Monday, November 29, 2010

sorry about that!

I've been super busy what with school, the thanksgiving holidays, and everything else going on in my regular life.

Haven't been in chastity in a while, there have been some things going on... Specifically, I met a boy.

Mommy's always been cool about my sexuality, and the only thing really holding me back was myself.

But anyways, turns out there is a guy in one of my classes that has totally put me in the bone zone and we're going to see what happens with it. We've hung out twice now and the first time was...well....a bit intense...

I remembered to write about it on a certain forum I'm a member of, just forgot to update the old blogaroo, so here are the two posts encompassing our little dance so far.

He's in my accounting class, and I always got a bit of a vibe from him, but evidently my gaydar had been EMP'd and I couldn't ever get a good read.

anyway, I'm sitting in the advisor's office about to get told what to take next semester and he walks in and sits in a chair that is in front of an office directly across from where I'm sitting. It's a big room, with some couches and chairs in the middle.

Our eyes meet, and he gives me a wave, but it's more like a miss america wave. It made me crack up.

I get done and get ready to leave and he's using the entrance only door (that I was going to leave through as well) and I say "hey, that say entrance only you know" and we both leave and start chatting about the class we have together.

he says something along the lines of "maybe I should give you my number if you want to study or anything", and we exchange numbers and chat a little bit more before he has to go to class.

Miss America wave and everything, and I'm still on the fence. Is he just eccentric? is he just one of those guys that does weird things for the sake of being weird?

I dunno, but we exchanged numbers and he made a comment about being a texting freak, so I'm expecting at least one tonight, if not I might text him tomorrow and see what's up. He was pretty cute, so if we can hang out a few times and me get a good read on him, we'll see what happens.

Next post, a few days later:

so, here's my little story.

today I was sitting in the halls of one of the buildings, waiting to take a test.

after reading a post of [forum member], I decided to nut up and not beat around the bush.

I sent him a text-

"hey, I needed to ask you a question"
"alright, don't take this the wrong way, and if it's not the case this is the last you'll hear of it...Are you gay or bi? Because you're kind of cute and I don't really want to beat around the bush with it."
"damnit I am gay, but I'm going to start seeing a guy. and you're cute too. you suck! you said you had a girlfriend  But yeah, gay as hell"
"Haha! well, that sucks. yea I have a girlfriend, but she is cool. she's actually pushing me to find a boyfriend. So, Gay as hell huh?"

it goes on.
He tells me how hot he thinks I am, and that I have horrible timing because he has a guy coming up tonight from out of town who could be a potential boyfriend, and that he's never had a boyfriend before.

we talk about maybe hanging out before potential boyfriend shows up for the weekend, and plans change about five times due to my schedule, and we finally meet up around 5:00, and I head to his apartment.

This is an apartment done by the school, so it's pretty much a dorm. We go into his room (rommate is gone) and start talking. He's being real handsy, and I'm enjoying it.

I say something cheeky like "so you like bigger guys, eh?" and he smiles and starts holding onto me, rubbing my stomach through my shirt and then pulls it up a bit. Eventually he pulls me down to the bed and straddles me, and we start kissing. His shirt comes off and somehow so does mine. we kiss more...he has a thing for nipples. He kisses me and nibbles them quite a lot.

He gets down to his boxers and straddles me again, and we continue the kissing. I start rubbing his cock through his boxers, and I can already feel his precum soaking the cloth where I'm rubbing his head.

he gets naked and says something cute about taking off his boxers, and we go back to the straddling and kissing, with me stroking him when I can. (god I have forgotten how much I love touching other guys. I really hope things work out for me....) He kisses my neck, moves down to my tattoo and starts going down my stomach and I unbuckle my belt and pull down my jeans and he starts sucking me off. Wow. He's good. He's so excited, I can feel his body tensing and shaking the whole bed. He's grinding himself against the bed, and god it's fucking hot.

Eventually, I sit up and pull him towards me...We are now sitting up, kissing, and his cock sitting on top of mine, is balls are nice and full and I can feel them bouncing on top of me while I stroke him, and ask him if wants to come for me. He smiles and says yes, and I start stroking him faster


it's my girlfriend, and the plans that we were having to change everything for have happened. We were relying on her brother to let us know when we had to leave and of course, we don't know until the last minute.

It took so much for me to get dressed. We kept kissing, and I couldn't stop touching and stroking him. I wanted to stay so bad, and to top it all of, I knew that while I was driving the thirty minutes to meet her brother to pick up some shit we needed, that he would be home all alone, naked, and jacking off thinking of me.

I hope this potential boyfriend is a Jackass, for my sake.

can I please be greedy just this once?

so, I hope everything turns out okay. We seem to have some stuff in common, except I don't think he's too kinky. We'll see. :D (sorry about the text changes)

Thursday, November 18, 2010


so Wednesday was my....I'm losing track now! let's see.

Second day in chastity, third day without an orgasm.

I was in class and felt that maybe the cage had shifted, so I skipped to the bathroom and got in one of the stalls to see what was up.

Everything was fine, but I noticed that I had a bit of precum just out of nowhere. It was really weird, I wasn't even horny, lol. At least I thought I wasn't horny.

so now we're hitting that midweek point and pretty much everything excites me.
I've gone from being the type of guy who masturbates twice, maybe three times a day to having to wait until someone has decided I deserve an orgasm. I think my penis has realized this and is maybe trying to do the begging for me. :D

Tuesday, November 16, 2010

so sunday was awesome.

just now getting a chance to type it up.

