As the only total bottom in a (now committed) poly quad arrangement (that is, me with 3 tops), I recently wrote the following on a gay sex blog about how a bottom can properly prepare for group sex - and enjoy the experience, too! After receiving lots of positive feedback, I figured I'd share here on Reddit for those who may be interested in this concept but who are also fairly clueless as to how to successfully bottom for multiple men.

How to successfully bottom for multiple men, and enjoy it! My personal tips:

1. Take steps to protect yourself: How you protect yourself is up to YOU, based on your personal comfort levels. That said, unless you have a medical condition which doesn't allow for it, I recommend consulting your doctor about going on PrEP if you plan to have more risky sex. Condoms are also an option. I'll say this about condoms... before going on PrEP, I had a gangbang with 4 tops... I had them all wear condoms to protect myself. All agreed. The problem? During longer sessions, condoms often hurt a bottoms hole and the lining of the sensitive tissue inside the anus! I tapped out way early because the sex w/condoms became painfully irritating, leaving me raw feeling. Now that PrEP is available, I prefer bareback sex while accepting the added risks associated with it. When taken as prescribed, this medication prevents HIV by 99%. Another recommendation... have a prescription for DoxyPEP on stand by. Simply put, PEP is often referred to "the morning after pill for STI's". Taken within 72 hours following risky sex, it can lessen the chances of catching common STI's by up to 88%.
   
2. Eat as clean as possible: A bottom doesn't have to starve himself to have clean "uneventful" group sex, but you should eat digestion/colon friendly foods (think low fat, lean meats, high fiber), especially the day before and the morning of a group session. Think low fat, lean meats, high fiber veges. And a personal tip would be to avoid excess caffeine & alcohol. You may want to take fiber pills if you have a couple days to prepare... this makes douching SO much quicker, leaving you confident as a bottom who is about to take lots of dick! Speaking of, here's a great article on How to properly clean your ass before bottoming
3. Set the expectations: Are you able to take a DP session? Can you handle deep-throating? Are their certain sexual positions you prefer and do better with than others? If BDSM or kinky sex is expected, what are your hard limits? Whether this is an intense gangbang or a passion filled night with men you love in a poly dynamic, everyone involved needs to know what to expect from one another. Before being in a closed poly relationship with my three guys, I had a few group play sessions with men who didn't "know me", my body, and what I enjoyed due to lack of communication. Needless to say, I learned quickly that I had to be very clear with them on what I would and wouldn't do, my personal limits, etc. Don't be afraid to speak up! You're about to give multiple men tons of pleasure, likely also helping to fulfill their group sex fetishes & fantasies. You are allowed to have preferences and boundaries set.
4. Establish a safe word: Group sex in particular, requires a safe word that all involved will quickly identify and understand. Why? Because in the heat of the moment, when both your holes could potentially be preoccupied, you aren't likely to have time to explain how you feel, what adjustments need to be made, etc. Instead, come up with an agreed upon word that signals "time out". Personally, I have two safe words. "YELLOW" means I'm reaching my limits in whatever activity is taking place and "RED" simply means to stop, I need a break/pause. This seems to work well for me and the guys I'm with.
5. Have a referee on hand: The concept of safe words are great, but an added layer of protection is never a bad idea, especially if you aren't super familiar with the guys or have 100% trust in everyone you're sharing your body with. In these cases, I recommend a "referee" or sorts to watch over the other guys for your protection and for peace of mind. The ref can be one of the guys participating, but he needs to be aware at all times to your needs as well as keeping his eye out for things you aren't enjoying or didn't agree to. Most tops in my experience honor the boundaries set, but it's not always a guarantee.
6. Use self pleasure toys beforehand: If you think being a good bottom means your hole should be able to swallow up various cocks without getting yourself warmed up, you're wrong! Even on professional porn sets, the receptive participant begins by using toys and possibly some foreplay to get opened up before the main event. You should do the same! Taking one decent sized cock can be a challenge, but multiple can be a huge pain in the ass (pun intended) if you don't tease and prime your boy hole before taking a pounding. Besides, using toys before the gangbang is also a great way to make sure your plumbing is totally clean. Think of this period as a "test run".
7. Lube up... then lube some more! You're going to need plenty of lubrication for the task at hand. And it shouldn't be the cheap stuff or lube that quickly dries out or is super sticky. My personal go-to lubes are often silicone based. A little goes a long way and the moving parts (cocks & your anus) stay slick the longest, creating the least amount of friction as possible. In particular, I enjoy Wet Platinum as well as Pjur Back Door Lube. As for water-based hybrid formulas, Fort Troff makes a lube called Grunt Cum CBD. It literally looks and feels like cum (a fetish for many), and the CBD added to it allows your hole to relax. They also sell "Grunt Grease CBD" which is essentially a thicker Vaseline-like substance, very helpful for minimizing the added friction of large or multiple cocks. I recommend using these products 20-30 mins before sex, so think of using them with your toys. Fort Troff also sells "Boof" pills. These are a bullet shaped suppository with CBD in them, just slide it into your hole so it can do it's thing... you'll be amazed how much longer you can last with these modern products!
8. Poppers may or may not be beneficial: I won't advocate for or against popper usage here, simply because everyone is different and there is a chance that your body may not respond well to the use of this "sex aid". For me as a bottom, poppers have become as essential as good lube is when I'm participating in group play or extended sessions. Besides sending me into an amazing headspace for a few minutes, they truly allow me to both relax and push through to the end. That said, I don't recommend over use. You don't want your body too used to sniffing, as the effects you desire will become less noticeable and too much can & will make you feel light headed, dizzy, and just "yucky" which isn't the goal at all. I prefer to take a couple hits in the beginning of the session... to allow ease of being opened up by the other guys, then I usually ease off and take less frequent hits as my hole becomes opened up. Towards the end, I'll take a hit to push through and also if I'm about to take a larger endowed top.
9. Timeouts are okay. Don't be afraid to ask for one... I realize in most gay group sex porn, it looks like the guys continue to have sex until everyone busts and the bottom is completely tapped out and done. This is a lie! In reality, the bottom gets up to have a drink, relax, go to the bathroom, etc. You're seeing well edited, scripted scenes in porn videos. If you need a break to hydrate, stretch, get into the right headspace, or to go clean out to ensure you're good to go for another 30-45 minutes, tell the guys you need a break for a few. They'll be fine, I promise!
10. After care: This is often a term you hear in the BDSM community. However, even with more vanilla sex in a group setting, if there's one bottom bearing the brunt of it all (physically and emotionally speaking), you'll likely appreciate having one of the guys in the group be someone you're close enough to (like a FWB or partner) who you can count on to want to stay with you for a while, maybe even cuddle and spend the night with. In my case, I typically go get cleaned up while my husband cleans (sanitizes) all the toys used and then often he'll make me a delicious cocktail which is waiting for me when I exit the shower. It's a nice ending to the evening and makes coming down from the experience so much nicer.

I sincerely hope these 10 tips will help someone who is inexperienced with group sex. When I first began, I was pretty clueless and I would have loved a similar list to contemplate beforehand. Now go have fun! 😈😘