Can you share some tips on how to finger a guy’s ass?

[Anonymous]

My boyfriend and I are very into butt play. We have a lot of anal, but recently we’ve been wanting to switch it up. I want to try to finger him in the ass, I’ve eaten his ass before. Any tips on how to do it on a guy?

[youngmix]

I wouldn't spring that one on him without asking first. I don't think any of the straight guys I know really like that kind of surprise. Also, having him clean his butt hole/rectum before could save both of you some embarrassment.

Other than that: clip your nails short, go slow with your finger (work it in), keep it to one finger for now, and don't stop sucking/licking his balls or dick while introducing him to it. Just push your finger on his hole without penetrating at first, just create the pressure over and over again. Look him in the eyes and shoot a quick smile when you first start fingering. As you work your finger in, leave it in and pause your progress, let him feel and grip what's in there. Once you get your finger in deep, pause more often, and for long periods. Just having it in there deep will probably do a lot for him.

That's my advice.

If all goes well, look up prostate milking.

[CubaPirate]

Great advice! Are you speaking from experience?

[youngmix]

@CubaPirate Yes

[CubaPirate]

WY to go girl he's a lucky guy

[LaMiSch]

Perfect advice! 10/10

[youngmix]

It sounds like I'm good at this... It's, uh, been an eventful semester.

[bananathunder]

geeze... i was not for this until you gave your instructions. I might give it a try after a few drinks if it was you lol

[youngmix]

God, and I'm the only girl on here. I'm going to have to post as anon in the future, this is embarrassing.

[bananathunder]

haha next time just wear sunglasses and an overcoat :P

[Asker]

I gave it a go and instinctively and I just did exactly what you wrote down lol thanks for the detailed advice! Another question, do you have any tips on what movements I should do with my finger while inside him? I did the “come here” motion he said he liked it a lot but I was just wondering if there’s anything else I can do

[youngmix]

It sounds to me like it's time to try deliberately playing with his prostate. I started by learning how to find the prostate with my finger. This article has a fantastic description of the prostate's location, and guides you through milking the prostate. I recommend going straight to the "How to find the prostate" section. The magazine/web archive is medical news today:
www.medicalnewstoday.com/.../prostate-milking

So get comfortable with locating his prostate, then follow the article's directions in the "How to milk the prostate" section. I would add some things to their directions, though, as their article is focused on medical applications.

I'll detail in the next post.

[youngmix]

I'm not trying to tell you stuff you already know, but I find it easier to walk through my thoughts step-by-step, so I'm going to lightly detail activities other than butt play, because I focus on the entire body of sensations. So now you're comfortable finding the prostate, and now you're experimenting with milking. Commence with sucking/licking his balls and dick while trying the milking techniques in the article. If you are coordinated enough, or are willing to practice enough, I recommend giving him a handjob while milking his prostate, and sucking his balls. Suck/squeeze his balls in your mouth with almost enough power to hurt them, and kind of push your face into his body while sucking. This will put pressure on them when he orgasms, and I've had positive results. I'm not trying to tell you stuff you already know, but I find it easier to walk through my thoughts step-by-step, so I'm going to lightly detail activities other than butt play, because I focus on the entire body of sensations. So now you're comfortable finding the prostate, and now you're experimenting with milking. Commence with sucking/licking his balls and dick while trying the milking techniques in the article. If you are coordinated enough, or are willing to practice enough, I recommend giving him a handjob while milking his prostate, and sucking his balls. Suck/squeeze his balls in your mouth with almost enough power to hurt them, and kind of push your face into his body while sucking. This will put pressure on them when he orgasms, and I've had positive results. I have a strict policy around guys not touching themselves while I play with them, so my handjob skills are important to me. I'm not sure how your handjob game is in relation to him, but if you want advice on how to figure him out, I'll give some.

[youngmix]

My favorite position for doing this is from the side. I jerk with my off hand, suck his balls, and most important, I can let my good arm kinda rest in a good position while I milk his prostate. Also, a guy can usually reach my vagina from that position, so I have them finger me and rub my clit while I do what I do. Sorry to go into detail if you don't want this, but I ask him to tell me how wet I feel, then I make him smell and taste his fingers. Then I let him touch me again. After a while, or if he gets me close, I tell him to smell for while again, and I tell him that I want him to remember how I smell, and remember how I taste.

