Deep anal play

[crag.mart]

Does anyone have any tips on reaching your 'second hole'? I have some large/long toys and play with myself often but I always reach a 'wall'. Even after taking poppers and using lots of water based lube I've still never managed to get past the 'wall'.

I've tried different angels/techniques, an experienced friend has tried many times but had little luck. Any tips?

 

[LewdKiwi_]

I have such a tight and sensitive hole that I can’t even take a 5 in average cock(I don’t use poppers) I’m the worst person to ask this but whatever you’re saying is making me so turned on right now.

 

[thongboy]

Does anyone have any tips on reaching your 'second hole'? I have some large/long toys and play with myself often but I always reach a 'wall'. Even after taking poppers and using lots of water based lube I've still never managed to get past the 'wall'.

I've tried different angels/techniques, an experienced friend has tried many times but had little luck. Any tips?

It's more of a curve than a wall, and I need to angle my cock to get around it when I top someone. We're into normally taboo territory here, and a good douching is recommended beforehand. So why is it worth doing? Well, it's not just the thrill of the forbidden, it's what it can do to the bottom guy. You should feel that a new pleasure switch you didn't know you had has been turned on, the new pleasure nerves are being activated. Look at how Brent Corrigan reacts when he takes a big cock balls deep. But be sure to use lots of lube

 

[AceWilde]

I definitely recommend a toy that starts much thinner. You do have to kind of work the second hole open a bit and give it a chance to get used to the feeling. Also something that's very flexible (I recommend soft silicone personally) since it isn't actually a hole so much as a sharp bend in your colon. And also just take it nice and slow because you're going to experience a lot of new feelings and your body has to learn that it's pleasure.