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Are We Ready for a Threesome?

Me and my boyfriend of two years are looking to have a threesome. We are wanting to try it with a female, and a male. We are wanting to do this to enhance our sex life, and are not looking to add anyone into our relationship. We are both very open and honest with each other and think this would be a lot of fun for both of us.

But we both have a little tinge of fear of it complicating our relationship. I’ve heard it a million times: “Want a divorce? Have a threesome!” How do we know we are ready to get into something like this? Is there a good way to go about doing this that will ease the doubt that your partner could be more into the new person than you?

— Unsure About a Third

Want a divorce? Violate your partner’s trust and boundaries! Hold back your honest feelings in the name of “protecting” your partner! Have a threesome in lieu of telling your partner that you want to see other people solo!

What I mean to say is: Your relationship can absolutely survive a threesome. It’s not the threesome that kills it, but the relationship structure itself.

Is the basic infrastructure of your relationship sturdy enough not to collapse under the added weight of bringing someone else into your sex life? Can you and your boyfriend have honest discussions about your hopes and fears for this sexual experience? More importantly, is your relationship elastic enough to accommodate unpredictable physical, sexual, and maybe even romantic attraction to a guest-star?

I totally get the fear that your partner will be “more into” your special threesome friend. Our desire brain is like: “Threesome! Yes! Hot!” and then our anxious relational brain is all: “What if? What if? What if?” My advice to you is to control what you can control and then process the inner security it takes to handle the uncontrollable — namely, sexual, romantic, and relational risk.

Things you can control: boundaries and agreements made between the two of you and then between the two of you and your third. These include safer sex agreements, off-limits practices (for example, certain types of penetration, positions, sex toys, etc.), and logistical details (is this a one-night stand? Sleep over? Booty call or dinner date? Are you seeking someone from your friend network or an internet random?). Remember, though it’s key that you and your boyfriend are on the same page about these, your third person is also a human with boundaries and consent rights. Make sure he or she is informed about what is being agreed to and has ample opportunity to state personal boundaries.

Things you can’t control: nebulous things like feelings, desire, and physical displays of sexual functioning….continue reading…

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Three-way Nookie Rookie Needs Advice

Hey, Yana,

I’m a queer lady in my mid-20s and I’ve been with my boyfriend for about four years now. We’ve got an awesome hot and freaky sex life and we’re on the brink of our very first threesome with another girl. We’re both really excited that this is happening, but we’re wondering about threesome etiquette. How do we get things started? How do you be a good threesome host? What are some rules we should set?

— Threeway Nookie Rookie

Hi TWNR,

Plans well-laid will get all three of you well laid! So, I’m glad to see that y’all are thinking about how to make your threesome safe and intentional rather than letting it occur willy-nilly, “by accident,” or in an otherwise alcohol-fueled happenstance manner. (Tip 1: Ditch the drinks.)

As an established couple, you’ve got some hosting responsibilities. First, have a frank talk with your boyfriend about boundaries and agreements. Remember, these can change and grow as you both evolve in your three-way practice — if it continues — so don’t widen your scope more than feels comfortable. As fellow sex educator Dawn Serra says, “It’s better to leave everyone wanting more than regretting that they didn’t do less.”

Some boundaries to consider: Penetrative sex acts tend to be precious between partners. Who can get penetrated by whom and where?

Safer sex agreements: Who’s on birth control? Do you have a truckload of condoms/gloves/dams so you can change them as many times as sex acts and partner-pairings change?

Sleepovers?

Encores?

Is this a one-time thing or are you open to more sex with this particular person? … continue reading…

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V-Spot Quickies: What are the chances?

Every now & then I get a question emailed to me that doesn’t require an entire column to answer. These short-and-sweet Q&As will be published on my website only, under V-Spot Quickies.


Hi Yana,

I always like reading your column and learning about  the sexuality of others. I’m a straight guy but my wildest erotic fantasy which I’ve seen in a few adult DVDs is seeing a woman in her forties or fifties orally satisfying a hot 20-year old girl.

Granted the scenes in the DVDs could be exaggerated along with fake orgasms but something about it  seems intensely exciting.

I’m guessing that the chances of this happening in real life are probably slim to none.

Hopeful Harry

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Hi Hopeful Harry!

Thanks so much for reading the column & for writing me. Much of what we see in porn is exaggerated fantasy — including exaggerations of body types, orgasms, and sexual pairings. But that’s the fun of porn! It gives us entrance into a fantasy world where everything and anything is sexually and erotically possible.

As for how possible “finding” this in real life is, well, yes – I think your chances of stumbling happenstance upon a woman in her 50s with her face stuffed in a hot, 20-year-old’s vagina in your bedroom one day are quite slim to none. However, I think respectfully and carefully perusing some online hook-up sites like FetLife may give you the medium and the audience to carefully craft this sexual encounter with some interested ladies who might share in the desire to make this fantasy a reality.

Just make sure to be honest and truthful about your intentions for the encounter and be sure that everything is consensual. This is a pretty specific fantasy, so it may take some time and patience. In the meantime, porn can be a great way to delve into fantasies and get some good ideas for if and when they come true.

Good luck!

Yana

 

 

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Dating Cliches That Need to Go

So many sex and dating clichés, so many hot-tub induced yeast-infections, accidental sex farts, and awkward threesomes.

Here’s to half-a-dozen intimate “ideals” that gotta go:

∎ Subtly hit on your crush. No. Make that flirting obvious as hell. I don’t mean in a creepy, non-consensual way. Take a little time to read your crush’s vibe, like are they seeing someone? Do they want to be seeing someone? Are they even interested in your specific gender? But once you’re pretty sure y’all are vibin’, don’t waste your time dropping, “so, what are you doing this weekend?” hints and, “I’ve got an extra concert ticket” breadcrumbs. Telling someone you think they’re beautiful and awesome and you want to take them on a proper date is swoon-worthy, not to mention time-efficient (which, to me, is also swoon-worthy). Chivalry isn’t dead, but being indirect about what you want is….continue reading…

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Feeling Menage-a-Trepidatious

About a year ago my girlfriend told me that she thinks she’s bi and that it was important for her to explore sex with women. So, I know at this point, as a dude, I’m supposed to go all crazy excited about a three-way, but I had a lot of reservations and asked for time to think about it. She brought it up again a couple months back, saying that it was selfish of me to deny her an opportunity to explore her sexuality because of my fears. Basically, I gave her a hall pass.

She decided that she wanted the experience to include me, so we started pursuing a three-way. We fooled around with a mutual friend for a bit and it was great for all parties, but it didn’t work out long-term. We aren’t totally sure how to proceed as far as pursuing other options. My girlfriend set up an OKCupid profile, but we’ve been together for over 10 years and so other than drunken, teenage hook-ups, I have no idea what we’re doing. While my girlfriend is really just looking for sex, I’d like someone that I feel comfortable also hanging out with.