Posts Tagged regret
Separate Battle Camps
Posted by One Gay at a Time in Gay Dating on January 29, 2013
After spending a nice night at CK‘s apartment, I had a very hard time waking up the following morning. CK was fully motivated and had to be at work early, so he persisted in waking me up. This was quite the role reversal, as I was often the one dragging him out of bed (sometimes physically). I just wanted to spend the entire day in his bed wrapped up in his arms. Going to work was the last thing I wanted to do.
Things were improving on that front. I was making a lot of headway with my social media endeavors, and I had two interns to help me with this massive roll-out. I was developing a presence on Facebook, LinkedIn, Pinterest, WordPress, Instagram and SlideShare while revamping our presence on YouTube and Twitter. That being said, I still wanted to stay in bed all day.
CK finally motivated me to get out of bed and into the shower. I always enjoyed showering together, and today was no different. As I slowly emerged from my slumber under the warm jets of water, I began to fully appreciate CK’s body. I pressed it against mine while my soapy hands explored all his crevices. Being a water conservationist certainly had its benefits. I think CK was starting to regret waking me once he realized I couldn’t keep my hands off him. I was awake, and I was horny. I tried to get some action, but CK was on a mission to get ready for work. I needed a release. There was no way I was going to be able to concentrate the entire day at work.
I laid down on the bed and began to take care of myself. CK immediately noticed and inquired what I was doing. I explained my situation, so he decided to pitch in on the effort. While I manually stimulated my member, he got to work on my prostate. Turned out, my libido was contagious, as CK began to pleasure himself as well. After a few minutes, I climaxed, only to be followed close behind by CK. Now, we could finally go about our day. I felt like I was awake, and I finally had a clear head (literally and figuratively). Nothing quite motivates you like a good morning orgasm.
We finished getting ready and were out the door rather early. We swung by our favorite place to grab breakfast before heading to work, Pick-A-Bagel. It sounds incredibly cheap, but it never disappoints. After we grabbed our food and coffees, we made our way to the subway. His train always came first (or I would narrowly miss mine), but today was my day. We parted ways, brown bags in hard, with a kiss as he waved goodbye from the subway platform.
That night after work, we planned to hit up yoga on the pier. As the day progressed, I learned CK probably wouldn’t be able to make it since he had to work late. I was still committed. I tried to encourage other friends to join me, but it was no use. Regardless, I still went and had a great workout. On my way home, I swung by the grocery store to get a few things for dinner. On my way into my apartment, I noticed a package for me. Like most people, I love getting mail. It always makes me feel special for some reason — The novelty has never worn off. When I got upstairs, I immediately opened my package.
It was the highly anticipated package from aussieBum. I’d been anxiously awaiting its arrival ever since they promised to send me some of their best underwear and bathing suits so I could review them on my blog. But, however large my excitement, I put the package aside and began working on dinner immediately. I wanted to food to be ready when CK arrived from a long day at work.
When he arrived, I showed him the package, and he grew quite excited. “I want a full fashion show when we’ve finished dinner!” he exclaimed.
As per usual, we ate our dinner in front of the TV, exchanging stories about our days. When we finished, we moved to my bedroom to lounge about. While he laid on the bed, I began to strip so I could model my new wares for him. As I moved from pair to pair, CK must have felt left out and asked if he could try some of them on. I asked that he not do so. I knew I’d want to include pictures of myself in them for the post, and I didn’t want anything to happen to them until I had time to snap the pictures. I’m not sure why, but this put his panties in such a bunch (pun intended).
I didn’t understand where his frustration was coming from. I thought my request was completely reasonable. He’d done nothing to deserve the underwear. They were not his. Why was he getting so bent out of shape. This, of course, led to an argument, and now, something so fun as modeling new underwear had now turned into a fight.
I’d had enough. I left the room with him in it so he could be miserable by himself and went back to the couch to watch TV. I know I was being as childish as he was, but I’d had enough. There was no reason we should be arguing about anything so fun. Sure, I could have just relented and let him try on the underwear. But, I wasn’t in the mood. If he was going to be so miserable, he could do so by himself.
That night, we went to bed not speaking to each other. There was no sex and no cuddling – All over a few pairs of underwear. Rarely had my California King felt so big, but that night, we might as well have been sleeping on opposite sides of the Hudson.
One Relationship, Two Locations
Posted by One Gay at a Time in Gay Dating on November 16, 2012
Since Monday night was spent at CK’s, as per usual, we decided to spend our Tuesday night in Hoboken. Tuesday night in the summer is a big night in Hoboken.
CK and I had begun hitting up free yoga on the pier every Tuesday after work. It was a great way to hit the reset button and recharge for a new week. I found myself looking forward to the group outdoor session more and more. We’d even begun to make a few friends in the class.
I got out of work on time and made my way home to grab our yoga mats. CK had to work a little later, so he was going to meet me on the pier. I invited many of my other friends who had hit up yoga once or twice, but no one took the bait. I arrived just barely on time and reserved a spot for the two of us. CK finally arrived a few minutes into class as we continued our poses and relaxing breathing.
