My Butt Plug Collection

I bought my first butt plug when I was 19. Here’s a pic:

Since I didn’t want to buy it online and have it mailed (for reasons I’ve mentioned elsewhere) I went to a sex toy store near where I lived. I was so nervous when I went in. I had fantasized and looked extensively online for the right one, so I knew exactly what I wanted. I walked in the store and I was literally shaking. I grew up in a religious household, so needless to say I grew up pretty sexually repressed. I was so self-conscious as I walked in that store. I felt like everyone was looking at me and judging me. I looked around quickly and found the right one and then went to the counter to pay. The girl behind the counter looked bored. She was in her mid-twenties, had several facial piercings and was really hot. I was so embarrassed. But I tried to act as nonchalant as I could. Then she asked me,

“Did you find everything alright?”

I thought, shit, now I have to say something. I half mumbled and stuttered “Yes.”

Then she said, “Did you need any lube to go with this purchase?”

Not trusting myself to speak again I shook my head.

She looked at me skeptically and said, “Are you sure? We have a lot of different types to choose from.”

I thought, Holy shit! Just shut the hell up and ring up the damn thing! But instead I just said, “No, I’m good, thanks.”

She said ok and took my money and I left. When I got back to my car I was so relieved and elated at the same time.

Up until that night the only things I had ever inserted into me were my fingers or a screwdriver handle with a condom over it, and the only lube I had used was spit or Vaseline. I know a screwdriver handle is a really weird thing to use, but after my fingers were no longer enough I searched the house for anything phallic shaped. I was about 16 because I remember thinking “good thing I just got my driver’s license so I can go buy condoms.” I enjoyed sticking the handle to the screwdriver up my ass and just leaving it there while I was jerking off. That’s why I bought a butt plug before I bought my first dildo.

Since then I’ve tried my different shapes and sizes of butt plugs, and I’ve narrowed my favorites down to two: Mr. S Leather’s “World’s Most Comfortable Butt Plug” or WMCBP, and Square Peg’s Super Soft Eggs Plugs. I have The WMCBP size large:

The first Square Peg plug I bought was this one:

Don’t let the picture fool you, it’s actually a little bigger than my WMCBP. It took me about a week of stretching before I could fit it, and then I could only have it in for about an hour at a time. So I decided to get a size medium:

So those are my three butt plugs.

Right now I have the WMCBP in. I like it because it has a really narrow “neck.” However, I can’t have it in for more than about 8 hours before the metal disk starts to make my bum sore. Not from rubbing, but just because it’s metal and doesn’t have any give (obviously, lol).

My favorite is probably my Square Peg Large. It’s comfortable for long term, the only downside is that it takes me about 30 minutes to get it in if I haven’t used it in a while. I use the Square Peg Medium the most often, just because it’s easy to get in quickly if I just want it in while I’m jerking off. The downside to the medium is that the neck is pretty wide in relation to the plug, so it’s difficult to keep in long term, since a lot of lube is needed for long term use to minimize chaffing my butt cheeks. I’ve had it fall out once, but that’s a topic for another post.

My Chastity

Well, I got home from work today and I was so desperate for some kind of relief after typing about chastity all morning (I was so turned on!) that I decided to try milking. I bought an Aneros MGX about 8 months ago since I’ve heard that it helps greatly with milking. 

So I got home and tried it out. After 15 minutes I was getting a little bored and I hadn’t even had one drop of pre-cum, so I tried the old fashioned way with my finger. That got some results after about 5 minutes. I started rubbing between my legs in rhythm with the strokes with my finger and I started to get really hot and turned on, without getting an erection. As funny as it may sound, I’ve never tried to stimulate my prostate from the inside and outside at the same time. I couldn’t believe how amazing it felt! I kept going, hoping that I would ejaculate, and I kept creeping higher and higher, closer and closer to a climax. I was desperate. I wanted so badly to start stroking my penis, even though I still didn’t have an erection. This went on until I could feel “it” start to get away from me. I say “it” because it wasn’t really like the feeling of an impending orgasm; it was different but almost as good. Then I lost “it”. The feeling just stopped without me ejaculating or coming to any kind of satisfying climax. Ugh! I want to cum so bad right now! I’ve never been so desperate for release with my chastity device on. I’ve even teased myself by watching porn while wearing the device and I wasn’t this desperate. My god, how am I going to last until Saturday?

