Never thought I'd post one of these topics...

[TaylorMade]

But I'm seeing a guy. He's older ... kinda with a Buddhist sensibility (I'll admit bias, Buddhism is one of my favorite non-Christian faiths)... I don't want to turn him, and he seems cool in that he let me play with his ass a little in giving head. For the most part he seems straight. I'd be over the moon if he were bi, but... we'll just assume the most common idea ... straight with an open mind about a woman touching and playing with his ass.

I don't want to run at him with a strap on... but... any suggestions for really mild butt play? :D

*Taylor*

[void()]

Tickle the taint.

[DuckiesDarling]

hmmm Taylor. I'd say just take it slow, show him some of the gentler porn vids where it's more making love than fucking and see if that starts some gears turning.

[djones]

Just keep playing with his ass - slowly work your way up to concentrating more on his ass. Introduce the concept of a toy - in conversation first - letting him know how much pleasure you will give him, and how much it will please you as well. If successfully across that bridge, the strap-on conversation/introduction comes next.

Just remember - its all about the prostate (male g-spot).

[Realist]

I always appreciated it, if a lover just asked, outright, what I liked, or didn't.

Is that too forward?

[lookin2tryit]

patience and persistence! go slow( long term timewise) and steady. if he hasnt said no...then it may mean yes!...or at least he's willing to see what it does for him if its done right

[Cherokee_Mountaincat]

Thats what I was going to suggest. Introduce him to the Toy Bag and see what all he likes. Show him your favorite viber and tell him how good it feels used on you, then lay it gently against his balls as you suck him and have it on low speed. Let it move down gently and leave it lay and see his reaction.:} I know it drives some lovers Crazy and they have let me use it on them after a while. :bigrin:
Just go slow and easy, Sweetie. Have fun, be safe...;)
Cat

[wyldguy]

I'd say start with some pillow talk. Next time you 2 are in bed together, wait until he's down there and start making some verbal suggestions about your fantasy.

As you react, if he has a connection, and then he reacts in a positive manner, you'll know it and then keep it going. This is what my ex did with me that led me to a mmf threesome (something I thought I would never do, let alone, going down on a guy) with one of our neighbors.

It took several sessions, but the more I could see how the thought of what she was suggesting affected her, turned her on and her reactions, the more it did me. Though it was oral play for me only when it eventually took place, her next suggestion was to use a strap on and do me. That eventually worked as well.

Didn't happen overnight, but it happened nonetheless.

[NotLostJustWandering]

I always appreciated it, if a lover just asked, outright, what I liked, or didn't.

Is that too forward?

I like forward, too. Totally agree with you, Realist, and I appreciate it when people give me credit for having tried things out and figured out what I like and don't like. One thing I don't like is dildoes. Major, major turn-off. And worst of all is a girl who wants to use one on me. One of my fears about coming out to a girl is that she might whip some toy out and I'll have to go run to the toilet to puke. If I was seeing a girl and she took a long time dropping hints about the idea, I would have to suspect it was something she really wanted, and that would give me doubts about whether we were compatible.

Mind you, my feelings about this may be extreme for a guy who does occasionally let a man fuck him, but I can't be the only one for whom this would be a big turn-off, and if you really have no idea about what this guy wants you must be prepared for the full range of possibilities. I would definitely ask before showing him any of your toys, be very casual, and be prepared for a firm "no."

I see most people here are encouraging you to take approaches I would characterize as seductive. If a girl I had recently started dating took a left-handed approach to get me to try something I know I didn't like, once the cat was fully out of the bag she would have to work very hard to persuade me that she would be OK with never doing it with me. If you're not even sure this guy is bi, maybe a bisexual forum isn't the best place to ask the question. I think a random sample of straight guys would give quite a few negative reactions to the idea of being sodomized with a prosthetic device.