So what is the proper way to pleasure a woman with large breasts using one's mouth or mouth and hands? (Different strokes for different folks, of course, but what's your general advice?)
Yeesh... Well, um. For sure I can't say what works for one woman will work for another. It doesn't. But I guess I can tell you what worked for me and her?
Work up to it, tease a little to start. Don't go under the bra, or the shirt. The texture of the shirt on her skin is pretty great on its own. be gentle but firm, you want pressure but never pinching or like... squeezing. You want her to feel your fingers, your palms, sliding across the surface.
As she warms up to it, you can get a bit more direct. Tease around the nipples, drag a thumb across one. Feel them getting harder, and you want to feel the tension of them being pressed to the side enough that you know she can feel it, but not anything jarring or tweaking. Careful around her bra, because the underwire is likely lethal (if we're talking about someone well endowed). And you really don't want to poke her with it. So be very careful that you don't move the bra in a way that would poke her. Either with the sides jabbing her in the underarms, or the front bit poking her if her weight shifts. And if she's on her back her weight's probably going to shift. Boobs go up, underwire stays down, careful not to poke her.
Really it's better to have the bra out of the way before hand. They are pretty industrial at that size and usually causing all kinds of problems.
Once you do get it gone, it's much easier. Don't focus TOO much on the nipples, though I mean, focus a fair bit on them... I imagine everyone is different, but from my experience I'd say start with like, 30% nipple focus, ramping up to like 90% when she's really worked up.
Start with sort of gentle massage. Not like a muscle tension massage, I mean just soft pressure. Her bra was probably too tight and restrictive. Think of it more like gentle kneading, very gentle, right after the bra comes off she's probably a bit sensitive. Pain wise, not pleasure wise. Slide your hands over her skin, get a feel for how she moves, and how she reacts. Still don't need to go under the shirt really, just teasing. Spend some time on other areas of the body, don't make her too self conscious about her breasts, because she probably gets a lot of unwelcome attention for them.
Gently caress one while kissing her, over the top, rub your hand sort of semi circular around the areola, hand like a big C with the nipple in the middle. When you feel her shift under you, like she's trying to move your hand towards the nipple, then just barely brush it. Give her time to want it before you actually do it. Teasing, but not like, withholding. You want her to come to you. If you get a moan into your lips when you brush against it, then maybe close your C just a little so it's move like a V. Putting a little pressure on the nipple, NOT tweaking or pinching. Don't do that. Yet. Needs to be way more worked up in my experience.
Kiss down her neck, using both hands to cup and caress, still not putting too much pressure on the nipples. If you're sliding down between her legs, even better, putting a bit of pressure against her groin can be good. Don't like, drop your whole weight on there on anything of course. Most of your weight should be on the bed/floor, whatever, through your elbows and hips/legs. Let your lips drag over her nipples through the shirt, let her feel your lips, the heat from your breath. Then give a little squeeze, i find that webbed space between your thumb and index finger to be good for this so you don't pinch too hard.
Then I'd probably start to move under the shirt, or pull it up over her breasts. Ideally she's doing it herself. Like I said, you want her to come to you. Go back to the gentle kneading and massaging, avoid the nipples a bit. Gentle pressure to the area Around the areolas, getting really close to the nipples but not really touching them. Drag a thumb, or both, up and over. Letting them sort of tilt the nipples the side (honestly not unlike a thumb stick on a game controller. If you pushed hard enough that the stick would hit the "wall", that's too hard. You want it in the zone where it can more freely. That level of pressure), roll them around (again, like the thumb stick. what can I say, it's a solid analogy). Then get your mouth involved.
As you move and shift, try to keep some of your attention on what your hips are doing. A gentle grind can be good (at least in my experience, again, everyone is different). Some gentle pressure, rolling your hips can do a surprising amount of work for you. Guys I imagine this might do a fair bit of work for you too, since you're probably grinding your cock into a bed. If she has enough fun, she won't care if you get too worked up and finish early... Or even notice. Just make sure you don't stop before she has enough fun ;). If you want to focus on the boob play though, I'd suggest just trying to keep yourself at a low simmer. Don't go pushing for penetration, or get too caught up in how you feel, stay focused on her.
When you get your mouth involved, start out with that same teasing. Kissing, gentle licking (not like a fucking ice cream cone or big cat licks, I mean small, gentle). Start with the area around the areola, and work inwards. Lick and kiss towards the nipple. Maybe lick right up the side, but don't suck anything yet. You want to hear her moan. You want to feel her arch her chest as your tongue slides up her nipple as if she's trying to prolong contact. Or even better, you want her to grab the back of your head and pull you in. THEN go for some light sucking.
