Showing posts with label male Chelsea Handler. Show all posts
Showing posts with label male Chelsea Handler. Show all posts

Monday, August 5, 2013

A Lot of Duplications...

I had a date for the first time since coming back from PTown on Thursday with a guy I met from OkCupid. It was more or less a typical kind of date for me. This guy had a lot of similarities with other disastrous dates that I have been on. The oddest part was that each duplicate thing on its own was a less extreme version of some previous date nonsense but collectively made for one typical date of ridiculousness.

I guess I should start with this guy's name....or my nickname that is....Mini Asian Harvard Architect or MAHA....

So MAHA invited me to go for coffee at Cafe Algiers which was actually a really excellent date choice. I was running a little late which unfortunately happens all the time with me...I really need to get better at that, but I digress. I showed up and MAHA was sitting at the table waiting patiently for me. I got a delicious mint coffee and he got mint tea and we actually had a really great conversation talking about traveling, work, and prostitutes (I think anyone who has a conversation for more than 5 minutes with me ends up talking about prostitutes though). After much talking we decided to go for a walk around Harvard Square but before hand we both wanted to go to the bathroom. I headed to the bathroom first and then he went when I got back.

******Completely Off Topic
I would like to take a moment just to comment on bathroom etiquette while on a gay date. Every gay man should know that you can't both go to the bathroom at the same time. If two gay men go to the bathroom at the same time while on a date everyone assumes that they are hooking up in the bathroom. If two gay men go to the bathroom at the same time while on a date one of them will assume the other wants to hook up in the bathroom. If you truly want to have a respectable date everyone knows you have to go to the bathroom at different times.
*******Back on Topic

When MAHA got up to go to the bathroom was the first time I realized how short he was. Seriously, I'm going to be generous and say that this guy was about 5'4" When we started walking around Harvard Square I realized that he had a really cute butt and was actually quite adorable....a perfect Pocket Gay, a little reminiscent of Tiny.

As we continued our walk through Harvard Square MAHA started pointing out to me all of the different buildings and there architectural significance. It was actually quite adorable. We ended up outside of one of the gardens of the graduate architecture school. I couldn't take it anymore and just had to kiss him. We then proceeded to kiss and make out overlooking Harvard Square for a good 20-30 minutes. At the end of the 20-30 minutes somehow MAHA and I ended up going back to his place so he could grab his stuff and join me back at my place.

Once we got back to my place we started fooling around after I had picked up my room a little while he was in the bathroom peeing. I really had not intended this date to go in this way at all so I hadn't even really made my bed....Ooops!

Well after making out for a while and MAHA vigorously grinding his crotch into my own I stopped him and just had to ask, "So are you a top or a bottom? I mean I know we said no sex, but I'm just curious." He looked at me and actually told me to guess. What was confusing about this guy is that at first glance he definitely should be a bottom...he is 5'4", Asian, cute bubble butt....however his body language and demeanor screamed top...well except for the being a pussy about making a move to kiss me part.  Sure enough he told me that he was exclusively a top. Isn't that always the way though....just like with who's gay and who's straight. 
*************************************NSFW*************************************
We continued to fool around and each one of use proceeded to lose more and more clothing until finally we were both naked. It was at this moment that I realized he was completely hairless except for his head, a little bit of his pubic hair directly above his cock, his legs and his arm pits. Now I am not a guy that particularly likes hair, but on someone so short and petite that lack of body hair really seemed odd. 

Eventually, I, of course, was sucking his dick. To be honest, for a full blooded Chinese guy he actually had a decent sized dick. It was by no means massive, but it was of average size and was nothing to be ashamed about certainly. And it dripped precum pretty steadily the whole time we were fooling around so that was cool.  

After sucking his dick for a while and watching him squirm during the blowjob I finally went back up to kiss him which he allowed me to do rather reluctantly. This annoyed me if I am going to be completely honest with you. I can understand a straight guy being an asshole about something like making out with his girlfriend after he cums in her mouth, but a gay guy after a blowjob that didn't end in a cumshot? Come on dude...MAN THE FUCK UP!!

