Anal advice

[John Wick]

1. Suggest she give herself an enema beforehand
2. If she doesn't, make sure she didn't have Chipotle for lunch
3. If her eye balls start to bulge significantly outwards, or if you see the tip of your dick begin to protrude slightly out of either of her nostrils, you've probably gone too deep
4. When you pull out, if she still has an anal death grip on your dick, don't just yank out anyway or she's liable to blow an O-Ring gasket permanently. Permanent 'cauliflower asshole' is not a pretty sight, she'll likely never forgive you, nor will you ever be able to un-see that and it will haunt you in every other sexual encounter the rest of your life.

 

[richaceg]

Giving her O can do you wonders....I've asked my SO several times if anal is on the table and it was always a firm no....but after every O...once we switch to doggy and aim it at her O...I still politely ask if I can go for it and I always get a "whatever" which means yes....the hard part is because it was too tight....i lose erection before I can totally put everything in...the farthest I got in was the tip...that's it....still a good experience....and I'm always saying..."one day"...

 

[Erosboy]

Let her take the lead. she gets to determine position, amount and length of preparation, amount of lube, how deep and how fast to thrust etc. It's fun giving away control, it lets her know she is really important to you and I find women generally get really turned on when you're into their safety and care about their enjoying the situation. Plus, giving her control takes all the stress and pressure off you, you just have to have it in the right place and in the right time and away you go.

 

[Kracker]

I seriously doubt if you will be offered in the SP world without a price tag.
If you get lucky and get offered just say "not into fudge packing today"

It doesn't happen often, but it's happened a few times. Sometimes the whole "chemistry" thing is real.

 

[richaceg]

It’s not the act, it’s the girl. If I just wanted to have anal again, I’d pick a big girl who was known for that.

There’ve been a few - this one right now - where there’s been mutual interest but an inability to get it in.

The others who were adept were easier but really in retrospect not that hot - I’ve evolved a lot in my taste.

Just didn‘t realize how difficult it was when a girl hadn’t done that much or at all before.

Damn straight...it's the tightest hole your dick will ever encounter...needs a lot of prep on her hole and a lot of prep on your dick to manage it in...you will both have quite an experience doing it...like I said, I only managed to get the tip in and it's still quite amazing...and somehow, my release were abundant everytime...

 

[Ballsin Deep]

1/4 Viagra and my diamond cutter will get through anything regardless of the resistance
I like to dato before going in but that's more for my benefit

 

[Dirkpit]

I’m not quite so well endowed…..perhaps you would like me to have a go with her first? Like warm her up for you?