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Closing the Gap

Thursday morning I said goodbye to CK in a rush to get him to work on time. I wasn’t going to get to see him that night, but that didn’t stop us from texting each other. Thursday night, between two of my volleyball games, I text him, “Missing you hard babe.” He was on my mind, even though I was concentrating on the game at hand. He responded, and when the game was over, I told him I was off to the bar that sponsors us to celebrate.

While at the bar, around 10:00, I text him: “Do I get to see you tomorrow?” I stepped outside to call him, but I got no answer. I left him a sweet message, but got no response. When I got home at midnight, I called again, but he didn’t pick up. I did a little stalking to see if he checked in anywhere on Foursquare or if Twitter would give me any leads, but no dice. I went to be disappointed and a bit worrisome. Apparently, much to my chagrin, I’m carrying trust baggage from previous relationships.

I woke in the morning to find a text message: “Hey my baby! Sorry. Bloody phone died last night =/. Of course you get to see me. I kinda need to see you. And hold you. And kiss you. And bite you. Sleep over =].” It helped brighten my day. I responded back asking if he’d rather come to my place, and I could give him a ride back into the city in the morning. I wanted to surprise him by baking cookies since his mother was coming. I thought we could bake them together, especially since there were no sharp objects involved. He texted back explaining he really needed to stay at his place so he could get ready for his mother’s arrival. I said, “Okay.” He responded asking if I wasn’t thrilled with the idea.

I called him to explain and ruined my surprise. He told me how sweet I am. We made plans for me to head home after my coworker’s sendoff, bake and come back into the city. He also told me the bad news he received that he didn’t get the apartment in Brooklyn. He was so disappointed. I have to secretly admit I wasn’t all that disappointed. I felt bad for him because he was so excited about the place, but it would have been tough for us. The island of Manhattan would have separated us, not brought us together. Selfishly, I did a little research on one-bedroom apartments in Hoboken and sent him a few links.

I didn’t have the best day at work. For starters, I had to say goodbye to one of my favorite coworkers. Luckily, she wasn’t going far and would be working with CK. On top of that, my coworkers neglected to celebrate my birthday. I myself don’t really celebrate my birthday, but as a department, we always do something nice for birthdays. This was the second year in-a-row skipping mine. And lastly, when everyone went for send-off drinks, I had to stay behind and finish work.

When I finished working, I met everyone at the bar a few drinks in. I met my freshly ex-coworker’s gay roommate and told him my Grindr story. He was all too familiar with Grind and said, “Awww. Now I want a boyfriend!” It was cute and nice to have a gay man to chat about my man with.

When I had my fill, I left to head to CK’s. When I got to his place, I asked if I could vent for a few minutes. I told him about my bad day and my coworkers’ neglect on the part of my birthday. He comforted me and managed to greatly cheer me up. He gave me my birthday card. I read it, and I was nearly brought to tears. It was incredibly sweet and thoughtful. We only knew each other a short period of time, but he completely knew me at my core. For my birthday, he bought us a session to learn trapeze. I jumped up and gave him the biggest hug. I pulled him in and deeply kissed him. I was so happy to be with him. He was an amazing man, and I was incredibly lucky.

The other part of my birthday present was him. He offered up his body for me to use any way I wanted. I was so turned on by his thoughtfulness and his passion. We climbed into bed and began groping and making out and our bodies intertwined as we stripped our clothes off.

Warning: The following may be too graphic for some. He laid on his back, and I pulled out the lube. When we were both prepped, I climbed on top of him, and the passionate lovemaking began. He felt amazing. This was a special birthday present — One I wouldn’t soon forget. I was incredibly happy just to spend my birthday with him, but to also get birthday sex was truly the icing on the birthday cake.

When we both finished, we laid in each other’s arms cuddling. As it often times was the case with him, the cuddling was almost as good as the actual sex. I always felt safe and comfortable with him. I was crazy for this guy, and I wanted him to be mine and mine alone.

We laid in bed that night watching TV until we fell asleep together with my arms wrapped around him. He was my perfect little spoon. I always slept soundly with him. This was turning out to be quite a special relationship.

I woke in the morning to quite an alarm. Without warning, he removed my boxers and began blowing me. It felt INCREDIBLE! I was already naturally excited, with my morning wood at full staff, but his mouth felt amazing that morning. This was one of the best I’d ever received.

