Posts Tagged road trip
I had been scheming for weeks, ever since I found out Smiles was screening his movie in the Hamptons in conjunction with the annual film festival. I finally had my answer – He wanted me there.
I had a wedding on Long Island the following day, so it was convenient for me to head out there early to catch his film. I hadn’t seen it yet, so I was very curious.
Since I already booked a hotel for the wedding, I wasn’t exactly thrilled about dropping more money on another hotel room (if I could even get one with the festival). Then I had a brilliant idea. My great-aunt has a house out in the Hamptons. I emailed my cousin and asked her if she thought I could use her mother’s house for a night. I wasn’t looking to make a whole weekend of it. We literally just needed beds to sleep in and showers in to use in the morning. Luckily, my great-aunt obliged. I asked Smiles if he’d like to stay with us, but I didn’t get a straight answer. He was trying to find something closer to the screening.
My roommate was my date for the wedding (sad, I know, but this is the life you lead when you’re gay and single). I ran my plan by her, and she was down for it all. I left work early Friday, went to Hoboken to picked up her car and our bags, drove back into the city, and pick her up when she finished work. After that, we headed up to Mount Vernon to hit up my great-aunt’s house to get the keys.
Of course, this took forever! We got turned around twice and had to deal with Friday evening city traffic. I was starting to fear missing the beginning of the screening. When we finally arrived at the house to get the keys, I couldn’t just grab the keys and run. I hadn’t seen my great aunt since the funeral of my grandmother, and it had been years before that since we last saw each other. I knew I would have to sit and chat a bit. She was thrilled someone was getting use of the house and gave me long instructions on everything. Luckily, she is still sharp as a tack and after a short chat, she suggested we get on the road quickly so we didn’t have to sit in too much traffic.
We made our way across almost the entire length of Long Island before finally arriving at the bowling alley the film was screened at. We didn’t even stop to grab dinner, so I was praying this place had some decent food.
We walked inside and were greeted by Smiles. He and his crew were getting set for a round of bowling. My roommate and I took over the lane next to them to bowl a game or two before the film. Apparently, we made excellent time and even had some to spare (Get it? Bowling… Spare…).
Smiles looked very smart and was being decently affectionate. I wasn’t sure how the night was going to play out. I had a feeling it may be slightly awkward, but I wanted to be supportive. I talked to him before heading out there to see what the situation would be. I asked, “Will you be working the whole time, or is it more relaxed than that.” He explained he would get to spend time with me, and it would be worth it for me to come since I was already heading out in that direction.
While we were bowling, the alley owner’s teenage boy was hanging out with Smiles and his crew. He’d been with them all day hanging flyers around town. At one point, he made a comment to Smiles about his wife coming to the screening. Smiles told him he wasn’t married, and the kid immediately questioned himself and said, “Or girlfriend?” When Smiles shook his head, the kid replied, “Oh, or boyfriend or whatever.” Smiles simply replied, “Well… Him,” and pointed at me. I didn’t notice this happening, but Smiles made it a point to come over and recount the story for me.
The time came for the crew to start getting set up for the movie. My roommate and I finished our game and hit up the bar to grab some drinks and grub. From across the room, I watched Smiles greet some of his friends and chat with them a bit. When he finished, he came over to check on me and grab a beverage. He mentioned his friends and their names. When he said one name in particular, my ears perked up. It was his ex. I was very curious how that would play out since I know they are still close, but rarely get to see each other. He told us to grab seats since the movie would be starting soon, so we made our way over to the chairs and grabbed a spot.
When he sat down, he sat with his other friends. I wasn’t jealous. I knew he didn’t get to see them much, so I would take a backseat on this one (however, a small part of me was very disappointed after driving over four hours to see this). I watched the movie intently, but I have to say, I did glance at Smiles and his ex in front of me to see the body language happening. Again, we weren’t in a relationship yet. We weren’t even dating yet. We were just seeing each other, or at least in my mind that’s how it was defined.
Part of the way into the film, I was shocked to see Smiles on the screen. I knew he was a producer of the film, but I had no idea he was acting in it as well. I was very proud of him and the great job he did. The film was great and surpassed my expectations — Totally an indie film I’d rent at Blockbuster, not some NYU student project.