[youngmix]

That's about it, other than what I do when he climaxes. During climax, I like to suck/squeese his balls extra hard with my mouth/tongue, and really push my face into his balls. I very briefly pause my jerking between each big shot, with my hand squeezing a little at the base. It takes a little practice, but I have a good tempo. Anyhow, I'm not in a long term relationship, so everything I do ends there. At best, I see people once a week, and that usually doesn't last long. So I'm not sure what Saturday will be like after a Friday like this. I'm super curious about what you're going to evolve this into. You're basically getting several years worth of work done in a month, and I hope this helps you on your journey. Oh yeah, chat with @chrismaster69, it's obvious to me that he's a master at what you're asking about. I bet he has very advanced experience with this.

[ChrisMaster69]

@youngmix yep I have done a few informative posts on this lol. @ Asker, it’s also worth trying things on your own ass, getting access to the kingdom is pretty much the same for both, it will give you an idea on how slow to take it and how gentle at first. Would definitely not rule out toys in the bedroom.

[Socal99]

My goodness when did you start doing all of this to your guy or to a guy. What age because I noticed on your profile you're 18 which is incredibly fucking hot that you know how to do all this to a guy. I like reading where you make him finger your pussy and sniff and lick your pussy or his fingers and tell him to remember the smell and the taste. All of that while your finger fucking his ass sucking his cock in his balls with his fingers buried inside you smelling and licking his fingers clean and putting them back inside you is pretty fucking hot. I like where you made him do things that your age that's hot wouldn't mind finding a girl your age with that much experience. Would absolutely be awesome to hear more about what you're into and what you've tried and what you want to do. Bet you feel fucking amazing I bet you taste delicious and I bet you smell really good especially even after eating your pussy and about your ass tastes really good too

[Asker]

Omg thank you so much. I appreciate you going into details tbh it helps a bunch. Hope I can be as good as you one day!

[Asker]

@ChrisMaster69 yeah I ended up playing around on my own to see what might feel good to him. I even asked him to guide me step by step during the entire process since he knows how I like it. What kind of toys do you think he might like? He’s scared of anal beads and dildos and he doesn’t get any pleasure from butt plugs - anything else you can suggest that I should look into?

[PinkMichae]

I'd suggest a skinny vibratory with lube and start slow letting him tell you if he wants you too put in further than just the tip. My man loves it as I'm stroking his cock at the same time.

[Asker]

I’m still learning how to multitask, stroking his penis and fingering his ass at the same time lol any tips on how to make it easier?

[PinkMichae]

Not really. Practice makes perfect. And I'm sure he won't mind you practicing on him. 😉

[AviatorTom]

Make sure to use lube. With one finger, circle around the opening for while to get him ready, then slowly slip one finger inside. Slowly slide it in and out. Try to locate his prostate (on the upper wall) with your finger and gently press against it. He'll let you know when it feels good.

You can also reach round and stroke him while fingering his ass. The double combination should be very pleasureful for him.

[Asker]

Yeah I gave him a handjob/bj combo while having my finger up his ass. Still learning how to multitask tho lol I couldn’t really locate the prostate, I asked him to guide my movements but it was our first time so we were just mostly focused on how new it is How exactly do you hit the prostate?

[AviatorTom]

I'm no expert on finding the prostate, but my best suggestion is to stick your finger in as far as it goes, palm side up, and then rub (gently) upward by bending your finger.

[AviatorTom]

To reduce your multitasking... Have him stroke himself while you finger his ass and gently tickle his balls

[Asker]

Great idea! Thanks again for yet another great advice!! I will try it out later

[Socal99]

Well that's pretty good giving him a handjob and a blowjob and putting your finger in his ass that feels amazing you can go in and out putting your finger as if you were putting your finger up to say come here it's about half a finger or so inside his ass it's just underneath his balls you could get a prostate stimulator vibrator and put it in his ass and turn it up and give him head while it's vibrating and that'll make him come really hard then again he might get so into that that the next thing you know you're fucking him with the strap on and you'll definitely enjoy that and he will too every guy likes to have his girl take a little control especially with your mouth on his cock are your hand

[ChrisMaster69]

As @youngmix says, make sure you have consent, the rest of her points are spot on.

as well as hygiene side, you also need to wait for his ass to dilate, this is best done by gentle teasing and pressure on n off.

This is the same if he gives you any anal.

if he likes it, look at using toys next time.

[Asker]

Thanks for the advice! Yeah I asked for his consent constantly even during the fingering to make sure he’s still okay with it. Don’t think we’ll ever be using toys on him tho he doesn’t seem to like the idea

[ChrisMaster69]

@ pink Anon, a few orgasms in via prostate and he will want to fucking him.

