two cats, a dog, and an asian guy

Easiest guy ever!  I was in and out in 45 minutes, and he gave me an excellent tip, bringing my total to $300.  That’s $6.67 a MINUTE.  I have a friend who was recently excited to have found a temp job for $10 an hour. what what?  And really, this was so straight forward and easy.

I buzzed in and went up to his apartment, where I was met by him, two cats, and a dog.  He was Asian, mid 30s, not a great face, but fine, average body.  He was SUPER nice.  As I walked into his living room from the front door, he stopped me and asked me to take off my shoes, which I quickly did.  I started kissing him, and he stopped and asked if I wanted to take a seat.  I had asked him via email if he was interested in more than an hour, and he said he wasn’t, so I was surprised that he wanted to sit around and chat.  We sat on the couch, my arm on his leg, and talked about his pets (originally owned by his ex), his work (pharmaceutical something or other) and his piano playing.  His two cats were all over us while we talked…  more than he was on me.  He seemed a little hesitant.  Finally we started kissing, and he asked if I wanted to move to the bedroom.  We made out by the bed, got undressed, kicked the smaller cat out, closed the door, and had a pretty vanilla hookup.  Kissing, I blew him some, he blew me for a second…  He clearly was into massage and touching, which he had mentioned in our emails but reaffirmed with his deep rubbing of my shoulders while we made out.  Finally I flipped him over and gave him a pretty good massage…  I could have done better. And the one he gave me a couple minutes later was to diiiiiie for.  Could have been longer and a little more intense, but he clearly knew what he was doing, and pulled some excellent moves out that felt AMAZING.  He also was a little vocal through the whole hookup…  telling me what felt good, and how cute/beautiful I was.

He had mentioned a couple things in his emails that he liked doing that didn’t happen.  Namely, he didn’t ‘rim my jockstrapped butt’ (forgot to mention, I wore a jockstrap, which he had requested), and he didn’t top me.  A key part of the short length of the meeting was the fact that I don’t think he had much endurance…  he pulled me off a couple times as I went down on him. It ended with me on my back, and him cumming on my chest.  The whole this was just… fine.  He got me some paper towels to clean up with and we got dressed.  Our hour definitely wasn’t up, so I asked if he wanted me to stick around a bit, but he didn’t seem to want to keep me.  We made a little small talk as I headed out.  He told me that his dog had cost $700 originally, but later needed surgery that ended up costing $15,000.  Ouch! But gimme some of that cash? He paid me, I said my goodbyes to him and his animals (who I kind of wanted to steal and take home with me) and left.

Forty five minutes betch!  i’ll take it.

-B

heaven knows, anything goes.

I had my overnight with the “famous” guy last night.  In his case, famous means: well known in his circles, and maybe you’ve seen him once or twice in a magazine or on TV.  In the interests of keeping his identity anonymous, there are some things I would like to say in this entry that I’m going to have to leave out.  He’s an esteemed (according to one description of him that google brought up) antique collector/dealer, or at least enough so that if I mentioned certain pieces/collections he had, someone in the antique world might figure out who he is.  I realize my blog isn’t really at the level yet that he would have to worry, but who knows, maybe it will take off overnight and I’ll suddenly be outing my johns.  I’ll save that for my multi-million dollar, Heidi Fleiss book deal.  Until then, he’ll just be known as “antique man.”

We talked a lot on the phone beforehand.  He was very talkative (on the phone and in person), which I liked.  After setting up our meeting and then confirming a couple times via text and phone, I arrived around 8pm.  He met me at the door with a beautiful bulldog, who seemed very friendly.  He was probably in his 50s (the man, not the dog), but wasn’t terribly out of shape or bad looking.  Just looked his age.  He led me into his apartment, which was beautiful, although a little cluttered, which seems to be the antique collector’s way.  His fireplace was going, which was very nice.  I later learned that the building used to be owned by a famous couple…  who I shouldn’t mention.  I truly wish I could be more specific, but just know, the apartment and the things he had in it were simply beautiful.

We made small talk as he grabbed a bottle of Prosecco and poured us both a glass.  He told me that I looked different from my pictures, which I’ve been told before.  I need to go through all my picture options with my roommate sometime.  Although nobody has been disappointed (they say I’m better in person) I don’t want to misrepresent myself.  He said I looked a little more…  mature?  I also am a little scruffier than my pics make me out to be.

As he came back from the kitchen he grabbed me and went for the mouth.  We made out for a minute, then headed over to the sofa where we lounged, chatted, listened to some music, and fended off his dog, who was pretty nippy.  I think he was jealous of the attention that I was getting that was usually his.  We listened to a lot of music…  jazz mostly.  We had talked on the phone about some hard to find CDs he had gotten that he was excited to play for me.

As a general comment about the whole night, I think he was very excited about the fact that I could keep up with him and his antique/history/music/etc talk.  Not gonna lie, a little of it was BS.  But I was genuinely interested in most of it, and the stuff in his apartment could have fueled WEEKS of conversation.

He got pretty feisty pretty quickly, and after shoes and my cardigan came off, we lit a joint.  I didn’t want to get too fucked up, but I was comfortable with him (and the weed was chill) so I shared some.  Halfway through the joint we headed upstairs for what I can only term as: epic. sex.  If anyone wants to avoid some small TMI moments, skip ahead!  (why the warning? no idea.)

