My (23F) boyfriend (21M) has been together for 6 months and we started having sex about 3 months ago, we tried anal first but uh it didn’t work out as planned 😅 so we switched to vaginal sex which is AMAZING, we were unsure first cause I was a virgin but we get past through that, recently I’ve been thinking of giving anal a try again but I’ve no idea HOW? cause it just never goes in 😭 he’s so good at making me feel satisfied that I’m yearning to try anal so any tips? I’ve tried lots of lube and prep but what should I do?

10 comments

  1. Well take it supper slow. Because lot of communication is needed. Also, understand your body, so that you can guide him.

  2. Get some toys and practice on your own. Make sure whatever you get has a flared base that’s bigger than the main part so it doesn’t get lost. Maybe a couple different sized butt plugs and a smaller dildo. Relax and start with a finger. Swirl it around like you’re stretching your hole. Then get another finger in there. Then you’re probably ready for a butt plug. Use a butt plug when you masturbate and use it during sex. That’ll help relax your asshole.

    Basically, the more you play with your ass, the easier it gets. I use a dildo on my ass pretty regularly and most of the time I can just slowly slide it in with minimal effort and it rarely hurts.

  3. Anal needs time to succeed. Maybe you can only stimulate your asshole first and continue vagina penetrations. Tongue, finger, small butt plug first, then adding more as it feels good. And lots of lube, of course. After you’ve gotten familiar and are able to relax your anus, then you can try penetration with cock again.

  4. buy a buttplug training/starter set with a few differnt sizes and work your way up. a penis sized diameter is a bit much for most people to start with. it also simply takes some time for your body to get used to it and learn to relax.

    using an anal douche and wearing a buttplug for a while before anal sex is also good way to get ready and loosen everything up a bit.

    buy anal lube and be generous with it.

    ​

    you wearing a buttplug can also enhance vaginal sex for both of you. and chances are your boyfriend will also enjoy something rubbing up against his prostate so don’t let yourself be the only one having fun 😛

  5. My girlfriend is very very tight. It’s takes some effort. She puts on a plug for atleast 30 minutes with lots of lube. Before that I would finger her there for a while. All the while the plug is in your guy can concentrate on the pussy as it is slightly contracted and more sensitive to finger or with a penis inside. This also helps in getting her very horny and begs for a cock in her ass. Important to keep it relaxed. I’d say It will take some time and you need some patience. He needs to show patience and needs to communicate that. Also my girlfriend can’t take cocks with thick girths or atleast it takes more effort. My girth is medium and it goes in after a lot of lube. Tell him to enter in a prone bone position from the back i.e you lying on your stomach. Missionary is hard. Doggy is hard too. But once it’s in, it’s totally worth it. One has to start slowly but eventually the anal tracts natural lube makes it easier for the cock to thrust deeper and faster. You can also change postions. It can knock you out with its intensity. You cant stop having it after that.

    Bottom line if your boyfriends cock is very big it’s going to literally be very hard unless you do significant prep beforehand. If it is thin, it should be doable. And most importantly you should let go and let your anal hole completely relax. Any tension makes it very hard.

  6. Lube, lube, lube. Then more lube. Take it very, very slowly. Maybe let her back herself onto it and be patient with her. Let her ease onto it as her ass relaxes and receives it. You are working past 2 circular muscles in the anus. Once you get in, slowly stroke until she gets completely relaxed. Then you’ll both enjoy it hopefully.

  8. What kind of prep have you been doing? I make anal training sets specifically for anal sex. My sets use wands (kind of like dildos) for dilation and plugs just to maintain stretching between wands. Butt plugs aren’t great for dilation because your body adjusts to the narrow neck rather than the widest part. You can check out my shop at http://www.silolis.com. Sizing is based on your partner’s penis girth, so you’ll know for sure that you’ve stretched enough to take him comfortably. If you have any questions, feel free to ask!

  9. >I’m yearning to try anal so any tips?

    I’ve shared this a few times and it’s worked well for my wife and I.
    —–

    My wife was originally hesitant/no, but eventually warmed up to the idea after a few sessions where I used a strategically placed thumb.

    She’s always enjoyed rimming though and I’m more than happy to devour that 🍑

    The best tip I can give is lots of lube after a good rimming and finger play. Then go for a spoon position and let her slowly guide it in as slow as she needs until she feels she can’t anymore.

    At this point, freeze like a statue, and if you can, reach around to get some fingers in her vagina too, if she’s okay with it. Then have her get the vibrator out on her clit and hold on tight for a very intense orgasm.

    When she’s cumming start gently thrusting and she’ll tell you to go harder or slower. My wife usually loses all control at this point and we switch up the positions and may try for another orgasm for her if she’s not over stimulated.

    Also, like a half glass of wine or a shot of liquor beforehand will help her relax too which will reduce pain/involuntary clenching.

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