Posts Tagged vacation
Can I See Your Press Credentials?
Posted by One Gay at a Time in Gay Dating on September 26, 2011
That time of year finally arrived — The end of summer. It’s always both a sad time and a happy time for me. I am a sun worshiper. I love the beach, and I love a good tan. It means the days get shorter, and the nights get longer, which isn’t necessary a bad thing when you have someone to share those nights with. Of course if you’ve read this blog at all, you know I don’t have that someone. However, it is a happy time for me because it means the annual Martha’s Vineyard trip many of my friends and I take has arrived. We always have a blast, and it’s one of the best crews I’ve ever traveled with. Everyone is mature and responsible, yet they still know how to have fun.
Since things ended with N, I kinda went on a whoring rampage. My time in OCMD was nothing short of scandalous. But, I was having fun. And, why shouldn’t I? I’m a single 27 year-old who is still finding himself in this new gay world. While everyone was having sex in high school and college, I was a good boy. I had my share of awkward hookups with women, but nothing successful enough to blossom into a relationship and rarely something worth revisiting again. Plus, the only way I would get better at sex was practice. So practice away I shall.
We hopped on the ferry to the island, and I fired up Grindr. I was beginning this trip with five other straight friends and ending it with ten. I knew I would crave some stimulation from other like-minded gentleman. Many of my friends were in relationships, some of which were tagging along on the vacation. I didn’t want to always be the third wheel. I made an effort to find someone to maybe sneak off on my own with.
Of course I found a few attractive men right off the bat, but pickings were actually quite slim. Many of the attractive ones happened to be on the mainland. One guy in particular messaged me. He was on the Vineyard covering the President’s vacation and had stayed on longer to cover Hurricane Irene as a photojournalist for CNN. He was staying in Vineyard Haven, where we were pulling into port around 9:00am. He could see my ferry coming in to port from his hotel window. He suggested I come by. I was definitely intrigued since he appeared to be quite an attractive man — Fit and handsome. I was also intrigued because originally he told me he was a CNN journalist in the President’s press corp. I thought it would make for an interesting story for the blog (This thing can be such a bad influence on my decision-making process sometimes!). He was a bit older, but I was on vacation, so my standards could also take a vacation. I explained to him I was just arriving on the island and would need to get settled in. Coming over for a quickie was not a solid option. That didn’t deter him. He certainly was persistent. He was waiting for a ferry, but was unsure which one he would get on due to the cancellations from the hurricane.
We arrived at our house and began unloading the car. We settled in and unpacked. I was originally under the impression we’d be heading directly to the beach, but everyone seemed to be lounging about. I inquired if I would have time to go for a run before we went anywhere. Everyone agreed they weren’t heading anywhere fast. I wasn’t really all that into meeting this guy, but at this point, there was no reason why I couldn’t. Am I proud of this? HELL NO! I was stupid and saw it as a challenge. So, I told the guy I was on my way.
In my haste, I left for the run shirtless. I hate running in a soaking wet t-shirt, so I left it behind. I wasn’t thinking ahead to the part where I would be walking into a hotel without a shirt on soaking wet from a run.
I texted him the whole way, almost getting hit by a car twice. He told me his room number and planned to leave the door ajar. He would be waiting for me in the bed. I was not really comfortable with this. I really felt like a gigolo, only I wasn’t getting paid. I explained my need for a towel when I arrived to help with the sweat from the 1.5 mile run, so he left one hanging on the door knob for me.
When I arrived, I walked right past the front desk straight to the elevator. When I go to the door, I entered the room. He was waiting on the bed for me. I removed my shoes and began to take off my shorts. He pulled me in, and we started to make out. I didn’t realize from his pictures he was quite the redhead. His entire body was freckles. He was my first ginger. Without getting into the details, we had our fun. SAFE fun. When all was said and done, I picked up the towel again and cleaned up as best I could. He couldn’t stop telling me how sexy I was and how great my body was. I don’t embarrass easily, but he was certainly making me start to blush. He told me if he didn’t get on the ferry that night, he would be calling upon me to go on another morning run the following day. I knew this wasn’t going to happen, but I humored him anyway. We exchanged a kiss, and I was back off on my run home.