After some time, I took control and began to stimulate my manhood with my hand. The saliva left on it provided amazing lubricant for me to get myself to the edge. While I was doing this, he was busy manually stimulating my prostate with his finger inserted inside me. It didn’t take him long, but he found my spot. It’d been almost a year since someone found that spot and treated it just right. It was a matter of seconds before I exploded all over while my body writhed in spasm. I couldn’t move. I couldn’t speak. I couldn’t even think. I was incapacitated. This was the best orgasm I’d had in a loonnnnggg time.

When I tried to upright myself after laying paralyzed in the bed for some time, I could barely walk. My legs had gone limp and weren’t able to support my weight. I would have nearly collapsed if it wasn’t for the doorframe for me to grip for support.

My old roommate texted me to wish me a happy birthday that morning. He couldn’t believe I was awake that early. The plan for that day was to head to the pier, and he wanted me to head there early. It was 8:00am. I wasn’t heading there that early.

That morning he had to early because his mother was arriving at LaGuardia Airport. He had mentioned his desire for us to meet while she was in town, and I was quite excited by the prospect. This was a big deal, but it wasn’t. I was pretty relaxed in these types of situations, so it wasn’t stressful, but meeting his mother was no small deal. It showed he really cared about me enough to introduce us. I didn’t take it lightly and hoped it would come to fruition.

I said goodbye while he hopped in a cab to the airport and made my way back to Hoboken to get ready to celebrate another year on Earth.

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Ladies and Gentleman, My Boyfriend

The morning after my “wild night,” I woke early. I was happy to realize I didn’t have a hangover, but I had a lot to do. I sat at my desk and went through circulars to make a grocery list, I went over my to-do list, I cleaned my bedroom, did two loads of laundry and sorted through my clothes to get rid of some of them. It was a very productive morning. The only thing I didn’t get done was to make it to the gym.

Around 11:00am, CK called. I didn’t want to call him because I was afraid of waking him. I knew he wasn’t a morning person. I was happy to hear his voice. He told me he needed to do laundry and wouldn’t come to Hoboken until about 2:00. I was fine with that. It allowed me to finish what I needed to get done for the morning.

I planned to head over to the Hoboken Arts and Music Festival around 2:00. That’s what I told P and my sister. As I was walking out the door, he called to apologize for running late. He was just walking out the door to hop on the PATH. Obviously he wasn’t going to arrive at 2:00. I told him I’d be at the festival, and I would make my way to him when he arrived.

I managed to find P, my sister and her friend without much effort. P had her dog, Baby, with her and needed to find her water. I told them I needed to make my way to the PATH to get CK, and they were welcome to join me. They all followed. We waited at the PATH for some time before he finally arrived. It was close to 3:45 before he finally arrived. He was running late as usual. I happily introduced him to the three of them, and we made our way back to the festival to find lunch.

Before he arrived, I had a worry in the back of my head. We were used to showing affection openly, but not in Hoboken. I still wasn’t out to everyone I knew around town, and I had my reservations about PDA. I was trying to get over it. There was no reason I shouldn’t feel comfortable being myself. But, I can’t lie. I was very nervous.

That being said, I greeted him with a hug, and we spent a large portion of the day holding hands and our arms around each other. This was a first for me. I did relax a bit and began to let my guard down.

We found the steak sandwiches I’ve gotten many years in the past and hopped in line. My old roommate (also my favorite roommate) was making his way toward us, so I told him where we were. I introduce him to CK, and he reminded me I’d met the girl he was with in the past.

As we ate, we walked uptown chatting. He mentioned wanting to do something special for my birthday that Friday. He asked if I’d be able to get out of work early, and I told him it shouldn’t be a problem. All I knew about this surprise was that it would cater to my adventurous side. I thought it was incredibly sweet of him to plan something special for me.

When we reached the north end of the festival, I was ready for dessert. I hadn’t passed anything along the way I really wanted, so I decided to hit up Ralph’s for some cream ice. I ordered the peanut butter cookie dough, and we shared it. It was utterly amazing.

