Posts Tagged snuggle

Keeping a Level Head

I spent the majority of my day and a good portion of my night celebrating the marriage of two of my best friends, J and his new bride. It was a beautiful ceremony and the reception was off the hook. After a chat with the mother of the groom, the music ended, and the time came for us all to make our way home.

Originally, I reserved a room because I thought the bridal party would be staying in the same hotel and there would be post-reception festivities. I was worried about my roommate or I driving home drunk, even though it was only a twenty-minute drive. After talking to the groom, I learned that wasn’t the case, but I was also confused what their plans were in general. I thought maybe we could grab breakfast with them before heading home in the morning. On top of this, I already paid for the room, so I figured we’d crash at the hotel. While my roommate drove, I called CK to see how his night was going. The response came as quite a shock.

In our conversation, I learned he would not be going to the circuit party, Allegria. I was not expecting this at all! A small part of me felt really bad because I knew how excited he was to go, but I have to admit, my heart fluttered for joy. I felt a huge weight lift off me. I was petrified of the result of that night, and now all that worry was gone.

When I inquired as to the reason he was forgoing the circuit party, he cited the fact that I wouldn’t be there. He told me if I was going with him, he’d still go, but it would be no fun without me. I wondered then and there what his original intentions were. Did my statement of “behave” make him change his priorities? Was he originally giving himself a free pass for the night since I wouldn’t be there? We had only been dating two months.

I didn’t know this at the time, but I later learned he would have been going with a guy he used to hook up with regularly — Someone who had actually come up in conversation between us in the past. When CK and I were discussing our relationship status a few weeks in, he was the other guy CK was “seeing” since the new year. He was the guy CK detailed in our conversation in the Sonic parking lot, noting they would see each other about once a month, which I could only assume meant hooking up as well. Had I known that, I would not have been okay from the start. Granted we’d moved past the conversation. We were exclusive. But, that message may not ring loud and clear with this other guy. He might try to seduce CK, and the temptation may have been too much to fight.

More importantly than all this, he decided not to go in the end. Regardless of what he was planning to do or what was possible, he chose me. That’s all that matters. He chose me. He put his own desires aside in order to ensure our relationship would survive. This was a huge moment for me. The other guy was irrelevant. My man cared more about my state of mind and the state of our relationship than he did about going to a party he’d been looking forward to for weeks.

We talked a bit at length about his decision. “Baby, you mean so much more to me than this. My priorities have changed since I originally decided to go,” he added. I could tell he was really disappointed, but his act of love made me the happiest man on Earth! I was so touched.

In the middle of this conversation, we pulled up to the hotel. It was a DUMP! I couldn’t believe this was the suggested hotel. Now I know why the room was $97 for the night, but still. We walked into the lobby to find no one there. As I looked to the left, I noticed the reception desk behind the bullet-proof glass. There were a few people milling about the lobby, but no one who actually worked there. I told CK to hold on a second while I processed the scene, turned to my roommate as we made horrified faces at each other, and we walked right back out the door. At this, I returned to my call with CK and told him what just happened. I told him we’d be driving home, especially since my roommate was sober. She didn’t really want to stay at the hotel from the start, so she already cut off her drinking earlier.

As we drove back to Hoboken, I had the great idea to tell CK to come spend the night at my place. If he got ready quickly, we’d arrive in Hoboken at the same time. We’d be able to pick him up at the PATH and give him a ride to my apartment. He told me he needed to gather some things and shower before he came over, so he would just meet me at my apartment.

When the buzzer rang, I jumped for joy. I was so excited to see him. I had a great night at the wedding, and after receiving the relieving news he wasn’t going to the circuit party, I was purely elated. I greeted him at the door with the biggest kiss and strongest hug I could possibly muster. I made him some food and we snuggled up on the couch to watch a few episodes of Game of Thrones until we fell asleep in each other’s arms.

Before this night, I certainly knew I found a keeper, but after his decision, I realized I may have found a for lifer. I had never dated someone who would make a sacrifice like that for me. I truly felt what it was to be loved. I don’t think CK realizes how much that gesture meant to me, and I’m not sure he ever will. But, I will certainly continue to show my appreciation by giving him my undying love every day.

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Working It Out Around Work

Today is another Fast Forward Friday!!!  

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 a special night in with CK, we woke in the morning to the sound of his alarm at 8:00am. It took him a long time to shut the alarm off, but I was too out of it to rouse him or reach over him to turn it off myself.

When we finally woke, we spent a good portion of the morning snuggling and kissing. He told me how happy he was and smiled. We tickled each other until the other protested enough to warrant stopping. We were constantly expressing our utter joy to each other. Everything he said felt extremely genuine. He always used the term “baby” to refer to me, and it made me melt every time. Either he heard me and was acting on it, or he was an extremely talented actor.

I finally managed to sneak away to hop in the shower. He was in the middle of doing laundry, so he had no clean towels, so he told me to use his on the door. I went into the bathroom. I was not feeling well the entire previous day. I was back to feeling uneasy, and I knew I needed to relieve myself. I did, and I immediately noticed how bad a smell I created. I quickly flushed and did my best to dissipate it. I turned the shower on before sitting down to mask any sounds I would create. Just as I hopped in the shower, CK came into the bathroom to offer me a fresh towel. I was mortified. I was sure he smelled the odor in the air. When he left the bathroom, he left the door open — I’m sure to vent the bathroom. There was nothing I could do about it, so I tried to forget it.

It was humorous because the night before, I was commenting on him burping and how I thought it was sexy. He was certainly masculine. I was tired of all these gay men acting like women. We’d also talked about farting in front of each other when he was at my place and how we were not at that comfort level yet. It came up again in jest while we were wrestling on the bed before my shower. He also playfully joked about picking my nose, but assure me he’d never do that, as well as going to the bathroom with the door opened — Another topic we covered when he was last at my place. It was fun that we could chat about such casual things. It showed me how real he was.

