Diogenes Posted June 9 Report Posted June 9 I am planning on finally having anal sex with someone, but should I practice with dildos and/or plugs before going into the real thing? I know a lot of people here don't really plan for this, but my life never allowed me to be spontaneous. I heard that it would be more painful and less enjoyable if you are completely inexperienced, which makes people not ever want to bottom again. I want my first anal sex to be enjoyable and for it to spark something. Any thoughts on what I should do? What are your experiences with this? 1 Quote
jtgirl2022 Posted June 9 Report Posted June 9 I am in a similar position to you, and think you should definitely prepare and practice first if you want an enjoyable experience. I started with a 6" dildo and then increased to 8" length, about 5" girth. When you start you will need loads of lube and relaxation, much more than you expect, to get anything in. You need to practice to allow yourself to relax, otherwise you will likely tense up and have a painful/frustrating experience both for you and your top. I am at the point where I can sit on my 8" dildo with a small amount of lube, just rock up and down a bit, and it slips in comfortably without any pain. Hopefully that will be enough for the real thing 🥰 1 Quote
TommyTheVirgin Posted June 9 Report Posted June 9 The only thing I used before anal sex was the douche tube when I flushed myself out. I probably should have used dildos but I wanted my friend to have the ultimate feeling inside me. And use lots of lube. Just remember this rule for lube: Too much lube is never enough.When you think you've applied enough apply more. And it will hurt. 1 Quote
Iker80 Posted 20 hours ago Report Posted 20 hours ago Getting fucked is about mind over everything else. When you're in the headspace your guy will go in easily because you're relaxed. It's not you're trying to take him, it's you feel empty of him before he even goes in. This isn't something that easily happens first time though, and that's ok. You don't need to get everything perfectly first time for it to be good. Dildos may or may not help. They're not essential. Many guys, I'm one of them, just went for it first time with another guy. For me, dildos and dicks are totally different. Dildos don't make me horny or excited to be inside me like a guy does, they're just a hard bit of not sexy plastic being shoved in to a very personal space. Zero pleasure, even when I'm the one driving, just lots of not sexy grunting and pain. So you maybe can or maybe can't take a dildo, depends what headspace they put you in. And that's really it, does the guy you want to try with make you want it? If he does, you'll get there. If a dildo sound fun, chances are they could work for you too, but if not they may be unhelpful. 2 1 Quote
plisken Posted 5 hours ago Report Posted 5 hours ago I tend to agree with “Iker80” its much about your mind, you want him in you, need him - and some lube Quote
norefusal Posted 3 hours ago Report Posted 3 hours ago On 6/9/2025 at 1:35 AM, Diogenes said: I am planning on finally having anal sex with someone, but should I practice with dildos and/or plugs before going into the real thing? I know a lot of people here don't really plan for this, but my life never allowed me to be spontaneous. I heard that it would be more painful and less enjoyable if you are completely inexperienced, which makes people not ever want to bottom again. I want my first anal sex to be enjoyable and for it to spark something. Any thoughts on what I should do? What are your experiences with this? i don't know what ur history is but this is my experience: i started out fucking women, not random hook up but GFs. sex always included a lot of foreplay, making out, mutual oral etc so by the time i was penetrating they were all wet n ready. my ass is far more like a cunt than i realized. my first top was a lovely, hot guy and by the time he stuck his big d up my virgin ass we'd been talking/flirting and fooling around for a while so it just slid right in as i wanted it bad by that point. in my experience, it only hurts if a guy walks in and just goes right at fucking 0 to 60 with not even a hello first. so no amount of lubed dildo play is gonna do it if your cherry-busting plan is to host door open ass up for anon. i can do it now, but that's after decades of being a shameless whore 😜 Quote
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