Earlier that morning, we planned to attempt to go to the movies that evening as part of Optimum’s Triple Play free movie night in Hoboken. I myself don’t have the service, so I have to borrow a friend’s card and hope he has no intention of going. When I learned we wouldn’t be able to get ahold of his pass, we decided to forgo the movies. Instead, we swung by the grocery store on our way home to share a home-cooked dinner for two.
We enjoyed our food on the couch in front of the TV, relaxing for the rest of the evening. It was nice to cuddle up next to him and watch TV. It was beginning to feel like a routine. Even though we still lived in separate apartments, it felt like we were living together. We spent nearly every night in each other’s company. The only difference was we had two residences.
We’d talked about moving in together. Neither of us was thrilled with our current roommate situations. Mine were simply disrespectful and unappreciative, and his… Well, we could be here all day. Every day was a new shady dealing. He needed to get out, and his lease was scheduled to be renewed in November. We didn’t make a concrete decision we would live together at that time, but we both began entertaining the idea.
I know many of you are shocked by the timeline there. Come November, we’ll have been dating for eight months. I know that sounds like a very short time to be together before moving in together, but like I said, it was almost as if we already lived together. Not much would be different. We both agreed this would be a goal for now, not a definitive date.
When bedtime arrived, we made our way to the bedroom to get ready for bed. Things took a bit of a detour when CK began seducing while I brushed my teeth. From there, things only got better. The sex was great. We were back on our game. And, true to our fashion, we flipped. That seemed to be how things went for us. Neither was a top, and neither was a bottom. We both experienced all the parts of sex. Our sex-life was very healthy and diverse. I’d finally found my match both inside and outside the bedroom. He managed to satisfy my physical and emotional needs. I was truly happy.
I thought about all the others before him. They seemed a distant memory. None of them came close to my relationship with my Superman. Many of them treated me poorly and didn’t deserve my love. Some of them attempted to love me, but the connection wasn’t there. I didn’t regret a single one of them, for they all brought me to where I am today. Sure, I was still carrying around some of the scars, but I was a stronger man for them. Those were my battle wounds. Those were my war stories. I didn’t miss any of them, but cherished their presence in my life — Even the a$$holes. I was truly in love, and I didn’t want it to end. The road I’d taken had led me to CK, so looking back, I wouldn’t have changed a single direction.
The next night was spent apart. I was supposed to be getting my review at work, but my boss rescheduled it twice that day, and then he had to schedule it for the following day. I was frustrated and needed to take those frustrations out somewhere.
I hit up the gym to lift and swim to calm my nerves. While there, he calls finally, telling me he’s working late and probably can’t come see me. Once again, I felt disappointed. He asked if I would mind coming into the city, but I wasn’t up for that. After not hearing from him all day, I made alternate plans. I was meeting up with my old roommate for a drink. I suggested maybe we needed to spend the night apart. He agreed.
More and more, I was realizing maybe we had been spending too much time together. Small things were getting on each other’s nerves. I wondered if I was losing my individuality. Now that I was back in the gym again, I was feeling better about myself. I relished my workout time. This was something I put on the back burner after meeting CK. We both needed some “me time” every once in a while.
As time progressed, we would find that balance. We’d only been dating four months. We were still figuring everything out. But, I knew, in the end, we’d figure it out together.
Date Safely With A Second Mobile Number From MyAKA
Posted by One Gay at a Time in Single Edition on October 25, 2012
We’ve all been there. You’re at the bar. It’s the end of the night, and you’ve had a little too much to drink. This guy has been throwing game at you all night, and he really seems like he could be the one. And, when he asks for your digits, you hand them over like beads at Mardi Gras.
Hours later, when you wake up in the morning to the sound of your phone vibrating on the nightstand, regret sets in. Three missed calls and eight text messages later, you comprehend the huge mistake you’ve made. Better judgment kicks in, and you realize you have no interest in this guy. But, now what? How can you shake this guy? It’s too late. He already has your number.
That’s where MyAKA comes in. No apps to download. No internet required. MyAKA is a privacy protection service which allows you to signup for a second mobile number with a local area code, unlike forwarding services. When using the MyAKA system, those you correspond with only see your MyAKA number.
This number can be given to others when you wish to protect your real phone number. It functions exactly like your mobile number, allowing you to text, call and even get voicemail (in the U.S. & Canada). And, all features are controlled via text message.
Now, with MyAKA, you can easily block that creep from last night (or even unblock him if you have second thoughts). If you’re just not quite sure how you feel about him, send his calls to voicemail or store his texts for later by enabling the Do Not Disturb feature.
Have a little fun! The assigned number is not linked to your information in any way, so put that newfound freedom to good use. In today’s world where your identity is tied to everything, a little anonymity goes a long way.
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This is a sponsored post for MyAKA
Follow @onegayatatimeHigh Anxiety
Posted by One Gay at a Time in Gay Dating on July 9, 2012
After my amazingly awful date with CK, we went home and went to bed. Waking up the next day with him in my bed was my true heaven. Not a day went by I didn’t appreciate waking up next to him, whether in his bed or my own. We were growing inseparable, however, that night we would spend apart.