I finished my shower and came back to find him still in bed. I scooped him up and carried him to the shower. I didn’t want to be the reason he would be late. While he showered, he offered me a yogurt for breakfast. I made a few phone calls to shift a doctor’s appointment and ate while he got fresh. He returned to the bedroom and coaxed me to the bed to cuddle more before heading out to work.  “Just two more minutes,” he pleaded. I was fine on time for work. It was him I was worried about. But, if he wasn’t worried, neither was I.

The subway he took was right outside my office, so we walked together. Half way there, we held hands and joked about a few things. “One thing I must say about you. You certainly make me laugh. That you certainly do,” he joked. I was smiling from ear-to-ear. I told him I would try to swing by to see him after I went out to dinner with my team to say goodbye to a coworker. Ironically enough, she was headed to his agency. He would be inheriting one of my favorite coworkers. With that, we kissed each other goodbye. “It’s all downhill from here,” he added.

During the day, I texted him to tell him a funny story about my coworker. I also added, “I had such a good morning. I’m in such a good mood! This morning was perfect.” He responded, “I walked into the office on an invisible carpet of sunshine and rainbows :). ‘You fit me better than my favorite sweater.’ ” I can only assume that was a song lyric.

Later in the day, I had a brilliant idea. “After my dinner tonight, I was planning to swing by and see you and then take a car service home. Do you have any interest in coming home with me tonight to watch Revenge instead? I don’t want you to get tired of me yet, but I thought it would be fun for us.” After a few minutes, my phone lit up with: “Best. Idea. Ever… You. Revenge. Car service. Falling asleep in your arms. And your bed. Waking up with you. And your shower. #heavenly… Enchanted carriage? Check. Castle? Check. Gorgeous, charming and no doubt horny prince? Check.” Once again, he had me smiling from ear-to-ear.

After my work dinner, I made my way to his apartment. I called him to let him know I was on my way. The dinner had lasted longer than expected. It was now close to 11:00. When I got close, he texted me to meet him on the roof. I went up there, but he was nowhere to be seen. As usual, he was running behind.

Finally he joined me on the roof. I gave him a BIG kiss. I told him a little about dinner. He had the idea, since it was supposed to be a full moon (even though we couldn’t see it through the clouds) we could meditate. He was very cute about it. He told me about it in a very roundabout way, almost as if he was embarrassed by it. I told him I would love to do that with him but some other time. I’d already called the car, and I was sure it was already waiting at my office. He was disappointed, but I assured him we would do it another time.

We walked to my office, and I took him up to show him around. I needed to grab my bag. He asked if we could get frisky, but I pointed out the cameras around the office. We made our way back downstairs and headed to Hoboken.

When we got back to my place, we immediately went into my room. We snuggled in bed for quite some time. We were also both quite excited to watch Revenge. We’d planned to watch it together, and I was quite excited.

It was really nice sharing the show with him. I knew how much he liked it, and I enjoyed it as well. I finally had someone to chat with about the show while watching. When it ended, we brushed our teeth, pulled up the covers and dozed off in each other’s arms. I was really starting to get quite used to this!

When we woke in the morning, there were copious amounts of fooling around, but no sex. It was incredible waking up next to him. From what he told me, he felt the same way waking up next to me. We enjoyed spooning and cuddling for a long time before we finally motivated ourselves to get out of bed. This was the first time CK spent the night on a work night. I made us breakfast while he showered.

He joined me in the kitchen to eat, and when I was finished, I hopped in the shower. We both got ready and walked out the door. As we descended the stairs, he pulled me aside to plant a big kiss on me. He commented on this being the first time we spent time together where sex wasn’t involved. “I actually enjoyed that it doesn’t have to always be a requirement. It’s a nice to have. Let’s just not make it a habit,” he said with a laugh.

With that comment, I started to really fall for him. We were on the same page completely. I loved sex with him, but I was actually reassured by the fact we spent the night together and didn’t have sex. It proved to me he wasn’t just into me for sex. Maybe there was something more…

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Is Something Bothering You?

That Tuesday, I woke to the sound of my alarm. I was going to go for a run, but the sound of my alarm wasn’t all I heard. It was raining outside. I turned off the alarm and looked out the window to see rain pouring down. I checked my phone to see if CK texted, but he hadn’t. Who knew what happened? I sure didn’t.

I wanted to text him when I got to work, but I decided against it. He knew where I was. He was the one who suggested plans that evening. He would be the one to hit me up and clue me in on those plans.

Finally, around noon I got a text: “Hey sexy.” I didn’t see it until a little later. I responded, “Hey. How was the rest of your night?” Apparently he’d gotten tipsy at the work event he called me from. He went home and passed out in all his clothes including his shoes. When he woke at 4:00am, he properly put himself to bed. The he apologized for not calling me back and asked how my night was. I mentioned my cancelled run, and he expressed interest in going for an early run with me sometime. Tthat would be the only way he’d do it since he’s not a morning person. I told him we’d both just stay in bed because I’d just be tempted to lie there with him.

I then asked him if we were still on for that night. “I’m game. What’s the plan?” he responded. I reminded him he set the plans, and I was waiting for the details. He decided he’d rather stay away from alcohol, and I asked what he wanted to do instead. He was eating his lunch, so he asked if he could get back to me later. 5:00 rolled around, and I still hadn’t heard back from him. I certainly wasn’t feeling very special anymore. That’s when the phone rang. I was heading into a meeting, so I sent him a text. When my meeting ended, I called him but got no answer. At 6:00, I finally got a call back. He was heading home and wanted a quiet night in with me. I wasn’t opposed, but I wasn’t thrilled either. I was beginning to wonder if it was all about sex with him. He needed time to straighten up his apartment, so I made my way over there around 7:00.

