Posts Tagged sexting

Fabricated Frustrations

As things were progressing with Smiles, I started to feel guilty about The Principal. I really liked him, but I didn’t want to string him along. I needed to do some damage control.

I legitimately enjoyed talking to him and found him to be a great guy. If he lived closer, I’m sure a relationship would have developed, but living six hours away prevented all that. The time came to protect his feelings. Through our discussions, I knew he was falling for me harder by the minute. I needed to cut things off before we got any deeper, even if that meant hurting him a little now. I needed to find a way to do this without hurting his feelings.

I decided to approach it by telling him the distance thing was getting to me. I was going to blame it on that so he didn’t feel responsible for my wanting to morph the relationship into a simple friendship. This is how the conversation went down:

Me: “So, I told you I would always be honest with you on things, and I’m starting to have my doubts about all this.”

P: “Okay. What’s the mater? Figured you were giving up on me.”

Me: “I just haven’t seen this going anywhere… I can deal with the distance as long as there is progress, and I haven’t seen that. I’m worried if it’s been this tough so far to get things off the ground, it’s only going to get tougher.”

P: “We are not in a relationship. This isn’t preventing you from doing anything. So what’s the harm? Next, what’s been tough lately? What happened over the past 3-4 days?”

Me: “I think you are a great guy, and I like you a lot. But, I’m having doubts this is a good idea if feelings are getting involved. What changed is I had a hard time both remembering to text or call and to find the time to do so. And, I feel bad about that! However, I don’t hear my phone ringing all that often to be honest either.”

P: “And, this came about because? Have I done something recently?”

Me: “You’ve done nothing wrong.”

P: “K. You don’t need to feel bad.”

Me: “I’m just being honest.”

P: “I haven’t called in the past 2 days because I was waiting to see if you’d put in some effort.”

Me: “I mean in general.”

P: “So, you feel I don’t call or contact a lot first?”

Me: “You text me, but you know how I feel about that. I can’t think of this as not a relationship. I’m not capable of that based on how we talk to each other. And by tying myself up in this relationship, I don’t feel I’m opening myself up to something else, and I just don’t know if this is enough for me. Does that make sense?”

P: “It does. Why did you feel bad this weekend? You weren’t thinking of me? It’s okay. Um. You’d date a guy if he came along right?”

Me: “Which goes to say, it’s not that I don’t want to talk to you anymore. It’s just the tone and frequency that may change.”

P: “I mean first you have to be interested in someone? Then you can worry about that. No? You should worry about not being able to open up to a guy when you see someone who interests you. What can I do to have you continue to be close? My ‘babe?’ LOL.”

Me: “And, how is this fair to you? I string you along until I find another guy? That’s not right!”

P: “I know the risk I’m taking. You find another guy, I back off and let you be happy.”

Me: “I know. But I don’t play like that. The emotions that build up until I meet someone else.”

P: “Obviously sounds like you just don’t like me that much.”

Me: “I like you plenty. I just don’t like the situation. And, I don’t want to hurt.”

P: “And, then you meet someone. If we meet before then, we could discuss different terms.”

Me: “This isn’t easy, but I’m trying to make the mature decision. I thought it would go down differently than it has. I thought after a month I’d have seen you already.”

P: “I’m shocked by this.”

Me: “I thought we’d be making this work long distance, when really it’s just been ‘how’s your day’ text messages and calls.”

P: “I know you want more in-depth talks.”

Me: “We had a fight about this… I told you I wanted more. I haven’t seen more since then.”

P: “How else is making this work long distance? More talks? I have a feeling that still won’t be enough.”

Me: “Exactly. I thought by now we’d be planning a second visit. We haven’t had a first.”

P: “You haven’t been home at night. Been doing every sport in the world.”

Me: “I’m not pointing fingers in blame! By any means. I take responsibility as well. I lead a very active lifestyle.”

P: “Yup.”

Me: “I just need more if I’m in a relationship, and if I’m not getting that, it’s more of a friendship. Just redefining us. Not eliminating us.”

P: “Well. Not hearing ‘babe’ or having that closeness… Seems more like eliminating.”

Me: “I’m sorry you feel that way.”

P: “Just unhappy about this obviously. I can try to have more intimate talks and move us forward.”

Me: “I think we need to discuss this more, but I have a busy afternoon until this evening…”

P: “I like you. I feel emotionally connected to you. Of course you do. “

Me: “Can I call you later? And that snide comment is exactly why I feel this conversation needs to happen.”

P: “Yet, I get the blame for no contact. I might be with friends later.”

Me: “I’m not going to fight with you about this, so please drop the combative attitude.”

P: “I’d stop anything for a guy who will do the same for me. Babe. You made up your mind right?”

Me: “No. I want to talk to you about this, but I have work to do.”

P: “So you want to talk more to tell me how you want less contact and just a friendship?”

Me: “You are impossible. I want to discuss how we can proceed from here. Please be an adult about this.”

P: “I am if you are saying you are open to developing our closeness. Great. If you are going to continue to explain our new status, I get your thoughts. I’m not mad. Have a good afternoon. I get that you want the tone and frequency to change. I’ve missed you and care about you and think you’re an incredible person.”

With that, the texting conversation ended for the afternoon. I wanted to pick up the phone and talk to him like adults, but every time I called, he ignored me. He would go right back to texting me, but would not discuss this over the phone. I don’t like having conversations like this over text. You can’t hear someone’s tone in a text. Later that night we chatted some more:

P: “In bed thinking of you. Very unhappy about this situation.”

