This happened about 20 minutes ago so it is very fresh in my mind!
If you are curious about who I am, I’m a 6’2” 24 yo Canadian with a slightly overweight but athletic build. I have an amazingly average and recently shaved 6” dick with an above average girth. I’m a grad student, blah blah blah, who is just as bored and sexually deprived as the rest of you during this really awesome quarantine.
I’ve been curious about anal play for a while now and I’ve been looking for girls to help me experiment with all that. Unfortunately, because of the quarantine and the fact that I recently started grad school I haven’t been able to find a girl or the time to try anything. Fast forward a little bit and I just decided to try on my own. Little did I know that it was going to escalate to what it did.
I went into town earlier today to pick up some lube with a plan to at least rub around my asshole with my finger and maybe even put my finger in a little bit. 20 minutes ago I decided it was time. I was crazy nervous but felt that if I didn’t do it tonight I wouldn’t do it at all so I went for it.
I put a little bit of lube on the tip of my finger and started to gently rub it around the outside of my asshole. It felt okay but to be honest, I didn’t really feel too much of a sensation. I wanted to feel it more so I put a little bit more lube on my middle finger and and with a deep breath I placed it at the entrance to my hole and pushed it in just a little. Just the tip you might say! I liked the feeling and wanted more so I kept slowly pushing it in. It was definitely tight but I felt my finger push through it until it opened up a little bit. Before I knew it, my entire finger was in my asshole and I loved it. I felt my dick start to get hard so with my free hand I grabbed my balls and started squeezing. I was getting so turned on so I started moving my finger in and out of my asshole faster and faster. I moved my other hand from my balls to my now throbbing cock and started jacking off while I fingered my asshole. Even now as I write this, I can’t believe that that happened. Even so, somehow I wanted more.
I was so horny and I wanted something bigger than my finger in my asshole so I quickly ran to the bathroom and grabbed the first thing I saw to put inside me: a hair brush (if you are curious about the size of the hair brush DM me and I’ll send you a picture). Without wasting much time I lubed up the handle of the hair brush and lined it up with my asshole. I slowly started to push it in and I felt my asshole squeeze around the handle. I was so tight and it kind of hurt but I kept pushing it in until finally I felt like my asshole opened up and I was able to push the hair brush all the way in. Fuck, what a sensation that was! It felt even better as I pulled the handle out of my asshole. After a couple minutes of slowly pushing the hair brush all the way in and slowly pulling it all the way out, I started to fuck my ass a little harder and faster. I returned my free hand to my shaft and started to jack off hard. I continued rubbing my dick and fucking my asshole with the hair brush until I had the most intense orgasm of my life.
I really don’t know how to feel about this. I’m literally shaking as I write this, still covered in my own cum. I loved how it felt and I honestly can’t wait to find a girl to do it to me but I can’t help but feel wrong for what I did. Please DM me if you have any comments or advice. I want to hear from all you guys and girls out there about how you feel about all this and what you like to do. It’s safe to say I will be trying this again soon!
Source: reddit.com/r/gonewildstories/comments/lfxhp2/i_m_was_curious_about_anal_play_so_i_tried
Sounds like you developed a healthy fetish for pegging/anal play ? there’s nothing wrong with feeling a bit out of it after the first time.. most people do.. Take a deep breath and wait a few days until trying again, to make sure you didn’t hurt yourself (trust me, tiny wounds in that area is a b*tch) ? if you want to explore more, I suggest you stick to the brush for now, so you get use to the size and don’t hurt yourself by trying to go bigger.. and you could also try to only fuck your ass and see if you can orgasm from anal only ?? best of luck to you ☺️
Sorry, I’m only allowed to comment, I just asked my partner.. ??
The only thing to feel about it is that you discovered something that you like so it’s great. You’re far from being the only one to like it and it always a good thing to know your body a bit better. Don’t let anyone making you feel wierd about it and I hope you’ll find a trustful and openminded partner to share that, cause it’s even better with someone else!