Of course, the second I left for my run, everyone back at the house began speculating on my reason for leaving. I knew this was going to happen, and I could tell the second I walked back into the yard they had been discussing this. One my friends, a very loyal reader, immediately grilled me on how my run was. I saw right through her intentions, and I wasn’t going to give her the satisfaction of being right — Until now. I lied. I denied any lewd behavior on my part. I simply told them I was stuck on the other side of the drawbridge and had to wait for it to be lowered again. They bought it, and with that, I went in the house to shower and get ready for the day.
Ironically, later that night we had dinner on the beach in Menemsha. We stayed to watch the sunset and had a blast. We had no cellphone service out there because it is a remote part of the island. When I arrived home, I notice a message from the ginger mentioning seeing me on the beach that night. It was a little creepy knowing he didn’t take a ferry that day and saw me that evening. I was very grateful he didn’t walk up to me and say anything. And, of course, the following morning I had a request for a repeat, but there was no need to revisit that again.
I wasn’t on the island an hour, and I had already gotten myself into trouble. This was certainly going to be an interesting vacation…
Follow @onegayatatimeThose Eyes, Eyes, Eyes
Posted by One Gay at a Time in Gay Dating on September 15, 2011
Since before I went away to OCMD, I was chatting with a guy on Grindr. I picked him up in my Grindr deck of cards when I was traveling home to my parents’ before heading to Maryland. He too was in PA, but home was NYC.
I struck up a conversation with him after noticing his picture and his gorgeous eyes and lips. He is a very pretty man with great features, but also had a slight thug look about him. I found it very intriguing.
After chatting, I came to realize he was a really nice guy. Quite the sweetheart. My heart really went out to him because the purpose of his visit home was the funeral of his uncle. I’d like to think I have a really big heart, and when someone is going through something like that, I want to do anything I can to console them. He appreciated my sentiments, and we continued to chat. I tried my best to cheer him up and distract him from what he was going through.
We seemed to have a fair amount in common, but I wasn’t thrilled with the fact that he was so young and still in college. He had been interning over the summer at a hedge fund, so he was looking towards the future, but I worried the age gap may get in the way. However, that didn’t stop me from continuing our conversations.
Days passed and the chatter continued. We talked many times about meeting up when we were both back in the city. The only problem was, he took a few more weeks to make his way back. He had the summer off, so he spent more time at home. Then, when his aunt was heading back to Philly, he drove her. His character was really showing here. He was a really good guy deep down who cared about other people. I find this incredibly sexy! I wanted him to come back to NY so we could go out, but I strongly admired his reason for not being back. He stayed a little while longer to help his aunt get back to her daily life before finally coming back to NYC.
Finally, we found a day we could meet. I suggested he meet me in midtown for lunch since he had an open schedule. I wanted to save my evenings for the working men since it was harder to schedule them in. Yes, I realize how messed up that statement sounds – scheduling men in. Anyway, I told him to meet me at the Soup Man at 1:00. Only problem – my job is very unpredictable. Sure enough, at 12:50, someone came by my desk for a “quick” meeting and needed me to do something for them. I apologized to him for running late, but didn’t feel the need to cancel yet.
I arrived only fifteen minutes late. We shook hands, and I nearly melted from his smile. Meeting him, I realized he was basically a kid, and this would never work, but something about his smile made me weak in the knees. Those eyes were just so enticing.
We ordered our lunch and ate it outside in the small seating area they provide. We talked about my vacation, his time at home, college, internships, etc. It was a nice conversation, but I felt like I just took one of my interns out for lunch. I knew there was no relationship potential there. When we nearly finished, he took a phone call from someone while I just sat there. I understand if it’s an important call, but it didn’t appear to be. I wouldn’t have taken the call with someone sitting there.
