Posts Tagged Ocean City
A Southern Gentleman
Posted by One Gay at a Time in Gay Dating on August 30, 2011
Before I went to OCMD, I was talking to a southern gentleman who found me on Grindr. We hit it off immediately. He seemed like a level-headed guy, and he was 35. After my last failed relationship with a 25 year-old, I decided older was better. San Francisco opened me up to the idea of dating a man of that age, and I had a good feeling about it.
The Southern Gent and I messaged each other a lot on Grindr. We also exchanged pictures. He found me exceptionally sexy, and I found him to be quite attractive. He was no super model, but he certainly took care of himself. We exchanged Facebook information. I looked through all his pictures. They were of him being crazy at a wedding, boating on a lake, safari hunting in Africa, etc. The guy had a picture of a Zebra he took down. I was impressed and swooning a bit.
We tried to figure out a good time to meet, but it always conflicted with his schedule or mine. After a while, he went completely dark. We made plans to meet one Sunday night, but when that weekend came, I got no response to the many text messages and phone calls I made. “I can only assume you lost interest already… Not sure if I did something, but I’ve sent you msgs with no response. Was excited to meet you… If I’m wrong, you know how to reach me.”
An entire week went by, and I heard no word from him. I removed him from my favorites on Grindr so I wouldn’t have to look at him every time I pulled it up. Of course, that’s when he started to message me again. He apologize emphatically for not getting back to me and blamed most of it on getting a new job. I’m definitely one for giving second chances, and I though he would be a great match for me, so I agreed to meet him when I got back from my vacation.
While in Maryland, we texted periodically. We set up a date for the Sunday evening upon my return home. He picked Pier I Cafe on the Upper West Side. I took the bus into the city and hopped in a cab the rest of the way. I made my way down to the Hudson waterfront and saw him immediately. He had a very New England country club look about him. I liked it. He didn’t look like a snob, but he looked like he appreciated the finer things in life.
We both grabbed beers and tried to find somewhere to plop down. There were no tables available, so we found a cement wall to sit on. We got to know each other slowly. We talked about our jobs, our living situations, working out, college, etc. The conversation was flowing quite easily. He is an architect, which is something that has always interested me. I found it sexy. The one hangup I had with him was he turned into a total queen every time he laughed. He was a bit flamboyant. He could have sucked all the air out of the room after every laugh had we been indoors. It was extremely off-putting. I’m sure you’re all judging me as picky at this point, but it was hard to look past. I was starting to get annoyed with these guys who claimed to be masculine. It’s my one real hangup in the gay dating world, and guys self-judge this aspect of their lives VERY poorly. Basically, I’m attracted to dudes who just so happen to be attracted to other dudes as well, not some big ‘mo.
I also started to gauge the level of chemistry between us. It wasn’t exactly at its peak either. We shared a lot in common, but I could tell the attraction wasn’t there on both sides. We both passionately talked about cooking and our specialties. It was an interesting conversation. After a while, I noticed one of my friends. He also noticed me, so on one of his trips to the bar, he swung by to say hi. I introduced him to the Southern Gent and talked to him about how things were going since his marriage in Key West.
Four rounds and one basket of calamari later, it was time to go home. I gave him a small kiss on the lips and said, “We should do this again sometime.” I didn’t have such a good feeling about our chemistry as I did before the date. I was a little disappointed, but I thought maybe I needed to give him a second chance. I would leave that up to him. If he was interested, he would followup the date with a phone call. When the call never came, I knew my suspicions were accurate. I unfriended him on Facebook so I could write about my dates without feeling guilty.
I was disappointed it didn’t work out, but that was based on an assumption I made before I even met him. I would need to not get my hopes up so high before the first date. It would be the downfall of my morale if I let the bad dates and disappointment get to me…
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Posted by One Gay at a Time in Gay Dating on August 29, 2011
I left OCMD at 8:00am. My sister drove me back to Hoboken, and we made great time. I also managed to ramble off a few blog entries on the drive. So much for getting caught up while on vacation, but at least I was somewhat productive. I spent so much time hooking up and working on my tan, there was little left for anything else.
When I arrived home, I unpacked, but not before turning Grindr back on. There were more than a few guys I was courting before I left for vacation, and I wanted to touch base with them. I either texted them or waited until they were in Grindr range.
One guy I wasn’t expecting to touch base with again was a local police officer. Originally when I started talking to him, it took a lot to get that information out of him. He and I sparred verbally on Grindr a few weeks earlier. He had a day off and had tossed around the idea of meeting up. When push came to shove, he wouldn’t meet up.
This time, he was a black box with no picture and he messaged me out of the blue, “Hey. It’s [X] the cop. Wanna meet up today?” Apparently, he was in the area and had some free time between errands. All I had to do was unpack and grab a few groceries, so I obliged. He wasn’t giving me any ideas as far as what we were going to do. I told him he could come over and hang at my apartment, but I was a little worried he would take that to mean hookup. I also suggested taking a walk. Finally, I suggested we grab a coffee and maybe take a walk along the waterfront. Within ten minutes, he was at my apartment. I hopped in his car and shook his hand. He was a cut little hispanic boy who wore his hat on the very top of his head. He even had the cute gay slight hispanic lisp. I found it endearing. We chatted a bit in the car until we found a parking space near Starbucks.
When we ordered our coffee, he tried to insist on paying for me, but I wouldn’t let him. There was no need for him to pay. I’m stubborn that way when it comes to money and people paying for me.
After we got our coffees, we took a stroll along the water. We talked about his precinct and what it means to be an officer of the law. He told me about his partner and their dynamic. He seemed like a really nice down-to-earth guy, but I didn’t feel a spark there. I enjoyed his company, but could not see a relationship between the two of us.
The conversation turned to family and then evolved into his ex-boyfriend. He explained how it ended and how devastated he was when it did. My heart broke for him a little. I don’t know why, but I’m a sucker for heartbroken guys — Big soft spot for them. When our walk was over, we hopped back in the car and he drove me home. He had errands to get to, and I needed to get myself ready for my date that evening and to go back to work the next day after a week away.
Based on our interaction, I didn’t think he was all that into me, but I sent the text message, “It was nice meeting you.” He responded, “It was nice meeting you too.” In my mind, that was the end.
Almost a month later he texted me, but it was completely in the context of a hookup. When I called him on this, he tried to spin it as friends with benefits. It was 11:00 on a Monday night, and he wanted me to travel to his place. He wanted sex, and nothing more. That’s fine. I’m not judging, but I also wasn’t into the hookups so much anymore. The conversation was very blunt and polite. But, if we hung out again, it would simply be as friends, or possibly from a phone call for him to come get me out of trouble…
Follow @onegayatatimeWhoring 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…
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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…
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