How *DO* you finger a guy gently? It'd be his first time...

[faydefyre90]

Hey me and my boyfreind are interested in experimenting with me fingering him, but me especially is afraid of hurting him. He's a gentle giant hehe I want to know how to go about it gently enough with him that I don't cause undue pain. Im Bi-sexual so I"ve had some anal experiance with girls but.... *sigh* Guys I think are a whole different story. My guy's straight as a doornail but we're into exploring anything. So while your at it on this post, go ahead give us some fun new things to try while your at it telling us how to go about this humanely! Well not much else to say.
Thanks for any help you can give,
Sabbz

 

[Wizard]

http://www.literotica.com/forum/showthread.php?s=&threadid=51017

 

[Guest]

Try starting with a full body massage, and don't forget to pay attention to his anus. Gentle stroking will help him to relax. Use lots of lubricant, and make sure your fingernails are short (no sharp edges!). Sometimes its helps if he 'pushes' (like he needs to do a bowel movement) as you slowly insert your finger.
Have fun!!!

 

[Batgirl]

I agree with the last post about using massage for relaxation (for you and him!). My guy says that he has his strongest orgasms when I slip my finger in his ass. We don't do it every time we have sex, prefering to leave it for 'special occasions' that way the thrill is still there. Make sure you buy a good lubricant and use plenty of it!!! If your guy is relaxed, horny and looking forward to the experience then you are not likely to hurt him....as long as you go slow - don't just jam it in there!!! The easiest way to insert your finger in his ass is to apply slight pressure as you rub upwards in the crack of his butt, your fingertip should slip in smoothly. If he is a bit tense then try resting your fingertip on his anus for a few seconds, for some reason when this is done the anus tends to relax to make insertion painless.

 

[Guest]

you get your finger in, but then what?

 

[T.H. Oughts]

Check out some anatomy books and look for the position of the prostate gland. That's the little sucker you want to massage while in there.

 

[SilverVeil]

The first time I ever slipped my guy the finger was in the shower

Man was he surprised. I have no idea what came over me to do this ... but he loved it !!!

I was washing his back, taking time, lots of soap and rubbing, dipping between his legs and massaging his balls... then I slid my wet soapy finger in his crack and wiggled in.

He went crazy. He almost slipped .... but wanted me to do it again.
So I did