Now, this was a 50-something year old man.  Not a great body, but like I said, fine for his age.  Not anything I would EVER have sex with for free.  But let me tell you…  we FUCKED.  After some more making out and foreplay, and me sucking him off for about a minute, I ended up fucking him for at LEAST an hour.  Possibly longer.  He was a total bottom.  This was the first time I’ve topped a client, PS!  Now, he wasn’t the tightest thing in the world…  I mean, I really wouldn’t expect that of a middle-aged bottom.  I also was a little drunk and high.  But it was definitely longer than most of my sexual encounters.  He was very appreciative.  Some quotes:

“Where/how did you learn this???”

“You make me feel like a teenager getting fucked again.”

“I knew it was going to be good… but I didn’t know it was gonna be THIS good… oooooooaaeeeiiiooooooaahhhhhhhhhh”

We took a couple breaks, although I’m not quite sure why, they only lasted a minute or two.  We cleaned up a little in between, too.  At one point I put a cock ring on, which I’ve never used but I wasn’t staying totally completely hard, so it helped. He had poppers, which to me have always been kind of sketchy seeming…  but of course, they feel good, too.  They were more for him, but I did them too (“we’re such perverts” he said… whoops). I was feeling pretty comfortable with him.  We covered all the basic positions, but he was on his back most of the time, just taking it.  For what it was, it was surprisingly hot.  I was just on the phone with my best friend, saying that in a way it’s like getting a blow job…  you can kind of close your eyes and imagine whatever you want.  A hole is a hole, right?  Excuse the crudeness.  And at times I would think about the boy I’m casually seeing (see my last couple entries), and unfortunately, once again, that did NOT aid in the sexiness.  Got those pangs.  I really don’t think this boy is ‘the one,’ and in that respect, I’m not worried about it getting too serious and interfering…  but that doesn’t erase the possibility of complications down the line.  But! I can’t worry about that now, when I owe my parents money and my bank account is overdrawn.

side note: does that mean I’m being forced to do this?  Am I backed into a corner and forced to make decisions/changes in my personal life because the only way I can pay back this money is if I escort? Or did I plan this?  I’ve said this in the past, but I want to be more regular about working in the next couple months, just so I have a cash cushion.  I still hold the same views about this work…  I just don’t want to be controlled by it.  I’m tired of the end of the month rush to find a client, feeling like I’m forced to lower my standards because I need the money (which I haven’t realllllly had to do, but I’ve felt like I was in that position), and now that it could affect personal life decisions…  it’s time to save some cash.  I could easily make a thousand or two a week if I wanted.  Blah blah blah back to antique man.

He was kind of a wimpy sounding moaner…  loved being fucked.  Very complimentary of my dick, which was nice.  Got another ‘perfect size’ comment, which is nice cause I’ve always wished it were a little bigger.   And I was SWEATING, let me tell you. We came together, me jacking him off while I fucked him until I came inside him (in a condom, of course…  although I feel like he wasn’t going to ask me to put one on?  He got up to grab lube and put on a cock ring, and when he came back I had to ask for a condom.  Kind of weirded me out a little, I didn’t like that…  but maybe it was just an oversight or he didn’t think we were going to fuck right away.  Would anyone really fuck a prostitute without a condom?)

We cleaned up, although we didn’t take a shower, which I would have liked to do.  It was down and dirty sex, and I was covered in sweat…  and washing after sex lowers the risk of STD transmission! fyi!

As we lay in bed together, smoking the last half of our joint, he told me that he had just recently left his lover of almost two decades.  Two decades!  Apparently this guy ended up being a little unstable mentally, and it was all for the best.  He also said that in all those years they never stopped having sex…  2 or 3 times a week.  My longest relationship was 3 or 4 years (on and off), and my sex drive was already way down by the end.  That’s impressive after almost 20 years, no?  Although he also said he never met one member of this guys family, and he could count on his hands the number of times they kissed.  Which isn’t quite as hot.

He gave me some PJs to wear for the rest of the night, and with them he handed me a pair of socks.  Not just any socks…  But the socks that those really distinct sock monkeys are made from.  Like, vintage sock monkey socks.  Would the antique goodness ever end?

I wish I could tell you everything he showed me and told me about, but again, the uniqueness of some of the pieces would make them traceable.  He had an old school record player, the kind that plays wax cylinders, not flat records.  Some of the first recorded music!  And the quality was excellent. I told him that it seemed almost fake.  You know when you watch a movie/cartoon/TV show, and they play “old” music that is clearly a new recording edited to sound like an old, scratchy phonograph?  Well this was the real thing.  I know that sounds silly.  We’ve all heard old scratchy records.  But this really was different somehow… he had cylinders that were in EXCELLENT condition, and his machine played them beautifully (and really was a work of art itself).  Ugh.

About this time of the night, his dog started getting a little extra jealous, or territorial or whatever.  He went from nippy to hardcore bite mode.  I was standing by the record player, and he started attacking my feet.  I reached down to push him away, and he bit my hand.  Unless I grabbed his neck (he had an extra body’s worth of skin…  cutie) or constantly pet him, he legit attacked me, to the point of drawing blood! (well, just a little from my left pinky…  but still!)  And while this was happening, his owner looked on and said things like, “Look, he likes you!” and, “Awww, he’s so cute!”  I’m really not exaggerating, it was actually totally bizarre.  His dog was biting my legs and feet and hands, and he looked on and cooed.  My roommate is bringing his dog to our new place; please remind me not to be that kind of dog owner.

He had some gorgeous, large, intricate music boxes, too.  And paintings and sculptures and all sorts of other things.  He had a fabulous grand piano, and original sheet music to a ton of classic songs.  He asked me if I had friends that could play well, as he would love to have someone over to play some of this amazing music that was sitting and waiting in a box.  It was very sweet of him, but I don’t think I’ll take him up on it.  I’m not sure how to tell my piano playing friends that one of my johns needs a good sight reader.

