Denise, 45
What’s the best reason to date a MILF?
We're done playing games. We know what we want and aren't afraid to let you know.
Are MILFs better in bed?
Of course we are. We’re more adventurous and willing to try new things. We're closer to perfecting the art of making love. Like they say, practice makes perfect.
Is it bad to have sex with a MILF just to say, “I had sex with a MILF”?
Nope. Just like it's not bad for the MILF to brag that she's had sex with a young, hot stud muffin.
My boyfriend said that sucking on an Altoid while giving me head will intensify the sensation. Is this true? Also, is it safe?
I haven't tried that, but I’ll check it out and let you know. On the safety front, you have to be careful when having fun with food; it can cause the dreaded yeast infection.
My boyfriend shaves his armpits when the weather’s warm. He says it cools down his body temperature. Is it weird that his summer grooming practice freaks me out?
Definitely odd, but to each to his own. If he's comfortable with it, what's the harm?
I was looking for toothpaste in my boyfriend’s toiletry bag and came across a prescription bottle for Viagra. He’s only thirty and I’m worried. What’s going on down there that he’s not telling me about? Should I confront him about it?
Take it as a compliment; he is trying to please you. Ask him if he's healthy and observe his activity level in other arenas. If he is still pursuing athletic activities, rest assured that the Viagra is for your benefit.
My boyfriend is still friends with his ex-girlfriend. Should it bother me that they get lunch a few times a month?
This should only bother you if you found out from a third party, or if you are never included. It shows maturity on your guy’s part that he’s able to maintain a friendship with an ex. He’s able to separate sex and attraction from liking someone's personal characteristics.
This girl I’m dating – a self-proclaimed feminist – recently confessed that she likes being choked while having sex. I care about her and want to make her happy, but I’m a little weirded out. Should I go through with it?
Try it, you might like it. Doesn't sound like a feminist practice to me, but our sexual desires often run counterintuitive to what we project to the outside world.
Should I be ashamed about the number of sex partners I’ve had?
No shame, your experience has made you the sexual being you are today. However, remember most people are judgmental – so share that info judiciously.
My friend said her boyfriend has stronger orgasms when she attends to his ass with her fingers. I heard that a guy's G-spot is located back there. I want to ask my boyfriend about it, but I'm afraid he'll think I'm weird. Any advice?
Your friend is right. Start by lightly stroking the area behind his balls with your fingertip getting closer and closer to his anus. His response should lead to the next step. Once you’re stroking him, go lightly. Let his response guide from there.
Shannon, 23
Are MILFS better in bed?
This MILF is.
Last week, my new girlfriend had me over to her parents’ house for dinner. Her mom is gorgeous. Is it bad if I fantasize about her mom when we’re having sex?
Not bad. Just weird.
I had a crush on my best friend’s mom growing up. Now that I’m an adult, it’s a full blown infatuation. I’m a good looking guy and she’s single. Would it be wrong of me to ask her out?
If you’re any kind of “best” friend, you should probably talk to your friend about it first. Then you can find out how he feels about the situation.
My boyfriend shaves his armpits when the weather’s warm. He says it cools down his body temperature. Is it weird that his summer grooming practice freaks me out?
No. It’s weird for a guy to shave anything besides his face.
I was looking for toothpaste in my boyfriend’s toiletry bag and came across a prescription bottle for Viagra. He’s only thirty and I’m worried. What’s going on down there that he’s not telling me about? Should I confront him about it?
If you’re really worried, then yes. You were just looking for toothpaste; it’s not like you were purposefully snooping through his things. Approach the situation gently. Try not to smother his manhood and explain your concerns. And make sure to tell him how much he turns you on – that always makes a man feel better.
My boyfriend is still friends with his ex-girlfriend. Should it bother me that they get lunch a few times a month?
It’s not something I would be happy about – or allow my boyfriend to do. Obviously, there are still some feelings between them, or they wouldn’t be meeting up.
I want to try anal sex. But I’m afraid it will be gross. Is there a way to guarantee a clean first time?
No experience in this, um, field. Sorry.
I’m a woman and made out with a girl for the first time last week. We were drunk, but I wouldn’t mind doing it again sometime with her. I totally like guys, but am confused about this new desire. Am I a lesbian or just experimental?
I think only you can answer that question. There’s nothing wrong with exploring your feelings and desires. Just be smart and safe. Most importantly: don’t be a whore. No one likes a whore.
This girl I’m dating – a self-proclaimed feminist – recently confessed that she likes being choked while having sex. I care about her and want to make her happy, but I’m a little weirded out. Should I go through with it?
You shouldn’t do something you’re not comfortable with, but if you’re weirded out, just tell her. If she has a problem with your decision, then just choke some sense into her! I’m kidding… kind of. I mean, you know she’ll like it.
Gabrielle, 32
What’s the best reason to date a MILF?
Clearly, we know what we are doing!
Are MILFS better in bed?
I’ve never slept with one, but I've been told I'm pretty good.
Last week, my new girlfriend had me over to her parents’ house for dinner. Her mom is gorgeous. Is it bad if I fantasize about her mom when we’re having sex?
Only if you think you want to be with this girl long term. If she’s just a girl you’re hooking up with, then go for it.
I had a crush on my best friend’s mom growing up. Now that I’m an adult, it’s a full blown infatuation. I’m a good looking guy and she’s single. Would it be wrong of me to ask her out?
I would talk to your friend about this first. You’ve obviously been friends with this person for a long time. Is hooking up with the mom going to cost you your friendship?
Is it bad to have sex with a MILF just to say, “I had sex with a MILF?”
It’s kind of obnoxious. But if it makes you feel awesome to say it, then go for it.
My boyfriend is still friends with his ex-girlfriend. Should it bother me that they get lunch a few times a month?
If they're just friends and you trust him, don’t worry about it. If you don’t want him have private lunch dates with her, then look her up and invite her to dinner at your place. This way you get to see them interact, and you can feel comfortable. Or at the very least, you can scare the bitch into leaving your man alone.
I want to try anal sex. But I’m afraid it will be gross. Is there a way to guarantee a clean first time?
Make sure you're recently cleaned out and cleaned up, then just close your eyes and hope for the best.
I’m a woman and made out with a girl for the first time last week. We were drunk, but I wouldn’t mind kissing her again. I totally like guys, but a little confused. Am I a lesbian or just experimental?
What girl hasn't kissed another girl while she was drunk? I sure have, and I am not a lesbian. It’s experimental until you discover how it really makes you feel. Maybe you’ll end up liking women for more than just drunk kisses. And if so, so be it.
Should I be ashamed about the number of sex partners I’ve had?
You should never be ashamed of the choices you make. However you don’t have to run around the streets screaming, “I fucked forty-five guys,” either. Little white lies never hurt.
My friend said her boyfriend has stronger orgasms when she attends to his ass with her fingers. I heard that a guy's G-spot is located back there. I want to ask my boyfriend about it, but I'm afraid he'll think I'm weird. Any advice?
When I am down in that area, I gently and subtly run my fingers further and further back. I gauge his response by his breathing and body language. I've never gotten as far as I want to, but I've gotten a lot further than I thought I would!