P, my sister, her friend, CK and I were all heading to City Bistro to grab a drink on the rooftop bar since it was such a nice day. We found a seat and relaxed. I could tell one of the guys on the roof was making comments about CK and I, but I didn’t care. I continued resting my hand on his leg or putting my arm around him. I noticed two guy I thought might be gay and informed CK of the “Pickle game” I’d learned from Boston in Miami. We agreed they were gay.

The time came for us to head out. CK wanted to go for a ride on the motorcycle, and I needed to start dinner. We had to stop at ShopRite on the way home for supplies, and it was a bit of a walk home. CK wasn’t happy, but he did it — Not without complaining most of the way.

When we got home, we cuddled in bed for a few minutes before I told him I wanted him to help me with dinner. As I put the beef roast in the oven, I asked him to slice the potatoes for the scalloped potatoes on the mandolin. I warned him quite pointedly to be careful since the blade was so sharp, and I’d already cut myself pretty severely on it once, as did my mother. When he was cutting the last potato, he sliced his finger pretty badly.

I immediately ran to his rescue. He was bleeding pretty bad, but not enough for stitches. He sliced off a small piece of the tip of his thumb. He was now the third person to cut themselves on that mandolin (Him, my mother, and myself). He couldn’t believe how well I was handling the blood. I told him I was a lifeguard for seven years and had my own share of accidents involving a lot of blood. “Awww. Baby, you’re my lifeguard,” he said. I bandaged him up, told him to hold his arm above his head, gave him some painkillers and told him to sit on the couch. Maybe asking him to help was not a good idea. I thought it would be romantic, but it turned out tragic.

When dinner was ready, we ate in front of the TV. He raved about how good dinner was. We watched the shows I normally record on a Sunday night. It was really nice to have him fit so nicely into my routine. That was a sign our relationship had a solid foundation.

When we got tired, we made our way to my bedroom. He must have been really tired, and he kept dozing off. I wanted sex, but it was quite obvious that wasn’t going to happen. It’d been quite some time since we had sex, but I would have to settle for some cuddling instead.

He was out cold, so I brushed my teeth and came back to bed. I must have roused him, because he too got out of bed to brush his teeth. We turned out the light and fell asleep in each other’s arms.

It’s rare to find me happier than when I wake up next to him. It’s impossible not to have a smile from ear-to-ear. Warning: The following may be too graphic for some. As per usual, he began to give me a bl*wjob. It was one of his favorite morning activities. He told me he wanted me to finish for him. This is an immediate killer for me. I begin to concentrate on that alone. (I really need to see someone about this!) After a while, I told him it was time to shower. I scooped him up and carried him to the shower. He began bl*wing me outside the shower as well. I was too distracted in the bathroom, so I grabbed his hand and led him back to the bed. He felt amazing, and when he began teasing my boys with his tongue, I used my hand to get me over the edge.

“Baby. You taste so sweet today!” he told me. I was a bit shocked to hear this considering N told me I tasted awful. This made me like CK so much more in that moment. Seconds later, he exploded all over his own abdomen. It was incredibly hot to watch.

We went back to the shower and cleaned up. That morning, we joked about water sports. He threatened to pee on me in the shower. I told him if he did, I would certainly be returning the favor. When I saw his warm stream hitting my feet, I delivered on my promise. Both of us immediately got weirded out, and that ended immediately. “Yea. That’s definitely not going to be a thing!” I exclaimed. He nodded his head in sever agreement. Afterwards, I bandaged his finger once again and gave him a band-aid for the road.

We got ready and made our way to the PATH. I had to say goodbye to him in Hoboken to get my allergy shot, and he hopped on the PATH.

Monday, he called me as I was picking out a wedding card at CVS. He wanted to know if I was still in the city so we could meet up for a bit. I’d just gotten off the PATH five minutes prior. He was hopping elevator, so he told me he’d call me when he got up to his apartment, but I didn’t hear back from him.

I sent him a picture message of a t-shirt saying “I would cuddle you so hard.” He didn’t acknowledge the message. When I called later that evening, he seemed weird. He told me he was reading Hunger Games and sounded like I woke him up. The conversation was very short and awkward, so I just said goodnight and went to bed.