When we woke, we couldn’t keep our hands off each other. Since we didn’t have sex the night before when we got home, we were both particularly horny. Our sex was becoming so much more than sex. We started making love. We started becoming one. This was something completely new to me. I have had sex with more than a handful of guys, but I never felt the connection CK and I have in the bedroom. We share a strong unbreakable bond as a couple, but when we’re making love, it feels like we could move mountains.
We spent the morning being lazy. That night, I was taking my roommate to J’s wedding. I’d planned to take her before I even met CK. Part of me wanted to pull her aside and ask if she minded if I took CK instead, but another part of me wasn’t sure I was ready for that. I wanted to be ready for that, but it was a big step. Just thinking about it, I could feel the eyes of the people around the room watching us — The two ‘mos dancing up a storm. I know I shouldn’t care about that. I know I need to get used to that, but I wasn’t quite sure I was ready yet.
We watched a few episodes of Game of Thrones while I got ready for the wedding. When the time came for me to head out with my roommate, I had a conversation with CK about his plans for the night. He was planning to hit up a circuit party. I was incredibly uneasy about this. I’d never been, but from the pictures and the stories I’d heard from others, as well as from CK’s own mouth, I was very apprehensive about the whole idea. I trusted CK, but then again, I didn’t. We’d only known each other two short months. Who’s to say he wouldn’t pop X and grind up on some guy all night? Who’s to say he wouldn’t fool around with said guy in the bathroom? Who’s to say he wouldn’t go home with said guy? We were growing very close, but I had no idea how CK would react to the temptations placed in front of him. All these thoughts, and many more, were swarming in my head. But, in spite of all this, I tried to be cool. I had to learn to trust CK. My baggage was not his fault. I would never tell him I didn’t want him to go without me. Hell, I didn’t even want to go myself, even if I was available. It would purely be his decision, however, that doesn’t mean I wouldn’t be a nervous wreck about the whole thing.
When the time came to say goodbye, I simply gave him some parting words gently expressing my concern. “Behave tonight,” I added. “What does that mean?” he asked. I simply just repeated myself. He knew what it meant, but he wanted me to prescribe for him exactly where the line was drawn. The thought of him in another man’s arms made my heart palpitate and beat uncontrollably. It gave me incredible anxiety to picture him sweaty and shirtless with his tongue in another man’s mouth. I wouldn’t be there to hold him back, and my imagination was running wild to fill in the blanks. Because of this, and because I didn’t want to seem psycho to him, he would have to define behaving. It didn’t instill confidence in my mind when he asked me “Well, what exactly is naughty?” If he had to ask, there was a good chance he’d cross the threshold of my comfort zone. I feared for the life of my relationship with CK. I was jealous of faceless men, and he hadn’t even walked in the door.
When I commit to a relationship, I commit fully to it. There are no other guys for me. That doesn’t go to say I don’t notice/admire a hot guy walking by, but I won’t ever act on my admiration. I won’t smile at him or wink. I’ll simply admire him as a gorgeous specimen of a man. I have had my transgressions in the past, but I have learned from these mistakes. I have committed to my man, and he is who I am with. This is incredibly frustrating because I have a very traditional view of a relationship, and the majority of other gay men have quite the opposite. To many of them, boyfriend just means the guy the spend more of their time with than the other guys they see/have sex with. I digress…
Between my regret of not taking him and his going to what I equate to a rave without me, I was an anxious nervous wreck. I kissed him goodbye as we dropped him off at the PATH to head back into the city. My roommate and I sped off to the wedding location and arrived just in time.
It was a gorgeous ceremony and the reception was a blast! I nearly cried watching J tear up as his gorgeous bride walked up the aisle. I pictured myself in his shoes with CK coming to meet my arm and knew I would be a complete mess. I tear up now just writing about it. There were parallels between this wedding and my relationship with CK as well. It was a marriage between a white bread dude and a Puerto Rican fireball (CK is Cuban). For instance, the ceremony was bilingual, as I imagine a ceremony between CK and I would be.
After one of the toasts, I even sent CK a text saying “Te amo con todo mi corazón.” (I love you with all my heart). I was really missing him and wished he was by my side.
When the time came to head home from the wedding, I said my goodbyes and reveled in the love and joy I witnessed between J and his wife. I hoped I would get to the blissful place they were someday. In the car on the way to the hotel, I called CK. I figured he’d already be at the circuit party or wasted or high, but I needed to try. As the phone rang, all my anxiety rose back to the surface. I certainly was not prepared for what was about to happen next…
Follow @onegayatatimeRejected!
Posted by One Gay at a Time in Gay Dating on May 21, 2012
Monday morning I woke up. Since I wasn’t wasting so much time messaging guys on Grindr, I felt so much freer. I had no idea how much time I spent searching and complimenting guys on their torsos in hopes they’d see something they’d like and allow me to ask them out on a date.
I was also thrilled since I got to sleep in my own bed the night before. My parents came to visit for Easter weekend, and I gave them my bed. Sunday night, they offered to get themselves a hotel room so I could get a decent night’s sleep for work Monday. After I dropped them at their hotel with my sister, I came home and passed out. I love my parents, but I was happy to have my place back again. I’d spent the weekend playing tour guide. It was exhausting.