After the film, my roommate and I made our way back to a spot at the bar to grab another drink. After chatting with his friends some more, he came over to me, apologized to my roommate and asked for permission to steal me away to introduce me to them. I’m sure my face lit up like a Christmas tree. He was acknowledging me to his friends. FINALLY! It was the validation I was looking for after the birthday party.
However, when one of the friends asked how we met, Smiles turned to me. My head immediately went to Grindr and how I didn’t want to say that. I could have said we met through a mutual friend, but I said, “I’m going to default to you on this one,” and turned to Smiles. He paused a minute and replied, “We’ve gone out to dinner a few times back in the city.” It was interesting to see him struggle with the answer as much as I had. After a short while, the friends had to be on their way. A band was beginning to play, so I called my roommate over and stood by her with Smiles and some of his crew. Later in the night, I learned the man I thought was his ex simply share the same name as his true ex. I felt a little more relaxed for some reason.
Periodically we showed signs of affection towards each other, such as a subtle hand hold or a glance. It was nice. It was still nerve-wracking because I didn’t know what he was comfortable with yet. We weren’t defined, so I wanted to make sure I didn’t overwhelm. That happened in the past, and I didn’t want it to happen again.
Smiles directed me to speak with the director of the film. She and her friend wanted to know if they could crash at the house for the night as well. This was the first conformation I received of Smiles coming as well. Until then, he hadn’t given me a definitive answer. I explained to the two girls, I hadn’t been to the house before and wasn’t sure of the bed situation. However, they were more than welcome to join the adventure. When the band finished, we made our way to my great aunt’s house.
The drive was nice and cut through some cute towns. When we arrived, Smiles said, “Do the Bouviers live here?” in a reference to Grey Gardens. The exterior of the house didn’t look to be in great shape. I was a little worried. When we got inside, I was pleasantly surprised to find the house in more than decent shape. It was very large and slept about sixteen comfortably. All the girls got their own rooms if they so chose. Smiles and I would be taking the master downstairs of course.
We immediately settled in. We talked a bit, and I came to find out he wouldn’t be able to grab brunch with us in the morning. He had to get the rental car back to the city by noon. I was very disappointed. Everything I planned so far had worked out perfectly. The screening. The house. My plan to make it a quick little getaway with him was failing. After brushing our teeth, we climbed into bed and cuddled a bit until we dozed off.
When we woke around 9am, I tried to get a little frisky. I reached my hand down and gently began to try to excite him until I was gently pushed away and told he was exhausted. I admitted defeat and disappointingly went back to just laying next to him. Me ego was a little bruised.
Shortly following, we both got out of bed, and he got dressed and packed up to go. I said goodbye to the bunch and tried to find something to entertain myself until my roommate woke up…Follow @onegayatatime
Starting the final Friday of my vacation, I began talking to a very interesting man on the mainland of Massachusetts. Right off the bat we clicked. Of course, I found him on Grindr, but that doesn’t mean he isn’t a man of quality.
I tried my hardest to convince him to visit me. I suggested we grab a drink and/or dinner. We went back-and-forth on the issue, and of course, I ultimately lost. No matter how hard I tried, he would not get on a ferry. Even after offering my bed following his question of where he would sleep, there was no convincing him. I went as far as to pull a shirtless picrture out of my arsenal. No dice.
But that didn’t deter me. We spoke every day of the rest of my trip. I enjoyed his messages. I enjoyed the cat-and-mouse game we played. When the time came to drive home, I turned to him to entertain me for the long car ride. We started messaging each other the second I hopped on that ferry. Had I been in charge of my own transportation, I would have made a detour on the way home, but that wasn’t an option for me.
Instead we took the oppotunity to get to know each other over five-and-a-half hours. I learned about his job as an elementary school principal. I enjoyed picturing him with a myriad of children circling around him. I remembered how much respect I had for my principal growing up. It was fun to picture the little tykes looking up to him. I learned he swam in high school and coached a team as well, but he had to give it up when he left the classroom for the principal’s office.
When we stopped at a gas station, I surprised him by calling for the first time. It was great to hear his voice. He never expected me to pick up the phone and call, but after talking to him for three days, I thought it was time to speak to him instead of just texting. The conversation was short, but it was special.