After I cleared our trays, I pointed in the direction of my office and asked which way he was headed. I agreed to walk him as far as my office. When we got to the curb across the street from my office, I gave him a hug goodbye and told him we’d be in touch. He eagerly suggested we meet up again soon, and I told him to text me so we could figure it out. I knew he wouldn’t text, so it was a sure way to end it without awkwardness.
Just as soon as I was adding new potential men to the roster, I was knocking them off the other end. Maybe I would need to find a new strategy, but only time will tell…
Whoring It Up in OCMD Pt. 2
Posted by One Gay at a Time in Gay Dating on August 26, 2011
On the way to Rehoboth, the guy from the run texted me. I explained the situation and his lack of commitment. At this point, I was in over my head with the hicks. I told him to meet us in Rehoboth. I needed to be rescued, and he eventually came to my rescue.
We arrived at the bar, The Purple Parrot, and he arrived about a half hour later. I noticed the guy who originally was talking to me on Grindr was laying claim to me. I overheard some alarming conversations that made me realize he expected some sexual action from me. “I swear to God, if he goes home with this guy after we brought him up here!” This was NOT happening. I clung to my new friend like white on rice.
The hicks went inside to do karaoke, and my new friend and I followed shortly after. We found a bachelorette party of the sweetest girls to entertain us. We all became good friends fast, which was perfect because the hicks were ready to leave. I explained I was going to stay and would meet up with them later in the night. The one who laid claim to me tried to hang back with us and even asked for a ride home, but when he couldn’t get a guarantee, he got p*ssed and left. Later in the night I received a text scolding me for never meeting up. I retorted explaining why, and my reasoning was that I was not a piece of meat for him to lay claim to.
We spent the rest of the night singing karaoke with our new bachelorette friends and taking lots of pictures. We had a blast. When it was getting late, he asked if I was ready to go home. He was a really sweet guy, and I had a good time with him. Even if I had to deal with the hicks for most of the night, I was happy to get away and got to spend some time with a new friend.
On the way home, I rubbed the back of his head while he drove, and we chatted. I wasn’t sure where this was going, but there was no way in hell I was having sex with anyone. He drove right past my condo when we got back to Ocean City and went straight to his place. When we entered, he was startled because he mom was still up. We hid in a side hallway until he could devise a plan. He told me I was going to be “Steve” his friend, and we walked past her up to the loft he was staying in.
Once we got up there, we started making out a bit. He pulled his pants down and started playing with himself. My pants were off, but I still had my boxers on. I decided to give him a hand. He finished all over his shirt and pretty much passed out. I was really hoping he’d be a gentleman and drive me home, but that wasn’t going to be the case. I would have to walk 2.5 miles home at 3:00am. I told him I needed to wake up in my own bed, got dressed and walked out.
At this point, I was very horny. Along my walk, I received a message from the guy who exchanged blowjobs a few nights before with the man I just left. I heard how hot he was, so I entertained the idea of meeting him. His roommate was home, so he convinced me to meet him in the dark alley behind his apartment building. When I got there, he was standing with his dick in his hand. He was really hot. We started making out. He undid my pants and gave me a blowjob. After some time, I returned the favor and then continued working with my hand. Shortly after, he finished all over the sidewalk. It was really hot. I thought I was going to receive the same treatment, but instead, he told me he had to get back inside before his roommate noticed he was gone. This was now two guys in one half hour that I helped with a “night-cap” who didn’t feel the need to reciprocate.
On the next leg of my journey, my mother called. I explained that “Will” had too much to drink once we got back to O.C., and I wanted to sleep in my own bed, so I agreed to hop on the bus. However, all the buses were packed to the gills, so I told her I was walking home. She stated, “You’re an adult and you can stay out as long as you like, but you need to tell us when you’re going to be out this late. Your father and I haven’t been able to sleep.”