When I got to his apartment, I stood in the hall waiting for quite some time before he answered the door. I hadn’t called to tell him I’d arrived. A small part of me was surprising him on purpose. He just happened to be getting out of the shower.

He greeted me with a giant hug and a big kiss. I removed my shoes and got comfortable. He finished toweling off and joined me on the bed. We cuddled a bit until he asked me if everything was alright. I lied and said everything was fine. He pointed out I seemed short in my text messages. Big kudos to him for noticing the subtleties in my mood. We continued to hug until we discussed what we wanted to do for the evening. He mentioned watching the sunset, and I told him that’s exactly where my head was.

I had ulterior motives. When we got to the roof, I would find the appropriate time to bring up my concerns that arose since Sunday. He also asked if I wanted to smoke, and I shook my head yes. “Are you sure everything is cool?” he added. I told him I was short in my texts cause I was actually working all-day and apologized. I didn’t really think I was being all that short. We smoked and finally made our way up to the roof about a half hour later, Coronas in hand.

When we got to the roof, we continued snuggling on the outdoor couch. We talked about the surrounding buildings in an “I’m high” kinda way. The conversation never really had any direction. Then again, he brought up my mood and asked if everything was alright. I didn’t think I was being that obvious with him, but I also wasn’t being myself. That’s for sure. I didn’t know how to let myself be free with him anymore. I started to close myself off to ensure I wouldn’t get hurt. I was shoving distance in there with both fists.

I finally told him how I was feeling. I explained how I thought his sentiments came out of nowhere on Sunday. I told him I thought it was a bit early to have that conversation, but now that it’s been had, a few issues were brought to top of mind. I addressed my feelings regarding him being on Grindr and how that made me feel. I told him I felt as if I wasn’t enough for him. I told him I didn’t need to be on there, and while I wouldn’t dictate to him to not be as well, I just didn’t understand why he felt he needed to still explore it.

I was having a hard time expressing my feelings, but I think I got the point across eventually. I told him because of what he told me, I was afraid of getting hurt. I wasn’t able to be myself and give him the real me if I felt vulnerable to pain. I wanted to be myself with him. I wanted to give him the real me. I needed to feel safer than I did. “Since meeting you, you’ve made me feel incredibly special. Since you told me what you did on Sunday, I no longer felt special,” I told him.

He looked a bit shocked. “The last thing I want to do is make you worried or scare you. What I said to you on Sunday was not calculated. It was just how I felt at the time. You are incredibly special, and that hasn’t changed. You are… an aspirational boyfriend. I’d be insane to do anything to lose you. Baby, I think you’re incredible. Part of me knows how amazing you are and wants to dive in full force, but another part of me wonders if I still want my freedom. I’ve already started thinking of you less as something to schedule in my life and more as just part of my life.”

I wasn’t expecting him to tell me he wouldn’t hook up with other guys and tell me we were exclusive. I think I just needed him to know how I felt and where my head was. I could see in his eyes that he understood what was in front of him. I would still be patient and let him figure it out on his own. I just wasn’t going to find myself in another Smiles relationship. He needed to know that eventually the Grindr would have to go, or I would have to go. He needed to know that I wanted a boyfriend and not a friend with benefits. I needed to hear from him I wasn’t just a hookup cuddle buddy. I needed to know I was different from the other guys he slept with from Grindr.

We kissed and embraced. I felt a lot better. It was really starting to weigh me down. I think I handled it very well to suit my needs. A large part of me wanted to ignore the conversation we had in the Sonic parking lot. The other part of me, my constantly overactive brain, wanted me to get some closure on the topic. I think I found the sweet spot.

Warning: The following may be too graphic for some. After kissing and embracing, he began to get a bit frisky. He started to undo my pants. There was high risk here. We were in plain sight of the doorway leading to downstairs. One neighbor had already come up to the roof once to smoke. He began blowing me, always keeping one ear out for signal of someone approaching. I undid his pants and began pleasuring his endowment with my hand. Finally, paranoia got to him, and he suggested we move to the far corner of the roof, out of sight of the door.

When we got over there, he pulled my pants down to my ankles and did the same with his. He was pleasuring himself while going down on me. He edged me many times, getting quite close to making me finish. I was picturing my seed all over his chest, just as he wanted it. Alas, I wasn’t able to fulfill his wish. I came close many times, but just couldn’t get over the hump. He stood and suggested we move downstairs. We got dressed and made our way downstairs. I was incapacitated and had a hard time descending the stairs. My legs were jello from the full-body orgasm he gave me. I may not have had the release, but I still received all the pleasure. He laughed at my struggle.

As we walked down the stairs, I realized he had a slight exhibitionist streak in him. The stunt on the roof, sex with the blinds always open… I had a bit of this in me, but in smaller quantity. He was expanding my comfort zone.

When we got downstairs, the fooling around continued until we took a break to order Thai food. It was 10:30. Once that was taken care of, we had sex. I had the first chance on top, and then we swapped. It wasn’t long before he finished all over my back. He was out of breath and in a daze from how amazing it was. I knew I was having a blast, but I was thrilled our time in bed was so enjoyable for him.

Like clockwork, the food arrived. We settled into bed and ate while we watched Smash. I convinced him he needed to see the show so I could talk to him about it. He really enjoyed it, so much so we watched two episodes, eventually switching to dessert. I passed out half way through the second episode. When it was over, we turned out all the lights and went to sleep. I was happy to have the weight off my back after telling him my concerns. I felt comfortable with him once again. I fell asleep with an amazing man in my arms and a smile across my face from ear to ear.

