My husband has always said the thought of anal play on him is a no no. I really want to finger his ass while giving him a hand job to see if he may actually enjoy it. The thought of being able to give him extra pleasure that I have read a lot about is a huge turn on for me. The question is, were any of you guys ever reluctant about ass play, and if so, how was your reluctance broken? Do I just "accidentally" touch his bum hole to see if it makes him moan?
Thanks guys!
Use your tongue instead of your finger.
I'd suggest you don't combine a hand job and finger probe at the same time, at least not until you've got him well and truly hard and horny.
Sucking and licking is much better.
When you sense your guy is really getting into it, move your fingers from cupping and massaging his balls to rubbing under his scrotum.
Add some lubricant on your fingers, spitting on his balls and rubbing it in and down toward his butt can feel awesome.
With more wetness start to rub around his rosebud, keep sucking and licking his cock, and if he likes it he'll be moving his hips to meet your fingers on his rosebud.
BTW don't expect long or sharp finger nails to be at all helpful.
Add more lube and gradually slide in one finger up to the first knuckle and meanwhile he should still be right into it.
If he's getting close to coming don't be tempted to plunge your finger in - just let him cum, swallow or whatever you do, keeping your finger where it is and moving only gently until all his spasms have finished.
The next time you do it add more lube and slide in your finger to the second knuckle or all the way in, but don't rush into adding a second finger - most guys don't like it.
You might like to go out and buy a toy or two. There are some butt plugs that you can learn to really enjoy having inserted and played with while being sucked or even fucking. Coming really hard with a finger or plug inside you can be incredibly powerful and the spasms strong enough to shoot out the plug and leave your legs feeling absolutely wrecked.
Butt, it's not for everyone.
I think some guys also have a hang-up with associating anything butt-wise to homosexual behaviour.
It's only gay if it's man/man - they might want reminding of that, if it comes up in discussion.
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My wife did that for me once. She had me on the floor, sitting between my legs with me pulled up into her lap giving me a world class blow job. By the time she touched my ass with this long cock shaped vibrator she snuck in I was absolutely in another world. She pushed it in slowly and the word "Gay" never interred my mind. When it got to my prostrate I went off like a bomb and did not want it to stop.
Try to get him that hot and then bring your finger or some slim object into the play. Once he's felt that rubbing his Prostate he'll change his mind. Hopefully.
Good luck with that. Let him read this and I'll tell him how great it was.
I just wrote a story, "The Gift", where 2 young women use a strap on in me. Never done that but I'd sure like to try it. NOT with a guy, sorry. I'm so straight I don't bend when I sit down.