Posts Tagged new

Stood Up Twice But Third Time’s a Charm

So much for getting things out of my system while in California. I was supposed to find myself while I was out there. I was supposed to calm down with the hookups. If anything, it had a converse reaction. Maybe it jump-started my libido. Since I arrived home, I had one meaningless one-night stand/hookup, and hooked up with a guy I could possibly considering seeing again. What was I, in college?

Wednesday at work, I was back to my old habits. I was all over Grindr searching for guys to go on dates with. The problem was none of them were looking for dates, so I decided to fill the time between dates with more hookups.

I hit up one of the guys in my favorite list, but he was really just interested in sex. We tried to make plans to meet up, but were having a hard time finding a location. He proposed an adult video store booth, but as you can imagine, I wasn’t onboard. He also wanted to go bareback, but I’d learned my lesson with that. No more taking those kinds of chances. When I tried to make more realistic plans, he flaked.

I started talking to one guy who was really hot. He wanted to hookup badly, but he needed time. He needed to prepare, which I can heavily respect, but he was also visiting. He needed to go out and get supplies to perform said preparation and needed to find poppers. It was pushing 6:00, and I wasn’t going to hang around the city any longer. He ended bailing on me, so I made my way home alone.

Two guys flaked on me; however, talking to them got me riled up. My libido was hungry. When did I become such a horn ball. After 25 years of basically no sex, you think I’d be fine going home with just my right hand.

I had an ace in the hole though. I texted the Middle Eastern guy from the pervious night and asked if he wanted to come over again. I don’t think I lifted my finger off the send button before I got a response back. He was certainly interested, but had to come over later after class. He wouldn’t arrive until around 10. That was fine. I figured out other things to do with my time, like eat dinner.

When he arrived, we went straight to my room, but I’m sure, much to your surprise, we didn’t immediately jump in the sack. We kissed for a bit, but then we simply laid next to each other cuddling while we watched Modern Family. We are both big fans!

Every time there was a commercial, he took the opportunity to kiss me passionately. There were no complaints from me. He was a great kisser. He had perfect lips and knew what he was doing. We also took the time to chat a bit. I wanted to get to know him a little. He lived with a bunch of guys in an apartment and even shared a room with a guy. None of them knew he was gay, and he recently broke up with a girl. He told me he’d been on a handful of Grindr meet-ups, but none were anything like what we shared. He told me how much he enjoyed the previous night and how much he thought about me all day long. It was very flattering, and a little alarming. This kid was falling for me — and fast. I needed to make sure things didn’t get out of control because I didn’t want to hurt him.

I couldn’t tell him what I was looking for because I didn’t know what I was looking for. I really wanted to find a boyfriend, but I wasn’t sure he fit the bill. This was new territory. I’d never dated anyone so much younger than me, let alone still in college. He was a really nice guy, and I could tell his friends loved him, but I was still conflicted. He was very mature, but nonetheless, he was still in school.

When the show was over, the making out led to heavy petting. Things escalated, and I invited him to spend the night. While naked, he walked to the bathroom to take out his contacts. I watched him from the bed, staring longingly at his body. I told him how hot I thought he was. He really riled me up. I loved the innocent confidence he exuded. It was incredibly sexy.

He told me he wanted to go to bed horny so we could wake in the morning and have some real fun. It was late, and I was tired, so I didn’t oppose. With that, he rolled into little spoon position, and I pressed my naked body against his in big spoon position. It felt so comfortable. It felt so right.

In the morning we both woke to the sound of my alarm — strategically set early to allow for time to play. We were both in a very frisky and playful mood. He certainly wasn’t shy about kissing. He loved it and did it often.

Warning: The following may be too graphic for some. While we embraced each other, he whispered in my ear how he wanted to ride me. I certainly was in no position to deny him this privilege. I was looking forward to it. I was shocked, him being so new, how much he was gung-ho about bottoming. I think he discovered he’s really a bottom. He hopped on, and it felt great. He came really close to finishing, but never did. I knew exactly what was happening, so I didn’t put any pressure on him or comment on it. That would only bring it to top of mind and make it worse.

He had to stop. He wanted to keep going, but told me he was sore. He informed me that I was a big guy. I’d never really thought of myself as big. I always thought of myself as average. But, as of late, I was informed otherwise. (This is not something that is important to me, but it is quite the ego boost to hear).

We laid next to each other once again pleasuring ourselves while he laid in the crook of my arm. I finished after a few minutes. I was happy things were turning around for me. It wasn’t taking a long time for me anymore. I was far from a one-minute man, but my mental block was easing. This wasn’t the case for Middle Eastern (will be called M.E. from now on). He never finished, but also never complained. He noted, “I can never [finish] after you’re inside me. I can’t explain it. It feels amazing, like a full body orgasm, but I just never shoot.” I knew exactly what he meant. I told him it’s just part of sex sometimes. I wanted to ease his mind.

With that, we both hopped in the shower, and I took the opportunity to wash him from head to toe with a bar of soap and my hands. It was really sexy and slightly romantic. We both enjoyed it. Then he did the same to me. It felt great!