Me: “I don’t know how to fix this. I’m sorry. I know I need more in a relationship, but I’m also trying to take your feelings into consideration.”

P:  “You need more, so go find more… I’m very frustrated.”

Me: “What are you frustrated about?”

P:  “That you want to just quit and be friends.”

Me: “I don’t want things to get messy. I don’t want to hurt you. How are you going to feel when I say, ‘I met someone?’ “

P:  “I’m sensing you just lost interest. I’m a big boy. You meet someone and then I’ll get put aside. You don’t like me. Then there’s not much I can do with that.”

Me: “Okay. The truth is, I did meet someone.”

P:  “K. That you should have said. So much for always being honest. So what’s with the I don’t know how to fix this?”

Me: “I thought it would make things easier if I asked you to just be friends, but if that means you think I don’t like you, then I feel the need to come clean… Cause I do like you.”

P:  “Okay. I wish you luck. You’re a great guy.”

Me: “I want to keep you as a friend. That’s why I’m treating treading so delicately. Are you okay?”

P:  “We can be friends, but I need space… I’m fine. Not happy about it, but what can I do?”

Me: “The last thing I wanted to do was hurt you! You’re an amazing guy!”

P: “We are going to change our relationship, and that’s not going to happen soon. If you’re ever single and want to explore, definitely contact me. If I’m single, who knows…”

Me: “Okay. I’ll give you space. When you feel comfortable, please reach out to me again!”

I didn’t feel I got the closure I needed with him. I could tell he wasn’t happy and a little heart-broken. I didn’t know what to do, but I knew if I kept up the charade, it would only get worse down the road. I think I did the right thing. I did what needed to be done. Now it was a matter of time and healing before he would reach out to me again.

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Skype with Massachusetts Mainlander

Since I left the island of Martha’s Vineyard, not a day went by I didn’t talk to the Massachusetts Mainlander.

Every day, we either texted or talked on the phone. One of us would text the other to say good morning, and throughout the day, we’d call each other to talk on the phone.

I liked chatting with him. I wasn’t sure where things would go between us. We live six hours apart. I tried the long-distance relationship thing with San Francisco, and we could have made it work — He just wasn’t completely compatible with me. I always have my doubts about long-distance relationships, especially with me, but I was willing to give this a shot if nothing else was coming my way. I’m the kind of guy who needs someone present. I like coming home to a man or going to a movie or laying together on the couch. Distance is not something I welcome with open arms.

I never met The Principal, so that threw in a whole other element. Face-time was important to me. If I couldn’t be with him physically, I needed the next best thing – Skype.

It wasn’t easy to convince him to come on Skype. It took a lot of arm twisting. When we started, I could tell he was very self-conscious. He was constantly adjusting and fixing himself. He wouldn’t even speak on Skype. He insisted on typing and blamed it on his roommate being home. I kept telling him to relax. “It’s just me,” I told him. Afterall, we developed quite a bond over the phone over the past couple weeks.

Our conversation was pretty standard (abridged of course), but would need to build to grow into a full relationship:

P: I’m all warm and horny now. LOL
Me: Haha. Oh really?
P: Def. LOL  It’s this really cute guy in front of me.
Me: You look so snuggly right now. Like I could nestle in the armpit and watch TV with you. The real thing would be so much better, but this will do for now 😉
P: Pizza with roomie coming soon.
Me: I’m making pizza tonight from scratch. 
P: When you cooking for me?
Me: As soon as you come stay with me for a weekend 🙂
P: All weekend?
Me: Yes. You come straight from work Friday and leave Sunday afternoon, so you can get home and relax before work on Monday. We can snuggle all weekend. Maybe I’ll show you New York for 5 min, and then, we’ll come right back here.
P: LOL  You’ll hate me after that weekend.
Me: Why do you say that? You know it’s not true!
P: Too much of me. LOL
Me: No such thing! What… You’d come down for the day!? THAT’S DEF NOT ENOUGH TIME TO SPEND WITH YOU!

We were both laying it on pretty thick. Maybe I was getting a little carried away, but I really did like him. He seemed like a great guy. Had he lived in the same state, I’m sure we’d have been on many dates by then.

Me: See my room?
P: I dont konw what to do with you!
Me: My big bed…
P: It looks really comfortable.
Me: There’s a whole side with your name on it. 

P: You are so awesome!
Me: You are too!!
P: Think about you alot… Potential of where to take this…. Never thought it would come to this level you know?
Me: I know. You’re quite the skeptic.
P: Well, I mean it was Grindr.
Me: Grindr is just the medium. The vessel.
P: I know but… Just mesh with you.
Me: You get out of it what you put into it. Doesn’t matter where you meet someone. Still think you should have hopped on the ferry and had dinner and drinks with me.
P: That time is done though.
Me: I know. I konw. So, now you should hop in the car. and have dinner with me. 🙂
P: That’s a long drive for dinner. LOL
Me: Dinner doesn’t end at the restaurant.

I also really enjoyed flirting with him. He responded very well to it, and I could tell he was very attracted to me. I was curious if he talked to anyone else about me. I didn’t broadcast to my friends I was talking to someone in upstate Massachusettes, but I did discuss it with my roommate.

