BondageDating

I Had To Share My Success

I picked up a 'Bendover anal training set' roughly four years back. It has three pink stoppers in different sizes. The tiniest one was barely worth the…

member_32a3b67717 5 Sept 2026 #1

I picked up a ‘Bendover anal training set’ roughly four years back. It has three pink stoppers in different sizes.

The tiniest one was barely worth the effort due to its size. The middle-sized plug required me to gently ease it in over three sessions, and now it slides in quite smoothly after about five minutes of preparation. The largest is what I decided couldn’t be done for me. It measures 6.75” around at its widest part, which makes it noticeably larger than the medium one. This hasn’t stopped me from trying occasionally; each time I end up feeling disappointed and confirming that reaching this goal remains elusive. But then… Last night… I spent thirty minutes loosening my backside. Squatted on a 1.9” diameter bottle (It’s awsome. Perfect shape and very smooth) and bounced up and down it for ages. Kept attempting the plug but failing. Eventually, I leaned against the corner of the bedpost to help push the plug in. Then felt my rear open up and start accepting it… Pulled it out because it stung a bit after three more attempts… IT WENT IN!!!!!!!:D:D:D I removed it again to let my backside recover, then inserted it once more. WOW! Flipping WOW!!! What an incredible feeling! My cock dribbled as the pressure hit my prostate. So I caught that with a finger and tasted it. Then with my new friend firmly lodged in my anal passage had my first wank while my rear was so full. I shot off a huge load into my hand and made myself eat it.:oops: Removing the plug hurt slightly, and I feel like someone kicked me in the butt today but who cares?!!! I did it!!!! I got that big plug in!!!!! Hope you don’t mind me sharing this with everyone? I’m just sooooo happy. Next stop: Inserting it fully and then snapping the final lock shut to enjoy the fullness until release!:D:gag: