What to use to prepare for first time anal?

We are both interested in trying anal but I'm scared it will hurt because he's on the bigger side and my opening is on the smaller side. I love the feeling of his finger in there and it makes my orgasms stronger (so I think I might enjoy anal sex too) but his finger is a lot smaller than his penis. I've read that it's best to use a toy to do some "training" beforehand to get my body used to opening up comfortably before trying anal the first time, but there are so many different kinds of toys and it's hard to tell from pictures how big they are. Does anyone have one they have used that they liked and could recommend? It would be great if you could tell me how to find it or even provide a link. We don't have a lot to spend though so something that isn't too expensive would be better. We have some good lube already so I think I'm good on that. Thanks!
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Superb Opinion

  • Here's my post on the subject - I think you'll find it useful.

    What's the best way to do anal sex for the first time?

    One other little hint, and it may seem counter-intuitive, but when he's inserting himself into you, if it feels tight, push out. That actually makes it easier for him to enter you.

    While you definitely need lube, you don't need to drown in it either. You definitely need enough so that you don't chafe, but him filling you with half a bottle isn't going to lead to anything great. Once you get used to doing it, you'll probably find that you need less - if you make a pretty good amount of vaginal lube, he may be able to switch without needing anything else, unless you're going to be going for 10+ minutes, in which case you'll need to add some so you don't dry out. Certainly the first couple of times, though, having lube will help even if you only go for a couple of minutes.

Most Helpful Guy

  • This is what my wife and I used and it worked great. The tapered shape is perfect for gently relaxing and opening her up, and the three sizes are great for working up to the right size over time. Another nice thing about this set is that it vibrates. She LOVES the vibrations.

    https://www.amazon.com/Vibrating-Training-Vibration-Vibrator-Beginner/dp/B0B1BC474Q

    Once you get her sphincter trained, something like Dargil posted is great for getting her comfortable with depth.

    Training is definitely the way to go. The people here who said it doesn't matter don't know what they're talking about.

Most Helpful Girls

  • Training doesn't loosen you up. It can be useful to use a toy during foreplay to loosen you but it's pointless doing it the day before.

    • To be clear, I'm not talking about doing it the day before, but rather doing it progressively over time. I have read too much that suggests it works to believe it wouldn't help, and we are committed to trying it. I am really just looking for suggestions on what to use. Thank you for your input though, I do appreciate it!

    • The anal sphincter, is a 'MUSCLE' and as such, unless 'torn' or damaged, it will resume the same shape and size before and after penetrating with something. I hear all kind of 'trash talk" about 'butt plugs etc etc and have no idea what this is supposed to accomplish. AND TOO, if someone has anal intercourse over a long period of time with someone with a large diameter penis, it can stretch and anal sphincter too much and the receiver could be 'incontinent' as a result of that stretching. You might want to think about that before getting involved with anal sex

  • What to use to prepare for first time anal?

    Order some of this.

    • Huh? Why would I want something with bleach in it?

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What Girls & Guys Said

2 9
  • Awesome! Give it a try and go slow. Lots if lube. Very slow. Warm up to it… fingers to toy to real dick. My girlfriend and i took a month to ease into it. She found a gay sex toy shop online, they have the best stuff for anal. We had a ton of fun with it.

  • Lube and patience.

  • It honestly has more to do with state of mind. Completely nonpenetrative rubbing can be more effective than stretch toys, as long as it gets her aroused and relaxed. I use my tongue for such work, personally. Once she leans into it she is ready.

  • If you have time to prepare, you might consider using anal dilators to condition yourself. Don't forget the personal lube at all times.
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  • Use a lot of lube and yes practice with toys

  • Try more than one finger. I get my girlfriend ready with my index and middle finger in there.

  • Different types of condoms and lube and cock rings and different types and sizes toy's for her pleaser

  • grease

  • Just rub some Vaseline in there and his cock will slide in just fine

  • Use plenty of lube, use more fingers to get used to a larger size

  • Proper preparation is most of anal than practice, follow those preparation, also communicate with the man, he must know how to do it correctly.