We made plans for Tuesday, but work got in the way for him. I proposed getting together Wednesday night at my place for Revenge again instead. I also left work early to pick up my new custom-made bed. I was so excited! I brought it home and assembled it. It was amazing. I sent him pictures, and he responded, “Can’t wait to break it in!” He also asked me if I would be interested in a show at the Upright Citizen’s Brigade. I told him that sounded great. Later Tuesday night, I texted him, but got no response until 12:30, just after I dozed off.

The question of fidelity did cross my mind for a hot second. I wondered if we needed to have the exclusivity conversation or was that covered under the can I be your boyfriend conversation? It wasn’t that I didn’t trust him, but my mind can run wild at times. I was just going to keep it in the back of my mind until I decided whether it was necessary to bring it up…

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Superman Returns

Sunday, I made plans with my Superman — My Clark Kent. I was very excited and could hardly wait.

I barely knew him, but I could already tell we were quite a match. On top of that, we weren’t even done the first date before he planned to see me again. It was his suggestion for us to catch The Hunger Games Saturday morning while we had breakfast.

I texted him and invited him to come over to Hoboken. We would take the motorcycle out for a ride before the movie. I ran a lot of errands that morning in anticipation of his arrival later in the afternoon. As the day progressed, the weather looked like it would cooperate less and less. The sky was covered with clouds and the wind picked up significantly. It looked like it would rain any minute.

I texted CK and suggested we hold off on the ride, and I just come into the city to see the movie. It would make things less complicated, and it would give him something to look forward to in the future.

He agreed with the new plan. I met him at his apartment with plenty of time to catch the movie. He suggested we hit up the rooftop since I didn’t get to see it the first time I was there. How could I say no to that? When I got to his apartment, we went directly up to the roof. We spent time checking out the sights, cuddling and taking pictures like we’ve been a couple for a year already. I was crushing hard!

We sat and talked, and he suggested we catch a later showing so we could relax and not have to rush to the theater. I wasn’t going to object to anything at this point. I was so happy. I was just going to go with the flow.

We finally made our way to the theater. He insisted on buying my ticket. I protested since there was no reason I couldn’t pay for myself, but he continued to insist. He wanted this to be his treat. I relented, but was sure to pick up the tab for the pretzel bites and soda.

We made our way into the theater and got great seats. Almost immediately, the PDA began between us. It wasn’t gag yourself PDA. We were simply holding hands or caressing each other’s arms. It was my kind of PDA. I was quite enjoying myself!

When the movie was over, we made our way to the street and discussed the film while we walked. This was his second time seeing the movie. He expressed interest in reading the book, and I strongly encourage him to. I was already part of the way through the second book in the series of three.

We held hands while we walked and at times put our arms around each other. I could hear a lot of people making comments, and some even began to shout or hoot and holler at us. A few of the comments were jeers and a few were shouts of support. This was not something I was used to, but it was something I would have to learn to shrug off. I’d walked through the city being affectionate with other guys before, but it never gathered this type of reaction. At one point, CK acknowledged the comments, asking, “Are they still honking at us?” I told him I thought so, and we kept walking. Frankly, I was a little surprised by it all. We were in midtown west — Smack dab between Chelsea and HK, two of the gayest neighborhoods in NYC. I had a feeling a lot of the commenters were out-of-towners, and many of them were young guys.

When we got away from the crowds, he commented how he liked how I was into the hand holding. “Not all guys are into it. I’m glad you like it,” he added. I told him I liked little signs of affection, but I wasn’t into the far more obvious public displays. I told him I’m not much for making out in public.

He also mentioned the idea that had we planned better, I could have brought clothes to wear to work the next day and spent the night, however, he was happy we weren’t taking things for granted. He was happy with the pace of things, even though he wouldn’t have been opposed to sharing his bed with me.

We stopped by Pinkberry on the way back to his rooftop as per his request. We ordered ice cream and shared spoonfuls with each other as we walked up the street. When we got back to his place, we headed straight to the roof.

We laid on one of the outdoor couches together and got comfortable while we ate our ice cream. We talked for a while before we ended up making out. Things stepped up to the next level when he undid my belt and began orally pleasuring me with one eye on the door. It was risky but I wasn’t fully exposed. I liked his passion and excitement. I’d finally met my match in terms of a decent, normal guy with a healthy sexual appetite.