At that point, we were high and hungry, so he cut up some delicious rolls and melted brie on top.  It was to DIE for.  In his words, we were “pigs.”  Drinking wine, eating bread drenched in cheese…  mmmm.  After the bread and brie, he gave me some AMAZING chocolate caramels that had salt on them.  SO good (I still have one left that I brought home).  The whole night was sensory overload.  Food, music, art, alcohol, pot, sex…  Really, it was a good night.  He was a nice guy.  We eventually burnt out and headed back to bed, where we fell asleep….  Cuddling, I think.

I woke up the next morning around 7, with an awareness that he was already up, even though he was lying next to me in bed.  We started grinding some, and I ended up fucking him in our spooning position.  It was fine, and he cued my cumming much sooner than the night before, which was nice.  I wasn’t really looking for a morning sex marathon.  After I came, he got up to take the dog downstairs (he had spent the night with us in bed…  he was very sweet in bed, not as aggressive) and I tried to go back to sleep, but failed.  Eventually I wandered downstairs and he made me some excellent coffee and a kind of mediocre yogurt/granola/banana mush that I pretended was exactly what I wanted.  We ate at his table and made small talk…  He made it VERY clear that he had an excellent night, and he would definitely have me back again.  Good to know!  He paid me ($860. $10 extra) and I didn’t want to be rude and run out right after the money exchange, so I let him show me parts of an old movie with some singers that he thought I would like.  I also ended up showering there, which at that point I would have rather done at home, but it didn’t really make a difference so I did it to make him happy.  And he really was happy, again giving me some confirmation that what I’m doing with guys isn’t the norm, which is nice.  He also mentioned the possibility of going with him on a trip he has to take to Puerto Rico.  I’m not sure how I feel about that yet…  but why not?  As long as I am actually getting paid money, not paid in ‘fun travel time.’  But we’ll see!

(I had to pay the rest of the rent on the place I just left…  hence the money order. Full cash earning are in the pic at the top of this entry.)

I’m becoming a lot more comfortable walking into different situations; I’m impressed with myself.  Putting aside the fact that I never thought I would be an escort, there was a time in my life when I never would have dreamed of walking into a stranger’s house and striking up conversation.  I was the awkward kid growing up.  I guess most people were, but really, I had embraced the role of outsider.  I never wanted to be a ‘cool kid.’  I know that’s a silly idea… coolness is besides the point, right?  Everyone should just be themselves and be open… which can then make you cool, maybe.  But to think that people find my ads and think, “oh, he’s hot, interesting and desirable,” and then call me up and have me come over, and then find me attractive and impressive and want to sit on a couch and chat about the world…….. it kind of blows my mind.

I don’t mean to make out my escorting career to be some sort of ego masturbation tool, or make it seem like I’m using it to chase some feeling of self-fulfilment that my ‘real life’ leaves empty.  Frankly this blog does those things more than the actual escorting.  Just some observations.  Living life is strange!

-B

medicine man

I should have written this entry right after I got home from my appointment with my now 66-year-old man (his birthday was over the weekend).  Maybe I went out after?  But clearly i didn’t update, and now, a week later, this entry will be headed in a totally different direction.  It’s a little unfortunate, as I feel like I walked away thinking “oh man, I have some awesome things to write about!” but now really can’t remember for the life of me what conversations/events occurred that were anything new and exciting when compared to past meetings. ah well.

We set up a meeting via email (as always).  In our emails back and forth, I tried to bump up our usual two hours (meal/hookup, which he paid $450 for in the past) to an overnight for $1000.  He said, “_____ is my birthday, yes __/__/4(4).    It would have been a great birthday present to myself to have you sleep over, but right now it’s not financially possible.  So, how about 9:20 Thursday night, and we’ll have some fun………………”

So I went over planning on the usual.  Dinner/hookup, which equals two hours. (<—- important plot point)

He had asked beforehand what I wanted for dinner, and I said thai, not realizing that I was going to have thai for breakfast/lunch with the boy i’m sort of seeing (see previous entry) and chinese food as an early dinner with friends.  So I was excited when I got there and he had goat cheese salads for us.  I killed the salad, thankful that he hadn’t gotten the thai…  and then he made a joke along the lines of ‘haha what if this had been all i’d gotten us to eat?  you know you’ll always eat well here’ and pulled out the other eight courses.  pad thai, some sort of shrimp/curry thing, rice, vegetables, rice chip things… ugh.  So I pretty much stuffed myself, especially because I wanted to drag the meeting out to make sure that it ended up being two hours so I could get my four fiddy. (<—- important plot point)

We are getting much more comfortable with each other.  He had requested that I bring something to ’spice things up’ in the bedroom at our last meeting, so I had a blindfold with me.  He was excited about that, and showed me the ice cream he had bought for the bedroom (if we so chose).

side note: If you got ice cream for a sexual encounter, wouldn’t you get plain vanilla or chocolate or strawberry or something?  Cause he got two kinds: some sort of fudge/rocky road and girl scout samoa.  Really?  Is this the norm?  I picture ice cream play as sensual and cool and smooth…  drops of pure, chilly, sexy snow that melt on your body and in your mouth….  not the dirty, sandy gravel snow that the plow pushes to the side of the road and that lasts until spring because somehow all the gritty shit from the street preserves it.  Mmmm, yeah, plop some of that frozen sandpaper milk on my penis.  gimme somoa that.  If I’m sucking ice cream off a dick, I shouldn’t have to chew a cookie in the middle.