Me: Have you mentioned me to ur roommate at all? Told my roommate about you. She comes home from work… “How’s Steve?”
P: I haven’t talked to anyone about you. 

P: Def. takes it to another level — Seeing you and conversation. I want to feel close to you, smell you, nuzzle… I’ve only been with 3-4 guys (full intercourse), and I def def want to be connected with you bad.
Me: I love the way you describe it — Makes it romantic, sensual, passionate. I want to toss you down on my bed and treat you right!
P: I want to be tossed. 😉

The pillow talk died down a bit, and we talked more about relationship desires.

P: I want to rub you.
Me: A shoulder rub from my sexy man when I get home from work, and he tells me all about his day.
P: And, the back of your head.

Then the conversation took a turn I wasn’t thrilled with.

P: You need a great guy close to you.
Me: First, we figure out us.
P: You’re incredible.
Me: Then, we figure out the distance. Can’t let that be an obstacle.
P: Not what I meant.
Me: I need you close to me.
P: You should be dating someone close to you.
Me: STOP TRYING TO PUSH ME AWAY!
P: I want you to be happy.
Me: I really dont like when you do this!
P: K. I’ll stop.
Me: Good.

After that short detour, we got back on track:

P: Obviously I want you for me. I’ve been wrecked by you. Not even into talking to guys right now. You fulfill so much already. OMG — You are killing me. We touch base all day every day…
Me: I want you to be my man!
P: Care about you… This.
Me: You’re adorable. I just want to hug you all night.
P: Def could get lost in those arms.
Me: This could all be yours!!! For the low low price of a car ride 😛  I don’t want to pressure you though.
P: It would be the prize of the century.
P: I just feel really good with you.
Me: And, I with you.
P: And, the sexual is like beyond crazy.  LOL   I can’t imagine the chemistry.
Me: We can do this again soon. Now that you enjoy it.
P: K… I really like you! 😉 Bye.

The Principal was a really great guy. I really liked him. He didn’t know it, but he was also providing me an invaluable service. He was distracting me from Smiles. I have a tendency to dive in full force, even when I barely know a guy. The Principal was giving me an outlet for this so I didn’t scare off Smiles. I wasn’t exactly using him. I did enjoy conversing with him, and I really did think he was a great guy. But, only time would tell if this relationship had two legs to stand on…

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Sexy Eyes Pt 2

Things were finally starting to look up for me. I met Sexy Eyes for coffee, and we really hit it off. On top of that, I spent the night in his bed. The compatibility was there on both the emotional and the physical. We both shared active lifestyles and had a lot in common. I was really enjoying the idea of dating him. He seemed like a great guy. Aside from Sexy Eyes, Smiles also showed an interest in continuing to get to know me. We only met for a short period of time over a drink, but he was willing to take more time to learn more about me.

Even though I saw Sexy Eyes twice that Thursday, they were both unplanned dates. We had a planned date that Friday, and I saw no reason to cancel it.

I spoke to him throughout the day to make sure we were still on. He had volleyball again that evening. He invited me to join. In fact, he strongly encouraged me to do it. It was open gym play, and he wanted to play with me. I was very intimidated because he had been playing the better portion of his life. I’m good, but I’m completely amateur. I’ve never had any formal training and have only played recreationally. That doesn’t go to say I wouldn’t play with him in the future, but I wasn’t thrilled with the idea of jumping into that just yet. I’d only just met him (I say that as I am now thinking in my head about how we already had sex).

After work, I went home and relaxed for a bit. He was occupied until about 10:00, so I watched some TV until it was time to shower and get ready. I hopped on a bus into the city to meet him for dinner and was running a little late. I thought since I was late he’d be ready by the time I got into the city. That wasn’t the case. When I texted him to tell him I was at Port Authority, he told me to come up to his apartment until he finished getting ready. I walked up to his apartment and arrived just as he was finishing up.

He answered the door, and we exchanged a kiss. He pulled back quickly and scolded me for not having a close enough shave. I get irritated if I shave every day, and that day was an off day. He complained about his face being sensitive and fear of breaking out. I partially understood, but a larger part of me recognized he was just being a prima donna.

I sat casually on the couch which he finished up. I felt very relaxed and comfortable with him. I was constantly joking with him and making witty comments. It was fun verbally sparring with him. That is alway something I enjoy.

Finally, it was time to go to dinner. We talked about the different options since it was already 11:30. I defaulted to him since it was his neighborhood, and I didn’t even know what would be open at that hour.

We ended up at the Renaissance Diner in Hell’s Kitchen. We sat outside the restaurant and chatted while we waited for our food.

I noticed a trend with him. Every time we had a conversation, it was monopolized by him. He was interesting to listen to, but he was also 75% of the conversation. It wasn’t easy to get a word in edgewise. The conversation was also heavily interrupted by the judgmental comments he made at every passerby. If he wasn’t ripping their outfit to shreds or looking indignant because someone glanced at him, he was ripping apart their walk or the way they looked. He was being entirely over judgmental, and it didn’t look good on him. He even made a comment about how I dress “straight.” He informed me my polo was a bit too loose. “You have a nice body. You should show it off more with a tighter shirt,” he noted. I thought my shirt was actually quite small, and I had no interest in dressing “gayer.”