After some time, he asked, “You wanna continue this downstairs in my apartment?” I told him I was totally game, and we descended the stairs.

Warning: The following may be too graphic for some. It wasn’t long before we were both naked in his bed. There was significant foreplay before he asked if I wanted to penetrate him. I was completely engulfed in our passionate romp and nodded my head in definitive agreement. “Yes! Like no other!” I added.

Then, I’m not sure how things switched so quickly, but as I was grinding on his backside, and stopped to put on a condom, he turned to me and said, “Can I f*ck you?” A long time ago, I made a rule for myself I would not bottom for a guy unless we were in a relationship. It wasn’t something I really enjoyed, so only special guys would receive the privilege. I had very strong feelings for him. I wanted to share something special with him already. I could hear A’s voice in my head telling me no sex until the third date, but that voice in my head was no comparison to the passion of my other head. After all that thinking, I said, “Yes.”

Like that, he started making out with me, and he had me on my back. While we were making out, I set the open condom down on the bed. He was already putting it on. I thought he was going to top me after I topped him. I didn’t realize I was giving up my position first. I was a little disappointed, but I let it happen anyway.

I told him it was a very long time for me since any guy had been inside me. I told him he’d have to go VERY slow. He began to slide in when I gripped his leg and implored him to stop. He told me to relax and just hold it there, but I insisted he pull out. I needed a break before we could continue. I know he thought it would be better if he simply held it there, but I was being painfully stretched. He wasn’t exactly a small guy — Quite the opposite. He pulled out, and I could see the disappointment on his face. He thought that was it, but I wasn’t giving up that easily. I just needed a second to relax again. He began kissing me in a caring way. It was as if it was his way of saying, “I never want to hurt you again.” When I regain composure, I directed him to begin again. Delight spread across his face at this news.

This time was much easier. He slid in with no problem, and began gyrating. It’d been some time since my prostate was stimulated like that, so part of it was discomfort and part was unexplainable pleasure. I never finish from bottoming, but I always have a full-body experience. I rarely can walk afterwards — Not because I’m so sore but more so because my legs go limp.

He continued until he was close, pulled out, ripped off the condom and shot all over my chest. It was very hot to watch him explode with gratification. He expressed how great everything felt, and we both laid there incapacitated. He told me how awesome he thought it was that I would flip so readily and let him top me. I told him I thought it was the best way for any healthy relationship. Both partners get to experience it all. Even though I didn’t always enjoy bottoming, I found it to be the ideal situation.

We cuddled for hours after that. We even dozed off for a period. When I woke, it was two am. I checked the schedule for the next PATH and made sure I was on it at 2:30. I said goodbye to him with a very passionate kiss, and we talked about when we’d get to see each other next. It was clear I couldn’t get enough of him. Now, the question was, did he feel the same way about me?

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Valentine’s Letdown

Valentine’s Day had arrived. I managed to find myself single once again. I have yet to celebrate a Valentine’s Day. The one year it came while I was dating Broadway, we couldn’t be together because I got shipped off for work to the Midwest.

I ended my intense weeklong relationship with PR just the night before. I knew it was bad form to stick to our plans to go out for a romantic evening if I was just going to be faking it.

Just because I wasn’t going out for a romantic dinner doesn’t mean I wasn’t looking forward to the company of a man. For some unknown reason, I was exceptionally horny that day. Granted this has become the norm, and I’m starting to wonder if I may have a problem. However, I wasn’t stopping myself from exploring possibilities that day. I was single and ready to mingle.

I was all over Grindr and even pulled up the OKCupid app to see who was around my area. When this produced little results, I began to filter through all my previous Grindr, Adam4dam.com, OKCupid, and Manhunt contacts to see if there maybe something I missed or someone I wanted to revisit.

I messaged a few guys and asked what they were up to. The ones who I hadn’t spoken to in quite a while I asked how they’d been since we last spoke.

One guy hit me up on Grindr. I was pretty horny, so I wasn’t being picky. He was just offering to come over and give me a blowj*b.  I at the very least had a fallback. I was really looking to get it in, but I would settle for him if no candidates produced themselves.

I wasn’t happy with who I was becoming. Once again, I was letting myself get out of control. I needed to reign in my sex life, but that day, I just wanted to get it in. Tomorrow is another day.