The entertain myself for the rest of the 2 miles I had to go, I turned to Grindr. I had received another message from yet another hottie while I was hooking up in an alley. At this point I was a complete whore. Why not tack on another one? This guy was horny and looking for action. I explained where I was and where I was headed. I told him he could come pick me up, but asked where we could hookup. I suggested his car, but being a local, he convinced me it was cool if we hooked up on the beach. Just as I was getting to my street, he drove past me and turned towards the beach. I followed and met him by the sand.
We introduced ourselves and began to walk through the dunes. Just then, the garbage trucks were driving across the beach to empty all the cans. We stood and waited for them to finish before we started making out. He was a good kisser, and he quickly moved on to orally pleasing me. He was good. He was very good. Finally, someone was interested in my pleasure that night. After a while, he stood. I dropped his pants and returned the favor. I never hooked up on a beach before. It was an exciting new venture for me. After a while, I asked if he was a bottom. I explained I wasn’t going to have sex with him, but I wanted to grind on each other a bit. He agreed and turned around. I pressed my body against his and gave him a reach around. He finished all over the sand. It was my turn. I started to take over for myself while he played with my balls. It felt great. When I shot all over the sand, he said, “Wow. I’ve never seen anyone shoot like that before.” I replied, “Yea… That’s my hidden talent.”
After the two of us decorated the sand, we got dressed and started to walk back towards his car. We talked about why he was in O.C. and how he was moving to NYC in September. I told him to hit me up when he did. I was always looking for new friends to hang out with. We said goodbye with a kiss, and I walked home.
When I got home, I opened the door quietly and hopped into the sofa bed I was relegated to since my sister arrived. My mother came out to scold me one last time before dozing off. I felt like such a high school boy sneaking around to hookup and getting yelled at for breaking curfew.
The next morning, the last day at the beach, the guy I met on the run wanted to meet up and make up for not finishing me off the night before. This was a constant circus of juggling locations and sneaking around. It was becoming nearly impossible. The solution we came up with; he would pick me up in his car and we would hookup in his car somewhere. That somewhere turned out to be a parking garage, and that hookup turned into a blowjob for me. We both finished in the car by our own hands. He was heading home straight from there, while I was heading to the beach to meet my family. He dropped me off by the sand, and we said our goodbyes. He encouraged me to hit him up the next time I was home in Pa.
I was ashamed and embarrassed of my behavior on my vacation, but I got it all out of my system. I wasn’t planning to hookup at all, but even went as far as to do it three times in one night. What a whore! Once again, things needed to change, but I just told myself it was vacation. I was allowed to take a vacation from my morals for a week…
Follow @onegayatatimeWhoring It Up in OCMD
Posted by One Gay at a Time in Gay Dating on August 25, 2011
It was that time of year. The annual family trip to Ocean City, Maryland. Every year I both looked forward to and dreaded this vacation. While it was a week to disconnect and relax, I knew I was surely in for some excessive boredom. Don’t get me wrong, I love my family, but we’ve been going to the same place for years. I can only take so much of it before getting tired of it.
We arrived on a Sunday, and one of the first things I did was turn on Grindr. I’m addicted. I know. It’s an issue, but I also knew it would be my salvation from the boredom that would ensue. After riding in the back of the car with crap piled around me feeling like a twelve year-old, I needed to get out and do something. My parents plopped down in front of the TV, a position they would take for the next three nights as well. I wasn’t feeling so lazy. On top of that, I was already getting grief for playing on my phone while we sat and watched TV. I needed to get out.
I managed to find a nice guy on Grindr not far from where I was staying. He was from Pa, not far from where I grew up. He certainly wasn’t around the corner, but he wasn’t far either — 2.5 miles. I decided to go for a run. I could run down to his condo, say hi and turn back. It was also a good way for me to squeeze in a run as well. I told him I was going to run down there. As I got near, it appeared he was going to chicken out on me. I told him, “You’re really going to flake on a guy who just ran 2.5 miles to say hi to you!?”
