I just wanted to write down my thoughts about a couple of interesting experiences i had since the last couple months
*Disclaimer: this is a blog post and the first two paragraphs contain no graphic sexual content if thats what you were looking for*
towards the end of march I got this part time job in woodridge, and almost immediately noticed my supervisor trying to flirt with me. He was at least a few years older, and someone i would describe as 'loud', but also very friendly and upbeat. He does this thing all the time like 'WHATSUPBIGDOG?' whenever someone arrives for their shift that I just don't know how to respond to anymore.. along with a handful of sexual harassment jokes, my favorite being 'Perry, next time you do something on the daily beautification list without signing off on it, im going to shove this thermos firmly up your ass. Do not tempt me...' so i would say we had an interesting chemistry... until one day i came into work with a hickey (from some guy in boystown who i didnt rly like that much)... and he asked me about it, and i freaked out because there were clearly other coworkers in earshot - among them women whom i did not want to get on the wrong side of (but did with at least one eventually anyway because she's just a stupid cunt who I could not standing working with) - so i lied saying that i actually got it from my seat belt.. and seemingly right after that he was a little disappointed in me and for the rest of the week rarely made any more jokes and would occassionally ignore me for extended periods of time.. about as long as he could without disrupting the workflow. It became very clear to me then that he was upset by *what i had done* (which i will detail in a few min), but at the same time I was afraid to really say anything about it because.. realistically speaking i would have totally jeopardized my position if i just up and told my supervisor 'hey, i actually dont normally hook up, and i want you to know im available for stuff' especially after i had already lied to him about it (and at the time i really just wanted him to believe that because i was actually feeling ashamed of myself).. but while im sure we could have eventually got past it, he was unfortunately about to spend a lot of time away from the shop anyway as he was required to transfer temporarily to supervise another store in the area, and while he was gone i ended up getting fired because i walked out one night after being totally disrespected by that obnoxious bitch i mentioned earlier who seemed to think she was queen shit just because she had been working there long enough to become a shift-leader. ironically the last thing the manager joked before he left was that i would be crying for him to come back. miss u charlie
anyway about the guy from boystown (everyone else posts their random hook-ups on here too so dont judge), i met him on another site which im not gonna disclose and no it was not a4a. i made the unfortunate mistake of getting caught up chatting online and texting instead of actually calling him... and it wasnt until i went all the way downtown to chicago to meet up that i realized he was a total 'fruit.' but it got worse, he was like a top-fruit. but at that point i was just like 'ok i already came all the way to chicago.. so im just gonna shift perspectives and try to make friends'. so i was talking to him about when i used to go to school in the city, and why I wished Jill Stein was president and other stuff that i thought was legitimate conversation material (learned he wasnt even close to vegan so forget relating over something easy like that) but then after a few minutes he just blurted out 'oh please, enough with the cute small-town white boy act'.. and i just had no idea how to respond to that. like it was so pretentious and immature (and admittedly the way most gay men speak to each other) that i just had to stare at him blankly for a few seconds to see if he was going to apologize or something, but instead he went ranting about all the white boys he's met who are 'withdrawn' and not 'out' enough, or rather 'not flaming' enough as he and his big red scarf probably meant.
ok so anyway i just decide to suppress the alarms going off in my head because unfortunately i am a ppl-pleaser and telling someone i dont want to go through with something (just about anything, really) never seems to come with enough excuses. and because somewhere in my mind i was determined to get fucked by something before I left or my night off would have been a total waste. so eventually he leads me out the cafe we met at and we walk a whopping 2 blocks to his apartment (well really i would have traveled the same distance anyway because my room mate would get pissy if i started bringing random ppl over and making kinky noises), he shows me upstairs, we talk some more, he slowly undresses... and hey look his dick is very much average if not below average in size.. like ive definitely masturbated with bigger things penetrating me.. and let me step back a minute now and be clear: i dont discriminate against guys based on the size of their junk... but i do discriminate against guys who insist that they're tops but talk with a lisp and wear cliche flaming accessories and act like they know everything. It was just a 'Ur So Gay' moment in the most relatable context ever..