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Glued to the Bed

Waking up with one of the sexiest men I’d ever met, Clark Kent, in my arms would make any morning spectacular. On top of that, I had no obligations to fulfill that day. It was Saturday, and I was ready to lounge around. Sure I had plans to go to the gym and grocery store, but that would wait until much later. Right then, there was a gorgeous specimen of a man in my bed, and I wasn’t going to let him go to waste.

I cuddled and snuggled with him. It was finally 11:00am when I was conscious enough to remain awake for more than a few seconds to shift our spooning positions. I don’t think there was a moment we weren’t in contact with each other throughout the night. Even when we were sleeping on opposite sides of the bed, my hand was on his thigh.

Warning: The following may be too graphic for some. When we woke, things started slow and progressed rather quickly. We were both naked before we knew it. Eventually, we found ourselves in a familiar position. I had my face buried in his backside. He always derived great pleasure from this, and I wasn’t shy about delivering. I even pulled out some of the tricks I learned in the Tickle My Tush book once again. Oral penetration eventually led to full penetration. He felt amazing, and I was not in any hurry to stop. Every thrust was better than the last, however, whenever I slowed the pace to both give myself a break and to enjoy the friction, he would protest, “DON’T STOP!” I picked the pace back up again and pushed as deep as I could go. He let out constant moans of pleasure, this time at a decent volume until he needed to stop to catch his breath.

He immediately turned over to face me with a look of exhaustion/excitement in his eyes. “Baby! You feel AMAZING!” he exclaimed. I dove on top of him and began to kiss him passionately. I told him how great he felt as well between zealous kisses. I took his legs and lifted them high and began to penetrate him again. It felt incredible. When I finally stopped, he said, “I love when you take me from behind, but this way… I dunno. You just hit the spot every time!”

We laid intertwined with each other enjoying the moment. We had great sexual chemistry. It had been such a long time since I’d shared that on top of chemistry outside the bedroom. Standard issue seemed to be one or the other as of late. CK was the full package.

After considerable amounts of cuddling, he climbed on top of me while I arched my back and gave him everything he wanted. I knew that morning my roommate’s friend slept over. I’d already heard them up and talking. I was a bit reserved in my morning romp with CK out of slight embarrassment. While I didn’t care if they knew I was having sex, I didn’t want to be overly loud about it. I buried my face in the pillow and let out my grunts and moans through a heavy down filter. When the moment hit, he pulled out and finished on my back.

Most straight women don’t understand this, but when a guy finishes on you, it can be incredibly hot, not something to turn your nose up at. It is a sign that you truly excite them. For me it’s validation, and it’s an incredible aphrodisiac. Many times, seeing a guy shoot is what it takes for me to finish as well. He asked where I kept the towels, but I was incapable of words. Only grunts came out. I tried with all my might to use my arm to reach down to my nightstand drawer, but no matter how much I concentrated, I could not move. I finally gave in and just lay there accepting defeat. “I’m glued to the bed,” I told him. “You will be glued if you roll over onto your back,” he added through a laugh. My body was in full orgasm. After about ten minutes, I regained composure and handed him a towel to wipe my back.

We rotated and lay in each other’s embrace. I was enjoying everything about him. He was witty. He was fun and adventurous. He was smart. He was incredibly sexy. Most of all he was passionate and caring. He was exactly what I needed – Exactly what I was looking for. We enjoyed the embrace for some time before he finally began orally pleasuring me – One of his favorite activities.

This time it felt amazing. I closed my eyes and concentrated on how good it felt. I imagined penetrating him and his mouth being his insides. It felt amazing. I thought about how good it would feel to explode inside of him, and that’s when it finally happened. I gave out a warning, and began to explode like a fountain. CK was greatly excited by this and took advantage. “Wow! You really weren’t kidding. Hidden talent indeed,” he added. I simply smiled and began giggling from his gentle touch tickling me.

I was so incredibly relieved. I’d finally finished with him. I didn’t want him to take it personally or worse, think I was broken. I told him early on of my issue, but he seemed to be quite understanding of it. That doesn’t mean he didn’t bring it up periodically, further stressing me on the issue, but regardless, I finished and made him happy.

We made our way to the shower, where the fun only continued. We quickly found ourselves back in bed together sans clothing or towels. We just lay intertwined for almost an hour. We’d already spent the entire morning and part of the afternoon together in bed. He was answering texts on his phone periodically and showed me a text from his mother. It mentioned being at [One Gay At A Time’s] and her reply was: “Hoboken sounds nice. Why don’t you look for a place there?” However, he told me he couldn’t afford any studios in Hoboken. I was touched he’d mentioned me to his mother and was excited he actually entertained the idea of living in Hoboken.

When my empty stomach couldn’t take it anymore, I suggested I make us breakfast. I told him to stay in bed while I whipped something up. I took some of my world-class pork and apple sausages out of the freezer, scrambled some eggs with cheddar cheese, and buttered some toast. I returned to the room to get his coffee flavor or choice and let him know breakfast was ready. He emerged shortly thereafter and joined me for breakfast. “If you’re trying to win me over, you’re going about it all the right way!” he said after shoveling some of the sausage into his mouth. This was the second time I’d heard him say this.

After we finished eating we made our way to the couch. We were both shirtless the entire morning and afternoon. My roommates and their friends came and went and we paid them no attention. We watched TV and movies all afternoon. When it was getting to be about 4:00, he admitted defeat and suggested he just stay. He wasn’t going to make any progress finding an apartment at that point, and he much rather stay with me anyway. With that, we both smoked a little and enjoyed each other’s company in front of the TV.