Living Curious

I want to try to go 7 days with my Birdlocked silicone chastity cage on. The longest I’ve ever gone before was about 4 days I think, and that was about a year ago.

Here's a pic of my Birdlocked. I have the Classic, which I highlighted:

I don’t remember what first got me interested in chastity play; perhaps it was my interest in CBT. I would fantasize about being locked up and not allowed to get an erection or masturbate. Maybe I would be milked and forced to eat my cum. It would get me hard just thinking about it, which I always thought was somewhat ironic. I wanted to buy a good chastity belt, but I was a novice when it came to these things. I searched on the internet, but everything seemed to be overpriced, and besides, I had no way to get one because I was living with my parents. When I was 20 I got my own apartment, but I lived across the street from my aunt and my cousins lived in the apartment below me, and they were very nosey and I’m sure their interest would have been piqued if a strange package came for me while I was at work. They always say “very discrete shipping” but if anyone ever did a Google search on the return address it would be fairly easy to find out exactly where the package originated. I had checked myself and found this to be true, and knew either my aunt or cousin would surely be nosey enough to do this.

Finally I summed up the courage to go open a postal box, thinking that the clerk would have too many packages every day to care about mine. The first thing I bought and had shipped to me was my Birdlocked. I picked it up on my way home from work one evening. I was so excited to go home and try it.

That first time proved to be much more difficult than I had anticipated. I had shaved my groin the day before so I was nice and smooth, I just couldn’t get the damn ring around my balls. I had read online that the best way to get in on was to lube up and slip my balls through one at a time, and then push my penis through. So I put on some water based lube and tried to get my left testicle through. It fit but I couldn’t push it far enough in order to get enough of my scrotum through so I could push my right testicle through. The lube just made my balls slip back out. On top of that I was hard as a rock from all the manipulation which made my balls even tighter. So I went to the shower and rinsed the lube off and tried again. I was able to get my left testicle through, but because I was so hard I couldn’t pull extra skin from my scrotum through so that my left ball was completely through. I tried just forcing my right testicle through but it was too painful- the ring was too small for both my balls to fit through at the same time. I thought maybe if I tied a string around my balls and stretched them through it might work. So I got some string and tied a loop around my balls and got them as tight as I could without too much pain. Then I put a little lube on them, fed the extra string though the ring, and gently pulled them through. It was a tight fit, and it hurt a little, but they made it. But I was too hard to get my cock through, so I had to wait, holding the ring against my body with one hand and pulling on the string with the other hand to keep my balls from slipping back out. I waited for about 20 minutes and finally I thought I was soft enough to get my penis through the ring. I was able to get it through, but I got rock hard again and had to wait to go soft before I could get the cage on. This was complicated by the fact that I now had what was essentially a cock ring holding the blood in and keeping me hard. I decide to wait it out for as long as I could and just sit and watch TV and try not to think about anything arousing. About half an hour went by and finally I was able to get my penis into the cage and lock the device up. My balls had turned a sickly blue color, and I was a little worried. I got hard again, and it turned out to be very painful, but I had worked so hard and long to get the damn thing on that I really didn’t want to give up. So again I waited, and after about 15 minutes I was soft, and my balls were starting to get their color back.

After that much of an ordeal, I decided to keep it on for as long as I could. I went to bed that night, and my balls were pretty sore, and I could feel some pinching along the underside of my scrotum. I woke up several times that night with some pretty severe pain from the pinching made worse by being semi-hard. By morning I was starting to realize that fantasy was better than reality. I decided to take off the device before I went to work. I was surprised with how easily it came off, considering it had taken me almost two hours to get it on, and it just slipped off in a second. Then I jerked myself off, but it wasn’t earth-shattering like I had hoped. I figured I would have to wear it for at least a day to build up any level of anticipation.