I started chatting with the guy I’d gone on an awkward date with. We’d already talked about trying to figure something out about getting together again. I could tell he was more interested in sex than a relationship, but there was also still a glimmer of hope there for something to bud. I don’t claim to be a pro in the bedroom, but I do think, based on previous feedback, I am pretty damn good between the sheets. Maybe I could win him over that way.

We went back and forth for some time about him coming over. He wanted to go to the gym and hadn’t left work yet. Apparently I didn’t give him enough notice, but I could tell he was very interested. We talked about the logistics, and I made some great progress imploring him to come over. He told me he’d try to get his errands done and then he’d be in touch.

In the meantime, I had the blowjob on hold. I told him I had some work to do, and I would get back to him. He wasn’t thrilled, but he accepted my proposal of postponement. I told him I’d reach out to him as soon as I finished my work.

Finally, I got a text message. It appeared we were going to have our “second date” after all. He was wrapping up a few things and then he’d be over. He informed me he was bringing his c*ckring and poppers. I told him that was fine, but I wouldn’t be partaking in the poppers.

I immediately hopped in the shower to clean up, shave and prep for his arrival. I also opened a bottle of wine so we could relax before just jumping in the sack. I wanted to seduce him a little.

When he arrived, he was slightly awkward. I poured him a glass of wine and we sat on the couch chatting and drinking. When I felt the moment was right, I made a move. I was all but on his lap kissing him. And that’s when I learned why he was still single.

He was the worst kisser I’d ever been with. I thought he was going to eat my face. All that time I spent staring longingly at his lips, and that’s how he chose to use them. It was a very sad Valentine’s Day. I tried to soldier on past it. I tried to lead him and make-do the best I could.

Finally, I stood up to take a break, took him by the hand and led him to my bedroom. We slowly undressed each other. I was enjoying peeling his clothes off one by one. As I did, I was groping his entire body. He had a very sexy body and great skin. I couldn’t stop feeling him up.

Warning: The following may be too graphic for some. We laid head to toe and began orally pleasing each other. Eventually, he stopped to put on his c*ckring and grab his poppers from his jeans pocket.

When he came back to the bed, I began orally pleasing his bottom. He had a great a$s and manscaped very well. I was enjoying myself, but it didn’t seem I was doing the best job for him. That’s when I learned he doesn’t really get anything out of it, he told me apologetically. I didn’t understand because long ago he told me he was a bottom. I also recalled how much stimulation he got from his nipples, so I concentrated on them. He went wild.

A short time later, we laid next to each other stimulating ourselves. It didn’t take long before I finished all over his chest per his request. For once it didn’t take me forever to climax. As soon as I finished, he too exploded on his chest.

After giving him a towel and we both cleaned up, we laid next to each other in bed. I wanted to cuddle, but he didn’t seem the type to I just put my hand on his inner thigh. We chatted about the most random things. He was staring at my bookcase, and we talked about some of the books on the shelf. I pointed out my only gay book on the shelf, Beaches. It’s a picture book I like to page through periodically. He told me all the gay books on his bookshelf deal with barebacking. A huge red flag went off in my brain! Was he into barebacking? I didn’t ask him to elaborate, but I wish I did.

That’s when I hopped on his back and began to give him a massage. I have very large and very strong hands. I like to put them to good use. Apparently he was a little more delicate that I anticipated. He asked me to lighten up a bit, but he was enjoying what I was doing. I noticed how he analyzed everything. He really was a headshrinker.

When I stopped, he started inspecting my skin. I recalled on our date how he wished he was a dermatologist. He was very complimentary of my skin and complexion. I appreciated the compliment, but the delivery was incredibly awkward. He was not an easygoing guy, and I started to realize how little I was attracted to him. On top of that, I was starting to get an irritation on my neck from where he was trying to eat it. I knew then this would not be a repeat offender.

With that, he got dressed, collected his things, and we said goodbye at the door. He left very unceremoniously. I had no plans to reach out to him again after that. We’d had such a long history, making it weird, but we’d only really known each other a short while. He too had no plans to reach out to me.

Ironically enough, he messaged me on Grindr the other night, but of course this went nowhere.

Now, the only question is when and if I unfriend him on Facebook and what are the consequences?

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