationship, Sex, sick, smiles, snuggle, stomach flu, texting, vomiting, work
My weekend with Smiles was a decent one. I’m not self-destructive, nor do I get in my own way enough to think it was a failure or a bad weekend. Any time I spendt with him was progress, and it made me happy. But, I left the weekend feeling a little uneasy. I was denied twice in two days. Did he not find me attractive? Was he just thinking of me as a friend? Not knowing where I stood was eating away at me.
It’s obvious he was interested in me. But, it was his level of interest that worried me. We were in the beginnings of a budding relationship, or so I hoped. Things were supposed to be carefree and fun. The heavy stuff comes later. We should have been having sex like rabbits and dying to see each other.
I felt like I was constantly chasing after him. I got no indication he was interested in chasing me. But, maybe I wasn’t giving him the opportunity. Maybe I got so excited about him, I was constantly initiating our time together, and if given the chance, he would be asking me out on dates.
On Monday evening I texted him to see if I could spice things up with a little getaway. “Hey. What would you say to getting out of the city for a weekend?… Celebrate your birthday, just the 2 of us… Something totally low-key and relaxing like New Paltz, NY. Gorgeous this time of year too and not that far…” I thought if we hit up a bed and breakfast, we could find the time to get wrapped up in each other with no other distractions.
A big part of me thought this was a giant leap forward, and I was moving too soon, but another part of me noticed a little bit of stagnation. Things were getting a little stale. Maybe I needed to intervene to get us to that happy-go-lucky mindset.
Just as I expected, he safely replied, “Hmmm that sounds like fun, can I think on that one for a min? I’d want to be able to give you my full attention and I think with [work] this weekend, the [possibility of a new prospective work project] starting and the over two jobs with a bit of clock on them, I might not be totally present. Which wouldn’t be fair.”
I was right. Too soon, too fast. I didn’t want to cower and backtrack. I had to play it cool. “Certainly. Wasn’t exactly talking about this weekend. Was more thinking 3+ weekend out. Just wanted to throw it out on your radar,” I replied. I wasn’t lying. I was really just planning in advance.
He got my drift. I soon got a text back: “Ah. Ok. Sleep well. I’m crashing early tonight for a change.”
I decided to take some advice from friends and play a little hard to get. I stopped texting or calling. The next point of contact was going to be initiated by him. It killed me. I wanted to text so bad. I never went anywhere without my phone, waiting for him to text or call.
Tuesday went by without a word. I was in a bad place. I started having doubts about the whole thing. We were only a couple of weeks in, and he already grew tired of me. These weren’t good signs, and I started to really get down about it.
I decided, I wasn’t going to put myself back out there completely, but I was going to continue to put my ear to the ground to see what was going on out there. I started answering my messaged on OKCupid and chatting with a few guys. It was nothing crossing the line, but in a way, I was laying some groundwork if Smiles decided he was done with me.
Finally, on Wednesday, he texted me to ask me how my day was going. The exchange went back and forth a bit before simmering out. I was thrilled — Back on top. I recognized how happy I was, but I also recognized how dependent I am on others for my own happiness. This is an issue. I really need to learn to be more independent. It’s not healthy to need other people to that extent.
In our exchange, he invited me to come with him to a bar to watch a friend’s band the following night. I reminded him I had volleyball on Thursdays and couldn’t go. I really wanted to go, but another part of me was happy I had to turn him down. I have a tendency to drop everything for men I’m interested in. I needed to show I was independent as well.
Thursday went by, and we didn’t talk to each other during the day. On my way to volleyball, I texted him: “Thinkin’ bout you 🙂 .” He responded, “Good luck at your game!” It was nice he remembered I had a game. He was showing a vested interest in my life, which is always a good sign.
After volleyball, we texted a bit. He told me about how he didn’t get the project he was counting on for work. I knew it meant a lot to him, so I tried to console him as best I could. I knew he would be depressed for a few days as a result because he was really looking forward to it. I called him, and we spoke on the phone. I also took the opportunity to ask if I would get to see him Friday night.
Since he asked me to watch the band with him, I was satisfied he wanted to spend time with me, and I knew it wasn’t simply me chasing him down.
He had plans to go to a friend’s birthday party Friday night and talked about us going together as if we planned this long ago, and it was assumed I would be attending with him.
It appeared things were back on the upswing, at least emotionally for me. The question remained. Would we continue moving up, or was it only a matter of time before things started sinking again?…
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