Even though I wasn’t sending out messages on Grindr didn’t mean I wasn’t checking them. I fired it up to see if my prince charming would ask me out on a date. I found quite the opposite. I blocked a fair amount of guys before I found an interesting message. I spent the weekend being celibate. One of the guys on Grindr seemed pretty normal and chill. We began to chat a bit before he offered to blow me. Like that, I was back in it. I had done such a good job of staying away from the simple Grindr stranger hookups, but I was horny after a weekend of being good. I made an exception of course and accepted his offer to blow me. What harm was there? I could enjoy myself before work and have a great day. “Sure,” I said in reply.
I gave him my address, and he drove over to my place on his way to work. I quickly hopped in the shower. He buzzed, and I called him up to my apartment. I quickly dried off and got dressed. When he got to the door, I brought him right into my room. I was wearing gym shorts and a tank. We made our way to my bed, and I sat down. Just then, he looked at me and said, “Sorry bud. I’m just gonna go.” With that, he turned around, sped out my door and left without another word.
I felt so rejected. What was it about me that scared him off. He made it all the way to my bedroom before darting. Was I that repulsive? Why the sudden change of heart!? I felt so dejected! My self-esteem shot down to an all-time low. This had never happened to me, and I suppose it was karma for all my Grindr trysts. It was bound to happen at some pont. I thought about all the times I wanted to do what he did and didn’t. I’d always regretted not standing up and walking out, but suddenly I no longer regretted it. I would have put those guys in a tailspin like I was going through. I did have to respect him honesty however. It was a catch 22.
I was horny from the thought of getting off before work, so I quickly finished myself off and got ready for work. I was disgusted with myself for bending my new rule, especially since I didn’t get anything out of it. Served me right!
That night I had a date scheduled with a guy I’d been chatting with for over a year. We met through Grindr and tried to grab drinks before I met N, but when I started dating him, things fizzled out. We chatted periodically on AIM, but nothing ever materialized. I even contemplated making a career shift to event planning, which this guy did, but we were never able to get together to talk about it. We simply kept it to a digital relationship. When things with Smiles ended, I began to look back at the guys I’d been chatting with. I hit him up and asked him out.
We made plans to meet at Ariba Ariba after work for margaritas and a bite. During the day, I stalked him a bit on Facebook. I noticed he was a camera whore. He took so many pictures in so many gay bars. He was totally a part of the scene. He was a fixture. I worried this would be a roadblock, but I was still optimistic. Maybe I could learn to love it.
I arrived ahead of him and waited on the corner. When I saw him arriving, I noticed how attractive his smile was, followed by how short he was and how “fun” he dressed. He was very cute. We awkwardly said hi and made our way inside. He asked if I was hungry, and I told him I hadn’t eaten, so we agreed to grab dinner on top of drinks. We were seated at a tight table and settled in.
We mainly began talking about work. It was very awkward. Considering we’d chatted so often online, you think we’d have been able to jump right in — Not the case. There were so many awkward pauses. I was struggling to find topics to talk about with him. He wasn’t exactly spurring the conversation on.
We started to talk about TV and what we watch. I thought that would be a safe topic and would spur further conversation. That only led to learning we had very different entertainment tastes. He watched a lot of Bravo TV like Housewives of… and other shows of the same ilk. I was more into the mainstream network TV. I wanted to have more in common with him, and I could tell he did too based on comments, but it was a bit of a struggle. I asked so many more mundane questions followed by mundane answers.
We ate our meals while we talked, but it was far from a great dinner. It was pleasant. The food was good, but there was no flow to the date. I was ready for it to be over. I was a bit disappointed since I thought we’d get along swimmingly. We just didn’t have good chemistry.
When we finished, we paid the bill and made our way out. We began walking through Hell’s Kitchen south together. He lived that way, and I was headed to the bus. When we got to a shop along the way, Tagg, he needed to run in and grab something for a friend’s birthday. I went in with him since I had nowhere to be. We had some fun chatting about random things in the shop. He made his purchase, and we continued south. When we got to his intersection, we exchanged a kiss goodbye, and he made a comment about hanging out again sometime. I agreed, but in my mind it would be under a friendly premises.
We texted afterwards, but was pleasantries and formalities. We exchanged that we each had a nice time, but that would pretty much be the end of us.
Follow @onegayatatimeLetting Him Down Easy
Posted by One Gay at a Time in Gay Dating on May 7, 2012
Monday, I decided to be a good brother and pick my sister up from the airport. I drove her to Newark Airport early Friday morning before all of my Grindring, and she was arriving around 2:00.
Before I hopped in the car, I made plans with M.E. to meet up later that day. I wasn’t planning to tell him I knew about his Grindring from my bedroom. I was just going to keep that in mind when interacting with him. I wasn’t going to let myself fall for a guy like that. For us, it would be purely fun. He told me he had class that afternoon, but he would come meet me on the pier when he finished.
I was regretting agreeing to pick my sister up since it landed smack in the middle of my day. I wanted to head out to the pier and get some color while I was off from work. The forecast was looking gorgeous for the week, and I planned to take full advantage. I decided not to waste the morning and went for a run around 1:00. I came back to my apartment, showered and packed a bag for the pier. I hopped in the car and headed to the airport. My sister was delayed, so I spent about a half hour circling the grounds. When she finally touched down, I parked in front of her terminal and began reading my first Out magazine. I was becoming a full-on gay man. I finally subscribed to a clearly homosexual publication.