So we ate and talked (this is where i’m forgetting some things that I thought were important before).  We made out in his kitchen, and I paid special attention to his back, which as I’ve said before is SUPER sensitive.  He ended up bending over and sucking me for a bit.  Again, I dragged this out as much as I could.  Finally we moved to the bedroom, where we got undressed and reclined.  Most of the hookup was him sucking me off.  The ice cream/blindfold were left behind.  I hate to say it, but I’ve stopped paying as much attention to his nether regions.  He said one of the reasons he appreciated me was i wasn’t afraid of the fact that he couldn’t really get it up…  but I am a little over it.  There just isn’t much to do with it!  Also, one of the things that can turn me on about a guy that I’m not especially attracted to is his dick…  most dicks are hot!   cum is hot.  But his just doesn’t really do anything, and because of it, through this meeting and the last I spent most of my time ‘on him’ absent-mindedly jacking it off.  I think he’s fine with it/hasn’t really noticed.  He enjoys giving me attention.  And again, he fingered me at the end until i came.  The cumming feels good, but I really dislike being fingered.  i really think i would rather get fucked than fingered.  I don’t know why but it’s always more painful.  And for some reason the way he does it is more uncomfortable than usual.  ah well.  I’m really just lying back, so it’s hard to complain.  I showered after we finished.

I forgot to mention this in my last entry about him, but last time I was over he noticed that my underwear was in rough shape…  had some holes and stuff.  He didn’t straight up say that, but he mentioned that if I wanted, he would give me some underwear that he wasn’t going to use.  Brand new. oops. time to upgrade my wardrobe!  They weren’t very cute, though, and when he reoffered them after my shower I politely turned him down.  He also gave me a can of spray deodorant, because I had mentioned to him I’d never used it before.  I don’t really like it, but I’ve been using it some because I ran out of my usual stuff and have been lazy.  oh and he gave me a little floss thing because we had eaten.

We were saying our goodbyes, but i hadn’t been paid yet, so I brought it up, and he sort of yelled at me (jokingly?  can’t always tell…  wasn’t mean though) and said that it was in the same place it always was, on his dresser.  He’s handed it to me in the past, but I guess from now on I should pick it up myself.  It does make it easier (and keeps the illusion of me just coming over to hang.  While he doesn’t try to avoid discussion of ‘what we are,’ i think he still might not like the actual moment of payment.  understandable!).  I grabbed it, and before I left took a picture with him so he could show his son what I look like.  I found out later, after asking him, that his son knows I exist but doesn’t officially know I’m paid.  I’m just his dad’s boy toy.  He’s told a couple other family members, too, but I believe only his closest friend knows that I am an escort.  I’m sure everyone else is assuming i’m getting some sort of sugar, though!

After I left his apartment and exited the building, I realized that i had been underpaid.  I assumed i was getting $450, but I ended up with ONE hour, $250!  I wasn’t sure what I was going to do…  This was a semi-regular client that I genuinely liked, and I didn’t want to cause drama if he truly thought that’s what he owed me.  Of course, this is non-confrontational me, and of COURSE, I needed to get that money.  I have my best friend/pseudo-pimp to thank for talking some sense into me.  We had our usual meeting of usual length, and he underpaid!  So the next day I sent him an email saying:

“Hey!  Hope you are gearing up for an excellent birthday!

I’m sure this was totally unintentional, so really don’t worry about it, but we spent two hours together yesterday and I only got $250?
No need for stress, and I know you enough to know you aren’t the type to do that on purpose. If you are still looking to have a future meeting we can deal with it then!  Or if you thought it was less this time for whatever reason we can talk about that too, but I just wanted to write you before I forgot about it.  Have an excellent bday tomorrow, I wish I could have joined you!”

To which he replied:

“I have brunch plans Saturday, but plan to be finished around 1-2 in the afternoon.  And plans again at 6, so if you’re free the in between time, call me to double check and you can pick it up at my apartment.  Sunday, I’ll be home in the early evening, if that works.  Just let me know.”

So I met up with him on saturday, right before he headed out to his birthday dinner.  He handed me another $250 and said that NEVER wanted me to feel like I was being taken advantage of or being put out.  He thought that in the past, dinner hadn’t counted and we had spent two hours in the bedroom (not the case, but I believed he believed that) and that in the future we should spell out exactly what/how long we are doing.  Which is right, we really should do that.  I felt a little bad that I was stopping by on his birthday to collect cash, but I spent a little time chatting and having a drink (water).  I made him a little late to his birthday dinner, but I think that was really his fault for letting me stay.  We left the building together, and I wasn’t anticipating it, but I think he was a little embarrassed to pass his doorman with me, even though I’m SURE his doorman didn’t think I was an escort.  I would bet ‘grandson’ was guessed, but who knows.

Skip ahead 24 hours, when my throat is a MESS from some sort of infection.  During our second meeting, he had reminded me that he was a pharmacist (owns his own pharmacy, in fact), and said if I ever needed anything I should come to him (with the exception of narcotics; then he would never speak to me again).  Well, my insurance just ran out with the end of the year, and walk-in clinics are slow and relatively expensive (not to mention a prescription), which sucks because I was pretty damn sure I just needed a basic antibiotic and I’d be set.  So, I emailed him to see if the offer was still standing:

“Hey!  Hope you had an excellent bday, and I know I don’t need to say it but thanks again for yesterday.