Keep the suction low. And watch your teeth! I'm not going to say no teeth. Because teeth are smooth, and hard, and can be really hot. But be CAREFUL. I have a twisted bottom tooth that can catch and be painful, be aware of things like that. When I say some teeth I mean usually top OR bottom, not both, and for fucks sake don't bite down. (Again this isn't universal, some women really like some gentle biting. Or not so gentle. Everyone is different... *shrug*). Try to keep your lips firm so they can be a buffer for your teeth. If you played a wind instrument in school, this is like, the one place it pays off, so lucky you (of course, you had to suffer through playing it for years, so how lucky are you? I played clarinet. Ugh)
Use your tongue, maybe some gentle circling, suckling, keeping pressure with your lips. Make sure you don't forget what the rest of you is doing. Keep your hands busy. Keep your hips busy. Weather its for this sort of thing or whatever else you get up to, making her cum should be a whole body endeavour. At least that's what works best for me. Maybe take a break now and then, slide up higher, make out some more, really depends on her. Her lips might get lonely if all of your attention is down lower. If you do, keep up the pressure between her legs with your hand, maybe keep up some gentle kneading and nipple play with the other one. (If this seems like a lot of hands and like it would be hard to keep your balance, you aren't wrong. At least, it's tricky for me. But doable. Honestly sometimes when we're done one of my legs is barely functional because it's been folded nearly double holding my entire body weight up for a half hour... Hey maybe that's how I hurt my hip?)
Keep it up. As she warms up, and you keep massaging, her breasts will probably feel bigger, fuller, softer ( they actually often do get bigger during this kind of thing, it's not your imagination, real scientific thing because of increased blood flow while turned on) at that point she can likely handle a bit more vigorous activity. Don't go nuts, just start gradually being a little less gentle. Be a little more firm, knead a little firmer, roll a little harder, suck a little longer, you get what I mean I hope. Never Tweak, Twist, or do the Radio Dial thing. That shit hurts. Unless she's into that, some people are, everyone's different.
Try using your palms. By which I mean, cover her nipples with your whole hand, nipple in the middle, and gently squeeze with the palm. Like you're trying to touch the part under your thumb to the part under your pinky, Gently of course. Letting the palm of your hand gently squeeze and draw on the nipple. (Especially if she's above you, and they are hanging down towards you. In this position, I don't suggest trying to do what you Have been doing, the shift in position and weight seems to change what things feel good.). In my experience I've gotten very positive reactions, but again, my experience isn't terribly extensive.
When using your mouth, again, be CAREFUL with your teeth. But don't be so afraid of them touching her that you wrap your lips around them and get all Gummy, lips stretched right over teeth doesn't feel much better than just teeth. When sucking, start light, then get more into it. If she has larger nipples (likely if she has larger breasts) work your way up to drawing them farther into your mouth, past your teeth to where you can use your tongue and hard palate to suck. So she can feel the pressure and suction over the entire surface area (be Extra careful of your teeth here). You can even use your tongue to kind of pin the nipple to your palate and "stroke" it, like a gentle milking motion. While you're doing that, try to be slightly more aggressive with your hand on the other one. Gradually work up to where your Alllllmost pinching. Drawing on her nipple between your thumb and index finger. Not the tips. Think more, the nipple is in the crook of your index finger, like you're half circling it, and your thumb is stroking up and towards your second knuckle. Sliding Past it, not pinching. Sort of like that "money" motion, where you slide your thumbs first knuckle around the side of your index finger.
Try to keep a rhythm. Time your hips grinding to your sucking, to your strokes with your thumb. Keep a pulse. Pressure on, off, on, off, and cycle like that. If she seems to be escalating, keep up the pace. If she isn't, then vary the tempo, change it up, try something different. Switch back to a more firm massage, kneading and using that same "money" motion with both hands, licking and sucking at her nipples, changing it up, alternate. Keep up the pressure with your hips. Pay attention to how she's moving. If she's pulling away, you're pushing too hard. If she's leaning in, dial it up just a touch.
And mostly just keep at it. As long as she's ramping up, you don't need to change directions. It's perfectly fine to just keep riding that wave all the way to climax. And yes, it's VERY possible for (at least some) women to cum from breast play. (So far I'm batting 100%, but again, not terribly extensive experience.) Even repeatedly. I haven't kept track of a record or anything, but more than three, less than ten. The longest streak sort of resulted in her passing out, but she was very happy after she woke up and had a few hours to process.
So I mean... It might result in you getting left hanging. But if you're anything like me you won't really care.
And woooow I didn't expect this to get so long. I hope you enjoy the read, or find something useful in it =). I've lost track of what I was writing more than twice, so I'm not entirely sure it's totally coherent. Let me know?
Also if you happen to be well endowed, or have a well endowed partner feel free to chime in with your own feelings on the subject ;). Or hey, even if you aren't. Just because I like Big Tits doesn't mean it's the only option.