anyway on to the part that made it worth my while, because in my mind I totally schooled this guy on 'gay lifestyle'. we sat next to each other on his bed and started undressing each other while making out. as soon as we were both naked i gave him a short bj before pushing him back and getting ready to ride like a cowboy - and not for the first time my partner asks a bit nervously 'do you need to use the bathroom?' and i just lol cause this guy was expecting i'd have to 'tidy up' (like most gay men have to, unfortunately, because they eat all kinds of unhealthy stuff), but to his surprise he was treated to a warm, clean man-cunt with healthy hemorrhoids and naturally mucus-coated rectal tissue (honestly I wish I could fuck a guy with an ass as well taken care of as mine). Of course this was sadly something out of the ordinary for him, so after a few minutes of riding he starts to moan 'oh god I love your ass!' and 'I'm so glad you came over... / I definitely want to do this again sometime' (LOL no) and pretty soon he slows down a lot - I thought he might be about to adjust something to try and get more comfortable - but then he picks up again... then slows down and stops, giggling 'heh sorry im cumming too fast..' and by that of course he meant he was trying to stop himself from coming, and I wanted so bad to be like 'thats what they all say' and ride him harder until he came uncontrollably (just because i could have indulged myself like that) but instead i told him 'well.. i like to think we could go for a 2nd round' and that's when i suddenly felt i could actually appreciate the whole experience, since i was essentially taking control as the bottom, which is something I previously believed I was just not capable of. but anyway he's like 'so you want it all inside you?' and im thinking... 'are we doing this without a condom?' (yeah, no) but besides that he did blurt out he was 'neg' just as soon as we arrived at his place so i had no problem at all with taking it. actually at that point the biggest problem would have been if he didnt shoot a load in me. so then he needed to take a little break, and we're just making out until he gets hard again, and this time he asks me to get on my back because he likes to 'suck on his bottom's nip's' which I have to admit is something im totally into, but while i was excited for that i felt the need to ask first if he 'wanted a turn'. I mean, i knew the answer was going to be no and it was ('not tonight'), but personally i think any homo that declares himself a bottom and wouldnt so much as return the favor of prostate stimulation (if requested) is just the biggest douche-queen in the world that i dont want to meet.. but anyway pretty soon he's fucking me again while chewing and sucking on my man-tits (check my pic, they're a decent size... well, relative to my figure) and honestly even though I still dont like that guy in particular it felt _awesome_. Like, I thought I was gonna cum (i.e. orgasm) out my ass.. and ironically the next thing we both seemed to notice was that my dick was almost flaccid and neither of us had been doing very much with it this whole time... which kind of disturbed me tbh, but then the guy reached for it and i just sort of pulled his hand away and mumbled 'dont worry about it', for a couple of reasons which actually remind me about something else i want to blog so hard about but dont have time to right now.
so for the next 10 minutes i was simply enjoying myself with this guy feverishly pushing all my buttons.. but then he gets tired again and rolls off me, panting.. and i start to feel bad cause it didnt seem like a fair deal anymore at that point.. but pretty soon we're tounging again, and then we got into this kind of disturbing thing with me stroking his cock and him fingering my hole, and im trying to moan erotically (he was actually asking me to moan the whole time i was there.. which i would have done naturally for a guy who actually turns me on). im always hot for getting fingered, but throughout this whole experience i could never really take this guy seriously.. he was just like, gay for being gay. but somehow a top. i still think it was very strange. anyway i finally got him to come again, and it was fairly obvious that was his last load of the night.. and also that he wanted me to leave sooner rather than later.. which i didnt object to, but at the same time i personally think its rude to expect ppl to be in and out between the hours of 9pm and midnight... definitely makes the experience feel like it ended unnaturally. except this experience in particular was kind of just a weird, pleasurable joke.. lol it still is.
