It's Cumming Time!

It's cumming time!

Hey everyone. I hope your weekend is going well. Mine has been so far. I got to cum this week so I’m doing great lol :p. I don’t know how long I has been sinc I came with Sir in the room but Sir and I were very proud of myself :)

Sir and I started the play time with a romp thru the gym. Sir had taken the previous week off from the gym since he was out of town and not close to a gym he could use. So we were working on getting him back into gym mode. He was doing really well but the workout really made him tired. Gym time is like bondage time. Get your victim really tired at the gym and then his muscles will be too sore to put up a fight hehehe.

So after the workout we retired to the room to play. I topped Sir but had to be gentle since his lower back was acting up HUGS. Gotta be careful withyour workouts since they could rench your back out of place and be painful for many weeks.

As a reward for making Sir so happy I was allowed to jack myself to cum. It had been many months since I had cum with Sir in the room. Dont know what the problem us but I am sooooo glad Sir put on some porn and allowed me to jack with him playing with my nips and balls hehehe. It felt wonderful and I hope to repeat that again and again and again with Sir hehehe.

Now I have a warning for you chastity boys. Make sure you keep your cages clean and shower after you have anal sex before putting your cage back on. I went to work after we played and ended up with terrible back pain for the whole night. Or at least I thought it was back pain. The next night I had green oooz cuming from my piss slit and realized that what I had was a UTI. The back pain was actually kidney pain. I don’t know what I did to cause it since I have never had this happen before but just giving you boys a warning. Things happen and with some cranberry juice I am back to my normal horny self :). Hope everyone has a kinky week coming up :)

Patience in all things are rewarded. :) it takes time to develop the trust one needs in BDSM relationship.

I am so happy BOTH of our patience has been rewarded. Quite an awesome time was had by all. :) looking forward myself to future fun.

Flip fuck success :)

Hey boys and Sirs. Hope everyone has had a wonderful week. Its been an uneventful week for me since Sir was out of town on business so we didn’t get to play till yesterday. And man was the wait worth it hehe

Sir unlocking my cage was like unlocking a beast hehehe. I was on Sirs ass hard all day. Fucking his sweet ass over and over again grrrrrrr. I am really enjoying that my cock is obeying more and getting to be used as a fuck toy by Sir. I can get him in Sirs ass a fucking away much easier then even a month ago. I am still self-conscious about how my dick is worjing but that is quickly fading away.

Now the next hurdle I’d like to push pass is positions. Right now the most comfortable position for me to fuck in is with Sir on his stomach and his legs together. I feel most confident in this position but I’d like to get confident in others. We have tried a few others but my dick has a hard time with them. I wish I was an inch longer sometimes with them but that is my own issue. I know that a dicks fun is all about how Its used not how big it is.

Speaking of huge dicks Sirs was glorious yesterday. I mean it was at full mast and just heavenly. Sirs cock looks like a very normal size when soft but when it gets fully hard it swells to three times its soft size mmmmmmm. And apparently when It is at full mast I turn into the biggest pussyboi ever lol. I would want to have that beautiful cock in my ass right away and I have to say Sir has not fucked me fully yet. His cock has similar issues to my cock so we haven’t really explored that aspect of sex yet. Also my first fuck ever was with a guy who was very big and had no idea what he was doing. He just stuck it in and went to town. That hurt like a bitch and turned me off of anal sex for a long time.

But even with being turned off by it I still felt drawn to anal sex. Heck when Sir and I started this journey last year I thought I wanted to be a pussyboi. At that time I couldn’t be one. I was still dealing with my own issues with my hole and not quite feeling pleasure out of my hole. Well fast forward a year and I’m ready for full anal fucking hehehe. Every time Sir would be fully engorged I’d want his dick in me. Hehehe. I tried riding it but my hile isn’t quite trained enough to relax to do that yet so the next time Sir put me in the same position that I fuck him in: on my stomach with my legs together. His huge dick penetrated my hole, which it has never done hehehe. It hurt like hell and he had to pull out right after which pissed me off because I wanted to be fucked but you have to listen to what your body is telling you. Even though it hurt I was very happy and my cock couldn’t have been any harder. I had to push my cock down so that it wouldn’t be at full mast under my weight. That hurt so good but I wasn’t able to concentrate with my dick on fire. And right after Sir got out of me I was sad. I really wanted him inside me and I used the pain in my ass to fuck Sir with. The pain felt so good thay I rode it to fuck Sir even harder. Which got Sir hard hehehe. We are now at the point that with proper preparations Sir and I could flip fuck all night hehehe. Me fucking him gets him hard and him fucking me gets me hard. So as one’s dick gets soft the other person can hope In and start fucking the other till the other person gets hard again. Fuck and repeat hehehe.

