Ask GayDemon: Fill Me Up

I've been dating a guy for about six months and I think I want to settle down with him. The problem is that he's not very well hung. He's good in bed and I mostly enjoy our sex life. But I do enjoy getting fucked. While he's enthusiastic about it, he's just not cutting it in that  feeling full department. I think it's time to introduce a third into our relationship – a giant dildo – how do I broach the subject?

-That Empty Feeling

Penetrate yourself with a giant dildo (preferably one named Herb or Louise) and stuff it so far in you swallow it whole. This requires you to risk having to go to urgent care if you can't get it out, but all is fair in love and anal. The key though is to leave the back end of it just a couple of inches from your anus.

That way, when he does fuck you, he'll butt up against the base of the dildo  and that's when you tell him you need to feel the gut-busting, full feeling of being turned inside out. And his penis isn't big enough for you so you need a third (leg) in your relationship.

Or if all that seems rather unwieldy and both physically and emotionally dangerous, then use the fact you need a giant dildo to your advantage. Tell him you need a freak-sized, monster fake cock inside you and you want his help to get it where it needs to be. And that it would turn you on hard for him to see you submitting to the giant dildo and having body-shaking orgasms in front of him. 

You could toss in that you've never been with anyone with a ridiculously sci-fi size cock because they don't exist. And that the most important thing to you is making it part of your time together, but not the sole focus. So suck his cock while he's wielding the dildo in you. Make out with him while you're stroking him and he's stuffing you with first his cock then the toy. 

And get his fingers and maybe even fist involved if you want to go that far. He can't really be insecure that he's not satisfying you if he repeatedly satisfies you by any means necessary.

It's important to understand that you don't have to live up to some standard of what sex is supposed to be. That means you need your ass touched in certain ways inside and out. That's not a comment on your love for him. And if his ego does get stung, that's something to discuss but it's not your fault. Because you're asserting what you need and it's not insulting to him or cruel in any way.

For example, you assuredly have a specific way you like your cock touched.  And that could include six taps three seconds apart each followed by a raspberry swirl and a zero gravity flick. It's whatever works for you. And I'll bet his hands and mouth and the back of his left knee accommodate you just fine without ego being involved. Same goes for your ass.

Who he is isn't defined by his penis size. He knows that. And your anal pleasure isn't defined by or beholden to his penis size either. He will know that and maybe already does. What's missing is you speaking up.

While you're at it, ask him if there's anything he's been wanting to do that he hasn't let you know about yet. Maybe your dick is too big and he'll want to introduce a small dildo into the relationship. I guess that's the typical family nowadays. Two parents and 1.5 dildos.

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