Guys, would you let a girl give you an anal massage? What is the best way to bring it?

[Anonymous]

I've been curious about fingering my boyfriend's ass. I never told him directly but I tested the waters a couple times to se his reaction and everytime I try to get close to his ass, he won't let me. He obviously doesn't know how good it feels or he would let me. I am a woman and it feels so damn good, I can only imagine if I had a prostate hahaha.
Anyways, How can I make him more open mind to this and just go with the flow? I think it's because of his "masculinity", and because this things are often associate with gay people, but I know that has nothing to do.

I don't want to force him or anything, I just want to "accidentally" find one of his pleasure spots xD

[abc3643]

Do it as a sexual role play in which you are the doctor and he is the male patient. When a male gets a physical examination each year, one of the tests that happens is a prostate exam in which the doctor will put on a latex glove with some lube and then insert her finger inside the male patient's anus feeling for the prostate to sense how big it is.

Another exam you can do in your doctor patient role play is the inguinal hernia exam. This is the exam in which the doctor will have the patient's balls in the palm of her hand but she's actually feeling behind the balls and then tells the patient to turn his head and cough.

[abc3643]

Remind your boyfriend that these two exams are real exams that occur during physicals so neither challenges his masculinity. My dodtor sticks his finger up my ass every year. When I first joined his practice, a physician's assistant - a women who could have been my mother - had my testicles in her hand giving me that hernia test.

[averagejoe805]

While giving him a blowjob, apply pressure to his perineum with a finger or two. Timing is everything, so right as he is beginning to orgasm, slip a finger in. Be sure it's nice and slippery (lots of saliva will help for the first time). He won't be expecting it, he'll be too far along to stop, and the "surprise" will blow his mind. Once you've got the first one out of the way, move on to a prostate massage by itself or while giving him a blowjob.

[Anon-ymous1]

I'd say this is probably the best option.

[Asker]

wouldn't that possibility make him mad? I don't want to seem like I forced him or did it without his permission though :/

[Anon-ymous1]

Ask him right before. Ask him in between sucking him. You'll be surprised what you can get away with if you have his dick down your throat. And of course you need to drink all of him when he loses control, don't spit any out or whatever. The pleasure's too intense and he'll let you do it, maybe, if you ask him about it while he's pulsing in your mouth, ready to lose it.

[thesquanch95]

I would ask him to do it to you and then tell him how good it feels and then "accidentally" do it to him when you're giving him awesome head

[Browneye57]

You'll only find a small percentage of guys that are gonna go for this. Sorry toots. Keep looking. LOL

[Gayview_Mahat]

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Keep your fingers to yourself lol

[Asker]

Haha xD

[Titanic1912]

If she stick her fingers up my ass, I'd love it. I'd stick my fingers in her ass and I'd thrust my penis in and out of her vagina!

[Titanic1912]

With my other hand, I'd rub her clit!

[Asker]

LOL xD

[Regular1]

I've had it done to me, and I don't care for it. Just make sure your fingernails are cut short and buffed smooth.

[Anonymous]

Personally, I think that's a tough thing to get someone to open up to if they aren't just into it right away. Just keep telling him about how great it is. He might come around.

[Anonymous]

I have let my girlfriend do it before and it does feel amazing. She asked me once during a conversation whether I would let her do it some time. I said maybe, but that got me thinking about it and turned on. The next time we were in bed, she asked during foreplay for my answer and I said yes. She started going down on me and after a couple minutes slid her finger inside me. I was surprised how much I liked it.

[Asker]

That's great! How did she bring it up? Like, how did she started the conversation? And when she asked you that you had already did that on her before?

[Jack1313]

lemme tell u my girl does it all time we have done it so long we've uh... advanced now if she feels like or wants too I'll let her pound my ass i love it!!! Wow sorry ma y have to jump in the shower just telling u about it I've gotten so fucking hard and that's just thinking about it. Hope i helped if u need more info write me ok

[Jack1313]

Oh well uh she started while blowing me one day the 1 led to 2 to 3vfingers then we went to the " toy store"