The meal drug on for some time. It was getting late, and I either needed to go home following dinner, or I needed to get up early the next morning because I was going back to my college for alumni weekend. Finally, after dinner and the endless cup of tea he ordered, we got the check and walked back to his place.

When he told me to get comfortable and ready for bed, I determined I was spending the night. We hopped into bed under the covers, each in our underwear, and turned out the lights. We started kissing and cuddling until he pulled me over and rolled me on top of him.

At that moment, he informed me “tonight it’s your turn,” meaning, I was going to bottom for him since he bottomed for me the previous night. I made a hard stance and informed him that would not be happening. I told him I don’t do that just for anyone, and I have to be dating a guy for some time before I’m going to give that up (since I really get nothing out of it on my end).

He was NOT a happy camper. He even got out his phone to go over the semantics of what I originally said on the subject. Apparently, in a text, I said, “I only bottom for a guy I’m dating.” I guess in his mind, after coffee and two dates, we were dating — Not the case with me.

He started to pout and was getting very combative and confrontational because I wouldn’t bottom for him. “Whatever. It is what it is,” he exclaimed. I laid there for a minute, and finally said, “Do you want me to go?” He replied, “Where are you going to go? It’s 2:00 in the morning.” I told him I would go wait in Port Authority for the next bus back to Hoboken. He said, “If you want to go, go, but I’m not asking you to leave.” That was a clear indicator I should have gotten dressed and left, but selfishly I needed sleep. I had alumni events the next day, and spending the night standing in Port Authority was not something I was interested in. Instead, I curled into a ball and laid as far to the edge of the bed as possible with my back facing him.

When I woke in the morning, it was a half hour before my alarm was set to go off. I quietly got dressed and was ready to walk out the door. I wasn’t sure if he was awake, and I didn’t know how to address our current situation. I was willing to give him a second chance if he was willing to be understanding on the topic. I stood over him to see if he was awake until finally I reached out and touched his leg. He jumped up and I said goodbye. He picked his head up to give me a kiss and said, “I’ll talk to you later.”

With that, I left. There was no way in hell I was going to be the one to make first contact. He treated me like a common hookup and demanded I give it up to him when he knew I wasn’t comfortable with that. Granted he was willing to do it for me the night before, but that was a choice he made. I did not force anything upon him.

On my walk to the bus, I played around on Grindr, answering my messages and seeing who was awake to pass the time. Ironically, this is the last time I would be on Grindr for some time, but I needed something to distract myself from the sh*t-show I was living.

Of course he never called or texted after that morning. It just proved to me it wouldn’t have been a good relationship, and I was happy to get out when I did. I didn’t need that kind of drama in my life, and I certainly wouldn’t miss it. Over the course of twenty-four hours, the relationship between us completely soured, and I would have to go back to the roster to find a more suitable candidate…

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Sexy Eyes

After seeing Sexy Eyes on the street with my roommate, I decided to make him a priority. He not only impressed me, but also my roommate. She wanted to date him . He was charming and funny and had a smile and sexy green eyes that gave me butterflies.

On my way home that night, I began texting immediately. He was all but begging me to stay in the city that night with him, but I insisted I would not let my roommate walk home alone at that hour of the night. He heavily respected my decision, but also attempted to persuade me to come back on another bus after I walked her home.

Instead, I promised we would go out the following Friday. That still didn’t satiate him. He wanted to know why we couldn’t meet Thursday. I explained I had my volleyball league Thursday nights, so I would be unable to meet up. I figured he would understand being quite the volleyball player himself.

That of course was a lie. I scheduled a meeting with a guy from OKCupid. It was an interesting scenario. The guy reached out to me originally, but after chatting a bit, I came to learn he was seeing someone. He was just looking for friends. I didn’t buy it of course, but if that’s what he really wanted, I was game. I need gay friends. We scheduled happy hour drinks for Thursday evening after work.

On top of that, I scheduled another date with a guy I met on Grindr a week prior. Between these two, there would be no time to meet Sexy Eyes.

When the OKCupid friend had to bail because of a follow-up job interview, I decided to see if Sexy Eyes was available for after work coffee. I figured we could sit and chat and get to know each other a little better.

He bit. He was extremely excited to see me. Immediately following work, I walked down to the Starbucks closest to his office. He works at a financial law firm and would not be finished for the evening. He was, however, able to step out for about an hour to chat.

The conversation was mainly dominated by him, but it was good nonetheless. We talked for about an hour before I told him I needed to head home for volleyball (my other date). Our date ended with a few smooches and a hug. I was really feeling this guy. We shared a lot in common, he was older and had a respectable job, he was very good looking, he was fun to be around… The list goes on. As I walked away, he texted me telling me he wanted to kiss me more, but didn’t want to make a scene near his office. He begged me to come back into the city after my “volleyball game.” I entertained the idea in my head, but I made no promises. Who knew how my next date would go?

I met the next guy at a bar near the Christopher Street PATH station, but that will have to be tomorrow’s blog entry, because as you may have suspected, I wasn’t quite done seeing Sexy Eyes that evening. After my second date, I went home, showered and changed, and hopped on a bus back to the city. Sexy Eyes was just finishing up his own volleyball workout as I was getting to Port Authority.

We agreed we’d go out somewhere, but made no plans. When I arrived at Port Authority, I called him to find out the plan. He told me he just got out of the shower and needed to finish getting ready. He gave me his address and told me to come to his apartment. We would make a decision where to go from there.

