Gf agreed to buying a butt plug, even though she’s always been against anal and anything involving her butthole, even just putting my finger in it.

Gf agreed to buying a butt plug, even though she’s always been against anal and anything involving her butthole, even just putting my finger in it. What’s the best way to insert it without hurting her, and to use it so that she maybe ends up linking butt stuff?

  1. 1 week ago
    Anonymous

    lube, and lots of it.
    also let her put it in herself

  2. 1 week ago
    Anonymous

    Idk how she was open to getting a buttplug when she doesn't like butt stuff. But my advice is to ease her into it, either by encouraging her to try playing with her ass or doing it yourself. You don't need to jump into insertion. Here's what I did to get started with butt stuff:
    >lube up finger with spit or lube
    >put porn on that I know I like
    >rub my clit with one hand and rub the entrance of my ass with my other hand
    >do that until I cum so I associate the feeling of ass stimulation with cumming
    Then moving on to light insertion:
    >repeat steps from just external stimulation
    >put lots of lube on finger I'm using to play with my ass
    >slowly start inserting it in, only a digit in at most
    >rub in and out while rubbing my clit with my other hand
    >deliberately remember to control my breaths so I can relax my asshole and get it to feel better
    >repeat until orgasm for positive reinforcement
    Then from there you work on getting more in in what pace is comfortable with her. So maybe go from one digit to two digits of one finger, then eventually seeing if she can take two fingers. See what pace she likes. When moving on to the buttplug, it always feels good for me to rub it against my lubed ass first before slow insertion.
    Here are tips that made me more comfortable with butt stuff too:
    >find optimal time to do it so your toys/cock don't smell gross after. For me it's 4-5 hours after pooping and I clean my ass thoroughly with soap and water (you can do an enema too if you'd like but I've never had to)
    >use lots and lots and lots of lube. It makes it feel 10x better
    >make sure she's actually in the mood for it, dirty talk her a lot and put on porn that really does it for her
    >remind her to breathe, it's the best way to relax her ass and make insertions easier
    >have her associate ass stimulation with vaginal/clitoral orgasms as much as possible to get her hooked
    >be very vocal about how hot it is and how much it turns you on

    • 1 week ago
      Anonymous

      not OP but pretty good advice, I want to try anal with my girl as well
      we've been using the plug a few times but how to progress towards actual penetration?
      also how did you get into anal in the first place?

    • 1 week ago
      Anonymous

      isnt soap too harsh?

  3. 1 week ago
    Anonymous

    did she specify the buttplug was for her?

    • 1 week ago
      Anonymous

      Yes

      lube, and lots of it.
      also let her put it in herself

      Lube was the first thing I thought about. And she will never try by herself, she’s extremely shy and sub when it comes to sex

      Idk how she was open to getting a buttplug when she doesn't like butt stuff. But my advice is to ease her into it, either by encouraging her to try playing with her ass or doing it yourself. You don't need to jump into insertion. Here's what I did to get started with butt stuff:
      >lube up finger with spit or lube
      >put porn on that I know I like
      >rub my clit with one hand and rub the entrance of my ass with my other hand
      >do that until I cum so I associate the feeling of ass stimulation with cumming
      Then moving on to light insertion:
      >repeat steps from just external stimulation
      >put lots of lube on finger I'm using to play with my ass
      >slowly start inserting it in, only a digit in at most
      >rub in and out while rubbing my clit with my other hand
      >deliberately remember to control my breaths so I can relax my asshole and get it to feel better
      >repeat until orgasm for positive reinforcement
      Then from there you work on getting more in in what pace is comfortable with her. So maybe go from one digit to two digits of one finger, then eventually seeing if she can take two fingers. See what pace she likes. When moving on to the buttplug, it always feels good for me to rub it against my lubed ass first before slow insertion.
      Here are tips that made me more comfortable with butt stuff too:
      >find optimal time to do it so your toys/cock don't smell gross after. For me it's 4-5 hours after pooping and I clean my ass thoroughly with soap and water (you can do an enema too if you'd like but I've never had to)
      >use lots and lots and lots of lube. It makes it feel 10x better
      >make sure she's actually in the mood for it, dirty talk her a lot and put on porn that really does it for her
      >remind her to breathe, it's the best way to relax her ass and make insertions easier
      >have her associate ass stimulation with vaginal/clitoral orgasms as much as possible to get her hooked
      >be very vocal about how hot it is and how much it turns you on