She came out, and I drove her back to Hoboken. We swung by the pier to drop be me off so I could get some sun, and she went home.
Around 3:30, M.E. joined me on the pier. We laid next to each other talking for a bit. I gently stroked his hand with mine. We weren’t being blatant or obvious, but we still found ways to show affection. It was a nice time. Around 4:30, the sun was beginning to set. The temperature was dropping, so I suggested we head back to my apartment. I wasn’t even thinking about this in terms of sex. I was just cold.
He gave me a ride back to my place and decided to come up for a bit. He couldn’t stay too long because he had plans for the evening. We ended up in my bedroom fooling around a bit. It was nice to have him in my bed again. Every time we were together, I enjoyed myself.
The time came for him to leave, and I said goodbye to him at the door with a kiss.
Over the next week, I didn’t really reach out to M.E., and he didn’t really hit me up either. When enough time had gone by, I assumed he met someone else. I was trying to get away from the relationships based on sex, so I wasn’t exactly protesting or questioning why his calls stopped.
One day I got a text from him asking me why we hadn’t been in touch in some time. I told him I assumed he met someone else. He assured me this wasn’t the case. He told me the reason he was so quiet was because he was trying to create distance. He was beginning to fall for me and didn’t want to get hurt. This is when I pointed out to him I knew he was on Grindr when he was at my apartment. I didn’t tell him how I knew this information. At first, he denied it and told me he was chatting with his friends about his spring break trip postponement. I acknowledged that, but also pointed out he was on Grindr while he was in my apartment. I told him how insulting that was to me. I pointed out how, by no means, were we exclusive, but to be on the app while sitting with me was not something I looked kindly upon. He apologized profusely. I told him I noticed he blocked me on Grindr as well. He told me the reason for this was because he saw me on there periodically, and it was killing him. He was imagining me with other guys, and it was getting to him so much he blocked me so he wouldn’t have to see it anymore. I told him I wasn’t holding anything against him, but it was shaping how I looked at whatever was going on between us.
He was completely torn up about it. I had a lot of other things going on in my life at the time, and I didn’t really feel like getting into it with him. I was partially using this as a way to make a clean break from him. I liked him and cared about him more than a one-night-stand. I considered him a friend who I also happened to enjoy in my bed. He was more friend than benefit. I didn’t want to hurt, but I also needed separation. There was too much going on in my life at the time. He begged me to talk on the phone, but I told him that would have to wait. I lied and told him I was with friends and didn’t want to be rude by taking a phone call.
I knew he wasn’t happy, and it wasn’t what he wanted. I needed to think about me for a change. I needed to put more effort into the men I was meeting and looking toward a long-term relationship with, rather than the men I just enjoyed having around for sex and a little companionship. It wasn’t fair to him, and it wasn’t what I needed. The time came to move on. How that would shape my relationship with M.E. was yet to be determined…
Follow @onegayatatimeSticking to the Plan
Posted by One Gay at a Time in Gay Dating on May 4, 2012
I had a Friday to myself, and I wasted it on hookups. I could have been doing something productive like going to the gym or grocery shopping, but instead, I spent the day inside trying to line up sex.
There was one man in particular who I’d exchanged messages with on adam4adam.com. He was a well-built guy with a sexy body. He had a nice amount of body hair, great muscles and a spectacular behind. We’d talked about hooking up a few times, but we’d never seemed to line our schedules up. I messaged him, but he didn’t respond.
I continued to search for other guys on the computer when he finally responded. He didn’t read my message until it was too late. We exchanged phone numbers, and he called and told me he had a lot of errands to run before his mother’s birthday the following day. He wasn’t able to see me until later, but suggested we Skype in the meantime. I had nothing to do, so I agreed.
He was even good-looking with bed head on the computer. I couldn’t imagine how sexy he was in person. Seeing him on the computer was just making me hornier, if that’s even possible. I tried so hard to convince him to come by before his errands and do them later. All he needed to do was time-shift his day. He kept telling me the only way it would work is if I came to his apartment. I couldn’t because it was raining, and I don’t ride the motorcycle in the rain. We pushed back and forth for some time to no avail. Of course there was some teasing with body parts on camera while all this was going on. I couldn’t wait to feel his sexy body. Alas, he had to go, so I said goodbye and we made tentative plans for later. I told him when I came by, he’d certainly have to wear his jockstrap for me. He gave me a disclaimer. He was up for almost anything, but he was not up for full penetration the first time meeting me. I was a little disappointed, but understandable.
That’s when I turned to the Mexican guy in the previous post. He was willing to come by right then, and I needed a release. I had immediate regret after that encounter.
Later in the day, my old roommate texted and asked if I was interested in meeting up for happy hour. After being cooped up in my apartment all day, I thought that sounded like a spectacular idea. No one ever invites me out for drinks either. It’s usually me doing the inviting, so it was a special treat. I texted the burly man from my morning Skype session to tell him I’d have to postpone. He called immediately protesting. I told him other things came up, and I wouldn’t be able to come by. He didn’t stop persisting to try to persuade me otherwise. I told him he could have solved the whole thing had he come by earlier in the day.
