Posts Tagged boots

Connecting the Dots

Just because I said I wasn’t going to hit up Grindr constantly in search of sex from strangers didn’t mean I couldn’t satisfy myself with guys I’d already been with. This way they wouldn’t be strangers.

The last time I visited the bar manager in Hoboken, I had a great time. He had an amazing body, and we both really enjoyed each other. Wednesday, when I woke, he happened to be around. There had been a few days I suggested we get together, but he was always heading out-of-town for something. This time, he was available. There was a small snafu. He was sick. He had a sinus infection, so he was worried he’d get me sick. I told him it would be alright. We would simply avoid kissing each other. He told me to come up to his place, and he’d break out the glory hole again.

This visit was pretty much the same drill as my last visit to his apartment. He left the door unlocked. I was to walk in, undress, and saunter up to the hole in the sheet hung in the bathroom doorway. He was waiting for me on the other side. I hopped on my motorcycle and made my way to his place. I did as I was told.

Warning: The following may be too graphic for some. I removed my shorts and inserted myself into the opening. Immediately, he grabbed hold and began to orally pleasure me. It felt amazing. I wasn’t fully into the glory-hole thing, but it was making it a little more exciting. It wasn’t long before I pulled the curtain back once again. We started kissing each other all over each other’s bodies and swapping back to him on his knees. He was wearing his hat, which I’d already knocked on the floor so I could grab hold of his long flowing hair and his boots. It was an incredibly sexy look for him, and he knew it. I couldn’t keep my hands off his body.

He turned around and began grinding his backside against my crotch. I was incredibly turned on and excited. It felt so great to simply have his back pressed against my chest with one hand pulling across his chest so keep him close and the other pleasuring his impressive manhood. We continued this action until he was so excited he finished all over the bathroom floor. Everything felt amazing, and I was very close to finishing myself. However, this didn’t happen.

Once again, we moved things to the couch. He was all over me and everything felt incredible. I wanted to finish for him so badly. He was awaiting it with great anticipation ever since I first fooled around with him. We played for quite some time, and I kept losing my erection and gaining it again when I would pleasure his endowment. Throughout the whole visit, we were incredibly tempted to kiss, and came close many times, but at the last second withdrew again.

When a large period of time passed, he threw in the towel. He had to get on with his day. He was disappointed, and I was too. Not only disappointed, but also embarrassed. I wanted so much to please him. I wanted to give him exactly what he was looking for, but I came up short.

He walked into the bathroom and threw on a pair of sweatpants. As he walked, I could see his manhood swinging back-and-forth. It was such a turn-on. This is one thing that will always get my engines revving! He loved walking around with his package easily visible as well. It was something he was proud of, making it all the more sexy. I walked up to him and grabbed hold of it. I wish this was something I could do on the street. It would be so hot!

As I got dressed, I made a point to look around a bit. When I last left his place, I suspected he lived with his partner. I indeed confirmed my suspicion when I noticed there was only one bedroom. I also tried to casually scope out the pictures on the wall. The apartment was not decorated like two random roommates living together. It was definitely the residence of a loving couple. I felt a pang of guilt. This guy seemed like a good guy. I was disappointed in him for cheating on his lover. I didn’t know the dynamic between the two, but I never liked seeing infidelity. I wasn’t passing judgment, but I was putting myself in his mate’s shoes. I was a partnered man’s affair. Now I knew why we never had full penetration.

I said goodbye and made my way home. This would be the last time I would see him. I wouldn’t be the last time I chatted with him. He happened to sign on to Grindr about a week later. I was checking to see if I received any new messages and messaged him just to say hi. He was in Miami. I asked him if his man came with him, and he told me he was at home. Without knowing it, he slipped up and confirmed to me he had a man in his life. I pointed out to him how I caught him in a slip-up. When he originally mentioned the guy, he told me it was his roommate. He acknowledged his lie, and I told him we were cool. I had no hard feelings. It was his life, not mine. I then realized he was probably on Grindr down in Miami looking for a new piece of tail. I told him to enjoy himself, and with that, I said goodbye to him for probably the last time.

, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,

Leave a comment

Party Like a Rockstar

After my post car-ride romp with Closet, I set off for the city to meet up with the tattooed, long-haired hunk I’d been chatting with for months. He sent me some of the sexiest pictures I’d ever seen. He was nothing like any type of guy I’d ever dated, but there was something about him that really drew me in. Every time I showed my friends/roommates his picture, they exclaimed their disapproval and pointed out how difficult it was for them to picture us fitting together.

However, I don’t always listen to my friends. He was both sexy and stimulating on a conversational level. I am an equal-opportunity dater. I will meet with almost anyone to see if chemistry exists. Everyone deserves a chance.

I texted him as I walked to the PATH to find out what the plan was and where we were headed. Earlier in the day, he asked what I had in mind. I knew he didn’t drink, so I suggested grabbing coffee or a bite or taking a walk. He responded to my texts explaining a friend was feeling a little down and wanted to hit up a movie. Would I be interested in something like that? I wondered what was up here. Did he feel a chaperone was necessary? Was he not that interested after all? You can’t exactly chat much in a movie. It’s perfect for a third or fourth date. You just sit and hold hands/stroke each other’s arms and enjoy just being with each other, but as far as a first date goes, it’s not the best option.

I agreed and asked him to tell me where to meet him. He gave me the cross streets that are near his apartment. I hopped on the PATH, got off at Christopher Street and got in a cab to cut across town to the Lower East Side. I wasn’t particularly thrilled with where he lived. It was a very inconvenient neighborhood for me to reach on a daily basis, but again, I couldn’t let something like that get in the way. And, who knows? Maybe he would just become a booty call.

I arrived at the corner to find him in an old rocker tee with the sleeves cut off, safety pins joining a big tear in the material, ripped jeans and boots. He was in great shape as well, with his biceps exposed. He was nothing like the guys I’d ever gone on dates before, but I was entranced. He looked great. I examined his tattoos as we walked.

In the biggest twist of irony, we skipped the idea of hitting the movies. There was no mention of it at all. Instead, he turned to me a proposed, “Wanna go grab a cupcake?” It was precious to hear those words coming out of this tough, hard rocker guy. It was a big part of what drew me to him. Rough exterior with a soft cream filling. I graciously obliged, and we made our way to the coffee shop. He ordered a tea and a red velvet cake while I grabbed a slice or tiramisu and a SmartWater. We sat  on the two seats sitting on the sidewalk outside the shop and began chatting.

I learned about his job and his hobbies. He is a songwriter in his spare time, and a few years ago, he was part of a rock band. He took the time to show me some of the videos he cut together with their music as well. I was duly impressed. He shot almost all the footage himself and edited the videos together to the soundtrack he wrote and his band (or him solo) performed. I actually liked many of the tracks and appreciated his talent. I think he was impressed a piece of white bread like myself would be interested in music of that genre. I genuinely liked it and would have put some of them on my iPod. I told him he’d have to send me some of them when he got home later.

We chatted about what I do for work, and it segued into some of this other projects as well. He did screen prints and tee shirts as well. I liked this guy’s entrepreneurial spirit on top of his day job (not including for anonymity’s sake). When they were ready to close up shop, we made our way down the street. He was looking to buy cigarettes, so we walked to a few shops to find his brand.

In the meantime, we saw two brightly lit flying objects hover over a highrise building and then disappear. I am in no way saying this was an alien, but it certainly was a UFO. He pulled out his iPhone and captured some quick video of the incident and immediately posted it to Facebook. We were both baffled as to what they could be, as well as where they disappeared to.

As we continued to walk, we somehow got onto the topic of his celebrity. He happened to be a contestant on a reality competition show on Bravo. I was now beyond impressed by his talents. He detailed some of his creativity through the challenges and told me how far along he made it. I don’t know why he didn’t bring this topic of conversation up earlier. Some of the previous conversation was dry, and this would have breathed new life into the conversation. I was more interested in the idea of the competition than I was with the fact he was on TV.

After sharing a cigarette and looking at some of his artwork on his iPhone, the time came to say goodbye. I was a little disappointed I got no action. It was obvious he wasn’t that interested in me, but I was still attracted to him. He gave me a hug, and I flagged down a cab.

Since the date, we’ve become Facebook friends and have chatted a few times, but I don’t see a second date in our future. However, that doesn’t mean a friendship won’t blossom where a relationship would fail…

, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,

Leave a comment