      We actually did try butt stuff once, she said she likes it but that it’s very scary. The very first time I came inside and she absolutely loved it and wanted to try more, but since we didn’t use lube (it was our first time and in a bathtub) it wasn’t very comfortable, and the next few times we tried (no lube again, no bathtub either) I managed to get the tip in before she jumped away.
      Another time I put my finger in while having sex, moving it as we went on, and by the time we were done she couldn’t stop shaking, saying how great that was, but after that time she wouldn’t let me use my finger anymore
      Again, she’s extremely shy when it comes to sex, she doesn’t masturbate, doesn’t watch porn, she actively tries not touch her bottom parts as much as she can when showering and so on. She agreed to try the buttplug to get over her fear and because we both have a fetish that needs one, so she’s willing to try as long as I don’t touch it too much once it’s in

      • 1 week ago
        Anonymous

        I'm impressed you even manage to have sex with her given how uh sheltered she sounds. It's kind of fucked up but it might be a good idea to stick a finger in her even when she's said not to, as long as she's really into the sex- too much to interrupt you.

        not OP but pretty good advice, I want to try anal with my girl as well
        we've been using the plug a few times but how to progress towards actual penetration?
        also how did you get into anal in the first place?

        After the buttplug I worked up to using my cock shaped rabbit toy. It's not super big but definitely bigger than my buttplug. Lubed it up like crazy then slowly worked on getting the tip in, and then eventually the whole insertable length (roughly 4.5"). I'm kind of a weirdo and it feels much much better for me to go fast vs going slow... So I pound into my ass with the toy and rub my clit until I cum. It feels like heaven. Anal beads+vaginal thrusting is amazing too, and buttplug+vaginal/clit stimulation is a favorite. I also love spending the whole day with a buttplug in, it gets me crazy horny by the end of the day.
        Anal play was always something I was curious about but my previous partners would never push through with "training" my ass like they'd say. Then I met a guy who was really into anal who talked about how hot it was and walked me through the process and it intrigued me enough to explore it. Plus I was a NEET with lots of free time to masturbate.

        isnt soap too harsh?

        Don't use soap on the inside, just the external entrance. It's in my culture to wash with soap and water after pooping so uh I'm used to it lol. You can even use gentle soap, like feminine wash. Then I use the shower head to get some water in my ass to flush it out, kinda... Hopefully that makes sense.

        • 1 week ago
          Anonymous

          second anon here
          damn that's a lot of toys you got then... what else do you think feels the best?
          and what got you curious with anal anyway, was it hentai or something else?
          and what did he train you like anyway, you're giving me a lot of ideas
          bet you frequent /analgen/ on /d/ a lot lol

        • 1 week ago
          Anonymous

          >stick a finger in there even when she's said not to
          Not concerning at all

  4. 1 week ago
    Anonymous

    Lube that has lidocaine in it, massage her asshole beforehand until it kicks in. Not even joking.

    • 1 week ago
      Anonymous

      >lidocaine
      I'm guessing that's anesthetic?

      • 1 week ago
        Anonymous

        Yes.
        https://www.amazon.com/Passion-Strength-Anal-Desensitizing-Lube/dp/B01AVJ4EVK/ref=sr_1_13?keywords=lube+with+lidocaine&qid=1655839526&sprefix=lube+with+li%2Caps%2C100&sr=8-13
        This or something similar.

        • 1 week ago
          Anonymous

          Not in the US, will look for something similar in my country

          I'm impressed you even manage to have sex with her given how uh sheltered she sounds. It's kind of fucked up but it might be a good idea to stick a finger in her even when she's said not to, as long as she's really into the sex- too much to interrupt you.
          [...]
          After the buttplug I worked up to using my cock shaped rabbit toy. It's not super big but definitely bigger than my buttplug. Lubed it up like crazy then slowly worked on getting the tip in, and then eventually the whole insertable length (roughly 4.5"). I'm kind of a weirdo and it feels much much better for me to go fast vs going slow... So I pound into my ass with the toy and rub my clit until I cum. It feels like heaven. Anal beads+vaginal thrusting is amazing too, and buttplug+vaginal/clit stimulation is a favorite. I also love spending the whole day with a buttplug in, it gets me crazy horny by the end of the day.
          Anal play was always something I was curious about but my previous partners would never push through with "training" my ass like they'd say. Then I met a guy who was really into anal who talked about how hot it was and walked me through the process and it intrigued me enough to explore it. Plus I was a NEET with lots of free time to masturbate.
          [...]
          Don't use soap on the inside, just the external entrance. It's in my culture to wash with soap and water after pooping so uh I'm used to it lol. You can even use gentle soap, like feminine wash. Then I use the shower head to get some water in my ass to flush it out, kinda... Hopefully that makes sense.