I just wanted to write you because you had mentioned in the past that if I ever needed anything prescription-wise I could come to you, and was wondering if the offer is still standing?  Late last night I noticed something going on in my throat, and when I woke up my throat was pretty swollen.  I know we kissed a little, I’m assuming you haven’t noticed anything?  I hope you’re feeling fine, like I said nothing started for me until late last night.  I feel like it’s some sort of infection. It’s not really acting like a cold, and reminds me of a throat thing that I tried to wait out once before and took a couple weeks.  I’m pretty sure I need antibiotics.  But when you said you could help out I’m not sure if you meant I would still need a prescription…  I know self diagnosis is a little sticky!  So if the offer is still standing, 1. do I need a prescription?  And 2. if so, do you have a recommendation on a good walk-in clinic?  I looked up a couple, and am planning on going tomorrow, but didn’t really have a good way of sorting them out!  If you can’t help at the moment for whatever reason, clearly it’s fine, but figured I should ask.   Hope your dinner was excellent!”

He called about 30 minutes later, went through a couple of my symptoms, and offered me a z-pack (azithromycin).  When I went over to pick it up the next day, he also gave me a bottle of vitamin C.  I only spent a couple minutes there this time, but really, I am so grateful that he did that.

I wrote him afterwards:

“Hey, just wanted to let you know… clearly i still have to finish out the 5 days, but it definitely was some sort of infection. My throat is already MUCH better!  From the time we’ve spent together I’ve known you are a great guy, but actions speak way more than words and impressions… and you’ve been really kind to me this week.  So again, thank you. talk to you soon-”

Really, I meant it.  He has been so kind and understanding this week, and we have definitely gotten closer because of it.  DO NOT read: I’m falling in love.  Please.  I just mean he walks the walk, and I appreciate it.  I’m a hooker, and while he may be falling for me a little bit, he easily could have explained his way out of paying me for the extra hour, and he was under no obligation to give me free antibiotics.  He really is a good person.  And I think all of this has officially stamped him as a regular.  No future meeting is scheduled as of now, but I’ll be truly surprised if I don’t hear from him again… At the VERY least we’ll keep in touch.

8pm meeting tonight with the “famous” new guy.  I’ll be moving in the next couple days, but I’ll try to post about it asap!

-B

crazy weeks/coffee talk

It’s rare that I really talk about me, but I’ve been in such a WEIRD place in life lately, I felt like writing about it.  Lot of stress the last week or two…  been looking for a new apartment with my roommate (also best friend).  We are getting a two bedroom, but he’s had a lot of shiteeee in the last year and although he will be helping pay in the future, I kind of have to cover the initial first/lasts/security/fee/etc/etc/etc.  Which I’m so happy to do, really… but it’s a lot. He’s one of the few (3?) people who know I do this, and he’s the one I call to check in at the beginning of every appointment.  He’s the ONLY person who knows I have this blog.  I’m sure he’ll be reading this, but it’s nothing he doesn’t know.  Before we found a place, between finding an apartment, coming up with the money, actually moving, boy problems (see below), I had a couple moments of feeling totally overwhelmed.

The place we found needs first/last months rent, which is a lot, but could be worse.  I was planning on making all of that myself, but time has been rapidly running out, so I called the ‘rents and they are loaning me a big chunk of the money.  If all goes well, I’ll be able to pay them back in the first couple months.

I’ve been seeing the above mentioned boy for about a month.  Just dates and chilling, he’s not a boyfriend yet.  I’m not sure he will be, really.  But it has caused some angsty feelings in me because of my rent boy status.  Who am I kidding! I’m just being angsty about him in general.  I don’t think we will be official super soon (if at all), but he’s the first boy in a while that it’s a possibility.  Right now we are free to do whatever we want (and he is, unless the empty magnum wrapper that was definitely not on my dick was placed by his bedside just for decoration), so I don’t really have a moral/ethical problem with continuing this work while casually dating him.  Frankly, I wouldn’t be surprised if the sexual encounters he has had in his lifetime put me at far greater risk than my ‘jobs.’  He’s kind of a freak in bed.  All that being said…  During my last encounter (see entry to follow) there were a couple moments where I got these pangs thinking about him.  I guess I wasn’t expecting to have anything serious anytime soon?  And it isn’t yet…  so i’m good.  for now.

My adventure into the world of paper ads was a bust.  I had a few responses, but nothing panned out.  I’ve put my ad back online, and there is a clear difference. Although maybe that was just from people seeing a new ad up?  But either way, I should be meeting on wednesday with a guy who has called a couple of times.  He seems to love music, asked me if I like absinthe and grass (which I may sip/puff, but I’m not looking to get messy with a client, especially on the first meeting).  He said he wanted to be topped, likes nipple play, and didn’t want me to wear deodorant… but also seemed like he wanted to just chill.  He said I would find him very interesting, and that he is ‘famous.’  Not sure on what level.  If all goes well, i should be doing an overnight with him.  I’m also meeting for just an hour with a guy who I’ve been playing email tag with for months.  He’s into “massage, kissing, oral (giving and receiving), and rimming/topping a nice jockstrapped butt “.  sooooooooo yeah.  time to pull out the ol’ jockstrap.  I’m hoping this turns into longer meetings in the future, he seemed to be a nice guy…  he said, “A little longer may be nicer another time once we’re both comfortable ” so we’ll see!  In theory, all of this will cover the new apartment.  (please please please).

My next update will be about my old guy (1 2 3).  He’s becoming a regular!  And for various reasons, I’ve seen him a bunch this week.  I’ll try to put that up tomorrow or wednesday.  Thanks for reading!

