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Painful Penetration

“Hey Shay, i’m still a virgin, but recently my boyfriend and I are trying to have sex.
The first time he tried to penetrate was painful but i was sort of expecting that. But now it’s been a few weeks, and we have tried several times but the pain is too much for me to bear. [...]

Oral Advice

“Hey Shay! I have a question about performing oral for my girlfriend. To be honest, I’m nervous about doing it. I know she wants me to, but I can’t bring myself to. I want to make her happy in any way possible, so could you give me some pointers on eating her out?“

It’s natural to [...]

Sometimes You Need Date Night With Yourself

“Hi, Shay,
I’ve read your blog for some time now, and I think it’s great! I have a pretty detailed question, so if you have time I’d really appreciate some advice. I’m a virgin, although my ex and I fooled around a lot and got to oral, etc., without actual penetration.  I’ve always masturbated by crossing [...]

Lubing Up Your Slip and Slide

“Dear Shay, I love your blog, and I really like the fact that you always offer non-intimidating and very sensible advice. I’ve finally plucked up the courage to ask you a question, which I hope no one else has asked so far.

I’m the sort of girl who tends to get nervous/anxious when I’m in bed [...]

IS There Such a Thing as TOO Wet?

“Hello Shay,
I have been reading your blog for a while and have gotten some prety good sex advice, But now I have a stumper for you. My girlfriend have been trying sex out for about two months now and we have a problem, nither of us have been able to finnish because she becomes extreamly [...]

Shower Sex

“Hi Shay!  I’m a new reader, and I just wanted to ask about something that’s been bugging me and my girlfriend for a while.
We’ve been considering having sex in the shower, but we don’t really know what that means for protection. Do condoms work in water, will lube just be washed off, etc. Also, I’m [...]

Cum Allergies and Problems with DS

“Can cum make you sick? Last night I sucked off my boyfriend till he came in my mouth and about a half an hour to an hour later I started to have a bad stomach ache and the stomach ache carried on to this morning im feeling alot better now but im curious why I [...]

Please Pee Post Penetration

“Over the last couple of days, symptoms have emerged for me that I’m not sure what to do about.
The other night, I was going about my business when all of a sudden I felt the strongest sensation of needing to pee. I ran to the loo and…nothing happened. I didn’t need to pee at all [...]

Bedroom Trades

I recently posted some ideas for a reader who wanted to know how she could get her partner to give her want she wants in bed…

And that got me thinking.

How do you get what you want in bed?

Do you try to subtly hint?
Do you demand?
Do you turn [...]

Getting What You Want In Bed

“I have three questions. I’ll be straight and to the point, then provide background. Alright? Here goes.  My boyfriend is a little dense when it comes to sexual things, what’s the best way to go about teaching him?  And two, do scratches in the va-goo heal quickly, or would they easily be infected?  And the [...]