Posts Tagged prep

Late Night Snack

After my tryst with the Armenian and the Asian, I decided to order some real dinner. This was the last night I was on the company dollar, so I ordered some room service. While I waited, I chatted with the guy who wanted to come by later in the night. I sat and ate my meal in bed with just the TV to keep me company. I was feeling lonely, which is such a strange emotional state to be in considering I’d just shared one of the most intimate acts with two other men.

When midnight arrived, I started texting my late night snack. I asked him what he thought his E.T.A. would be. He told me it was still up the air, but he was definitely coming by. He was out with friends and would swing by on his way home.

Finally, around 2:00am, he texted he was finding parking and would be by shortly. Ten minutes later, I had a knock at the door, for the third time in a matter of hours.

He was a very nice polite black man who was anxious to spend some time with me. He seemed very young and innocent. We chatted a bit while sitting on the bed before any action began. It was getting late, and as rude as this sounds, I was ready to get it in and go to bed. I wanted a nightcap so I could doze off soundly till the morning.

Warning: The following may be too graphic for some. We had A LOT of foreplay and prep before anything happened. He really wanted to cuddle for a long time before we could even get frisky. I was almost ready to call it quits and ask him to leave. It was getting late, and I was getting tired.

There was a lot of kissing. A lot of heavy petting. A lot of licking and sucking. Finally, he was ready and got into position for me to penetrate him. I could tell this wasn’t a guy who gave it up to just anyone. Normally, I’m really into the foreplay and making out, but I’d already had my engine warmed up earlier that evening. In fact, the car had been taken around the block a few times.

I’d saved my climax for him and quickly learned this was a big mistake. He was very bad. We didn’t go for very long because I really wasn’t getting anything out of it. Finally, I stopped and rolled onto my back. I tossed yet another condom in the trash and started taking care of myself. He laid next to me and asked me to finish on his chest. I obliged his request, and he followed suit shortly after.

I knew he was going to be a lingerer. I tried to cut that off at the pass. I humored him for a short bit of time before I finally spoke up and said how I needed to get to bed. It was past 3:00am. It was time for him to go! He got the hint and got dressed. While he did so, he asked if we could hang out again while I was in town. He told me how much he enjoyed himself. I didn’t shoot him down, but I didn’t exactly give him the answer he was looking for. I told him I’d have to see what my schedule allowed for. I told him I was trying to get the most out of my vacation in L.A.

With that, I said goodbye, shut the door, showered all the men of the night away, and climbed into bed to dream about the sunny sandy beach I would be visiting the following day.

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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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My Very Own Cheerleader

Tuesday came and went quite uneventful in my relationship world. Smiles called and we talked for five minutes about our days.

When Wednesday arrived, I was starting to seriously worry Smiles wasn’t going to be attending my holiday party. I’d already asked a few times, and I didn’t want to be pushy, but the time had come to get a straight answer.

I texted him in the middle of the afternoon: “You still haven’t confirmed your attendance Saturday… You are coming right?” I quickly received a very succinct response: “Yes.”

What a relief. I was worried he’d made other plans and didn’t know how to tell me. I’m not sure how I would have taken it had he said no. You may have been reading about a new slew of guys I was pursuing from a myriad of online dating venues. I wanted him by my side for the party, and I wanted him to meet my friends. Many had not met him yet, and if you read my blog, you know how important to me they are.

Apparently, I’d opened up the dialogue for the day. Smiles followed his last text with a picture message. “The final bowl.” I was laughing. “Haha. You made it! You didn’t have to eat it all if you were tired of it… Don’t forget about the sausages!” I know I made a lot, but he didn’t need to feel obligated to eat it all. “All good. It’s what I’m supposed to be on. I just laugh because it’s like a salad at the Cheesecake Factory — Much larger than it looks!”

I took the Thursday before my holiday party off. I need to do a lot to prepare and to finally settle into my new apartment. 40 people were expecting a party that lives up to my usual standards. I couldn’t disappoint.

I started in my room with probably the lowest priority, but the most fun project. I was detailing a tree on my bedroom wall. I was shocked it only took me two hours to make the tree decal out of black contact paper. “2 hours later, the tree is up…” I texted to Smiles. He immediately responded with support: “Cool. I forgot about that project!” He told me he’d slept-in quite late, but he was getting a lot of work done.  And, since he’d finished season two of Vampire Diaries, he had nothing to distract him. “Nice. I’m cooking up a storm. Still no cable guy,” I replied. He didn’t realize I took Thursday off from work as well as Friday.

His next response could have knocked me over with a feather. “Wow. Lot of prep for Saturday! Want me to come over tonight and help?” This was the first time Smiles took such an interest in my life. It kind of came out of left field, but there were no complaints here! I made my feelings quite clear in my response: “I would love if you came over tonight! I need a consultant :)” I needed some design advice. I still had to hang pictures and light fixtures and the like. I could handle most of the cooking myself, but his design skills and good taste were going to get put to good use. “Still can’t lift anything, but happy to help with other stuff,” he added.

I asked him if 10:00 would work. I had volleyball, so that was the time I would be home. I didn’t want to give up a night with him just because of my game. The following made me about as giddy as a schoolgirl! “Oh yeah. It’s Thursday 😦 Was thinking I was coming over at 6:00ish. Yeah. I can do that. 10:00. But, maybe I could come watch volleyball?”

WHAT!? He wanted to come watch me play volleyball?! I’d mentioned it to both N and Broadway when I was dating them, but they never showed much interest in it. For him to volunteer without me ever even mentioning coming was amazing! “Yea! Sure! Come at 6,” I exclaimed.

We ironed out the logistics, and he made his way to Hoboken around 7:00. Every week I get a ride from my teammate I’ve known since high school. He also happens to be gay, so he was excited to finally meet Smiles. This would also be the first time my sister met Smiles as she gets a ride as well.

The two of us hopped in the backseat, and I introduced Smiles to my high school friend. When we picked up my sister, I introduced him again.

When we arrived at the gym, Smiles made himself comfortable and pulled out his iPhone. I knew this wasn’t going to be the most thrilling night of Smiles’ life, but it meant the world to me he wanted to come watch. I would look past the fact that he spent a lot of the time playing with his phone. I knew he was actually watching because between every game, I went over to sit with him, and he made comments on some of the plays I was involved in. The ironic part is, many of my teammates didn’t know I was gay. That night, I didn’t give them a definitive answer, but I’m sure they could have deduced the situation.

After the game, we went home, and Smiles helped me with a few things I needed to ask him about before I showered and we had a late dinner. While we ate our dinner on the couch, we watched TV until we grew tired. We made our way to my bedroom and dozed off for the night.

The next morning, we woke without an alarm and had breakfast. I thought Smiles would stay for a bit of the afternoon. My friend, P, was coming over to help me make food for the party. I informed her she’d be meeting Smiles, and she was thrilled and very excited. Instead, Smiles had to make his way home because he had work to do. Around noon, I said goodbye with a kiss and went back to preparing for the party. P arrived disappointed to find Smiles had gone, but we didn’t let that get us down. We spent the afternoon cooking up a storm. She was invaluable. I don’t think I could have done it without her.

I was in good spirits. I had an answer about Smiles’ attendance. He came to support me in one of my recreations. He helped me make decisions on decorating. All was good in my world. Now I just needed to find the time to finish cleaning and cooking for 40…

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