I can’t wait till Monday for even more fun hehehe. See you alls later :)

I have been enjoying this journey. Over a year, and still finding new things to enjoy. I am quite pleased with our time, such a great Boy.

Hold him down and have fun hehe

Hey boys. Its been a while. Partly my fault. I have been trying to stay off tumblr to not jack without permission. Being mostly successful so I haven’t been posting Sir and I play sessions. Well I need to get back to posting. :)

a lot has happened since I last posted when we played with gimp. I have become much more confident in my sexual skills and I actually was able to get hard, stay hard and FUCK Sir last week hehehe. Its been a big goal for both of us and it finally happened yay.

Now its not foolproof. If my dick can’t get in Sir’s hole right away it does seem to get discouraged and goes down some. But I haven’t let that slip up ruin the fun :) found a great new fuck position that is comfortable for me to thrust and feels good for Sir hehe. I pin his legs down with my legs and then push the rest of my body into his ass and back. It feels awesome for both of us hehe.

Now for today we were able to play at Sir’s house which is a change from the club. I enjoy both places. They both have fun pros and little cons :) I pinned Sir down on his back and had my way with his nips, chest, abs and cock hehe. I have succeeded according to Sir in being able to read body language and moaning and stop right before Sir was going to cum hehe. You should have seen his face. It was sooooooooooo priceless hehehe. I finished him off right after that experiment and he threatened to hurt me if I ever did that again. He likes to edge not be edged hehehe.

Was such a fun evening. I am such a lucky boy to have such an awesome Sir :) will talk to you boys later. We have one more play session before both Sir and I go on separate vacations. I’ll miss him but should be fun for us both. Talk to you boys later.

I really enjoy all the ups and downs and ins and outs of our fun sessions. :D  I think we will overcome this hurdle quite quickly.

Monday treat!

Hey boys and Sirs. Hope everyone is having a fun day. I certainly had a fun evening yesterday hehehe. Usually Sir and I don’t get to meet and play on Monday’s so that Sir can have a free day to play with others or just hang at the house :) But lighting struck twice yesterday and we got to go to the bathhouse and have some fun :) hehehe

With me in chastity Sir is concerned with me getting off at least once a week for health reasons. So I got to have my cage off and my dick got to have fun popping his head in and out of Sir’s eager hole. I can’t wait till I can fuck the cum out of Sir hehehe. Don’t know if that is a possibility but I find it really hot when that happens to guys.

My dick is being stubborn as ever. He gets excited then plays a little thrn decides he is done before I get off. He’s going to need to learn that that is unacceptable behavior. You come to the party you are letting me cum before you leave lol. We tried jacking and I get really really close and then I can’t get over that last hurdle to release. Its annoying but we will be able to clear this hurdles just like my nipples, my balls and my dick staying hard :)

So Sir and I got to talk about everything under the sun which I really enjoy. I am sooo lucky to have a Sir who is the whole package. Sexy, smart, kind and caring. Remember boys you deserve a Sir who cares about the whole you not just when he wants sex. Signing out for the day. You boys be good….unless you want a spanking hehehe

I've always liked to be spanked Sir, but I find it hard to find a Dom who believes in aftercare. I have been tempted to settle for a dom who doesn't care for me after a session, but you inspired me not settle for less than I deserve. Thank you Sir.

Stay strong boy.

If all else fails, make an appointment to see me. I will spank you (hard) but then cuddle the ever-living hell out of you.