When I arrived, I told the doorman who I was there to see, and he let me up to the apartment. I was greeted at the door with a very nice kiss, and we chatted while he finished getting ready.

Somehow, we both ended up in his bedroom just as he finished getting ready. He sat on the bed in front of me, lifted my shirt and began kissing and licking my entire torso. It felt amazing.

Between kisses, he asked if I wanted to go out or just stay in. I didn’t need to verbally answer because I was already removing his shirt. I hadn’t had sex since Labor Day. I won’t say I was a big ball of horny, but he was a very attractive and seemed very interested in me and not just my body. I wanted him. Bad.

(Warning: The following may be graphic for some) Shortly after, he was undoing my belt and unzipping my pants. He was thrilled to learn I submitted to his request to wear briefs. I never wear them, but if a man requests it and thinks I look sexy in them, who am I to disagree? He then pulled down my briefs and opened his mouth and felt amazing. It had been a while since anyone did anything with my body besides my own two hands, so I was completely enjoying the moment.

Things got hotter, and we both ended up on the bed in numerous positions. Throughout the course of our time in bed, he started playfully biting me. I’m not gonna lie. It hurt! I went along with it because they were quick, and I have a high pain threshold. But, I wasn’t entirely into it. This was something that may have to be resolved down the road. At the peak of the passion, I was inside him, and we were both thoroughly enjoying ourselves. He finished during the act, and shortly after, I finished myself off. As per usual with the guys I’ve been with, he was impressed with my finale. Something I’ve learned to take pride in based on the reception it usually gets.

He beckoned me to come join him in the shower to clean up so we could snuggle in bed. After the shower, we laid in bed together and watched the late night news. It was getting very late, and I was constantly dozing off. After realizing this, he suggested we turn off the TV and go to bed. After all, we both had work in the morning, and he had to be up earlier than I did.

The next morning, we woke at the same time. He hopped in the shower while I read over emails from his bed. When he got out, I hopped in for my turn. He told me he would probably be gone by the time I got out. I was instructed to take my time and just pull the door shut behind me on my way out. I thanked him and kissed him goodbye.

That evening, it was affirmed for me the biting had gone too far. All day at work, my chest was sore where he bit me, and when I came home and got undressed, I looked like I was abused in certain spots.

That morning, I walked to work with a smile on my face. It was a good night, and I met a good man who seemed to be interested in me. Over the few months I’ve been out and single, I’ve learned my lesson not to count my chickens before they’ve hatched. Maybe I’ve become slightly jaded in the process, and this bothered me. But, this was something I needed to start doing so I wouldn’t get my hopes up and get hurt in the end.

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Indiana Jone’s Charity

Indiana Jones didn’t arrive in my life in the most conventional way, however, he is a great guy — A great guy I want in my life.

As he was leaving my apartment the night he came over for a bottle of wine, he casually invited me to attend his next charity event. I was thrilled. He described the two upcoming events and told me he would send me an invitation. One such invitation arrived while I was out at the bar with my sister and my friend, K. I took the opportunity to tell them about this man. They couldn’t fathom how I managed to befriend this man, but both wanted to know how they could also access him.

I told them they were more than welcome to attend the charity event with me. The next day, I forwarded them the invitation, as well as to another friend and my roommate. My sister and one of my friends told me they were onboard to attend, even with the $50 donation requested during RSVP.

As we drew closer to the night of the event, everyone backed out except my roommate, who agreed to go the day of the event. I was thoroughly annoyed. I told my Indiana I would be there, so I couldn’t back out, but I did not want to attend alone. It would have been one thing if they never agreed to go, but that wasn’t the case.

My roommate and I walked to the Chelsea art gallery where the event was being hosted. We checked in and looked for Indiana Jones. He was standing in the center of the room greeting all the guests. We patiently waited until he wasn’t preoccupied before we moved in to chat him up. He was very happy to see us (He met my roommate briefly when he was at my apartment). He detailed some of the very important people who were in attendance. It was impressive. That’s as far as the conversation went. Too many people were waiting to talk to him — Understandably so.

It was impressive to see some of the results of his work. One of the walls was covered with artwork from some of the students in the school he built in India. It was touching. In the back of the event space, a video was being projected. Much of it was footage from the hospitals and schools and women’s cooperatives he built, but some footage was of him working in the field.

My roommate and I found a spot to sit and chat. We weren’t doing the best job mingling and networking. It’s tough to do without an introduction or ice breaker. Eventually, we made our own fun playing “Guess the Price of this Piece of Artwork.”

When the evening was coming to a close, we found an opportunity to steal Indiana away for a moment. He apologized for not being able to chat with us more. I assured him it was okay. It comes with the territory of hosting an event. He mentioned coming over for another night and another bottle. I insisted we would have to have him over for dinner some night. He detailed his busy schedule over the coming days, but we agreed we’d touch base and find time.

I had a very nice time supporting a very worthwhile cause. It was nice to get to see my new friend again, and I looked forward to seeing him again as well.

After leaving the event, my roommate and I went to Bamboo 52 to burn up a Groupon. We had a blast — Lots of sushi and a great dj. When dinner was coming to a close, I texted the sexy Grindr guy who invited me to cuddle a few nights earlier when I was leaving the city. I knew he lived in the vicinity of Bamboo 52, so I told him to swing by and say hi. It took him some time to get back to me, and by then we were ready to go after closing our tab. I told him we’d pass him on the street as we walked to Penn Station to take the bus home.