-B

paper boy

I’m about to embark on a new chapter in my rent boy career…  and one that semi-kills my status as an “internet rent boy.”  I’m placing an ad in a real life, hold-in-your-hands, paper publication, that people can pick up read.  I have a couple reasons for this.  As convenient as the internet may be as a tool to post ads, I have never gotten the kind of response that I want from the clients that I want.  I feel like I am repeatedly contacted by guys who can’t afford me, don’t understand what I offer, and end up wasting a lot of my time.  Like my online ads (not craigslist, but my listings on escort sites), my paper ad states very simply what I offer and my prices.  I’m hoping to attract a slightly wealthier clientele, and I’m also expecting a higher volume of responses.

I’ve paid for one week of ad space, so my plan right now is to use that week to really do the rent boy thing, ideally saving multiple months worth of money instead of procrastinating and scrambling for a job or two at the end of each month.  Expect more blog posts in the coming days!

-B

baby powder

I’m sitting by Lincoln Center in a Barnes and Noble, writing this on my iPhone with a big ol’ coffee. I just met with my 65 year old man (soon to be 66! clickity click), my first meeting in over a month. I hope you aren’t turned off by my lack of blogging, person at screen. I want to tell you that I will keep updating regularly, even if I’m not “working,” but I think I’m realizing it can be hard for me to focus on more than one or two things in my life at once. If my head isn’t in a dirty prostitute mindset, it can be hard to jump on here and feel inspired to write about it. I promise that as long as I do this, I will write about it, at the very least at the time of my encounters. and I’ll make sure you guys know when I stop.

I got to my guy’s apartment for a 1pm meeting. When I texted my friend to tell him I had made it, he turned back from hanging my coat up and said, “What, you still don’t trust me??” The thing is, I really do, I know who this guy is by know, including real name, apartment, and work info.  My friend just insisted on it… and he’s right, it’s a good habit. But to this guy, he will know I’m comfortable there when I don’t have to text. I may not next time. (don’t follow my example, rent boys!)

He bought lunch again (free meal, yes!), which started with him listing all of the meals I COULD have had if I had told him what I wanted beforehand… but because I said “surprise me” he just got soup, chicken and fries. Which was fine. I have the leftovers sitting across from me. We sat on his couch and ate and chatted, watched his dvrd Conan. As we talked, I let him retell a couple of stories he had already told me… He is always a little nervous and I didn’t want him to feel like there was a lot of awkward silence. I think it’s both good and bad when I’ve met with a guy a couple of times and I know I have the upper hand. Kind of a stronger wording than I’m intending, but I hope I’m not sitting back a little too much and being less genuine with my clients, just because I know they like me/think I’m hot/etc. I don’t really think I am, I just want to be careful.

He told me two reasons why I’ve been invited back multiple times, although I think neither are the REAL reason (which is that he genuinely likes me). First, as we were sitting on the couch after our meal, he said that I have the perfect dick. Not too small, but not TOO big, either. He then launched into a story about how he once hired pornstar Jason Crew, who was fun but had a dick that was just TOO big and kept on trying to shove it down his throat. The second reason I was invited back was because I sucked him off, even though he has trouble getting hard. I guess others avoid it, which is understandable. It’s hard to know what to do with it!

Our chatting was a lot of rehashing, except for some exciting auditions that I’ve had (wish I could write about them on here!) and what he’s been up to lately.  His 10 year old grandson called in the middle and he said, “Oh, I HAVE to take this call!” and chatted with him about a book they were going to read together.  Cute! We started making out on the couch, and them moved to the bedroom. It was pretty typical… I let him most of the work, though, which I think he was fine with… just the mood I was in. He has a super sensitive neck, which literally spasms and gives him goosebumps when kissed/touched/breathed on/considered, so I gave that extra attention this time. Ended with him fingering me while I jerked off onto myself… whatever the situation, can cumming ever not feel good?

OH, I almost forgot! I could go insert this back where it actually happened, but let’s keep all the sex talk in one place. While we were on the couch, he starts talking about how he is usually very vanilla, but because we are getting comfortable with each other he wants to try some new things… and then goes on to talk about how he was in the grocery store, but didn’t have time to get what he wanted… and he was also nervous that I wouldn’t be into it. And because he’s talking about how he wants to do non-vanilla, kinky shit, and he’s scared to tell me, I’m thinking, legit: he wants to fuck me with vegetables. he wants to buy a cucumber or carrot or like, yam or something and shove it in me. Turns out he just wants to play with ice cream. Is that not still kind of… vanilla? (wah wah) That, and he would try blindfolds. Could be fun. After I came and cleaned up, he also mentioned that next time he’d like me to bring something to spice things up… so I think I’m just gonna bring said blindfold. I honestly don’t usually use many extra crazy things in my personal sex life (I prefer straight up wild crazy sex) so I can’t think of anything that I could bring to the table/bed without running out and buying something.

(word of the day: paucity. as in, “can I have that chair? sorry, there’s kind of a paucity of chairs in here today.” brought to you by the guy who just took my extra chair in barnes and noble.)

I showered, and got dressed, and we chatted a bit more. he said he had only been planning on an hour, but we had reached two so he’d have to grab more cash (he always leaves the payment on the dresser in plain sight, so I know that I’m definitely getting paid. he usually points to it at the beginning and says, “See! Right there!”). He wanted me to know he had to make sure he kept these meetings clear, fair business transactions, or he would fall in love with me. He already has a little bit, clearly, but he’s a big boy, so… (see my comment/response on this entry)

Near the end, he always drags his feet a little. He certainly doesn’t try to trap or guilt me into staying, nothing like that… he just always has a couple extra things to talk about. I don’t pity him, but I hope when I’m his age I don’t feel like I only want to be with hot younger men. That’s how he feels, and he has no qualms, but clearly, for that to happen his encounters will (most likely) always have limits. I would hate to have feelings for someone and not be able to call them up anytime and chill, or grab coffee, or text them whenever I wanted (and expect a response). I understand his little bit of sadness at the end… I’m sure it’s like that for many clients!

total earnings: $450.