Eventually we were back to fooling around with a lot of heavy touching and a few things of note happened. Firstly, he revealed to me that he loved thigh fucking a guy. (So this is the second guy over 30 in the last month who was into thigh fucking....WHEN DID THIS BECOME A THING??? Did I miss a gay meeting or something? Is it in the minutes? I wish someone would enlighten me about this phenomenon and why all of a sudden so many of the guys I am seeing are into it.) Secondly, the guy kept making an intimation that he would like to move the whole situation to the shower. It was an odd request especially since no one had even cum yet and there was no mess to clean up. Thirdly, the guy definitely hated sucking cock. He would bring his head down to my dick and lick the shaft once before totally giving up. I had never really run into this problem before if I am being honest. Usually gay men love to suck dick and if they don't then they never even make the effort. But to make such a feeble effort to lick my dick twice like a Bertie Botts Booger flavored lollipop was just too much. Eventually I got him to suck it properly, but I didn't want to push it. 

After fooling around for a few hours I finally just started really teasing the hell out of the guy between my hands and my mouth. And then he said, "Okay so I know that you made that joke about working with 'your' people earlier, but seriously were you ever a hooker?" I was so taken aback by the comment that I didn't even respond. Instead I just focused my efforts and made the guy blow a huge load all over himself. 

That is rude though right? I mean even if you think your date use to be a hooker shouldn't you just keep that thought to yourself? What if I had been a hooker when I was younger....would you really want to know that? Would you really want to rehash those memories for me mid-blowjob? 

After he came he was clearly uncomfortable with the cum on his body so I offered to shower with him. We both hopped in the shower and he kept trying to convince me to get myself off, but I just didn't feel like it. We then ended up just cuddling and going to bed. I was big spoon...which just further confused me about his Top Only status.

 I woke up early to the sounds of heavy rain and thunder and lightning. I was immediately turned on. I don't know if I am the only person who feels this way, but there is something so erotic about a thunder and lightning storm that I become instantly horny the minute one begins. It was really convenient that MAHA had his chest and hard dick pressing against my own. We proceeded to fool around in our early morning haze until he got a phone call probably around 7. He answered the phone and it was his mother who told him that she would be waiting for him at South Station at 8am to head back to Connecticut with him, where they both lived. 

I almost started giggling it seemed so ridiculous, but I held it together and simply said, "So you should go then?" And his reply was actually pretty nice, "No I have at least 5 minutes....do you think you can cum that fast?" I laughed and just got to work....I busted pretty quickly and he insisted that he could not cum or he would fall asleep on his mother. We then got dressed and I drove him to South Station with a raging hard-on hiding in his jeans. 
*****************************SFW********************************************
On the ride to South Station I made a comment about maybe coffee again some other time or drinks and he was very vague and noncommittal in his answer which I assume means he wasn't really interested in a second date. To each his own I suppose. At South Station he got out of the car and actually gave me a kiss good bye before heading into the train station to find his mother and I headed to Dunkin Donuts to grab a coffee on my way home. Once home I hopped in bed and just passed out for a few hours before I woke up to a gloriously sunny day and brought my ass to the beach. 

Its funny how this guy on paper seemed so good, but in practice was just so clearly not right. I don't know how I am ever going to find someone who is as good in real life as they are on paper. However, on the bright side at least this guy was out. Judging by some of his behaviors when we were fooling around I am going to say that he is probably pretty sexually repressed but at least this time it is because of his Asian heritage and not because he is afraid someone is going to find out he is gay....Its a step in the right direction. YAY for little victories!!! 

Well I guess that is all I have for this time...
Until my next date!
Chau!!


Thursday, June 20, 2013

When it Rains....it Fucking Pours...And Then You Occasionally Get Struck By Lightning

I guess this is more of an update post than a really great one in general, but I haven't posted anything in a while so I figure I needed to say something. First let me blame my lack of posts on two things: 1. I just got a new job and have been working pretty regularly to try and stay on top of things and 2. I haven't even had a probably propositions for a date in over a month now.

Let's start with the good news. By some weird and strange coincidence I am still talking with and still have a thing for the Harvard Gaymer. We haven't gone on a date in over a month and I still feel inclined to text him or gChat him regularly and it always brings a smile to my face when I realize I got a text from him. I know this is stupid and sappy and definitely not the reason most people read this blog, but its the truth. I was going to try and phase him out throughout the summer because he was a virgin and so much younger than me but all of my friends have convinced me of what a bad idea that would be. I guess they are right to when it come down to it. This is the first guy in a long time that is low maintenance, into me, smart, funny, and that I am actually into on some level. So I guess the old motto, If It Ain't Broke Don't Fix It sort of applies although I guess it should be switched around a little to be more apropos, If It Ain't Broke Don't Fuck It Up. And thus ends the good news....

Onto the almost newsworthy updates....I've heard from two guys that I have been on dates with in the past within the past 3 weeks. Like the title says when it rains it pours....