[ChrisMaster69]

@ pink Anon ref your question what to try. He will be scared of dildos as these will be the usual types for vaginal play, have a look at the much smaller ones for anal or beginner dildos, these are far smaller. Also eating his as while you play with him. Start it all off in the shower, make the cleaning each other a fun part, then the drying off, moisturising each other and the lube. Keep it sensual rather than a Dom thing, keeping it sensual makes it more of a you giving him pleasure. Practice rimming him, it’s clean and he will likely go for it, then move to fingers n lube, keep doing the fingers thing for a while until he is really into it and you can get his ass to gape. Once you can regularly get him coming from prostate play n fingering, that’s when you look at introducing a smaller slimmer dildo. Obviously he is going to be wanting to do the same to your ass, so you can lead him on that way, what he does to you, you do to him sort of game.

[Asker]

Wow those are some great advice! I’ve rimmed him a lot before so it’s only the fingering that’s new. The thing is I’m much more experienced than him in anal play (as the recipient) while he’s used to only being the giver/the one in control. He was having trouble letting go of the control last time so I really appreciate your advice on making it less than dom thing and rather just keeping it sensual. We will keep on experimenting and hopefully one day he’ll let me peg him lol. Anyway, thanks for all the pointers - greatly appreciated!

[RobT312]

We played around the same like you, and agreed if 1 tries anal the other needs to as well.
so, it really felt good when I had a chance to open up a little and relax, otherwise it was tight. Rub, play lick it first, and lube helped. I really liked it with lube. Try only 1 finger first and build up

[Asker]

What finger movement do you suggest? Just in and out? A come here motion?

[RobT312]

You have the right idea... definitely both

[DonkeyDan]

The only thing I have to add to all the very good advice already given is make sure he has a good shit first 😬

[slatyb]

1. Cut your nails short, at least on the fingers you intend to use. But just keep them short and natural. Short single color nails are classy.
2. Use some lube. We prefer K-Y.
3. Insert a finger slowly, move in and out and his sphincter will relax.
4. Insert another finger.
5. More fingers.

[jshm2]

No. Use your own tips. Don't be weird and use others finger tips.

[Sevenpointfive]

i would suggest something but i think it's a fishing lure

[Dargil]

*Good during a blowjob or hand job.
*Clipped nail, plenty of lube or lotion.
*Start by cupping balls.
*Slide second finger into his anus in short pushes.
*You will feel his prostate in front of your finger walnut size. Go a little farther in.
*Thrust your finger in and out, pressing forward on the way out.
*When you feel him begin to ejaculate, press forward on the way out in sync with each contraction while thrusting.

[Asker]

I’m having trouble feeling the prostate, I don't know if it’s my fingers being too short or his position. So if he were laying down, my finger faces upwards towards his penis when inside him - is that the correct position?

[Dargil]

You should feel it when you are in to the second knuckle. When he is aroused, it should be engorged. The best position (for me) is on my back, knees up and gripping them. I straighten out when I cum.

[Socal99]

Definitely use a lot of lube be gentle by small medium and large butt plugs and eventually slide your finger in there and play with it massage his prostate. And I love it when my lady friends play with my ass while giving me head even strap-on fucking me is hot. I bet your asshole tastes fucking delicious for him to be playing with it and fucking you all the time I wouldn't mind eating his cum out of your ass or off your pussy

[Mr1derful]

So the best for me is when my girl is giving me a sensual bj or a HJ with massage oil. With her free hand she can scratch my balls, underneath them, and slide a finger in (working with a lube or massage oil is amazing!). I never came so hard!! With that said we never went further because neither of us are really into anal sex or play.

[Recurrence]

I use virgin coconut oil

[Wise4myage]

Don't go in dry and ge gentle.

[Cringe]

You gotta find his prostate

[Asker]

I’m trying 😆

[Twalli]

Start slowly

[In_Trance]

do it the same way you'd want it done to you

[Asker]

The thing is I’m a much more experienced recipient/bottom since I’m used to anal with him so I can’t treat him the way I want him to wreck my ass sadly lol

[In_Trance]

So tell him that

[Socal99]

Well that's fucking hot you ain't getting wrecked you like getting your ass fucked hard does he ever shoot his load inside you in your ass. Does he eat your ass a lot and that's always delicious. You like being submissive don't you letting him wrap his hands around your throat hold you down tie you up fuck you hard stretch your ass a little bit

[OddBeMe]

Kind of one trick pony that. I’d say we all have different tastes.

[Luckycharms12]

First things first get finger condoms

[hhhffg7889]

With a 7 inch dildo

[LaMiSch]

Lubricant or spit is of course better if you lick it beforehand. Then just be careful. Short and blunt fingernails. and then the fun can start 🤪

[Waldoe]

"SHORT" trimmed and filed nails... enjoy

[Shy_Steve]

Your better off just asking him what he likes.

[abc--123]

Research the prostate and how to pleasure it

[Asker]

Will do, thanks for the advice!