Thanks so much for the positive feedback! affirmation gives my life purpose. I got a great write up on GayDemon, my little blog stuck between posts that were a little less focused on the written word. Seriously, thanks a thousand GayDemon… one thousand being the number of extra hits I got that day.

-B

have yourself a merry little rent boy…

Twas the night before Friday, when all through the apt.

Not a hooker was stirring, getting sucked, fucked or slapped;

The take out was ordered, the bills stacked with care,

In hopes that a cute rent boy soon would be there;

My package was nestled in snug 2xist,

While visions of [explicit] made it thirst to be kissed;

And I in a tee-shirt,  my head with no hair,

Sat waiting for escort to touch me down there,

When right by the door there arose such a clatter,

I got sprung, er, sprang up to see what was the matter.

Away to the buzzer I flew like a flash,

I said, “send him up,” and adjusted my stash.

My front door in moonlight, once pure as the snow

Got the brunt of my lust while I waited for ho’,

When, what to my wondering eyes should appear,

But a hooker so cute, I felt blessed to be queer.

I invited the boy in, so lively and quick,

I knew in a moment it must be Good Dick.

More rapid than eagles, his intentions ’came clear,

And he whistled, and shouted, and said with a cheer;

Off, Jacket! Off, Blue Jeans! Off, Sneakers and Sweater!

Off, Left Sock! Off, Right Sock!  Off, Undies! Nude’s better!

To the top of the bed! on the floor! ‘gainst the wall!

Now jack away! suck away! fuck away all!

As the world, after ice storm, lies still in a sheet,

I said, “Hey,  calm down, guy, we still have to eat,”

So over to sofa (with clothes on) we flew,

A nervous old man, and a prostitute too.

And then, in a twinkling, I heard at the door,

The take-out I ordered.  Some food for the whore!

We pulled out the burgers, and we ate them up quick,

He was paid by the hour, so I wanted ma’ dick.

Then off to the bed, where we took in the view,

The city, a park,  and a hot boy to screw.

His bundled up sweater he flung off his back,

And he looked like a peddler just opening his pack(age).

His eyes — how they twinkled! his dimples how merry!

His tight ass for ‘roses,’ in my mind a cherry!

His droll little mouth was drawn up like a bow,

His now naked body as white as the snow;

My impotent dick he held tight in his teeth,

And my mouth it encircled his cock like a wreath;

He had a sweet face, and a cute little belly,

And he shivered and laughed when I grabbed KY Jelly,

And I, an old man, a right jolly old elf,

Lubed up the tight ass that I’d courted with wealth;

A wink of his eye and a twist of his head,

Soon gave me to know I had nothing to dread;

He spoke not a word, but went straight to work,

As I fingered his asshole, he reached down to jerk,

And soon he was cumming, it flew past his nose,

He slumped on my bed, and then slowly he rose;

He threw on his clothing,  grabbed from me his cash,

And post small talk and kisses, was gone in a flash.

But I heard him exclaim, ere he strolled out of sight,

Happy Thursday to all, and to all a hot night!

So, that was supposed to be my entry about my last encounter with my 65 year old, which was about a month ago. I was in the mood to do something different… However, this version of the story skips a lot of the important parts of our meeting, and misrepresents him and me in a number of ways.  I don’t want to recount the whole thing, but out of fairness to him I should cover some of the differences (and things I just plain left out).

He was very nervous (and not focused on sex) when I first came over…  he had preordered burgers, which were great, and we sat and talked while we ate them.  I hardly was rushing into the sex…  I seldom do.  His son is producing an independent horror film, and he said if I was interested, his son would put me in the movie in a speaking role (although I’m sure it would have been a peripheral one).  This was VERY sweet of him, and although I wasn’t able to do it for various reasons, it probably would have been a good opportunity.  It might have been a liiiiiittle awkward if I had done it though?  I think his son might have known who/’what’ I was?  But who knows, it didn’t pan out.

He also told me that, as a pharmacist, if I ever couldn’t afford medication (not including narcotics) he could get it for me.  VERY good to know!!!

After eating we moved to the bedroom, and after looking at his beautiful view of central park/NYC at night, we moved on to physical activities.  Took it pretty slow, kissing a lot, eventually getting undressed and blowing each other.  As I mentioned in my last blog about him, he can’t get totally hard, which is definitely not a turn on.  But is fine.

He ended up fingering me (with ‘gun oil’ lube, not KY) until I came.  It kind of hurt, more than it should have…  but for some reason fingering always hurts more to me than getting fucked.  Don’t ask me why.  Also, afterwards he told me he was wearing what was basically a finger condom, which is used for exams (which he has because he is a pharmacist).  I think that may have added to the uncomfortableness.

After I came, we chilled in bed and ate some cheesecake.  He still really wants to take me on a cruise, which he would pay for entirely… but I think I would feel weird, seeing as it would be clear to most people around us what kind of relationship we had.  Even if I had some freedom on the ship…  it would still just be a little awkward to me.

This guy is definitely really into me, but he’s very sweet and genuine and I have a good time with him, so I’m sure I’ll see him again.

I’ll leave you with a line that I had to edit out of the poem for various reasons, but I was sad to see go:

“And then, his eyes twinkling, his voice oozing with class,

He said, ‘Fuck that hurts,’ as I fingered his ass.”

cute right? just thought it deserved more than to die in my ‘documents’ folder.