We were house sitting, and Mommy was having to leave to do stuff with her family on sunday morning. She was already dressed when I woke up and had some awesome morning wood going. I asked her if I could be naughty and she said yes. Then, pushing my luck, I asked if I could see her beautiful ass.

here's something you need to know if I haven't pointed it out already. I am an ass freak. Some might go so far as to call me an ass bandit, lol.  Mommy has got, the most amazing ass ever. The only girl who I've ever seen that rivals this big juicy piece of art is that porn star Daphne Rosen. (who does BDSM stuff as well. fucking nice stuff)

so, recounting. I <3 big asses, and Mommy has a big perfect ass.

She pulled her pants and panties down in one motion, and I was laying on the bed on my back with my head hanging at the end of the bed, face up. She slowly backed up onto my face and took a seat. I. Was. In. Heaven.

there's something about having someone control things that is just so arousing. Add to that the fact that she's not only controlling my orgasm and allowing me to have one, but she's controlling the most basic of all functions, my breathing. It seems that your penis realizes that your lungs aren't getting oxygen, and somehow thinks it can compensate by becoming even more erect that it already is. Just when you think you're not going to make it, she lifts up as if she is perfectly tuned into your brain, and you gasp for air only to be smothered once more.....After three or four times, I can't take it. She coos something to me that....I don't even know what it was, but hearing her voice made me explode. It was amazing.

she tells me what a good boy I am, runs her hands though my hair and kisses my forehead as I lay there in what the french would call le petite mort. Post orgasm ecstacy.

It's tuesday now, and I went back into the cage monday night. Two days since an orgasm, and one locked up.

-Much love and precum!

(I was going to start using that and totally forgot about it.)

Tuesday, November 9, 2010

No release yesterday...

I had gone to a friend's house and done some stuff over there, then we all came over to the house and Mommy made us all dinner. It was awesome. Best Dinner Ever.

The friends left and I hit the hay because for some reason this daylight savings time stuff always fucks with me.

keeping my fingers crossed that maybe today I'll get some, lol.

3 days in chastity and.....four(?) without an orgasm so far?

I was thinking the other day of trying to do a month for her, and start it right around the 24th of November...But I really don't know if I can do it. I mean, I lost my mind after six days before. Plus, we'd have to deal with nocturnal emissions, but that would give us a great reason to explore prostate milking together.

just a little edit here:

it used to be that I could call or text, and ask very very nicely and be allowed to come. Even if I was locked in chastity, if I called and asked permission, she would normally allow me an orgasm.

evidently that's changed, as I was literally begging through some text messages earlier and was told no over and over again.


Monday, November 8, 2010

i woke up this morning

super aroused.

I asked mommy if maybe she could help out, and she touched me a bit (with the cage on, sadly) and even gave me some kisses down there (also with the cage one)

I was kinda whimpering and maybe a bit whiny afterwards. She asked what was wrong and I told her how horny I was. She said if I was a good boy all day long then MAYBE later tonight she'd let me out and give me some attention.

I plan to be on my best behavior today.

Wednesday, November 3, 2010

alrighty, back where we started.

So last night before bed I put my cage back on, and went to sleep.

About 4am, I woke up in pain. I think it was a combination of two things. It was cold so my balls were a bit less....stretchy? lol. I also had a really really really hard one going when I woke up.

It hurt so bad, and I walked around and tried to make it go away. I pee'd (for some reason, having to urinate really badly while I'm asleep sometimes make me get somewhat hard in the cage), walked around, and tried to get it to go away but the pain stayed.

I asked Mommy if I could please come out because it hurt, and she said yes, so I did so and then went back to sleep.

While she was still at class earlier, I put my cage back on and am now back in lockdown for what I believe is going to be a week. Hope it's as easy as the last week was. After the first few days, the need to cum takes a backseat to the arousal you get from not being able to touch.

You don't necessarily want to come. You just want to touch...Or you want to sit and look at dirty pictures and get yourself aroused, and get as close as you can without touching.

I think I'm going to post some pictures to the blog when I think about it.
Most of my followers are regulars on 4chan and have started following me after I've made a thread, so I figured I'd post a few pictures that were requested during my last successful thread.

The first picture was a request from someone whose name I can't remember. Wanted to see me locked up, leaking precum. Of course after being requested, it seems I got shy. Got a little bit out though after reading some nice suggestive posts.
The Next two were requested by the same person, and I think I did a good job making them happy. :D

This was a request from a different person, who wanted to see my ass.

And one for someone named Rawr, who after being asked to email me told me that I needed to do a bit more convincing.

So I hope you guys like this. Maybe I'll start posting a few more pictures if this goes over well.

Monday, November 1, 2010

well we were both pretty tired.

and not a lot happened last night, other than us snuggling a bit and going to sleep.

We got back from classes today, and she told me I should give her a good rub down, and if I did a good enough job she may not have to beat my ass with that damn paddle, so I did. 

Mommy has an amazing ass, and I am an ass freak, so about halfway through I started rubbing her calves and rested my head on her bottom. I asked if it was ok if I kissed her and she said yes, so I spent the next ten or so minutes with my face buried in her ass while rubbing her feet. Heaven.

I feel really bad about saturday still.....I think that we are going to make sure that doesn't happen in the future though... I had mentioned maybe getting a lock meant for luggage that had a combo. Obviously I wouldn't know the combo unless it was an emergency, and I think those are inexpensive enough so that if there were an emergency we could just go grab a new one later that day. Either way, it will work out fine. Haven't needed a key for a real emergency except for the time the cage broke after we first got it, and that was easily fixed. I think from now on if Mommy goes out of town she will take the keys with her. I wish that I had the strength to be good when I know where the key is...but....yeah...

maybe we'll start using an envelope again. i dunno, have to ask her and see what she's decided.