We ordered Mediterranean for dinner, opened a special bottle of Malbec I’d been saving for the right guy and had more of the pineapple upside down cake for dessert. We watched Bridesmaids and other movies the rest of the night. We stayed on the couch all day until we both passed out. When he finally woke me, it was 1:30am, and we made our way to bed. I was exhausted, and I’d done absolutely nothing all day long. It was some of the best absolutely nothing I’ve ever done. Every last second of it.

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Hoboken Seconds

Today is another Fast Forward Friday!!!  

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 our date on Monday, I wasn’t sure when I’d see Chelsea again. Things were moving forward at a nice pace, but I still wasn’t diving in like I normally do. What was holding me back? Was I finally going about things the right way? Was I not fully interested in him?

That Tuesday was his last day in his current role at his job. He went out celebrating with coworkers, and when they were nearing the end of their evening of drinks and fun, he texted to ask if he could come by. Two days in a row. I certainly didn’t have a problem with that. He obviously wanted to see me, and I was very happy about that. One of his coworkers lives across the street from me, and they were able to share a car. I told him I’d be thrilled if he came over.

When he arrived, I could tell he was quite tipsy. It was cute how he couldn’t hold his liquor. Alcohol gets him quite lubricated. He was very flirtatious once again, as he was at the end of our first date. Everyone was buying him drinks since he was no longer be working out of that office. His new territory was Massachusetts, Connecticut, New Hampshire, etc.

We started with some kissing when he walked in the door. I took his hand and led him to my bedroom. He was wearing a full suit, so I found him some more comfortable clothes. In the middle of changing, we began to fool around. It was fun. He was a good kisser, and we were making out all over my bed. I liked having someone of the same size to hold, kiss and roll around with. This time around, he certainly wasn’t shy about being in just his briefs. We had a lot of fun with each other and still no sex. And, I was fine with this. I knew things would progress slowly, and I was quite happy about that. ( I was missing sex a little).

He was a sweet guy, but that night was a little different. I saw a side of him I hadn’t only caught a glimpse of. A lot of his drama started pouring out, and I realized he had just been trying to keep it all down in an attempt to not scare me off. Now, I was getting to see the real Chelsea. I went to bed with a different picture in my head. Was this what was holding me back? Did I think maybe he was a bit too gay for me?

We watched TV and ate some dinner. a lot of the little things I ignored previously were bothering me that night. We went to bed at a reasonable hour. After sleeping together twice and it not ending well, I made a suggestion at the risk of sounding cold. I told him there was no need for us to snuggle while we slept. I tried to be honest and realistic about it. I said, “We can cuddle and snuggle, and when we’re ready to fall asleep, we can curl up on opposite sides of the bed. That way you will get a good night’s rest.” I also took this as the opportunity to tell him I wanted to go for a run the following morning. I was finally getting into a workout groove, and I didn’t want to throw it off. I could sneak out while he was still sleeping, and when I returned we could get ready to head into the city together. With that, we both went to sleep on opposite sides of my California King bed.

I woke in the morning and quietly snuck out to pound the pavement. I had a good run. I needed to clear my head, and the run was just the ticket. When I returned, I hopped in the shower. When I came out of the shower, I gently woke Chelsea. Normally, I would have slipped back into bed with him to cuddle, but I wasn’t feeling it. It was then I realized I wasn’t particularly sexually attracted to him. He was very shy about his body, and while I enjoyed the slower timeline and waiting, a part of me knew it was an important part of the relationship I couldn’t ignore. I’d sacrificed that in the past too many times. I wouldn’t make that mistake again.

I continued to get ready. I was pretty quiet, but then again, I usually am after I work out. I’m also not a morning person to begin with. I either get quiet or I become combative, as my mother learned many a time riding home from swim practice in high school. There was little talk and discussion as we got ready for work/for him to head back home. When we emerged from my room, I found a mess left by my roommate. I detailed to him why I was so annoyed and how this was a common occurrence.

The walk to the PATH wasn’t exactly full of chatter either. I struggled to think about things to talk about. I fixated on his new job and asking the questions about how he was going to handle it. Subconsciously, I was noticing all the things in the back of my head I’d brushed aside once again. Now, my cons list was growing.

When we got to his stop, I gave him a quick peck on the lips. I could tell it made him uncomfortable, but I was trying to force myself to stop being ashamed of being gay. If he were a woman, I’d have had no problem kissing her to say goodbye on the PATH. Why should I censor myself just because he was a man?

Later that day, I received a text from him asking me if everything was okay, or was it my roommate. I blamed my quietness on being annoyed with my roommate, but in reality, I was no longer looking at him as a prospect.

That weekend, I went shopping with my friend, P. While at the Woodbury Common Outlets, I got a text from Chelsea asking, “Will I see you at the end of the week?” I didn’t want to drag this out. I decided in my mind I was no longer interested. It was going to be tough to convince myself otherwise. I replied, “[Chelsea], I don’t want to lead you on or anything, but I’ve been giving it some thought. I just don’t know if we’re a strong match. You’re a really nice guy, I just don’t know you’re the guy for me. I want someone who is going to be around more… That’s important to me. Hope you understand.” Immediately, he responded, “Yup. I feel the same way :). Anyways, all good here. Please do me a favor and put me in touch with your friend about subletting my apartment, and I’ll see you sometimes in the city :).” I don’t know if that was his way of protecting himself emotionally or if it is how he truly felt. Either way, it was a clean break. All was good, and we could still be friends if we ran into each other in the future.

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Chelsea Lately

Since we saw each other over the weekend, I had tentative plans to see Chelsea again on Monday after work.

I texted him during the day to figure out somewhat of a game plan. When I finished work, I walked to his apartment in Chelsea. He buzzed me in, and greeted me at his apartment door with a kiss. I got caught up on his day a lil’ while we sprawled on the couch a bit. He was in a good mood and was very talkative. After we lounged a bit, we started talking about what we wanted to do for the evening. Between the two of us, we couldn’t really come up with a game plan other than to find drinks and food somewhere.

