Savage Love 

About a month ago, I got drunk and slept with my friend's girlfriend. (He's not my best friend, more of a second-tier friend.) We both swore never to tell anyone and left it at that. Only problem is, we've been hanging out a lot lately and sending private messages to each other multiple times a day, but nothing physical. It's progressed to the point that our mutual friends are starting to notice that there's something going on between the lady and me. And, frankly, if someone I was dating were doing what she is doing, I'd consider it cheating.

Things came to a head a few nights ago when we ended up skinny-dipping and then showering together. We are obviously infatuated. We had a long talk about what to do: We are really into each other, but there are issues. For starters, she would have to break up with her boyfriend, something she would do in theory, but there are housing issues (she lives with him) and friendship issues (her best friend is his best friend's lady). Furthermore, I'm scared not only of getting beat to hell by her man, but of getting shunned by all of my friends for stealing another man's girl.

Everything is interconnected in the most fucked-up ways possible. I'm wondering if there is any way out of this with the desired result for everyone: the lady and I together, friends understanding of the situation and her boyfriend not totally destroyed. I still like her boyfriend as a friend and a guy, and I don't want to crush him with a pre-winter breakup (it gets real lonely here in the winter).

Fucked In Madison

As "the lady" is not a wallet, a car or a crusty old come sock, FIM, you can't "steal her" from a second-tier friend or anyone else. She is a free and autonomous individual; her affections are hers to award and hers to rescind. And as it's the lady who would be doing the dumping here, you wouldn't be crushing your second-tier friend with a pre-winter breakup, she would.

Let's not overestimate your importance in the little lady's drama. I'm sure you're a lovely person, you're a great fuck and you look good in the shower, but you are only evidence that her relationship isn't long for this world, you are not the reason it isn't. This breakup was in the cards before you and that fateful drunken night. Your appearance on the scene may have given her an incentive to end a relationship that needed to end, but the relationship was doomed before you drunkenly banged the (shitfaced) lady.

In other words: You're just a symptom, don't flatter yourself by imagining you're the disease.

That said, FIM, her friends and future ex-boyfriend may very well blame you when the breakup comes. The only way to avoid looking bad/culpable/responsible in their eyes — and get the girl without the beating — is to inform the lady that you're into her and want to be with her, but that you can't see her until she's free and clear. No more hanging out, no more texting, no more skinny-dipping, no more showering together until she's officially single and available.

Two of my closest friends, a straight couple, recently got engaged. As an engagement present, my female friend would like to include me in their sex life, potentially for just one evening or perhaps for longer. She and I have had a few make-out sessions while her fiance watched, and I am somewhat turned on by the idea of taking our escapades further. But there's a catch: I'm currently seeing someone who says he doesn't consider hypothetical situations like this to be "cheating" but would probably be uncomfortable if I actually did this for my friends. Should I tell my friends I can't go any further out of respect for his feelings, or tell him that the situation is no longer hypothetical and risk making him uncomfortable, or help my friends out on the condition that it only happens once and not tell him at all?

Toying With A Third

Well, aren't you the selfless little people-pleaser, TWAT. You're willing to sleep with this couple — maybe once, maybe weekly — even though you're only "somewhat turned on by the idea." But if you "did this for `your` friends" — if you condescended to help them out — what do you tell the man you're currently seeing? You could tell him the truth, of course, which would be the right thing, the responsible thing, the ethical thing — but that might make him uncomfortable, poor dear. So you hesitate. Oh, not out of selfish desire to avoid an awkward conversation, of course, just out of an overabundance of concern for his feelings.

Sorry, TWAT. Since your boyfriend has already given you his hypothetical OK to get with your friends, there's no way to justify making an engagement present of yourself without informing him in advance. And let's be honest, shall we? Your reluctance to inform the boyfriend isn't about a selfless desire to spare his feelings, but your cowardly desire to avoid an awkward conversation and — if he balks at this hypothetical becoming a reality — a potentially relationship-ending conversation.

But before you can be honest with the boyfriend, you're going to need to be honest with yourself. Repeat after me: "Honey, remember that couple, my insanely hot friends? They've asked me to have a three-way with them and I want to so bad my ovaries are throbbing — that cool with you?"

Find the Savage Lovecast (my weekly podcast) every Tuesday at

We welcome readers to submit letters regarding articles and content in Orlando Weekly. Letters should be a minimum of 150 words, refer to content that has appeared on Orlando Weekly, and must include the writer's full name, address, and phone number for verification purposes. No attachments will be considered. Writers of letters selected for publication will be notified via email. Letters may be edited and shortened for space.

Email us at

Support Local Journalism.
Join the Orlando Weekly Press Club

Local journalism is information. Information is power. And we believe everyone deserves access to accurate independent coverage of their community and state. Our readers helped us continue this coverage in 2020, and we are so grateful for the support.

Help us keep this coverage going in 2021. Whether it's a one-time acknowledgement of this article or an ongoing membership pledge, your support goes to local-based reporting from our small but mighty team.

Join the Orlando Weekly Press Club for as little as $5 a month.


Never miss a beat

Sign Up Now

Subscribe now to get the latest news delivered right to your inbox.

Read the Digital Print Issue

June 9, 2021


© 2021 Orlando Weekly

Website powered by Foundation