We ran into him half way to the bus. He was coming back from tennis. This was the first time meeting him, and I have to say, I was impressed. He looked great and seemed like a very nice guy. He complimented my roommate while still flirting with me. It was a quick ten minute interaction, but it certainly left me wanting more…

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Rude Can’t Begin to Describe

When I joined OKCupid, I had high hopes for the site. My ex, Broadway, told me to check it out. I had never heard of it before, but I was certainly willing to give it a shot.

When I joined, I made a profile and began poking around. I was very disappointed with the talent on the site. I found it very hard to find someone I wanted to send a message. I decided to take a passive role. As people viewed my profile and sent me messages,  I sorted through the interested men to see if there was mutual interest on my end.

One guy started messaging and seemed to be compatible with me. He wasn’t the best looking guy, but he certainly had something different going for him. I decided to give him a shot. We started chatting on OKCupid, and quickly moved the conversation to the phone. He texted periodically, but mostly, he called at night before going to bed. We sparred playfully quite a bit. Our exchanges were fun, but periodically, he would push the envelope too far, and I would simply shoot him down.

As time passed, I wondered why he continued to call. I learned he wrote a Broadway show to be released in the spring and was contacting some very big names to be the female lead. He was in line for a lot of success, but at the time, he was working out of his apartment and living a below average lifestyle. We talked a little about me and what I do, but we didn’t get much into hobbies and what we do for fun. He was being elusive on those details.

I enjoyed the phone calls and the attention, but every time I hung up the phone, I would say to myself, “Why is he still calling me?” There were a few things we had in common, but I didn’t feel I was really what he was looking for. It seemed he was looking for a guy who would roll over at the snap of his fingers. I certainly wasn’t filling that position. I was actually beginning to look at him as great practice to be more confident and demand more from a man who was interested in me. When the conversation switched to sex, we discovered we were both tops. Even with that knowledge, he took every opportunity to ask me for a picture of my a$shole. I adamantly declined to fulfill that request. I made myself perfectly clear that was not something he would be receiving from me.

When he didn’t drop the request in every phone conversation following, I got quite heated. I told him if that was all he was interested in, he was barking up the wrong tree. I wasn’t on OKCupid to find a guy to have sex with. I was looking for more substance. If that was all the substance he had, he needed to move on. I think he finally got it. But, I also think he thought he was just being playful, and I was overreacting.

It was also getting to the point where I needed to meet this guy. We talked for over a week, and I wasn’t going to invest any more time if he wasn’t worth it. He was already on the fence in my mind — 50/50. But, I was willing to give him a chance, even though the odds were not in his favor.

We planned to go out on Saturday for drinks and a bite to eat to celebrate the casting of his lead female. Over text and phone conversations Saturday morning, I told him I would head into the city and meet him at 6:30. When he responded at 5:15 requesting we do 6:00, I sprang into action to get ready. On the walk to the PATH, I texted and called constantly. He wasn’t responding. I wasn’t about to get on the PATH until I knew where I was going and where I should get off.

I stopped at Starbucks and ordered a latte. Luckily, I grabbed my coat before I left my apartment, because I would be sitting on a park bench outside the PATH station for the next 45 minutes. I continued to call, until finally, he picked up the phone. He shouted, “Geez! I’ll call you back! Give it a rest!”

I was so insulted. No man was going to speak to me that way and get away with it. I was already passing the time by talking to guys on Grindr, and one even went on to invite me out for a beer. I should have abandoned my original plans at that point and had the beer. The fact that he continuously pursued me boosted my ego so much it became the only thing keeping me to those plans. Sad, I know.

Instead of grabbing the beer with the guy on Grindr, I went to The Melting Pot, where my friend is a bartender. I figured I’d grab a glass of wine and give this as$hole a few minutes to get back to me about our plans for that evening. I was going to give him a second chance, but I wasn’t going to let him get away with talking to me like that.

When he finally called, he didn’t acknowledge the time passed since we planned to meet. He also didn’t acknowledge barking at me over the phone. I was very short with him and called him on it. He didn’t apologize. His response: “Well, you can either come buy me a glass of sangria to celebrate my casting, or you can go home and cry about it.” I was flabbergasted! He had some nerve! Now, I was going on this date out of spite. I was going to be spectacular and then shoot him down.

When I arrived, he stood to greet me with a hug. He commented on how attractive I am — better than my pictures — and how he would have put more effort in if he only knew. He was laying it on thick. I could tell he was very attracted to me. I thrived on it. With every word, he gave me more power. He was actually less attractive than his pictures. I wasn’t interested in the slightest, but that doesn’t mean I couldn’t use the date as target practice. I shot him down at every attempt. He made a few lewd comments, and I made my disgust apparent. When he made a cavalier comment about hitting the restrooms as a joke, I went off on him. I asked if that sort of thing normally worked for him. I pointed out how much of a negative effect it had on me. This guy was truly a creep. Ironically, I was having so much fun shooting down a guy who was pursuing me, when I should have been looking forward to the date’s end.

I found out he was late for the date because he was arguing with someone on the phone. He claimed he barked at me not knowing who it was and apologized. If he wasn’t rude enough, he spent 70% of the date texting on the phone. The argument wasn’t over. He didn’t even have the decency to give me his undivided attention.

When the date ended, we began to walk towards his apartment and the PATH train. When we reached a crossroad, he pulled me in for a close hug. Luckily, I didn’t have to kiss him, as he was recovering from a cold. That doesn’t mean he wasn’t trying to pull me closer than is comfortable. He started to make a comment about my being arouse, but I pointed out to him how much that wasn’t the case. I was blunt. “I could not be less aroused right now.” And, after a little more conversation, we parted ways.

I was shocked when he followed up with a text stating his desire to meet again. I responded, “That most likely will not be happening. We have very different priorities, and you were exceptionally rude.” He questioned how he was rude, and I decided it wasn’t even worth my time to recount the scenarios. He truly was an as$hole.

The best part of this was that I walked away unscathed. I actually had fun being blunt yet dignified. I wanted him to want me so badly, so when I shot him down, he’d realize what he was missing. I think I was successful considering the texts continued for some time…

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Turning Over a New Leaf

With the passing of Labor Day, summer officially ended in my book. I was sad to see it go. Like always, it flew by in no time. Its passing wasn’t all sadness, however. My favorite season was right around the corner. The changing of the leaves, the crisp air, the smell of fireplaces… all things I loved about the fall.

Just as the seasons were transforming, so too was I. Since I broke up with N, I went off the deep end. Part of this is because I never had my wild time. While everyone else was hooking up and experimenting in high school and college, I was being a good boy. I sat there and watched everyone else experience relationships and casual sex. I was asexual. Sure, I had my fair share of hookups with women, but nothing worth writing home about.

When I finally accepted myself and came to terms with my homosexuality, I found myself in a relationship right off the bat. I never had a chance to meet new guys and discover new things. Following my breakup with Broadway, I had a short window of wild time, but it was mainly filled with dates that ended with me going home alone. Then came San Francisco, shortly followed by N. This summer was the first time I was single and gay. Did I live it up? Yes. Am I proud of everything I did? Hell no, but I also have no regrets. Everything was an experience, whether it was something I learned from or something that made me a better person.

I began to look back and examine my summer. I wasn’t being true to who I am — True to myself. I don’t have casual sex. I’m a monogamist. I crave a meaningful relationship with a special guy who appreciates me, body and soul. If I kept sleeping around, I was never going to find this. I need to make a change. I thought I would be able to ease into it when I returned from Martha’s Vineyard, but I was wrong. I needed to be more drastic. I was going to be a good boy, even if it meant the palm of my hand would be raw.

I had two friends with benefits. I needed to cut them off completely. Closet was still messaging me since we last hooked up. “Hey man, haven’t talked to you on a while. Hope all is well. Don’t want to sound insecure or anything(too late), and I know you said its not a bother to text/email you, but just FYI in case that ever changes just let me know you’re lookin for something different or you’re seeing someone else. Lol feel free to lie to me, just would rather know if you’d rather me step back… I don’t want to become one of those creepers that I keep hearing about haha. Anyway hope to see you sometime, even to meet out for a drink or something.  Later man.”

I originally found both my friends with benefits on adam4adam.com, so I sent them both messages on there. I lied and told them I was seeing someone, and I wouldn’t be able to see either of them anymore: “Hey dude. Sorry I haven’t hit you up. Everything is fine. I have started seeing someone, and I decided I need to stop with hookups outside a relationship regardless of that person. I think you’re a great guy, and I had a great time with you! Don’t doubt that. I just need to find a serious relationship right now, so I’m concentrating on that. I hope you understand!!!”

While the muscular weekend hookup simply replied, “No worries,”

Closet had a few more things to say: “Hey bro, its cool. No hard feelings.  I mean can’t say I’m not disappointed, cause putting the physical aside, you really seem like a great guy, and I’m glad we met.  Honestly, I felt weird saying it to you before, but now what the hell hehe…you’re the first guy I was with that made me think I wanna come out(not to mention my first for a few other things, lol).  Obviously not saying I was in love after a few hookups lol, but I felt something more than just empty sex. I’m considering it after the holidays this year (you know, one last Christmas where the family likes me, hehe), but I’ll revisit that one later. Anyways, you’re a great catch, and I hope you find a great guy – and my offer remains open if you wanna grab a beer, just as a friend, hit me up. Thanks again dude, and I hope our paths cross again sometime. P.s. Two more things… 1. Thanks for being so patient with me in bed and all that, even though I still need to loosen up a little (pun intended), you really made me feel comfortable. 2. If you ever run into me while out at bars or whatever, cuz I’ve been in Hoboken quite a bit lately, feel free to say hi.  I’m trying to gradually cut back on the paranoia part of all this.”

I felt pretty bad about the situation with Closet. It was obvious he was starting to fall for me, but I had no interest in pursuing anything with him. I knew I was right to cut it off when I did.

Outside of my regulars, I gave up Grindr cold turkey. I knew it would be too tempting to fall into something if they were hot and looking to hookup.

I joined OKCupid, was checking ManHunt and adam4adam.com regularly to see if there were any guys reaching out to me I’d be interested in meeting. It wasn’t easy finding a man up ’til now. I couldn’t expect it to get any easier just because I stopped hooking up with random men. None of the men I went on dates with previously showed any interest in seeing me again. Pillow and The Trainer kept giving me the runaround, so I had to learn when to simply give up and move on.