He finally suggested Sushi Samba. I had never been, but I had their food before. It was amazing. I knew it was a little pricey, but I wasn’t really under a budget these days. As long as he was cool with it, I was game. We walked through the West Village, my favorite neighborhood in the city. We talked as we walked and had great conversation.

We sat at a table on the upper terrace of Sushi Samba since it was an unseasonably nice day, so we decided to order summery, fruity drinks. I ordered a melon drink and he ordered something with passion fruit. Both drinks were excellent, but ironically we enjoyed the other’s drink far more. For the next round we ordered the same, but swapped. We also decided to order a few small appetizers. Everything was great, and I was having a really nice time with Chelsea. We were both relaxed and enjoying the night. It just felt easy. Nothing was forced. I was liking him more and more. He was masculine enough. He was tall, good-looking, a sweetheart… There was little I could find to complain about.

On top of all this, he insisted on picking up the tab when it arrived. No matter how much I protested, he wouldn’t let me split the bill. Finally, I gave up. I was a bit shocked as well, because the tab came to $130 for drinks and apps. We hadn’t even gone to dinner yet — That was next.

One of his friends worked at a Brazilian restaurant nearby, Berimbau, and after trying to get ahold of him, he finally got the address. We made our way three blocks to the restaurant and were seated at a cute, romantic table for two. We decided what to order and both enjoyed our meals. The conversation continued to flow while we ate and even a little under the table leg stroking occurred. I was happy. This guy was turning out to be quite a catch.

While I was rubbing his knee, we started talking about PDA, and I came to learn he wasn’t very big on it. I find myself being a bit shy with PDA as well, but if the right guy gets me out of my shell, I go with it. I’m still building up that comfort level. He, however, did tell me he certainly had no problem with the leg rubbing. He was rather enjoying that, and so was I.

We shared dessert, and I insisted on paying the tab. He didn’t put up a fight.

We walked back to his place. It was a really nice night, and we enjoyed ourselves. Everything felt easy and casual. I liked that a lot. Things were going well, but for some reason, something was still holding me back.

I was pretty tired by the time we arrived back at his place. We hopped into bed and fooled around for a bit. I still had no idea if he was a top or bottom. I wasn’t looking for sex, but I was curious if I could find out the answer. I began to slowly inch my finger toward his bottom until I was “knocking at the door,” but he rather quickly jerked my hand away and stated, “I’m going to have to mentally prepare before that’s going to happen.” I laughed, and we both shrugged it off. That told me he didn’t normally bottom, but he wouldn’t be opposed to it after we got a little more comfortable. After another bit of time, we snuggled up and dozed off.

Once again, we both slept poorly. I was up every five minutes throughout the night. I woke up exhausted. To make matters worse, it was incredibly gloomy and rainy, and he didn’t have to go to work. I did. He sprawled out on the couch in his briefs. He certainly didn’t have a problem stripping down in front of me anymore. He sat there visually teasing me while I got dressed. I came over and joined him on the couch for the little time I had left before I needed to make my way to work. I needed to get a little before I left. The teasing was a little too much for me. I stood, gave him a kiss, gave his package a gentle little squeeze and made my way across town.

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A Perfect Weekend

PR and I had a lovely dinner and topped out night off with a scary movie marathon. When we were sufficiently scared and tired, we went to bed.

I purposely turned off my alarm that night because there was nothing pressing to wake up for in the morning. We could sleep in and enjoy each other’s company in my uber comfortable bed.

I liked sleeping with PR. We snuggled and cuddled before finally dozing off. He didn’t wake me throughout the night with tossing and turning like so many others do. We slept well together. Of course, in the morning, we shared more than just cuddling or spooning.  There was still plenty of snuggling, but things escalated to a new level with the discovery of his matching morning libido. We didn’t have “sex,” as in we didn’t have penetration, but we did just about everything else.

Warning: The following may be too graphic for some. While our mouths went wild exploring every inch of each other’s bodies while our hands enjoyed the touch of skin in symphony. I was constantly lingering at his back door as well. I was testing his limits. I wanted to see how comfortable he was with me back there.

He even mentioned his interest in bottoming for me, but it wasn’t going to happen immediately. He needed to warm up to it first; rightfully so, considering it’d been years since someone penetrated him. I was willing to be patient. I was just concerned that it would happen at all. His willingness to play ball in down the road was reassuring.

It was late when we finally motivated ourselves to get out of bed. I think it was our grumbling stomachs that finally inspired us to make moves. I cooked us another breakfast while he sat on the island chatting with me. I was getting used to having him around, and I liked it. He was a very caring and sweet guy — A hopeless romantic much like myself.

After we ate breakfast, we cuddled a lot on the couch. I was still horny from the morning romp and started to get frisky, pulling down his shorts and exposing his ass. He was getting a little bashful since we were in front of my apartment widows with the street below, but chances are no one was able to see him. At one point, I even completely removed his shorts. It was cute watching his bashful squirm. I was starting to get off on it.

We decided to go to the gym, so we finally picked ourselves up off the couch and went to the bedroom to get ready for the day (now that it was about 3:00). Of course we didn’t simply get changed and head to the gym. We got frisky once again as I pulled him onto the bed. He certainly wasn’t complaining.

My motivation to have bigger biceps finally overtook my sexual desires, and I suggested we finally get ready for the gym.  He went home to change, and I got dressed. He was starting to take a long time, so I told him I’d just see him there — I was on my way.