The clock reached 6:00, and I hadn’t heard from my old roommate. I reached out to burly man to see if he was still available. Indeed he was. I agreed to come to his place a few miles from my apartment. He told me he would be waiting for me in bed wearing nothing but a jock and would leave the door unlocked for me to just walk in.
I drove over there and texted him when I got to his neighborhood. I tried the door, but it was locked. I called him to tell him, and he said his upstairs renter must have left and locked the door behind him. He told me to back away so he could unlock the door. I did as I was told and gave him a minute to get back to his bed.
Warning: The following may be too graphic for some. I came in, undressed down to my boxer briefs and began kissing his back while pressing my body against his. It was as great as I imagined. His a$$ looked incredible in that jockstrap! I could barely resist him. We had a lot of fun together. There was a lot of groping, heavy petting, kissing, sucking, licking, biting, rubbing, etc. It was great. I was really enjoying the jockstrap as well. I was grinding on his backside, almost penetrating him, but never fully entering him. He really enjoyed it and was pushing me further, but in the end, he stopped himself.
He was begging for me to finish, and he brought me to the edge many times. He started orally pleasuring me. He thoroughly enjoyed this, and it was turning me on since he was enjoying it so much. Eventually, I finished in his mouth and all over my abdomen, and he loved it. He began to use his hand to pleasure himself. I helped by applying pressure to different areas until he finished all over his abdomen. We’d chatted about how each of us shoots on Skype, and it was interesting how different and how similar we were. His description was pretty spot on for what actually happened.
We both just laid there a minute and enjoyed the feeling pulsing through our bodies. I still couldn’t get over how amazing his a$$ was. I wanted to penetrate him so bad, but I knew that would have to wait for another day. He hopped out of bed and handed me a towel to clean up. While I stood there, I met two of his cats. They were very cool. This guy was quite into animals. He had a huge saltwater fish tank as well. He ran to the restroom while I got dressed. I also took the opportunity to snap two pictures. He came back and got dressed as well.
He walked me outside and chatted a bit while he smoked a cigarette. He didn’t live in the best of neighborhoods. An old woman so strung out on something walked by, and he engaged her in conversation for quite some time before finally offering her one of his cigarettes and sending her on her way. He told me about how his mother lived next door and his family’s ties with the city. He was a really nice guy. I could see myself seeing this guy again some time. He told me he was also kinda seeing some guy, but it was very casual and nothing serious. He mentioned the desire to see me again sometime, but we didn’t set up anything concrete.
I sped off on the motorcycle back home to shower and get ready to go out and meet up with friends. The only friend interested in going out was P. We agreed to hit up one of my favorite local spots where I know the owner, and he takes good care of me, Cooper’s Union in Hoboken. We had a relaxing night drinking and sitting at the bar. I told her about how I was getting out of control, and it was then I decided I was going on a Grindr diet. This had gone on far too long. I was realistic enough to know I couldn’t quit it cold turkey, but I also knew it was a great temptation for me. I was going to try to steer clear. I would only go on to see if someone messaged me. I would no longer cast out a net and would no longer have it running on my phone all day. I needed a break. I was addicted, and it was time for me to ween myself off the drug…
Follow @onegayatatimeShout From the Rooftop
Posted by One Gay at a Time in Gay Dating on April 9, 2012
Today is a Fast Forward Monday!!!
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 spending the day with The Navigator at the beach and then sharing a pretty spectacular relaxing evening together, I slept great. There was a sexy naked man in my bed, and I knew just what to do with it. We fell asleep spooning each other. When I woke in the morning, I couldn’t stop smiling when I realized it wasn’t a dream.
I still had to bring myself back down out of the clouds to keep myself in check. This wasn’t going to last forever. I didn’t care. Right now, there was a man in my bed, and he needed to be cuddled.
I rolled over and pulled him close to me. He was still slipping in and out of sleep. As he woke up, we picked up just where we left off the night before. Everything we did was fun. We were constantly ribbing each other and joking around. When we ended laying face to face, I said to him, “I just want to climb up to the roof and shout, I love my best friend, [The Navigator]. Boop!” as I reached my finger out and tapped him on the nose (an homage to Super Bad).
We both laughed for some time. We continued to cuddle all morning. I didn’t care if I stayed in bed all day. I was happy.
We were interrupted by a call from his roommate. I’d already learned he was a really good friend, and he liked to placate his friends. While he was on the phone, I took out my camera and snapped a few pictures of him lying naked in my bed. I don’t think he realized what I was doing because he had his back to me, but I wanted some souvenirs to take home with me.
Turns out, his roommate wanted to go to the grocery store that afternoon. They share groceries, so he regrettably turned to me and told me he had to go with him that afternoon before we went hiking. I was very disappointed, but I wasn’t going to make a stink about it. I quickly hopped in the shower and got ready for the day while he packed up his things and got dressed. As we walked out the door, I pointed out the Marilyn Monroe portrait saying, “My week with Marilyn.”
I drove him home and dropped him off. I was already sad to see him go even though I knew it was a matter of hours before I’d see him again. I grabbed some lunch and made my way back to the pool. I relaxed with some light reading. I needed to finish off the Tickle My Tush book so I could write my review.