Eventually, he came out to say hi. I think he had ideas in his head of us blowing each other on the beach, but I was just there to say hi. We walked around the block and talked about a few things. He was no adonis, but he was certainly a nice guy. I thought it would be nice to grab a drink with him later in the week just to chat. I wasn’t looking for anything sexual while down here on vacation. I was turning over a new leaf, remember? I said goodbye and ran back home.
The next day, a local guy found me on Grindr. He was a bit of a sweetheart. We swapped a lot of pictures, and he expressed his interest in getting naked with me. This would be very tough. I would have to plan a way to get away from the family without raising suspicion.
That’s when I created my friend “Will” from college. He was down in OC with his family. He was based on a real guy, so it wasn’t difficult to come up with material on how we knew each other, but he was not real.
Monday night, the guy I met on the run hit me up for a hookup. I told him that’s not what I was looking for. He managed to find service elsewhere. A guy invited him over, and they gave each other head. He told me how incredibly hot this guy was, but also about how he wasn’t fully comfortable with his sexuality.
In any case, “Will” and I were going for a run that Tuesday morning followed by breakfast. In reality, I was meeting this cutey for breakfast at his favorite local spot and then heading back to his house if we hit if off for some fun. Breakfast was very nice and we hit it off. I followed him to Ocean Pines, a ten minute drive from breakfast.
We went into his room and had great sex. It was just what I needed. We both really enjoyed ourselves a lot! The time came to say goodbye and head back to the family. On the drive back, I was beaming. Sex always looks good on me. Just then, N texted. He totally ruined my high. I was on this vacation to completely forget about him for a while, and he was making this nearly impossible. This was the second day in a row he texted. I called Boston to brag about my morning romp and bitch about N once again. Poor Boston.
That night, the guy from the run explained to me his boyfriend was arriving. This was the first time he brought up the fact that he had a boyfriend. My relationship wounds were still fresh. Infidelity was a BIG turnoff. He proposed we all go out, but we would have to meet “by chance.” I said, “What? So I sit at the bar looking all sad, and you two come sit next to me and chat me up? Not gonna happen.” Besides, Tuesday night was an annual tradition for my father and I to go to Hooters for wing night. He knows I am gay, which makes it even more ironic, but we always have a good time. It’s the one time of year he orders a beer when we go out. There is an element of humor added as well. My mother loves the wings, but she refuses to step foot in the fine establishment, so we order too much food and take the leftovers home to her.
By Friday, his boyfriend was back home in Pa. We made plans to grab a drink together, nothing more, but he was having a hard time committing to anything. In the meantime, another guy was hitting on me on Grindr. He was good-looking in his picture, and after talking for some time, he asked me to come with him and his 3 friends to Rehoboth for the night. I debated in my head just how risky this was. Looking back, it was a really dumb idea, and I never should have done it. But, life without risk is life unlived.
They picked me up and we went back to their condo for a few drinks before heading up to the bar. When I met all the friends, I knew I got myself into a bad situation. These guys were all hicks from right outside D.C. I wasn’t scared, but I also suspected I wasn’t going to have a good time… To be continued…
Follow @onegayatatimeA Night Away (Or Not)
Posted by One Gay at a Time in Gay Dating on August 8, 2011
Time away. Time away from work. From stress. From my relationship problems. Time away from N. I just needed time away to escape it all.
Following work that Friday, I hit the road to the Jersey Shore at 1:30 with one of my best friends, D. We were getting a head start on the mass exodus that happens every weekend in Hoboken. We really lucked out and didn’t hit any traffic. My stomach was very gracious for this because my hangover was just starting to kick in. I woke earlier that morning, and I was still drunk. I walked into work with my sunglasses on and asked everyone to leave me in peace if at all possible. My wish was granted. Now I was stuck in a car and the positive effects of the alcohol were wearing off.