While I get ready in front of the mirror, he noted its existence. He complimented me on what I was wearing to work. He really was charming and sexy. I was really starting to like this kid. I just worried we wouldn’t be able to have a real relationship. He was in the closet and in college. He told me he wasn’t hiding it anymore, but he was advertising it. I understood, but I just wasn’t sure if it was for me

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Put Me In Coach

It was obvious things were strained between Smiles and I. For quite some time, our relationship was on the decline. He was distant, closed off, and not very engaged, and I wasn’t happy.

I tried to stick it out with him. I tried being patient and understanding. He was a good guy, and I could see there was a great guy under all this. But, I had reached my limit. I knew I deserved better. It was time to move on.

Wednesday passed without communication from Smiles, so I sent him a text in the middle of the afternoon. “It’s apparent you’re trying to put distance between us. Can you possibly find time to discuss things with me in person? Thanks,” I typed.

He responded ten minutes later with: “I can this weekend. I’m up at 5:30 and in bed at 12:30 and not a lot of time in between. This weekend will be a littler better but not much. I will make something work though.”

Wow! It was all I could do to restrain myself from responding, “Thanks for squeezing me in!”  How could he!? After three months of dating, he couldn’t sacrifice a gym session to take the time to talk to me like a man. What a coward! It was completely disrespectful and painted a clear picture of Smiles’ true feeling for me. I doubt he ever truly cared for me. He simply enjoyed not being lonely.

I’m no one’s lap dog. I was back in the game. In my mind, we were all but broken up. It was inevitable. There was no coming back from this, especially since the relationship wasn’t the strongest to begin with. I’d been through yet another failed relationship with a man who simply wasn’t that into me. My confidence was pretty much shot. What was it about me they couldn’t seem to embrace? I’m not pathetic enough to say what was I doing wrong, but I also knew I may be something to turn these men off.

Regardless, I was back in the game. I needed to put myself back out there. Some people would argue I needed some time to be single and to figure myself out, but I know myself well enough. I didn’t need time to heal from this one. I did need to have some fun. It’d been a long time since I had passionate active sex, and I was hungry for it.

After my last breakup, I went wild over the summer. I hooked up with a lot of guys and expanded my sexual horizons. It was both a good thing and a bad thing. I didn’t want to go back to my old ways. I already learned how unfulfilling it was. There was no need to repeat old mistakes. But I wasn’t going to completely limit myself. I was “single” for all intents and purposes.

I had been talking to a Latino on Grindr for a bit of time. He seemed like a really nice guy, and we had a lot in common. Latinos aren’t really my type, but I’m an equal opportunity dater. N was of Latino background, and we got along well enough in the beginning.

We set a date for Thursday night to grab a drink at a local Hoboken bar, Trinity. He lived in neighboring Jersey City, and I convinced him to drive over since I didn’t have a car — It was a bit cold for the motorcycle.

He arrived before me, and found a spot in the corner of the bar. It was a good spot since we could talk without a large crowd of spectators. I shook his hand and introduced myself. He did the same, and I immediately recognized an accent of some sort. I asked him where he is from.

He told me of his roots in Venezuela and asked about my upbringing. I told him about my time growing up on the farm and how I came to live in the shadow of New York City.

We’d learned about our shared interest in volleyball and talked about that for some time. He was much more of an amateur than myself, but it was nice to find someone who had an interest in it.

We somehow got on the subject of coming out and families. He told me he’d been out of the closet since he was eighteen. He asked when I came out, and I proudly told him I was fresh and new. I told him I’d only come out about a year and a half ago. The expression of shock and disappointment on his face said it all. I knew the date was a failure. We chatted a bit about it, and I could tell he was not thrilled with the idea of my being a “new gay.” I tried to explain to him I wasn’t new. On the timeline, it may seem short, but I did a lot in that short period of time. I grew in leaps and bounds and had relationships of all sorts with varied men. For the first time in my life, I was trying to vaguely paint myself as a recovering whore.

When I think back about this, it was a dumb idea. If it was something that bothered him, I should have accepted that and moved on. I didn’t need to end the date then and there, but I shouldn’t have tried so hard so early to be what he wanted. I should have just been myself. This may be why I get involved with men that aren’t truly interested in me.

Somehow our discussion morphed into the topic of sex with women. He’d never been with a woman, but I have. I was just adding water to the fire with every sentence. We talked about the local gay dating ring, Grindr and the like. It was an interesting conversation, as we the entire date, but I doubted there would be a second.

When we finished that drink, I paid the bill and offered to walk him to his car. When we got there, I went in for a kiss. It was pretty bad. We pretty much crashed into each other with a forceful peck. I’m not sure why I kissed him if I wasn’t all that interested in him. I think it’s because I’ve been out of the game for some time, and I just felt like it was what I was supposed to do.

As I walked home, I checked my phone to find out one of the guys I’d met from Grindr months ago was moving to Hoboken. We’d been in touch sporadically since we originally met. He was just coming off a really rough breakup, and I was just starting things off with Smiles. I met him in hopes of making a new gay friend. I needed those as much as I needed lovers. He’d invited me to go out a few times, but I was never able to due to other plans. Now we’d be neighbors, and hanging out would be much easier. I was just what I needed to come back into my life at that moment.

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