I nearly finished my workout before he arrived. It was slightly awkward cause I wanted to kiss him when I saw him, but I didn’t want to make a scene. We had plans to go to a Super Bowl party together, so I told him I was going to head home to shower and get ready. I implored him not to doddle since I didn’t want to arrive at the party after the start of the game. He assured me he’d be ready in time.

Once again, he was running behind, but after hopping in a cab, we arrived at the party just in time for kickoff. A lot of my friends were there, so I introduced him to everyone. This was going to be a test. He would he interact with my friends? Would he be outgoing? Would they like him? I care a lot about what my friends think of the guy I’m dating. I was trying out a new strategy this time around. I was introducing him to them much sooner than guys past.

The whole time, I sat next to him on the couch watching the game, I wanted to hold his hand or have him sit in front of me in my arms, but it wasn’t that kind of party. I would keep my hands to myself. I wanted to jump his bones the whole time we were there. I was showing restraint however.

When the game ended, we walked home with D. The majority of the second half, I kept expressing my desire for cake, so we decided to stop at the A&P and grab something. D got some cake as well, and since he lived nearby, we made a pit stop at his place to relieve our bladders and snag a bite of his cake.

PR came back to my apartment to share the carrot cake I bought for us. While we walked, he asked me the most forward question any guy on a date has ever asked me: “Have you ever had any STDs?” I paused for a moment in shock. I indeed did, and it was an embarrassing story. I wanted to know if he equally shared in my shame before I would volunteer that information. He told me he did, so I explained the time I contracted chlamydia. He then recounted the story of the time he got crabs. It was a bizarre but interesting conversation.

While we ate cake, we discussed zodiac signs. We looked up each of ours and checked the compatibility. I don’t believe in that sort of thing, but it was fun and something to pass the time. We moved things to the couch to relax and discussed everything. I told him about all my exs and he told me about all his. We sat there talking until we realized it was 2:00am. I asked him if he was going to stay the night, and he graciously accepted.

Sleeping with him just felt so right. I was happy to have him there. He was a good guy, and I was really enjoying his company. I liked where this was going, but his future was a little uncertain. He was applying for numerous jobs and attempting to figure out a more permanent living solution. For the meantime, we were meshing so well, and I was enjoying every minute of it.

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Not Tired of Me Yet?

Apologies for all you who got my draft post sent out today. I didn’t realize I had it scheduled for release before finishing it. Please disregard! And apologies for the late post today.

Back to your regularly scheduled program.

So last we left off, my Grindr friend/neighbor, who I will now call PR (short for Puerto Rican), and I were making out on my chair in my living room after a night at the bars and some Cluck U chicken.

I’m sure you’ve been wondering what happened next. Well..

After some making out, I grabbed his hand and led him to my bedroom. We had our fun letting our hands explore the other’s body. Things escalated from there until we finally dozed off for the night. He wasn’t the sexiest guy to enter my room, but we certainly had a good time together. I really enjoyed cuddling and making out with him, as well as many other things we experienced that night.

When we woke in the morning, we didn’t get out of bed. We spent a majority of the afternoon laying there spooning and cuddling and just talking. I really liked how frank he was about things. He didn’t sugar coat or try to impress me. He was being real. This is a quality I seek out in men. It’s very important.

After some time, he asked the question I knew was coming, “Soooo, are you a top or bottom?” I told him I was a top. I quickly learned he too was a top. This, of course, was followed by a long awkward pause on both our parts. I wondered in the back of my head if he was convertible. He told me it was nine years since the last time he’d done it. That left a glimmer of hope that he had done it in the past, however, nine years is a long time! Maybe this was doomed before it even got off the ground. Maybe we were simply sexually incompatible. But, I liked him. I wasn’t ready to walk away from it just based on this.

After more chatting, we started to fool around some more. Warning: The following may be too graphic for some. We orally pleased each other for some time. He felt so good. Finally, we finished ourselves off laying next to each other. It took some time for both of us. When we did, he mentioned how it takes him a long time to finish. I kissed him strongly. I told him how good it was to hear him say that since we both shared that “malady.” I was happy he was understanding.

Around 1:00, we finally got out of bed. I offered to make him breakfast. I cooked up some of my homemade sausage, eggs, avocado, English muffins, coffee, etc. This was serving as our lunch and our breakfast. We watched some TV on the couch while we ate.

Finally, he decided to head home and get ready. We made plans to go out for dinner that night. I had a Living Social I was ready to burn up at Trinity, a nice restaurant on the Hoboken waterfront.

Around 6:00, I met him on the street corner between my apartment and his friend’s apartment where he was staying for the time being. We took a leisurely stroll towards the waterfront, talking the whole way. When we arrived at the restaurant, it was closed for a private event. We decided to go elsewhere rather than wait for dinner because we were both starving. He wanted to go to East L.A. for margaritas. It sounded like a good plan, so I agreed on that.

That night, he had plans to go see a movie with one of his friends. His friend wasn’t getting back to him, so he asked if I wanted to go instead. It wasn’t a movie I was looking forward to seeing, but I had no plans and was enjoying spending time with him. I agreed to go. We talked about many other things over dinner, including the other gay date we were sitting next to. The two guys were younger and we could tell it was a date by what we saw and heard. It was very cute to see — Not something you see every day in Hoboken.

When we finished dinner, we started walking down the street towards our apartments. He decided against the movie since he was tired, so we agreed to just stay in and watch TV instead. I’d never seen the Paranormal movies, and he liked them. We decided to make a Paranormal Activity marathon night of it. We snuggled on the couch the entire night. I was very happy being in his arms, and he in mine.

When the movies were over, it was late. We decided to just go to bed, and I asked him to stay the night…

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Popping the Question

Another night went by, and I was still in the dark about where I stood in Smiles‘ eyes. He had to be somewhat interested, otherwise why would he be sticking around. However, the question remained, was he interested enough for me?

