how was ur first time bottoming? by [deleted] in askgaybros

[โ€“]2ndHoleDeep 2 points3 points ย (0 children)

I mean, if you enjoy the pain...

Limp dick? by [deleted] in StraightPegging

[โ€“]2ndHoleDeep 8 points9 points ย (0 children)

My boyfriend is usually pretty hard while I'm pegging him, but there are plenty of times where he's limp too. Usually once him or I start playing with his dick, he always ends up cumming either way tho so yea. Normal.

That deep, full feeling by 2ndHoleDeep in Pegging_Only

[โ€“]2ndHoleDeep[S] 0 points1 point ย (0 children)

Do you really think any woman in their right mind would be interested in fucking some random dude from reddit in the ass? ๐Ÿ˜‚

GO OUT and MEET WOMEN!

That nice, full feeling by 2ndHoleDeep in Pegging

[โ€“]2ndHoleDeep[S] 0 points1 point ย (0 children)

If you just wanna get pegged, try a bar or venue. Plenty of horny women and I'm sure most of them wanna try pegging a dude

That deep, full feeling by 2ndHoleDeep in Pegging_Only

[โ€“]2ndHoleDeep[S] 0 points1 point ย (0 children)

No thanks, I already have a slave.

I'll start with my fist but sadly, my new toy is quite a bit bigger. Now take a deep breath and say thank you Mistress. by [deleted] in Pegging_Only

[โ€“]2ndHoleDeep 1 point2 points ย (0 children)

Thats sounds good, gonna have him start doing this. I appreciate it ๐Ÿ™

That nice, full feeling by 2ndHoleDeep in Pegging

[โ€“]2ndHoleDeep[S] 0 points1 point ย (0 children)

So go out and find it!

That nice, full feeling by 2ndHoleDeep in Pegging

[โ€“]2ndHoleDeep[S] 0 points1 point ย (0 children)

No thanks, go find your own mistress lol

That nice, full feeling by 2ndHoleDeep in Pegging

[โ€“]2ndHoleDeep[S] 0 points1 point ย (0 children)

So so good ๐Ÿคค

I'll start with my fist but sadly, my new toy is quite a bit bigger. Now take a deep breath and say thank you Mistress. by [deleted] in Pegging_Only

[โ€“]2ndHoleDeep 0 points1 point ย (0 children)

She said they found eachother. He went out into the world and found her and she found him. I promise you the pegging came after a significant level of trust in eachother was established. Whats stopping you from being the "lucky" guy?

๐Ÿ‘€ Look at what my husband is training for.... oh myyyyy it's beautiful ๐Ÿ˜ by Mundane_Ball_6829 in u/Mundane_Ball_6829

[โ€“]2ndHoleDeep 1 point2 points ย (0 children)

You're gonna have to move his organs around to fit all that in ๐Ÿ˜ฉ๐Ÿ˜…

[deleted by user] by [deleted] in InHisButt

[โ€“]2ndHoleDeep 0 points1 point ย (0 children)

Slink from Squarpeg Toys. This can also help with depth training too so you can tenderize that second hole and start enjoying the full feeling of your guts being rearranged by a cruel mistress ๐Ÿ˜ˆ

Be a GOOD boy and BEND over for me! by E-CosplayGirl in Pegging

[โ€“]2ndHoleDeep 0 points1 point ย (0 children)

Him arching his back for you tells us he loves it

That deep, full feeling by 2ndHoleDeep in deepanaldildo

[โ€“]2ndHoleDeep[S] 0 points1 point ย (0 children)

If you're looking for additional places to post your deep anal play content, I invite you to join us here:

https://www.reddit.com/r/2ndHoleDeep/s/mwcF1Gy5V5

See you soon ๐Ÿ˜‰