I started to wonder what was wrong with me. What was I doing wrong? Without the sex and without the happy feeling I get when I have a prospective guy I’m seeing, I started getting cranky. This was going to be a learning experience for me. I needed to not only find a man, but also to find myself. In the meantime, everyone around me would to have to watch out. I was not a happy camper…


			

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Principal’s Office

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…

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Prince Charming Pt 2

Ever since my first date with Prince Charming, I have been trying to see him again. With the exception of being unavailable often because of his job as a flight attendant (soon to be pilot), he was everything I was looking for in a man. I thought about him often, but tried to curb my excitement for fear I would find myself disappointed.

We spoke on the phone for an extended period of time while I was in Martha’s Vineyard to try to plan a time we could get together. It was nice to get to hear the sound of his voice again. He told me his upcoming schedule and planned to get together the Wednesday after my return from vacation. He would be coming off a long working weekend in Scottland Tuesday evening.

When Tuesday rolled around, I started to become worried about the potential for Wednesday. I was back to work and knew the full scope of work laid out for the week. We had a pitch that Friday that would lead to me traveling to Memphis Thursday afternoon. I knew my Wednesday night was going to be stolen by work. Tuesday when he landed, he sent me a text message. I near lept for joy. I was thrilled he reached out to me. I was on his mind. I texted him back on my walk home from work. It was pouring outside, but I still had a smile on my face.

I took the opportunity to warn him I possibly would be unable to meet Wednesday. I asked him what the chances were I could see him that night instead. I knew he was tired from the long trans-Atlantic flight, so I proposed ordering take-out and a movie on the couch, even though I owed him a home-cooked meal from scratch. It was already 7:00, and I had no time to plan out and cook a meal to the extent I would need to impress him after his spectacular creation for me.

Surprisingly, he bit. Once I explained both my roommates would be out of the apartment, he agreed to come over. I was shocked at how little convincing he needed after telling me how exhausting that flight is. He said he would have to shower and get ready to come by. He was moving at a snail’s pace after waking up from a nap and apologized for such. He asked for my understanding. I told him to take whatever time he needed, as long as it meant he was coming over. I was literally blissfully walking through puddles as I texted back to him. I didn’t care what was going on around me. I had a smile from ear to ear, and two very wet shoes.

When I got home, I cleaned my room and showered. He asked me to find a good Italian restaurant to order from. I called my Italian ex-roommate to ask which one he preferred since I respected his taste in Italian cuisine. I set the menu on the counter and waited for him to call. I instructed him to pull up in front of my apartment, and I would hop in the car to help him find a parking space. He already resented Hoboken and its lack of parking. Anything I could do to offset that would work in my favor.

He drove around for quite a while before finally calling me. It was a downpour outside, so parking was even more at a premium. He pulled up and I hopped in the car. I leaned across the car and gave him a kiss. We drove around for twenty minutes without finding a single space that wasn’t flooded out. He said the only other option was to go to his place, but he would have to drive me home late at night because his roommate (the one that isn’t his ex) was coming home at 5:00am. I didn’t question it at the time, but a huge red flag went off in my head. Why did it matter if his roommate came home? It had to have something to do with living with his ex. When he brought me over to his apartment the fist time, no one else was home. He was hiding something, even if he told me in full disclosure he lived with his exboyfriend who he was separated from. At that point, I suggested he drive home and take a cab to my apartment, but he was ready to give up.

He asked me to give him credit for the effort, but I wasn’t satiated. I wanted to spend time with him. He made me happy. The parking situation was ruining my night. It had nothing to do with not getting sex. I just wanted to spend time getting to know him.

He drove back to my apartment and dropped me off. I gave him a few kisses and went on my way. I walked back into the apartment like a defeated soldier. We agreed to try for the following evening, but I had very low expectations for that. It was late, and I was starving. I found some frozen food in the freezer that was easy to heat up, and I sat on the couch for the remainder of the evening alone with the TV remote.

The following evening, I found out I would not be at work that late. I texted him immediately, only to find he was unable to come over. He had an early training flight the next morning. We agreed to shoot for the following Tuesday to meet up again. From that moment on, I resolved myself to not get my hopes up. The new discovery about the sneaking around his roommates did not bode well for progress between us.

The following Monday, I sent him a text asking if I would get to see him. After getting no response, on Tuesday I followed up with a phone call but still didn’t receive a response. When Friday came along, and he signed on Grindr, I messaged him to ask if he was avoiding me. I also sent a text, should he not get my Grindr message. I wasn’t going to stalk him, but I was shocked he would treat me like this after telling me how much he enjoyed my company. He finally responded, “I am going through some things with my ex, and I don’t want to drag anyone into the middle of it.” I immediately replied, “I have to respect that, but I have to tell you, I’m very disappointed.” He texted back, “I understand and apologize.” That wasn’t an acceptable apology for ignoring me. I thought he was different and would treat me with respect. If he told me that instead of avoiding me, I would have had to accept it and move on. It’s just the games I don’t appreciate.

Who knows if it really was his ex or if he just lost interest in me. I will never know. I followed up with a text saying, “That doesn’t mean we can’t grab a friendly drink sometime at the bar. Don’t be a stranger.” I still needed friends as much as I needed a lover. I was willing to accept that level with him since I thought he was such a good guy. However, he must feel differently. I haven’t heard from him since…

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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…

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