When most of the afternoon passed by and some noisy kids arrived at the pool, I texted him to see how he was progressing. He was on his way home, so I decided to go get ready to go hiking and make my way over to his place.
I pick him up, and we take a short drive to the base of the mountain. I grab my camera and we make our way up the trail. When we get to a decent height, he suggests we climb back down part way and hit up another trail that had a much better view. We were having fun just being together. On our way back down, he pointed out a shack along the trail: “I wanted to surprise you, but this is going to be where we live when we get married. :)” While he said this, he took hold of my arm. I knew he was completely kidding, but it was also a sweet gesture.
When we got to the top of the other trail, we had quite a view. We could see LA and Burbank off in the distance. He took my camera from me and took some pictures of me. Again, I thought this was a sweet gesture, as were many things he did. He was just very conscientious. You didn’t have to ask him to do things; he just anticipated it. I was falling for him more and more every minute, but I still maintained my mental state.
I then turned the camera on him and snapped a few pictures. I wanted to remember the great guy I met in LA. I hoped we’d remain friends even after I returned to New York. It would certainly be nice to have a friend on the West Coast. Maybe I could even come back to visit some time.
We climbed back down the mountain and made our way to Burbank. We joked about PDA. We both agreed we weren’t really into it, but at one point he casually reached out his hand and grabbed my junk while looking the other way. I pointed out to him that just because he wasn’t looking at it doesn’t mean other people wouldn’t see it as well. We both laughed and continued to joke about other things. We walked around for a little bit and grabbed some ice cream. He was cold, and I was trying to do my best to keep him warm without making him feel uncomfortable. That’s when he broke the bad news to me.
He’d already prepared me for the possibility he’d have to go to work that night at 1:00am. He was on call, and they hadn’t gotten back to him yet. He needed to go home and nap before that shift started.
My heart sank a little. He wouldn’t be spending the night in my bed again. I needed to be a big boy about it though. I drove him back to his apartment and said goodbye. We talked about seeing each other the following day since it was my last day there; I had a flight out at 10:00pm.
I returned to my hotel room and watched TV in my bed. I knew he was napping, but it was make or break for me to ask him if he would come with me for my ride up the Pacific Coast Highway. After debating for some time, I decided to text him: “Lonely here without you already 😦 haha. What are the chances you’d wanna ride up the PCH with me after work tom?” I really didn’t want to take that ride alone. I loved his company, but I seriously feared a disappointing answer.
The Navigator wouldn’t let me down like that: “LOL. I know. I wish I were cuddling with you!!!!! That sounds like a swell idea.” I was thrilled. I was prepared for the worst, and I got the best. I was looking forward to tomorrow’s road trip so much more now that I had my Navigator! “Marylyn Misses you too,” I added.
Shortly after that text, he requested I send him some pictures of myself. “You’re most handsome ones,” he added. “Whom are you showing me to now?” I asked. Apparently, he wanted to show off his “super long first date” to his roommate and his other friend.
I was pretty crazy about him, but reality wasn’t absent from my brain. It did, however, bring a big smile to my face to know he was showing me off to his friends. It made me feel special and gave me hope I would have a longtime friend from what started as weak Grindr banter…
Follow @onegayatatimeLast Minute Regrets
Posted by One Gay at a Time in Gay Dating on December 9, 2011
After my awkward date with Smiles, I felt I needed some change. The date was uncomfortable and the goodbye was lack luster.
Two guys had been reaching out to me on OKCupid, so I took the time to respond to them and try to set up a time to grab drinks. I shot them a text to see if they was available the following evening.
One of them, a guy who happened to go to the same college as me, responded informing me Wednesdays were the only day during the week that really worked for him. He was taking graduate courses, so he was quite busy.
The other guy texted me back to explain he was most likely available to meet for a drink when he finished work, but was unsure when that would be. He is a financial planner, so his hours are somewhat sporadic. We planned to touch base again at 5:00 the next day.
I had a lot of regret after setting up this date, but I tried to proceed with an open mind. All my friends encouraged me to date more people and not put all my eggs in one basket. I was finally following their advice. Smiles wasn’t exactly being the warmest towards me, so no harm, no foul.
When 5:00 arrived, the regret came flooding in. I didn’t want to meet up for drinks. I felt like I was cheating on Smiles. The planner sent me a text explaining he would be working late. He asked if I could meet for coffee at 9:30. I agreed, and sat with my guilt. It was already bothering me, and I didn’t even go out for the drinks yet. What if he tried to kiss me? What if he really liked me? What if I really liked him? This just goes to show you shouldn’t make quick irrational decisions.
As it got later, I got more nervous about the date. Not because of the date, but because of what it would mean for Smiles and I. I didn’t want to betray him. We hadn’t talked about exclusivity yet, but I was hoping we were moving in that direction.
I received a text that calmed my nerves completely. He had to cancel because he got called back into work. I was off the hook. I’m very grateful he cancelled on me, because the guilt would have really gotten to me. It’s just who I am.