Once we got back on the road, it was back to texting. Periodically, I would switch back to some of the other guys on Grindr, but I didn’t have much interest in them. They lived in Rhode Island, Connecticut, etc. It was crazy enough I was trying to continue the conversation with someone in northern Massachusetts.
However, I learned one thing when I was working things out with San Francisco from across the U.S. You can find ways to make a long distance relationship work, but certain understandings need to be met. Both parties need to be willing to put in great effort to make it work, and an end game needs to be discussed at some point.
My mainlander continued to point out how ridiculous it was for us to be talking. He was very skeptical of the whole thing. I tried my hardest to get him to open up. I told him, “I’m not thinking about that bridge until I come to it. Right now I’m just enjoying chatting with you. Does it make sense to do this? No. But could it be something special? Only time would tell. But, it’s sure to fail if you don’t give it a chance to even begin.”
With every word, I found myself falling for what I pictured this man to be. I proceeded with caution, but I was also diving in full force to explore the possibilities of where our conversation could go.
When I arrived home, the conversation ended for the day. I was preoccupied with other men, but that doesn’t mean the conversation between us ended at that moment. I liked everything I was discovering thus far, but there was much more digging to be done…Follow @onegayatatime
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…Follow @onegayatatime
On Labor Day, we began our journey home early in the morning. It was a fun week in Martha’s Vineyard. It wasn’t quite the same as other years. Outside my dalliances, the week seemed very tame. I wondered if it was because some of the group are now paired up, or if it was because we are getting older. Either way it was a great way to end the summer, even if I’m not exactly proud of how I behaved this summer.
I spent the five and a half hour ride in the back of the car. While I was on the island I found a guy on Grindr who lives on the mainland. I tried my hardest to get him to come visit for dinner/drinks/more, but no bites. I talked to him the entire ride home, but that’s another post for another day.
I knew I’d arrive home mid-afternoon. I didn’t want to waste the day unpacking and lounging in front of the TV, so I tried to lay some groundwork for an evening date with some of the candidates still on the roster. When none of them replied, I was quite disappointed — And, horny. After chatting and exchanging pictures with my Massachusetts mainlander and other random Grindr men I encountered on the road home, I was in the mood for some action. I didn’t want to pull in another random from Grindr or adam4adam.com. I was trying to curb sex with strangers. I did however have two friends with benefits still in my back pocket. They were itching to hop in the sack with me as much, if not more than I was with them. They both messaged me numerous times while I was in Martha’s Vineyard to inquire about my return home.
I called up Closet Guy and told him to come over. He jumped at the opportunity, but needed to run home and shower before he could come over. And, just my luck, one of the guys on my roster took that moment to respond about meeting up that evening. He had been on the roster for MONTHS. He was one of the first guys I talked to, and we had been trying to meet up ever since. I wasn’t going to turn down the opportunity to finally meet up, but I also had to deal with Closet. So I did what any horny, selfish guy would do — I scheduled both back-to-back. I told Closet to hurry because I needed to go into the city to meet up with a coworker to discuss everything I missed over the week before heading back the next morning. It was perfect. He would come over, have sex and leave without any of the post sex chatter.
(Warning: The following may be too graphic for some) When he arrived, I brought him straight to my bedroom. He stripped, and I threw him down on the bed. We made out like we hadn’t seen each other in months. Hands all over each other. It wasn’t long before he was begging for me to be inside him. He hopped on top of me and went to town. It was just what I needed after a long car ride. Shortly after, I rolled him over and we tried a few other positions, ending with him on his back. That’s when things got slightly messy. It’s always unfortunate when that happens, but it happens. It’s the nature of the beast. It’s quite a mood killer, but I always try to be dignified about it. I’m sure it was a learning experience for him, as I was the only one to penetrate him. I asked him if he wanted to move things to the shower and conveniently laid the hand towel I had at my bedside over the spot on my comforter as to not draw attention and embarrass him further.
Once in the shower, we lathered up and continued the fun until we were both fully satisfied. It actually worked out quite well because I love shower sex, and I needed to shower before heading into the city to meet the long-haired hunk I texted earlier. It was both fun and a time saver.
We toweled off and got dressed. I kissed him goodbye at the door and continued to get ready for my date. I thought things would change when I arrived home from vacation. I thought I would get back to my old self where I could only have sex with someone I truly had feelings for, but I was wrong…Follow @onegayatatime