Morgan Penn’s Sextember Challenge Calendar

It’s Sextember, the days are getting warmer, and it’s time to shake off winter and get sexy!

Sextember is a playful way to shake things up and keep intimacy exciting. It gives you permission to prioritise pleasure, try something new, and build a sexy momentum all month long. We’re all so time-poor, but we still manage to schedule meetings and haircuts, so why not our sex lives? Desire doesn’t just magically appear, sometimes you’ve got to plan for the passion. So here’s a whole month of sexy challenges for you to make this Sextember one of delicious and yummy fun.

Need more detail? Here’s a run down on every day’s challenge so you can get excited for your month ahead. And if you’re finding this part way through September, that’s all good! Start mid month, or be a rebel and start your Sextember any day of the year you want.

1 September – Five Minute Makeout

Begin your Sextember with a long, lingering kiss. Five whole minutes of kissing can melt away tension and release bonding hormones like oxytocin. Play with pressure — soft and teasing, then deep and hungry. Gently bite their bottom lip. Or maybe suck on their top lip to dial up the heat.

Read more: How to be a great kisser by Foxy B Bold.

2 September – Blow Hot and Cold

Play with temperature on the body. Alternate between warm breath, ice cubes, or a hot drink sip followed by a kiss. This contrast awakens the senses and builds delicious anticipation.

Read more: Sensory play for deeper connection by Laura Lee.

3 September – Erotic Truth or Dare

Take turns asking sexy truths (your wildest fantasy, best orgasm memory) or daring each other (strip a piece of clothing, send a cheeky voice note, give a lap dance). Take notes! There will be a test later. As well as plenty of chances to try them out this Sextember.

4 September – Send a flirty or dirty

Snap a flirty pic! Think lingerie, a bare shoulder, or something implied to tantalise your lover while they are away from you. If that’s too much, try a dirty text, something as simple as “Careful… if you keep popping into my head like this, I might have to start misbehaving”. Consent and trust are key here.

5 September – Freaky Friday BDSM

Dip your toes into BDSM. Start light: blindfolds, handcuffs, a paddle, or a silk tie or scarf. Explore power dynamics safely with a safeword. It’s not about pain, it’s about sensation and surrender.

Read more: Bondage 101 by David Hollingsworth.

6 September – Playtime

Get cheeky with creativity. Write a dirty poem, paint each other’s bodies with chocolate, or make a sexy coupon book for later. Playfulness is an aphrodisiac.

7 September – Panty Party

Play with underwear and lingerie. Wear them, swap them, cut them off, or keep them on during sex. Sometimes what stays on is hotter than what comes off.

8 September – Something Special

 

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Do something unique for your partner. It could be a love note under the pillow, lingerie they’ve wanted, or a private dance. The key is thoughtfulness and doing something you know they like but you wouldn’t normally do.

9 September – Try a New Position

Spice it up with one you’ve never tried. Wheelbarrow, reverse cowgirl, standing on the floor — explore new angles and sensations.

10 September – Get Down & Dirty

Abandon neatness. Roll around, sweat, laugh, moan — let it be messy, primal, and raw. Sometimes the hottest sex is the least “put together.”

11 September – Eating In

All food consumed in this session is to be eaten off the body. Hot tip: Make sure you put a towel down or do it in the kitchen…

12 September – Watching Adult Media Together

Pick something arousing for you both. And no, it doesn’t have to be monsters, but if it is, happy Sextember? Talk about what you like, what you don’t, and maybe try recreating a scene. Alternatively, pick out some audio erotica. Either way, shared arousal builds trust and intimacy.

13 September – Witnessing

This is solo play while your partner watches. This is about confidence and vulnerability. They learn what turns you on, and you get the thrill of being witnessed.

14 September – Naked Night

Spend the evening nude together — cooking, cuddling, lounging. Without clothes, you naturally touch more and create erotic tension without rushing into sex.

15 September – Shop for a New Toy Together

Browse online. Picking something together can spark conversations about your desires and fantasies. Plus, it builds anticipation for when you try it. And you will try it. Soon. While you’re there, check ahead for anything else you’ll need this Sextember. Like a massage candle, a sex game, and a sex swing or positioner. Don’t forget that Wild Secrets offers flavoured lubes and shower friendly silicone lubes as part of their free gift program.

Read more: Getting started with couple’s toys by Kate Manning.

16 September – You’re the Boss

Play with dominance and submission. Decide who leads and who follows. Command or obey, tease or wait. Confidence and surrender are equally erotic.

17 September – A Boost for Your Bedroom

Change your space: new sheets, candles, music, or even rearrange furniture. A fresh setting can reset your erotic energy and inspire new dynamics.

18 September – Pleasure Them

Focus all attention on your partner’s pleasure. Explore oral, hand techniques, or slow teasing. The gift of focus can be unforgettable.

19 September – Role Swap

Remember how you toyed with dominance and submission on Tuesday? Switch things up today. Whoever was dominant then is submissive tonight. And vice versa. Explore new dynamics and see what comes alive.

20 September – Go Somewhere New

The bedroom’s off-limits today. Go for the couch, kitchen, laundry, car, or backyard. Not the shower though. That’s coming later. A change of scene reignites excitement – and gets you out of doing the same thing over and over.

21 September – Reenact a Sexy Film Scene

Think Mr. & Mrs. Smith kitchen fight or your favourite Bridgerton moment. Bring cinema into the bedroom and let fantasy blur into reality. Maybe skip the bullets, but you get the idea.

22 September – Massage Candle

Light a massage candle that melts into warm, body-safe oil. Drizzle onto skin and use long, sensual strokes. It’s indulgent and deeply connective.

23 September – Try a Flavoured Lube

Flavoured lubes make oral sex more playful. Experiment with strawberry, mint, or even salted caramel — it adds novelty while reducing any self-consciousness about taste. Bonus: combine with licking, kissing, or body drizzles.

24 September – Enjoy Your New Toys

You bought them, you got them, and tonight’s the night to play with them. Or today. I’m not telling you to take a day off work, but if you decide to do that, more power to you!

25 September – Play a Sex Game

From strip poker to sex dice that dictate positions, games lower pressure and spark laughter. They’re great for couples who need fun as much as they need heat.

26 September – Try a Sex Swing

If you have one, now’s the time. Sex swings create new angles, reduce strain, and make positions more adventurous. If not, improvise with supported furniture play like a position pillow – or actual pillow. Whatever works!

27 September – Twice as Nice

Go for round two after having a sexy time and leaving it where you normally would. The challenge is endurance and letting yourself go again. Maybe add in morning sex. Or maybe a “quickie”. Keep it fun, spontaneous, and without expectation. And remember toys can help if you need an extra boost or one of you needs a breather.

28 September – Shower Sex

Explore positions that water supports — standing from behind, lifted, or seated on the edge. Add lube if needed, silicone for choice as it doesn’t wash away as easily. Don’t forget non-penetrative shower play like slippery rubbing is just as good.

Read more: Best toys for shower sex by Amy Louise.

29 September – Photoshoot

Celebrate the almost-end of the month with a sexy photo shoot. Dress up, strip down, and pose. This builds confidence and creates hot memories. And art for your walls if you dare.

30 September – Act Out A Fantasy

You know those fantasies you shared way back on the very first Wednesday of the month? Pick something you haven’t done yet from that list and go for it! Find something that excites both of you and devote yourselves to making it happen. Surrendering to your desires can deepen intimacy. So close out the month with a bang!

“Sextember is like a gym challenge for your sex life, when you schedule it, you might just show up,” – Morgan Penn.