I recently got out of a long-term relationship and jumped into dating—literally! Now I’m seeing three different people, something I’ve never done before, and need some advice on how to handle it.
Is there supposed to be a waiting period in between partners? Can I have sex with two different people in a week (with protection, of course)? If we use my sex toys, can I use them with multiple guys? Also, what’s the etiquette for telling a person I’m not monogamous in a way that won’t hurt them? I just want to be single and date around for a while, but it’s all so complicated!
Any advice would be appreciated,
Q: Dear Emily
I’ve been with my boyfriend for around eight months and have still never had a REAL orgasm during sex. And as if this isn’t bad enough, I’ve been faking it! I know—it’s terrible! My partner has no idea, I just get so in my head about it and I want to make him feel good about his performance, but now I’m sick of performing. I want the real deal and I know I need to be honest with him, I just don’t know how to confess without hurting his feelings. How do I approach this?
Thanks, A Continue Reading
Q: Dear Emily
I met a man while traveling, we have been talking for a while since, and now he’s coming to visit. We haven’t been intimate yet, but I have a feeling that it will happen while he’s here. Which leads me to my question…
When I have sex, I produce a lot of female ejaculate, and if previous measures are not taken, the bed really isn’t suitable to sleep in after. I want to give this guy a heads-up, but I don’t really know how to approach this. Also I don’t want him to be disappointed if, for some reason, I do not “squirt” the first time with him (which has happened before).
Should I tell him beforehand? If so, how? Or should I just let it be a surprise?
With love, Sage
Labor Day weekend is basically a going-away party for the summer season. And just like any fond farewell, there are some seriously mixed emotions involved. Some will welcome it with open arms, excited for the coming days of sweaters, scarves, and pumpkin spice lattes, others will mourn the loss of beach days and barbecues.
Whichever camp you fall into, one thing’s for certain: It’s time to have some very hot end-of-summer sex. Continue Reading
I’ve been dating my boyfriend for about eight months. We’ve spent a lot of time learning each other’s bodies, figuring out what turns us on and exploring new things together. In general, the sex is really hot. There’s just one issue in the bedroom: He doesn’t shut up! I know he gets really turned on by dirty talk so I’m working on getting better at it, but he takes it to a whole other level, asking “Do you love me? How much do you love me? Tell me how much you want this d—k!” over and over again. I have no idea how to respond to any of this in a sexy way. And when I don’t answer, he just keeps prodding me! It’s so distracting, it totally takes me out of the moment. It’s even making it hard for me to climax. How can I bring this up to him without offending him?
Love, Lauren, 24
I’m a 20-year-old girl from England. As far as I know, I’m completely straight and in love with my long-term boyfriend. (OK, there was one time that I hooked up with a girl, but I decided it’s just not for me.)
Here’s the thing: When I masturbate (and even sometimes when my boyfriend is going down on me), I think about girls having sex with girls. Mainly, I imagine situations where a girl is having lesbian sex for the first time. Am I normal?! Am I even straight? There are absolutely no issues with my boyfriend and I really don’t think I’m gay. Am I maybe bisexual? Am I alone?
Bi-Curious Britney in Britain
Hi Emily, My fiancé and I have a great relationship and one of our favorite things to do is travel. My question is, what are the rules for flying with sex toys? We fly a lot and have been talking about purchasing a few toys to bring with us on our adventures, we just haven’t been sure how to go about it. What toys travel well? What might get us busted and embarrassed in a long airport line?
For example, I’ve had my eye on the Magic Wand for a long time. This may sound silly, but I’m not sure if I can only fly with it in my checked bag or if I can carry it on with me. I checked online, but couldn’t find much on the TSA website (no big surprise there). Can you help us get more pleasure out of our adventures abroad?
I’ve been listening to your podcast for two years and can’t get enough! Your advice for others has always been spot-on, so now I’ve got a question of my own. I’ve recently started to get serious about dating, and I think I’m finally ready to be in a relationship. I’ve met a couple great guys so far, but there’s one issue I keep getting hung up on: sex. I love sex and am very open, but I think that’s the problem. In the past, I’ve gotten into bed with guys pretty quickly, and it’s never turned into anything real. How long do you recommend dating someone before you start having sex? —Dee
I was listening to one of your podcasts and was really surprised to hear you advise against the pull-out method. I’ve been using it for most of my sex life and have never had any problems. Same goes for my boyfriend and plenty of my friends! My guy doesn’t like using condoms, so that’s always been our go-to, and I’ve read it’s 96 percent effective. So what’s the deal?
It’s 2016—for the first time in U.S. history a woman has sealed the presidential nomination of a major party, and there’s now an Uber for ladies, by ladies. You can even get condoms delivered straight to your door (thus avoiding the need to put on pants and make the journey to the nearest corner store.) Continue Reading