In total I had worn it for 12 hours. It was a Friday so I decided that I would try again that evening and see how long I could last over the weekend since I wouldn’t have to work. I had the same problems getting it on again, but since I had done it before at least I wasn’t so worried. I lasted all night with the same level of discomfort, but the next morning I didn’t take it off. I figured I would find a way to stop the pinching. I thought if I pulled more of my scrotum through the ring it might help. It did for a few hours but then it started to pinch again. I hadn’t gotten dressed; I was just lying around the house naked so I could fiddle with the chastity device. I thought maybe if I put on a pair of briefs that it might help by giving a little support and relieve some of the weight of the device hanging. This helped a little.

This first time I peed with the device on was a disaster. My penis just about filled the penis tube, so I thought I would be able to pee standing up. Big mistake. I got pee all over the bathroom floor and on myself. I had to pee sitting down. Throughout the day I figured out how to pee with the stream going through the hole in the front instead of the air holes in the side. I tried peeing standing up again and it worked. I just had to make sure my penis completely filled the penis tube by pulling the device close to my body. I decided to be on the safe side and still sit down most of the time, but at least there wouldn’t be pee all over the tube.

So I lasted until Monday morning. I didn’t go anywhere all weekend, and that made it pretty easy. My scrotum had a few small bruises from where the ring had bunched the skin together causing the pinching, but that was it. Every few months I would try it out again, but I never got more than two or three days before the pinching annoyed me enough to take it off. I got comfortable enough with it to go out wearing the chastity device, the first few times I almost freaked myself out thinking everybody could see what was underneath my pants but eventually I realized that wasn’t true. After two years of this on again, off again chastity play (I had a girlfriend for about a year but I never go the courage to bring up any kind of kinky stuff and never wore my device around her) I decided to go at least four days. I did, and that was about a year ago.

So all this brings us to today. I’m wearing my Birdlocked for the third day in a row now. I put it on Saturday night at about 7. It’s now noon on Tuesday. I’m planning on going until at least 7pm on Saturday. I’ll try milking myself then. I’ve tried milking myself before, but it usually isn’t very successful. With the device on I’ve never ejaculated from milking. The only times I’ve been able to milk myself are when I masturbate until I almost cum and then finger myself or use one of my dildoes until I ejaculate without having an orgasm. Then I’ve always been so turned on that I eat my cum, but then I give a few jerks and have an orgasm anyway. I can’t bring myself to eat my cum after having an orgasm. After an orgasm I lose all of my “kink.” I’m hoping that after seven days being locked up I’ll be able to milk myself. And then I’ll decide if I can handle being locked up longer.

Right now the pinching is pretty bad but I know that I’ll get used to it after a while. I just have to adjust this way or that to relieve some of the pressure. At night I lube the inside of the ring a little and that helps a lot. Every third day I take the tube off my penis in the shower in order to wash. The other days I just use the removable shower head to spray water inside the tube and try to get a finger with a little soap on it in the tube. Taking the tube off doesn’t automatically get me hard but any little caress or stroke instantly gets me hard. So I just take the tube off, wash the inside with a soapy finger, rinse it out, soap up my had and quickly give my penis two strokes and put the tube back on. I get hard, but it’s controlled a little. Then I wash everything else and by then I’m soft again. I pull the devise away from my body a little so my penis doesn’t fill the tube and spray inside the tube to rinse off. Doing this I’ve never had any bad odors, though I am quite frustrated.

Maybe tomorrow I’ll try my butt plug out. It’s been about a week since I last had that in all day. When I’m wearing my chastity device I don’t get hard from inserting a butt plug, though I’m starting to get hard thinking about it! Ouch, I’ve got to stop that. We’ll see.