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.