The first guy to randomly message me out of the blue was Mereb...For whatever reason this motherfucker keeps just popping up back in my life. He Facebook messaged me a few weeks ago just asking me how I was doing. I responded very cordially. A brief and curt conversation began and he intimated that he wanted to get together for coffee or drinks to catch up. Being the asshole that I am and remembering full well that this was the guy who was going to FIX me I responded, "I thought that was what we were doing." After a few more knife twists in the conversation Mereb finally took a hint.

Here is what I really don't understand. You stopped dating me because you found the best boyfriend ever. He broke up with you and you immediately Facebook messaged me. In the course of that conversation you told me that you were planning on leaving the city in about a month or two. The last time you spoke to me before this you attempted to booty call me and then told me you were going to fix me. WHY on EARTH would I assume you were looking for anything other than to get your dick wet? Also if I rejected you as a booty call the last time what makes you think that I would change my mind. Do I come across as that desperate? I didn't think so, but who knows.

The next former guy that showed up literally out of the blue was KFlip. The weekend of Boston Pride I got a text message asking me out again and apologizing for not being in touch in so long. If I am being honest I was almost giddy when I heard from KFlip. He was such a good guy, cute, nice, had a good job, intelligent, his biggest flaw was that he wasn't out and wasn't comfortable really dating a guy. I honestly thought that after a few months he had worked on coming out and was finally ready to date someone for real. I was super excited.

We made plans to meet the Saturday night of Pride weekend to go out for drinks at a club. Around 10 o'clock I was still at work so I called to cancel/reschedule. He was more than happy to put it off until the Sunday. So we planned to do brunch and then the Back Bay block party. I thought that it would be a really cute date. We originally headed over to Thornton's which was closed, and then we went over to the Trident Cafe where the wait was WICKED long. Finally he suggested we go to CafeTeria, a really gay/shi shi brunch place on Newbury St. We ordered and split a jug of Bloody Marys and everything was going well. We were laughing there was some subtle arm touching and flirting. Then the check came and he insisted on paying. I sneaked a peak at the bill around fifty bucks so I thought, "Just as I remembered a gentleman. Nice! Score!" Then while the card was being run I asked about how else his life was going....

"Oh well I have a boyfriend now." It was like the scene in Jane Eyre when the tree is struck by lightning and starts bursting into flames.

 Seriously??? Then the best part was he followed that up with...."He isn't out either so it works out really well. And I've been faithful." WHAT THE FUCK??!?! You just paid for another guys expensive brunch, and are planning on going to a gay block party with him.

It was at this point that I turned into the bitter asshole that most people know me as. "Oh that's funny. Does he look as gay as you though because its not like he is that in the closet then?" I knew full well this was like pulling the cornerstone out of an archway and I was about to watch this man crumble in front of me but I couldn't help myself. What dickhead asks someone out on a date and halfway through insists its not a date? Really? REALLY? Then I spent the next half an hour explaining to KFlip how any homo with a halfway decent gaydar would spot him in a second and now in another second that he was a dick hungry bottom. I know I'm an asshole, but I really just couldn't help myself.

We went to the block party and he spent maybe a total of 45 minutes waiting for it to fill up....we were there pretty early.....and then he took off as soon as more than 25 people were in the vicinity. I didn't leave. Instead I just sat on the curb and drank and watched the festivities. I gave off a fuck off vibe to so no one even came near me. I called my lesbians to come but they were busy so eventually I just left, happy with the buzz I had gotten mid-afternoon.

I think that is pretty much it for now. I'm going to continue to talk to the Harvard Gaymer and then see what else happens this summer. I should be going to PTown for the week of the Fourth of July for work so who knows maybe I will fall madly in love with a stranger I meet down there. Maybe I won't meet a single person....maybe I'll meet a few (probably not since its a work trip but a boy can hope right).

Well until next time....
Chau!!

Wednesday, February 6, 2013

Off to a Great Start...

Last time I posted on here I had been out on two dates with KFlip....I am sad to report that since the second date I have not been out with KFlip again. It sort of sucks. He had his life together. He was employed. He had his own very nice place. He was normal, but not boring. He was attractive. But I definitely think that second date scared him off. I mean we have texted back and forth a little but the reality is...I have that feeling that I am never going to see him again, which just sort of sucks. He definitely was great potential boyfriend material. I mean the worst thing about him was the fact that he wasn't really out

To be honest though I think that was probably why he started getting weird after our second date. I think he saw the potential I did between us and I really don't think he was ready for anything serious yet. I mean I was his first real date with a guy for God's sake. To be expected....My curse as a Gay-Starter Kit continues. I'll keep his number in my phone, but I think I am probably done putting the effort into the whole thing.