Hope everyone is enjoying the holiday season!

-B

hey hairy boy… i gotta put you know what… in your you know what…

So, I met with my new client last monday…  and then again today.  This guy is a trip.  Have you ever been with people who love to talk dirty, but it just doesn’t sound right coming out of their mouths?  Well, he has a way of saying things that are so strange and NOT hot to me.  Especially before we meet, he loves to throw in little one liners about how he can’t wait to “eat my hairy butt” or how he’s “got something swelling for me,” or he can “feel himself growing” just thinking about me.  I know he’s trying to get me turned on before we meet, but it’s really just kind of awkward.  He loves body hair, and since I have some, he’s VERY into it…  I shave/trim usually, but he doesn’t want me to.  He does look like he will keep contacting me for meetings, so i’ll go along with this to a certain extent…  but I mean, let’s be real, i’m not really raking it in with him, so hot dates will have to trump him

First meetings are always a little nerve racking.  Last monday I met at his apartment on the east side, early afternoon.  He showed me into his two bedroom (roommate wasn’t there), which was nice but nothing too fancy.  He looked middle-aged, a little overweight, gray haired.  He was clearly pretty eager, so I shut off my phones and we headed into the bedroom.  We made out, i blew him, he blew me, rimmed me, felt me up, etc etc etc…  halfway through he asked if I liked porn (which he already knew after asking in a previous text…  cuh- LEARLY i said yes) and put on a bel-ami dvd (for anyone who doesn’t know, bel-ami is a production company with super hot young european boys) and finally he came while i was blowing him.  i didn’t cum.

Of course, all throughout, he continued to be very vocal…  “oh ya, you like that big boy?”  “Oh, you’re so hot you hairy stud”  “You gonna grow that hot hair out for me?”

He loves calling my a “hairy stud”…  which i don’t really think is the best description of me, but whatever, it’s his fantasy land.

Overall it was fiiiiiine…  I wasn’t staying as hard as I could have, although the porn did help some.  He was VERY complimentary afterwards…  He said he “loved EVERYTHING about me” and was interested in another meeting (which was today).    He didn’t want two hours like I thought, but did give me ten dollars extra, so i made $240 for the hour.  I don’t love hour meetings, but it is nice being done so quickly!

This morning, I woke up a little after 11 for my 12pm meeting with him…  I don’t know why I thought I would be there on time.  He had texted me asking if we could do earlier, which clearly wasn’t going to happen since I was sleeping.  He also left a message saying, “hey, hairy boy… call me or text me… i wanna see you.  i gotta put you know what…  in your you know what… gimme a buzz.”  Guess he wanted to fuck me today!  So after some texting back and forth I just said I would be there as soon as I could, which ended up being 20 minutes late.  It turns out he had somewhere to be, so in the end our meeting was cut short, BUT he still paid full price! Another $240.

(this what i picked up today…  $240, plus a TON of free condoms from the clinic where I get tested.  Don’t worry, I passed…  but we’ll save that topic for another entry!)

So I’m kind of glad it worked out that way.  This meeting was pretty much the same as the first (except for the length).  It was mostly me blowing him with porn on (corbin fisher this time), although I did cum.  I was more into this time…  i think i was in the mood to go down on someone.  He didn’t end up fucking me, but did mention it again while we were hooking up, so maybe if we meet again it will happen.  Then we got dressed and headed out.  He was going to lunch, but let me leave first because he “had a couple calls to make”…  i think he just didn’t want to leave his building and then walk down the street with his rent boy, which is perfectly understandable.  I don’t really want to be seen with my clients!  He prefers I don’t call or text him unless he initiates, as sometimes other people have access to his phone, so I’m assuming I’ll get another call or text from him in the next couple weeks!

-B

ugh

Been a while since my last post!  But that’s really because I haven’t been doing the rent boy thing the past couple weeks.  I haven’t needed to…  my rent has been paid and I’ve had some extra cash.  But now I have to pay the rent AGAIN (what’s up with that?) so I’ve been contacting my old clients.  Nothing has really worked out so far, except for one new guy that I spoke with a handful of times a while back (but our actual meetings always fell through).  Looks like I’m going to do two hours with him tomorrow for $460 (if all goes well).  That will be part of the rent at least!

I really should post even when I don’t have new meetings, because I still have some stories left untold…  One client I haven’t mentioned at all, and stories about some of my online escapades, involving webcam and cybersex (yes, i’ve been paid just to cyber, believe it or not).

I’m so tired, though, and toooootally dragging my feet on meeting with this new guy, even though I’m sure it will be fine.  I’m just not in the mood, I guess.  I think because I have this theatre job coming up?  Which I’m stressing about a little…  it’s going to be a lot of understudying, and because I hate not feeling fully prepared for things, preparing is going to be a ton of work.

It’s also less fun getting paid tons of money for this when it has to immediately go towards something…  i.e. the rent.

But thanks for the comments that I’ve gotten recently!  It’s nice to know people are reading!  Like I said I’ll try to throw in some posts from my backlog of stories if I don’t have other new meetings soon.

-B

(real) work

I just got cast in a show! for november/december.  I would love to give more details, but for the obvious reasons I shouldn’t.  I’m guessing I won’t do much escorting in those months, but I’m going to try to keep this blog up nonetheless… and the schedule of the show allows for downtime, so it’s possible i’ll squeeze some clients in.  We’ll see!  The pay for the show is pretty awful, so i’ll probably try to save some cash up this month.  Clearly I’ll keep you updated!

-B