I have many types of instructional sessions with many different clients, but when it comes to pillow humping, this has got to be personal favourite of mine. There is nothing quite like commanding a slutty sissy to grind and twerk against a nice big pillow, especially during a Skype session!

So what is pillow humping?

The name is pretty self-explanatory, but for those of you who maybe unfamiliar or curious; pillow humping is the action of grinding ones intimate areas (in this case, your clitty), against a pillow repeatedly for sexual stimulation or release. The mechanics are usually down to personal preference and what feels most comfortable.Β For example, you could point your clitty toward your stomach and grind up and down the length, or you could try facing it down between your legs and see which you prefer.

Enhancing the pleasure

For some, the above method is enough to give them a good time, but some need a little extra to tip them over the edge. If you have some toys to play with, even better! You could try using a dildo or a butt plug at the same time. This will be great for those of you who love the feeling of penetration! Slip it inside and do a combination of different movements whilst humping. Work out which of them feel best for you and enjoy! Check out these anal play tips to ensure a fun and safe play session .

Another way to change up the sensations is to use a vibrator in the front. Switch it on and pop it inside the pillowcase, grinding up against it, or, if you prefer – pop on your favourite tight panties and tuck the vibe inside those. Trust me, you’ll be squirming and writhing all over that pillow!

Enjoy a little bit of pain? Nipple play can add a different dimension to your naughty sessions. So I say rock those nipple clamps, if that’s your thing! πŸ˜‰

Putting on a show

The best thing about pillow humping (pleasure aside) is the way you look while doing it! I would highly recommend positioning yourself in front of a large mirror and experimenting with the way you move. If you do this whilst in your favourite lingerie, I’m sure you will absolutely love the view!

Give that pillow a lap dance and show off your grinding skills. If you practice this often enough you will gain improved muscle control and the ability to ride and grind for hours. Good right?! Who doesn’t want that? Plus watching your femme self humping away is super hot, and will turn you on even more!

Enjoy being watched?

Maybe the thrill of being slutty in front of your Mistress drives you crazy… In which case, I would suggest offering to hump for your selected LDW Mistress on Skype. We love it when we get to see you all dressed up and showing off your talents! Maybe you want to be humiliated, encouraged, complimented, instructed, or guided. Whatever you are seeking, we can definitely provide it, helping you to become the best pillow humping sissy you can be!

Session Preparation – My Top Tips

Ask yourself what you want to gain from the session. Are you the type of person that loves to feel embarrassed? Maybe you like to be coerced and encouraged? Whatever your specific needs, communicate this with your Mistress first and foremost. Once she has a good understanding of what you are looking to achieve, the session can then be booked at a suitable time for both parties.

Make sure you have everything to hand before the session begins. If you have toys, get them all out and lay them on the bed where your mistress can view them. If you want to dress according to your Mistresses specifications then let her know what the outfit options are in advance.

Dressing to impress, take some time and put some effort in. Think of it as a date. You are going to be watched and you want to look your best. Pamper and preen to perfection before going live on cam, you will feel a lot more confident and it will show! See my guide on femme luxury for tips and tricks on looking and feeling your best.

Make sure the set it clear without distractions. The bed should be made. All of the props and toys should be neatly displayed before the session begins. Also, try experimenting with camera angles before the session starts. Try to capture the best view you can. Your Mistress may instruct you to re-position the camera of the view isn’t clear.

So there you have it! Look good, feel good, and show it off!

Until next time pets,

Ms.Ruby XOXO