          >I'm impressed you even manage to have sex with her given how uh sheltered she sounds
          She's been opening up quite a lot after the first few times we had sex, she still does nothing at all solo, but after a few years she finally started sharing her fantasies and fetishes. I think if I were to actually try and stick a finger in now she might just let me do it

          • 1 week ago
            Anonymous

            Yeah you have to take advantage of her inhibitions being lowered when she's crazy horny, and just do it (just make sure it doesn't hurt when you do). Also idk if you've ever had sex with a buttplug in the girl before but sometimes you will have to press against it to keep it from popping out while your cock is stroking in and out of her pussy. The wall between the ass and pussy is kinda thin, hence why the anal play enhances vaginal play, but it also means that it can be easy for cheaper toys to pop out if you're not proactive about keeping it in.

            second anon here
            damn that's a lot of toys you got then... what else do you think feels the best?
            and what got you curious with anal anyway, was it hentai or something else?
            and what did he train you like anyway, you're giving me a lot of ideas
            bet you frequent /analgen/ on /d/ a lot lol

            The biggest orgasms come from thrusting in my ass with the cock shaped toy while using a vibrator on my clit but I try not to do it too often because I want my ass to stay tight and using a vibe too often makes it hard to cum with just my fingers in future sessions.
            I've been reading doujins since I was 11 and I liked dp stuff, it seemed hot, but I could never get off to anal focus doujins. But I'm super submissive and one of my biggest fantasies since I started masturbating is having all my holes filled up with cum either by multiple guys or just by my partner. So anal interested me from that angle. But now that I know how good anal feels I'm kind of hooked and I understand anal focus porn now lol but I limit how much I do it and I do kegels to keep my ass tight. It feels better that way.
            The guy who talked me into it would really just dirty talk me a lot. I told him about how I've never cum from sex and he'd tease me and say that he'd make my first orgasm from sex be an anal orgasm, and he'd send me a lot of anal porn. I liked him a lot too and I was very eager to please so I ended up kind of training myself because I was so infatuated.

            I've heard it recommended to put the lube inside the butt hole instead of just on the plug. The lube can end up being squeegeed off otherwise

            There are lube bottles with tapered ends so you can insert the tip and squirt the lube directly inside. I lube up both my ass and the toy but just the toy works fine. Just reapply when needed, and I would recommend using water based lube over oil based.

            • 1 week ago
              Anonymous

              May I humbly request a sauce on this?

            • 1 week ago
              Anonymous

              nice, that's a lot of good info anon, definitely will get some lube soon
              but what was that training focused on, just making it feel good or stretching ascwell?
              oh, so you had trouble orgasming as well damn, how did you get over that? that's another trouble I'm having with sex and I've been trying to make her finish in many many ways
              have you got discord or something else to contact?

              • 1 week ago
                Anonymous

                Just making it feel good. I'm particular about staying tight, I do kegels and stuff often to keep my holes in tip top shape and I try not to use bigger toys that often if at all.
                I've yet to cum during sex, or even from being eaten out or rubbed or fingered. I've just come to terms with the fact that I'll probably never know what it's like to have a guy make me cum. Thankfully I'm very service oriented, so I just enjoy seeing my partner get off and cum. And I just deal with myself in my own time by masturbating.
                I have Discord yeah but I don't think I can post it here because the last time I tried to post it on Discord I got an error about the character set lol

                May I humbly request a sauce on this?

                I wish I had it, anon. Sorry.

              • 1 week ago
                Anonymous

                hmm, but does doing kegels make you feel better during the act or when being penetrated in general?
                >service oriented
                my gal is the same but while it's still pleasurable for her not being able to finish her is pretty annoying to me even though I've never had this problem before
                hmu @ [email protected]

  5. 1 week ago
    Anonymous

    > What’s the best way to insert it without hurting her
    Let her put it in you and make you her sweet, good boy.

  6. 1 week ago
    Anonymous

    I've heard it recommended to put the lube inside the butt hole instead of just on the plug. The lube can end up being squeegeed off otherwise

  7. 1 week ago
    Anonymous

    Where do I find a gf that's into buttstuff?

    • 1 week ago
      Anonymous

      Talk to any redhead

  8. 1 week ago
    Anonymous

    So huh, gf just agreed to try anal again as long as I get some good lube. Wish me good luck bros

  9. 1 week ago
    Anonymous

    coconut oil
    already be horny
    relax, no clenching

  10. 1 week ago
    Anonymous

    So how did you become interested in sodomy?

  11. 1 week ago
    Anonymous

    Does she not have a vagina or something? Whence comes your fecal fetish, goodman?

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