I began to examine my relationship with Smiles. There were times he was completely affectionate and a total sweetheart. He really made me happy during those times. Probably far more than he realizes. I really enjoyed spending time with him, no matter what we were doing. On the other hand, when he would ignore me or not take me into consideration, I felt like such a small man. It really hurt to feel he wasn’t feeling about me the same way I was feeling about him. I wanted him to adore me the way I adored him at times. I felt like he always kept me at a safe distance. Not so far that I leave him, but not too close that I could ever hurt him. If we were going to proceed together, he was going to have to make himself more vulnerable and let me in.
I felt like I was part of his second life. He had his friends and acted one way with them, but when he was with me, he was different. He never integrated the two lives. Always separate. This is the reason I broke up with Broadway.
All this also helped me realize I needed Boston back in my life to talk me out of these crazy ideas. He is my sanity. I let my mind run wild after one bad date. He was always someone who could put me back on track and give me a strong dose of reality, not what my mind was conjuring up. However, he isn’t the easiest to get ahold of since he’s in he final year of school.
Smiles wasn’t talking to me much, so I would wait until he felt the need to talk to me. I didn’t go on the date, but I wasn’t exactly running back into Smiles’ arms. I was going to play hard to get a little bit…
Follow @onegayatatimeAwkward Silence
Posted by One Gay at a Time in Gay Dating on December 8, 2011
Yet another video I’d like to share. This one is a music video for one of my new favorite groups, Duck Sauce. Great song and love the sexual connotations, but may not be safe for work depending on what you do. Enjoy!
On with the story…
Every Tuesday in Hoboken is free movie night if you have Cablevision’s triple play. I do not, but I have some very generous friends who do, and they lend me their card when they’re not using it.
I asked Smiles if he wanted to catch a movie and dinner. He told me he could possibly do dinner, but there was no way he could do the movie. He had to be up at 6:30 the following morning for a work meeting, so spending the night in my bed was off the table.
While I was finishing up work, he was moving his final boxes into his storage unit from Harlem. I agreed to help him when I arrived downtown, but when I got there, he was already finished.
I walked him back to his apartment. We talked about his day on the walk. I waited while he showered and changed after loading and unloading all those boxes to go to dinner.
While he was moving the boxes, both his parents called, separately. He was a little worried, so on the way to the restaurant, he dialed his mother. Smiles said he needed to walk a while, so we kinda just went for a stroll. We talked a little about work and how he got to where he is today. We stopped in a few stores on the way. We were walking for over a half hour before we settled on a spot to grab some grub.
We settled on Peels. When he returned to the table after washing his hands, the conversation was very dry. There were many long awkward pauses throughout the night. I struggled to think about anything we could to talk about. Nothing. I didn’t know what to do. We continued to eat in silence. It was incredibly awkward. I was so worried we’d hit that point already where we had nothing to talk about. I was petrified.
Was he distracted by the phone calls? Did something happen? Who knows?
When we finished eating, we paid the bill and began walking back toward his place and the PATH. We ran into a friend along the way, and Smiles chatted with him for a short while after barely introducing me. After we left the friend, he explained who he was and how close a friend he is. I was a little surprised. If he was such a good friend, then why was he so casual when introducing me. Maybe I didn’t mean as much to him as he did to me. Maybe I was putting too much of myself out there too soon. We’d been dating for a month and a half. I thought we’d be closer knit at this point, but maybe I was wrong. Maybe I had different expectations.
As we walked, he told me he was tired and a bit out of it. This wasn’t news to me after the awkward dinner we just had. He walked me to a crossroad and said goodbye. When I went in for a kiss, I barely received anything in return. It was almost like a child begrudgingly accepting a kiss from a grandparent. I felt like a piece of sh*t.
As I walked by myself to the PATH, I wondered if this thing had run its course. How much longer were we going to go before he fully opened up to me? — Before I didn’t have to wonder where I stood with him? I was tired of the uncertainty. It was dragging me down.
I needed to talk to someone, so I called Boston. No answer as usual. College always gets in the way of our friendship!
Next, I called LES to see what he was up to. No answer, so I left a message.
Then I texted the Principal just to say hi and see how he was doing. When I came above ground on the other side of the Hudson River, I received a response from him. We texted back-n-forth for the remainder of my walk home. When I got to my apartment, I immediately climbed into bed. I was depressed. This relationship was looking pretty bleak. Silence at dinner and an awkward kiss goodnight. Once again, maybe he just wasn’t into me.
The Principal and I continued to text over the next hour while I watched some TV. I explained to him I still had some feelings for him, however, the distance thing just wouldn’t work out for me. Apparently, I opened up a can of worms there. He really did miss me. I’m not sure why I felt the need to reach out to the Prinicpal that night. I thought I passed that chapter in the story. I think I did it for selfish reasons because I needed to feel wanted again. I knew the Principal would provide that for me. Looking back, I never should have done that.
In my mode of depression, I also responded to one of the guys who had hit me up on OKCupid. I asked him if he wanted to grab a drink sometime. I was taking my friends’ advice. I wasn’t going to put all my eggs in one basket. The guy responded, and we scheduled a date for the following night…
Follow @onegayatatimeAt the ripe age of 26, I came to a life changing conclusion. I'm GAY!
It took me 26 years to realize this and come to terms with it, but coming out's been the best decision of my life.
This blog is about my dating life in NYC and what happens next...
One Gay at a Time 