I thought my conversation with N ended for the day when I signed off Gchat. We had a decent chat, but things certainly weren’t casual yet. Exchanges were still slightly awkward, especially since I tried to drag him to my bed the night before.
However, N wasn’t done talking to me apparently. About half way down to Belmar, I received a text from him. “How was your half day? Are you dts yet?” I read it on my phone and grumbled out loud. Even though I was the one who made it awkward the night before, I didn’t even want to think about him. I turned to D, who had just been filled in on the details of the night before, and I told him what the text said. I asked him what I should do. He said, “You’re trying to put distance between you two right? Then ignore it!”
I took his advice, and I was happy about it. I put the phone back in the console and continued to suffer through my hangover in silence. However, the silence was broken ten minutes later when I received a call from a blocked number. I picked it up and of course, no one was on the other side. I wondered if it was N. Was he calling to see if I was ignoring him? I didn’t want to give him the satisfaction of knowing he was getting to me enough for me to ignore him, so I thought it best to respond to the text. “Half day was necessary. I was still drunk at work. We’re still in the car…” After that, I got radio silence.
An hour and a half later, I received another text from N asking about traffic and our time of departure. I simply ignored this one. I was going to let him hijack my weekend. It would just ruin my weekend with my friends if I spent all my time texting with the guy I just “broke up” with. After some more time, N felt the need to inform me his roommate was down the shore as well. At this point, I was very short. I simply responded, “I know. We’ve been texting each other.” I was hoping he’d get the hint that he was not included in the nights festivities and his services were not needed. He either got the hint or found something else to entertain his time.
At this point, D and I had been drinking for a few hours. We were both six beers deep. D was starting to feel drunk, but I felt NOTHING. This was a typical occurrence for me. I have a very high tolerance, but I was hoping to get drunk. I turned to D and said, “I think I may switch teams this weekend.” I knew I wasn’t going to find a guy down at the Jersey Shore — not in Belmar anyway. I figured why not find a pretty girl to flirt with and see where things go. Not like I’ve never been there before. D laughed and I could see the excitement in his eyes. He knew if this was going to happen, he was going to have entertainment for the rest of the night. He had a girlfriend who was on her way to meet us, but at least he could watch me hit on hotties.
There was one particular girl I was watching from afar. I liked her interaction with her friends. She was participating in their festivities, but always kept herself slightly detached and available. We made eye contact once or twice, so I promised myself I would talk to her once I was properly lubricated. I would never get the opportunity, however. The group of them walked outside into a torrential downpour of rain. In the next minute, I found myself very attracted to her. Her solution to the rain was to rip off her dress, crumple it in her hands, and sprint through the rain in her bikini. She gained major cool points right then, but it was too late. She was gone in a flash (or should I say splash).
Over the next few hours, I switched from beer to vodka sodas and got properly wasted. My sister and K arrived, shortly followed by D’s girlfriend. We were all having a blast. We were at D’Jais afterall, so my fist was pumping hard. I danced my ass off, stuffed my face, and went back to the sh*ttiest hotel I’ve ever been to with D and his girlfriend.
On the way back to the hotel I checked my Grindr out of curiosity. No quality bites, as I expected. One bite I wasn’t expecting was from N. I checked what the message said. “Having fun finding ZERO gay men in the Belmar/Manasquan area?” I immediately rolled my eyes. What was he doing!? I tried not to think about it and laid my head down on the pillow and fell asleep. He wasn’t worth losing one minute of sleep over anymore.
Follow @onegayatatimeAt the ripe age of 26, I came to a life changing conclusion. I'm GAY!
It took me 26 years to realize this and come to terms with it, but coming out's been the best decision of my life.
This blog is about my dating life in NYC and what happens next...
One Gay at a Time 