I want to surprise my boyfriend with anal tonight. It'll be our first time. Any advice or tips?

So like I said it's our first time trying anal. We've talked about it for a while. And I want to surprise him today. So I know I need condoms and lube but any tips?
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Most Helpful Guys

  • He needs to make this all about your pleasure. He can't just get in a rush and stick it in your backside. He should baby you and massage you and give you lots of foreplay focused on what you like best. Ideally he would give you an orgasm before he even starts with your ass. But when he does, he should lubricate the anal area and massage that area from the outside before he tries to insert one well-lubed finger SLOWLY. You can get used to having his finger inside of you first, and then he can try 2 fingers. (Using more lube. Lube is your friend in all of this.) If at any point you're in pain and you want him to stop he has to stop. After your anus has relaxed from the massaging and the fingers, he can put on the condom and lube himself up and try to penetrate you -- SLOWLY. You're in charge of how far he goes in. You're in control. Knowing that will help you relax more. If he wants to do this he has to do it the right way so your circuits aren't out of kilter. Hopefully it will be an enjoyable experience for both of you and he stimulates her clit while he's inside your ass.

    • *stimulates YOUR clit (not hers! lol)

    • thanks for MH Guy opinion!

  • What a surprise!
    Make sure you are cleaned out, eat lightly for dinner.
    Hopefully he will play with your ass when he is down there. If not, have him play with it... tongue and finders, toys are better.
    Use a good lube. Anal Glide or something of that nature, which does not dry out like other lubes do.
    'Slow and easy' is the phrase you want to keep in mind.
    You tell him how much to go, how fast or slow, and he should listen. You can hurt your ass really bad if you are not ready or loosened up.
    Should be fun. Hope it goes well.

Most Helpful Girls

  • These are the tips I've found:
    Probably do an enema a couple hours before for mental security. Water or silicon
    LOTS of lube. You know your body, so choose what's good for you. I usually am very bothered by silicon lube but that's the one highly highly recommended for anal. If it bothers you, use a lot of water based lube or Vaseline. Whichever, use A LOT. Lube lube lube
    Foreplay is key. If you don't it will be very uncomfortable and not fun. Make a whole night of it and make sure you are relaxed. (Sorry for being graphic but it's necessary). Start with fingers and slowly work your way up. I've never done this, but all the advice I've read said these things are key to making anal comfortable otherwise you'll just be asking him to stop. I've wanted to try anal the right way and have an enema waiting... good luck and hopefully it's sexy as hell!

  • I would say first time side by side, lots of lube, make sure your very excited like about to cum, YOU put penis in, don't let him EXPECIALLY if it's his first time as well (men seem to get over excited with anal & try rushing) RELAX, do Not I repeat do not tense up to much, if it hurts to much before tensing up take a second break ( or talk before so you have a code and it don't kill the mood I like the leg squeeze it's noticeable but not a boner breaker). Enjoy and play around with it!

    • I personally think the entry is 100% all the difference.. GO at your pace!

  • The only advice I can give is https://imgur.com/fN2Gamk you're in a world full of pain ahead of you, deary! At least you won't get pregnant Lmao.. Actually you can cause the sperm can slide to ur vaginaaaaa... anyway I don't know never done it. My asshole.. is only for shitting! May the force be with you, young grasshopper☺

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What Girls & Guys Said

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  • Just remember to go slow and not to rush it, doggy style is probably the worst position you could do it for the first time.

    • What position would you recommend?

    • Probably side by side!

  • Lots of lube.
    and don't give up so easy.
    My exwife liked anal. but it seemed if we planned it ahead of time, it took several tries to find a position that didn't hurt her.
    But if it was in the heat of the moment and she said "get the lube and fuck me in the ass right now.." yowza.. not only was that amazingly hot, but she would be in the moment and relaxed and it always worked 1st time.
    it wouldn't hurt to have a few drinks to loosen you up
    and do lot of foreplay first to get you into the mood. heightened hornyness will help with the pain if there is any.

  • I haven't done it myself but I feel like going slow is a good idea for the first time

    • also I would say taking a crap and wiping really well with water might be a good idea too

  • Well, in my very limited one time experience, the condom will break so maybe skip that? Lube is ~very important. Just make sure you go slow and relax, I guess. I've only ever done it doggy style so I can't speak for trying a different way but that position worked for me.

  • make sure you get him lubed up enough before you surprise him with a dildo in his ass

  • yes... his

  • Lube! Go slow. Don't force it

  • Take it slow I guess. I've read that girl on top is good, as you can control it, tough I've only done it doggy style.

  • Tell him to go as slow as possible.

  • Poop beforehand :|

  • Have an enema before you have anal. Lube both you butt hole and his dick, make sure he goes real slow with the first penetration and once fully in there have him just leave it in there for a bit so your sphincter muscle gets used to it being in there before he starts thrusting in and out. If he's a sensitive and nice guy you should enjoy it. I had a girlfriend that loved anal and could orgasm from anal.

  • Use plenty of lube. Relax.. have him finger you at first to get you loosened up and help you relax to this different sensation.. take it from there.

  • Have him go eassy on you for the first time... let him insert finger back there first and when he enters you try to relax...

  • Pics or it didn't happened

    • well it hasn't happened yet give it time.

    • @Josht11 danf. I am always quick, nomsayin

  • Dont go hard

  • Don't fart

  • Yes condoms and lube are both a good idea. There's not really any natural lubrication so it helps. Go steady when first insert the strapon in him and tell him to 'bear down' as you push as this helps entry. Also the condom makes for easier cleaning of the strapon. I hope you both enjoy it and that he's not too surprised!!!

  • Dont be selfish by telling him to stop just because it hurts. Think about his sexual pleasure.

  • Give yourself an enema before hand and make sure you clean out EVERYTHING.
    When he starts he will need to take a lot of time.
    Start with a finger, then play until your anus relaxes.
    Then two fingers and so on... until your ass is ready for his penis.
    If you clench at all, he will need to start all over again.

  • Make sure NOT to fart when he sticks you

    • How does one go about that, exactly?

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