I’m not a doctor or a licensed therapist but I have (and still do from time to time) had sex. This obviously makes me more than capable of answering any sex questions you might have …and I’m sure you have a’plenty, unless you’re my neighbors from across the hall.

After waking me up at 4 am this morning to your overly-loud humping, it’s obvious you’ve figured it all out.

Q: I want to sleep with a coworker, is there any way that this can end well?

A: Yes, but the chances are slim. If you’re intent on pursuing this, make sure you and your potential partner are both crystal clear on what the other expects both in and outside of the bedroom. You don’t want an incident where one person is thinking this is a relationship only to find out that no; it’s actually nothing more than the illicit chance to bump uglies. If someone in this tawdry twosome ends up feeling hoodwinked then it’ll be almost impossible to keep the emotions from spilling over into the work place. At best, it’ll just be awkward. At worst, you might be on the sorry end of a big load of revenge and possible HR violations. HR violations = FIRED.

Q: My girlfriend is kinkier than I am, how can I fix that?

A: Easy! Stop being such a prude! As long as she’s not asking anything too scary of you, I say go with the flow. Tell her straight out that you’re interested in delving deeper into the dark desires end of the sex pool and ask for her help and guidance. She might even think it’s hot that she can take on the role of your “teacher.”

If you DO decide to try on some kink, my recommendation is to make sure it’s something you’re comfortable with. If you’re questioning a situation then there’s no way you’re going to be able to get into it and you both will have a terrible time.

Just remember: Safety word.


Q: I keep sleeping with my ex-girlfriend. Should I stop?

A: Is sleeping with your ex affecting your ability to meet and date other people? Why are you sleeping with her? For the sex only or because you harbor some hope of getting back together?

The answers to those questions should enlighten you. If you’re both just sexing each other for the fun of it and are cool with that, then I see no need to stop. However, if you’re hanging around in the hopes that she might take you back (or, worse, if you dumped her but are just using her until you find something better), then I recommend that you stop. NOW.

Sex should not be used as a tool to get what you want. Nor should it be used as a band-aid. In the end, you’ll just end up unfulfilled and frustrated.

Want Jess to answer your own questions? No problem. Email them to maximsexadvice@gmail.com.

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