Big guys, have you ever used a smaller guy to drill a pilot hole?

[purplepoppy]

You've convinced her to do anal but she's got a sphincter grip tighter than a Scotsman holding a penny. Would you let a smaller guy drill a pilot hole in that ass so she can take your meat?

[DaveJord]

I am offended by your stereo type of Scotsman... but being a white guy I guess we are expected to accept those racist comments without out complaint.

Hell no you don't let some other guy drill a pilot hole, you buy some sex toys and work up to it... way more fun and intimate. Suggesting you let some limb dick guy drill a pilot hole is totally crazy suggesting from a purple pimple popping chick tighter than a poppy seed.

[josephinelcajon]

Omg sounds like my best friend and I we use to masturbate then tried oral we really wanted to try anal but it hurt too much. We were 12 and a friend of ours was 10 we got him to fuck us first it worked!

[MrOracle]

Hell no. Part of the fun is doing the work myself!

[Jessica405]

Nah! Stoke the fire with that big poker!

[GreenLanternI0I]

Nope. I will take my time to personally give her my slow cooked appetizer, then a well done main dish, finishing with a fast and surprising desert.

[TonyV]

He'll yeah let's go, team work makes the dream work!🤣

[NathanDavis]

the government here doesn't really like outsourcing...

[DonkeyDan]

Hahahahahaha, oh god I think i just pissed myself a bit, pilot hole 🤣🤣🤣🤣🤣

[Kaneki05]

Pretty sure that a small dildo would be sufficient for that. But if ya want it more fun then go for it.

[20yearsolder]

That's funny as fuck but hell no. Fingers work just fine

[AviatorTom]

Nope. That's what fingers and butt plugs are for.

[Dargil]

+1 for good imagery.

[bean2k21]

We used to use Mexicans but Donald Trump kind of ruined that for everybody

[kumaradit]

Nope. There are numerous ways to do that but first of all make her comfortable on priority and just don't touch that area unless she is ready for it.
Lubricants
Desensitizing creams
Toys
Fingering
Make a way out before you make out.

[genericname85]

you now we have fingers right?

[DaveToo]

It ain't just Scotsmen that are tight with money!

[Wiredone]

No I've never done that. I just stretch her slowly till it's in

[boobliker]

I do like the question but as for an answer I have no idea lol lol

[Surely]

Very interesting!!!
Other ways to skin a cat.

[LegendaryIcon]

Nope

[whosnumber1]

it's called my thumb when I'm doing her doggy style

[Honestguyopen]

No I wouldn't. Those holes are mine