In the midst of trying to figure out whether or not I was ever going to see KFlip again I was asked out by someone who on paper should be perfect for me. I think I am going to call this guy Hickey

So Hickey is a fairly tall, skinny, black guy from Guyana.

For my geographically challenged friends....here is a map...It is a real place and its right there----->




Now that we have established where Hickey is from I should probably tell you a little bit more about him. He is 22 and is a medical assistant for a local healthcare agency. He is totally understanding of me being busy. He is nice. He is attractive. He is really nice and cute. And he is out....as of December.....Hey its a step in the right direction for me!!

Our first date was a typical kind of first date for me. We went for coffee when he got out of work. And once again someone said yes to getting coffee on a first date despite not really liking coffee. Why do people do this? I mean I LOVE coffee so I can't imagine being asked out for coffee and that being a problem. However, if someone asks you out on a date where you have no interest in doing the date activity why would you say yes?? I just don't understand that. I mean if someone asked me on a gym date, I would absolutely offer a different idea I wouldn't just say yes no matter what the activity was. Maybe that is just me....maybe I am bitchier than I thought

I digress....so Hickey.... The first date ended rather nicely. We went up to the 16th floor of my dorm so he could get a view of the city and we sat and made out for a few minutes. Really the only problem with the first date was that fact that he mentioned his ex-boyfriend. That's not by any means a deal breaker for me, but I have come to find that anyone who mentions their ex on a first date probably has some issues from their previous relationship that will make it impossible for me to ever truly date them.

After our first date Hickey and I set up a time on Saturday to go see a movie. Now its important to know that I worked the overnight shift on Friday night so I thought a movie might be an easy second date because if you fall asleep during a movie you can pretty much lie your way out of that right? 

Well we were going to meet at the theater at 1:15 to catch a 1:30 movie....So I dragged my ass out of bed, despite only having had 5 hours of sleep and schlepped over to the movies. Then when I was standing outside of the theater in the freezing cold for almost 20 minutes I decided to text Hickey and find out what the fuck was going on. Turns out he got completely side tracked doing some errands and was running late....Cut to me still standing outside of the movie theater at 2:00 in the middle of winter on a busy Boston street. Needless to say I wasn't thrilled with the prospect of this date, but I did end up being pleasantly surprised. 

By the time Hickey ended up showing up I was sort of over the idea of seeing a movie and suggested we just grab lunch because I was starving and cold. Hickey of course apologized the whole way to the restaurant. We ended up going to the Beantown Pub, which is actually the place WASCJ....remember him??? Brought me for the date before I never heard from him again. After a really nice meal, I got breakfast and he got Fried chicken....I wish I could make that up....yes he is that black, we headed out and got coffee at one of my favorite date coffee places, The Thinking Cup. We then took our coffee and headed back to my place. He only mentioned his ex once the whole time actually which I took to be a good sign...although it was in reference to his ex possibly stalking his place of work now....Red flag, Maybe? Eh...Fuck it...

This date ended up going and going and going until probably 9:00 that same night. We spent hours just fooling around in my room. I had such a good time. I haven't done that in so long....no sex just good old fashioned fooling around. He was really skinny, but had a very defined body. A nice sized uncut dick which is something I haven't had in a while. He was so dirty too! Such a nice change of pace from the people I have dated the past couple months. I mean he was definitely a bottom by nature but he had the ability to man up and be aggressive, which was nice. 

In terms of actual stuff that we did though...this boy was just filthy and he loved every second of it...which is always such a turn on for me. I mean, even if you're not dirty....if you can at least talk like you are you are already half way to getting me off, if truth be told. When we both finally finished it was quite the.....well lets just say I definitely had to wash my bed sheets afterwards. 

I'm sure you are all wondering based on what I just told you how this guy got the name Hickey....well here goes nothing. Probably two hours into hooking up Hickey stopped me and started asking me all sorts of questions about my intentions. I immediately responded that I had no intention of fucking him as we had only been on two dates..I almost immediately realized I had missed the point of the question. He wasn't talking about in the immediate future he meant....were we going to be in a relationship. 