Out of nowhere, Smiles asked me to come with him to see a Christmas play in New Jersey. One of the men he worked with on his movie wrote a spoof on the Nutcracker and thought to ask me to come with him.

I was so frustrated! I was getting mixed signals in every direction. He didn’t invite me to casual Christmas parties, but he invited me to be his guest for a stage-play. I graciously accepted the invitation, but informed him I had a doctor’s appointment I would have to change if we wanted to get a ride from his friends instead of taking the train.

I managed to change my appointment, so I planned to just make my way to his apartment when I finished. I called him as I walked out of my office, but he told me he was still working. I had nowhere to kill time after the doctor really, but I didn’t exactly feel welcome to go down to Smiles’ apartment and hang out while he finished what he needed to do. I figured I would walk around Union Square and try to find something to kill time.

My appointment ended later than expected, and when I called Smiles after, he told me he was wrapping up work, and I could come by. I asked him if he wanted anything from Starbucks and walked towards his apartment.

We didn’t have a lot of time before we were supposed to be picked up, but just enough time to chat a bit and move a few more of his boxes to his storage unit.

When we got picked up, the driver/writer asked me what my connection was. “I know [Smiles],” I responded. I was purposely ambiguous because I myself would like to know the answer to that question. When he asked for clarification, Smiles spoke up and said, “We’re dating.” I was happy to hear him say it publicly for once, but I still didn’t quite know what that meant. At least it was verbalized. He then elaborated as to how long we’ve been dating. He pinpointed it to around the time of the NYC screening of his film. In my mind, I did the math. That was about a month after I met Smiles. Apparently I was one month ahead of him as far as our timelines were concerned. I’d already journeyed out to The Hamptons to see his film once before that night.

The rest of the ride was casual. Smiles even playfully reached his hand down and tickled my crotch. “That’s going to make for an interesting car ride,” I said to him. Smiles sat between myself and one of his friends I’d met twice before. Some in the car were joking about Jersey, and it was interesting to see Smiles defending it now that I’ve given him a more positive opinion about it. I kinda got to know his friend a little better, and I thought he was a good guy. I liked knowing that I could get along well with one of Smiles’ best friends.

When we arrived in the town, we all went out to dinner. It was pleasant, and I met a few new people. Over the course of the meal, somehow it came up that Smiles used to be a dancer. He’d taken classes throughout childhood. This was news to me. Even his good friend didn’t know about it. When I went to make a comment, Smiles jokingly shushed me out of embarrassment. He told me I wasn’t allowed to bring it up again.

We got to the theater and took our seats. Our group was all over the auditorium. Smiles and I were nowhere near anyone else. Before the show started, we cracked a few jokes and made some sexual innuendos about the Nutcracker on the stage curtain. I liked the playfulness I was witnessing in Smiles for once.

The show was far from good, but I had fun with it. I wasn’t expecting a Broadway hit. Smiles was nonplussed.

We got a ride back, and swapped Smiles’ friend for another. When we were getting in the car, Smiles had the friend sit in the middle. I’m significantly taller than anyone in the car, so I wasn’t going to sit in the middle, but the fact that Smiles wasn’t willing to make that sacrifice to sit next to me I found VERY off-putting. I sat next to a stranger, which I’m comfortable with, instead of the man I was dating for an hour-long car ride.

I became the topic of conversation once again. This time it was about my origins. They were surprised to learn I grew up on a farm. “Oh. A farm boy. Better hold onto this one [Smiles],” the driver exclaimed. The rest of the ride home was casual as well. They were kind enough to drop us at my apartment since Smiles was spending the night.

It was late, so we immediately began to get ready for bed. “What’s with you and the purple underwear?” he said. I informed him it was navy. I showed him my one pair of purple underwear and said, “This is purple.” I continued with, “What? Don’t you like it?” He told me he did. He was just surprised I had such colorful underwear. I hardly find navy boxer briefs all that arresting, but I went with it.

We hopped into bed and spooned for a little while we chatted about a few random things. I wasn’t going to see Smiles for some time after that night because of the Christmas break, so there was no way I was making it through the night without getting my answer on where we were. Somehow the topic of chatroulette and manroulette came up. I explained to him how it worked and told him it was how I met the first guy I dated.

As time passed, we turned out the light. We were still snuggling when I finally built up the courage to say, “So where are we?”

“Somewhere between Hoboken and SoHo,” he joked. I responded, “That’s an avoiding answer if I ever heard one.”

After a pause, Smiles said, “I can’t be in a serious relationship right now. When I am, I put a lot of myself into it, and I can’t let myself do that. I need to concentrate on my career right now. But, I really enjoy hanging out with you and spending time with you.”

I took a second to absorb what he just said to me. It wasn’t the answer I was looking for, but it also wasn’t a crushing blow. My response was: “I was pretty much okay with whatever answer you had for that question. I just needed to know where I stood. I would like to continue to move forward, but I’m not in any rush or anything.” He knew I wasn’t thrilled with his answer. I don’t know if it was out of fear I would leave or if he truly was concerned with my feelings on the situation, but he added, “If it becomes a problem, let me know.”

We cuddled some more and went to sleep. I was relieved to finally have the answer. I felt a huge weight lift off my back. I was also horny. I tried to seduce him. “If you keep rubbing me, I’m never going to fall asleep,” he retorted. I quickly quipped, “Maybe that’s what I’m going for.”

I didn’t keep putting up a fight. I knew it was useless. He was stubborn enough that he’d certainly win that battle. I made myself comfortable to sleep and tried not to dwell on the news I’d just received. It was time to sleep. Worrying about what he said would only get in the way of that. Tomorrow was another day…

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Movie, No Booty

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.

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