I gave him the, "I'm really a commitment-phobe" speech without hesitation. He then asked if I was dating anyone else. And since I can never lie, even when it would probably spare someone's feelings getting hurt, I told him about KFlip. I could tell just from the look on his face that he was NOT happy. He acted as if I was cheating on him which is completely absurd since we were on our second date. After a few minutes I think he realized just how absurd it was and then it happened. He pinned me to my bed and started making out with me...Hot right? He then went for my neck and just started sucking and biting like he thought he was a vampire. I wasn't even a little worried about a hickey. I have literally never gotten one in my entire life...until then....I got cocky and got paid back almost immediately. After 5 minutes or so of some pretty intense neck biting or sucking....he pulled his mouth up...just like a vampire from True Blood when they are done feeding and looked at his handiwork. Then he looked and me and said, "Let the Filipino guy see that"

It was in that moment I knew this was never going to last. What a jealous fuck? I mean we have been on two dates and you are already trying to mark me as your territory. No matter how attractive I might find that kind of personal possessiveness I am definitely not feeling it after two dates. 

As it stand right now....Hickey and I are still speaking via text. I think he is a really good guy, but there are a few issues. Most importantly I think he is very recently out....which is probably why he is so jealous....and so into talking about where we are going in the future....and continues to talk about his first real boyfriend on every date we go on...

I guess there really is no telling what Valentine's month has in store for me....Maybe I will go out with KFlip again....Maybe I will go out with Hickey again....Maybe I will meet the love of my life on the T....who knows??

Chau!!



Sunday, August 19, 2012

OY VEY!


I'm not Jewish, but I think that would probably describe my life the past couple of days.

So the guy I invited over ended up needing more of a psychiatric session than I did. It turned into a very deep conversation and discussion about what it means to be gay and open about that for some people. How you deal with it and tell your parents? How you can be gay and not a self-destructive slut. Lots of different things were talked about. Suffice it to say I will no longer be calling him for nights of fun, but he definitely has my number so that in case things turn out to be overwhelming for him he has someone to talk to. 

This always seems to happen to me. I take a perfectly screwed up wonderful thing that I might have and pick at it. I just pick at it and pick at it relentlessly until I figure out what the underlying fucked-upness of the situation really is. Then I have a crying basket case on my hands and I end up playing nurse. So after probably 5 hours of we'll call it therapeutic communication with this guy I sent him on his way and began planning something for the next night that I would enjoy and would take my mind off the craziness that I tend to get myself into with guys.

Last night I put my plan into action. There is this guy I have had a little crush on for over a year now. He is completely the opposite of what my type would normally be. He is short, white, sort of dorky, into video games, but for some reason I still have this little crush on him and I can't help it. So last night we actually went out together with a few of his friends. We all ended up dancing, which he can't do.....I mean seriously he dances like the whitest kid you know. He got pretty drunk and started flirting and dancing with me pretty aggressively. Which I loved! I'm not going to lie it was nice to have someone that I had a crush on for once express some kind of interest in me. 

Of course we were at a gay club and we got a lot of attention from people. One of the guys who came with us was my crush's, let's call him Tiny, former fuck buddy. Which was awkward because I was trying to flirt with Tiny and the whole time his friend kept getting in on the action.Then throughout the night a couple of other randos came up and started dancing on me to and because I am me I continued dancing back but always ended up dancing with Tiny again. Then around 1 or so Tiny and his hag went missing. 

I really didn't even think about it until they still weren't back 20 minutes later. I then went looking for them and found them in what appeared to be a very serious conversation. I was ushered away from it and told that it was about boys. Then after their pow-wow was over with we decided we would leave. Now here is the thing. I totally thought Tiny was going to come home with me. He had been so into me and I definitely had a crush on him and was into him too. His hag kept telling me outside the club that I was cute and that I definitely had to go out with them again, but then nothing. Seriously he didn't come home with me and it was like a lot of the flirty stuff that had happened in the club was just no longer existent. 

I decided I was going to walk home in the sleet and they, Tiny and his hag and his other friends, all got in a cab to head home. It just sort of sucked. I still can't figure it out. I walked home with the cold sleet pounding my face and body and the entire time all I could think about is what I had done wrong. I guess maybe I misread some signals. Maybe it wasn't all I thought it was cracked up to be. 

Maybe I should have just gone home with the bartender or the guy in suspenders who kept looking at me. Its a lot of maybes, so I guess I am in the same boat I was in before. Alone, again, and just waiting for someone to turn this commitment phobe into a serial monogamist....I'm beginning to think that might be a little far fetched but whatever, a boy can dream can't he.