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Anal play shouldn't be painful. If it is, stop! Anal stretching is one of those kinks where "one toy" likely won't be enough. While there are definitely toys out there that would suffice as a "one and done" option for stretching, most people enjoy "sizing up" to a new toy once they've stretched themselves out to comfortably take their current toy.

It's like a mini reward for themselves — and a physical reminder of their progress. So, if you're in the market for toys, what should you look for?

If you're on a limited budget or only want that "one and done" option, look for a toy that has an extremely tapered design - much like a "cone"-type design.

The tip of your "one and done" toy will be extremely small while the base of the toy will be bigger than the tip many times over.

You'll be able to insert this toy a little further each session, which will gradually stretch the body. Keep in mind that this "one and done" option can make it easier to accidentally go a bit too far, and it also can be difficult to vigorously thrust without accidentally going that fourth-of-an-inch too far into painful territory.

If you're into the idea of multiple toys to assist you along your stretching journey, you'll find that your options, well, open up.

As with any anal toy, you'll want your toy to have a great, big flared base. Because of your interest in training your body to take larger and larger toys, you might want to ensure the base is noticeably larger than the widest diameter of the toy - just to ensure the toy doesn't accidentally slide inside.

Remember: Inserting toys without a wide enough base is how many people end up in the ER. Once you've narrowed down your dildo options to those that include a flared base, your next step is to understand what size you can currently take.

Measure the width of your current favorite dildo that you can use comfortably. If you don't have one, measure the width of your current comfortable finger limit.

From there, you'll likely want to find a toy that's one quarter to one half inch at the widest point larger than your comfortable size. Look for dildos that have a tapered tip - that is, the tip of the toy is smaller than the widest point of the toy.

This will give you a comfortable way to penetrate yourself with the toy while going extremely slowly, over multiple sessions, to work yourself up to the largest point.

As always, please make sure to take sex toy materials into consideration as well. Silicone sex toys are the "gold standard" of stretchers, but if you're unable to afford the silicone toy you'd like, make sure your alternative is phthalate -free - and preferably cover it with a condom.

Go with the large-sized condoms if you need to! Outside of that, the rest of the dildo's features don't matter. Texture, color, design, vibrating features, and more are all up to you.

Just keep in mind that certain materials and certain textures may require using a bit more lubricant than other textures and materials.

Butt plugs also have a place in an anal stretching repertoire. Any type of anal penetration can be helpful to anal stretching.

However, not every type of anal toy is your best tool. That's exactly where butt plugs come in. While butt plugs are amazing, most butt plugs are designed with a very small retention area - that area where your anal ring "rests" when the plug is inserted fully into the body.

The point of stretching is to help the anal muscles gently relax and "stretch" during gradual penetration. Because most plugs only stretch while they are being inserted, they aren't the best toy for this purpose.

If you're hoping to use an anal plug for stretching purposes, choose your plug with care. The "retention area" - the part of the toy that sits just inside the body after it has been inserted - should be similar in size to the body of the plug itself.

As narrow retention areas are what allow plugs to stay in more securely, expect your stretching butt plug to slide out more easily. Plan ahead with stationary activities, a butt plug harness , or tight clothing.

Bad Dragon , Square Peg Toys , and other anal aficionado sex toy sites sell plugs that would offer this type of anal plug.

Anal stretching begins just like any type of anal activity. Before getting into this more hardcore activity, it's important that you experiment with lots of other anal play first.

Just enjoy the sensations of anal toys that fit your body perfectly. Learn how to comfortably insert toys, and learn how your body feels about all of the various anal pleasure sensations.

For some, experiencing anal sensations in a sexual manner is an entirely different, new thing to learn, and you want to have that aspect already-completed long before you attempt any stretching.

Know what feels good to your body - and what doesn't. Once you're familiar with your own body, it's time to get ready for your stretching session.

Just like any type of solo sex play, you'll want to have everything as ready as possible before you begin. Gather a disposable pad to lay on puppy pads are cheap and work great for this , a washcloth or paper towels, the toys and a bottle of lube.

If you need any erotic content, get that set up too. Now that your space is laid out, you can actually start the process of anal stretching.

Thoroughly lubricate the toy. Now go ahead and do it again. Lubrication is important for all anal play, but when you're going into anal play specifically to stretch the body, it becomes even more important.

Make sure you're using lube - and using lots of it. Don't be afraid to stop mid-session and apply extra lube anytime you think you need it - and even sometimes when you think you're doing fine.

Once the toy is lubricated, you can go ahead and insert it as usual. Like any type of sexual penetration, it really helps if the body is relaxed.

Being in a good and comfortable mental and physical space along with being sexually aroused! The biggest thing about anal stretching is the rate at which you penetrate.

With regular anal sex, you're likely used to the size of the object you're taking, so you can slide in pretty easily. However, the point of stretching is for the toy to be larger than you're used to taking, which means you need to take it slow.

There's not going to be a whole lot of intense thrusting - at least when you begin. There may not even be any thrusting at all. The most important thing to realize is that you likely won't be able to take the entire toy.

Accept this before you begin. I'd recommend that you let the tip slip in, and then very slowly slide the toy in until you feel internal pressure.

Once you hit that point, go ahead and let the toy rest. With your other hand, you can browse your porn, read your adult book, or masturbate.

Let your body just sit at this point - with the toy slowly stretching out the anal area. Once you've held that position for awhile and you feel like your body has adjusted, you can try to slide it in a little bit more.

If you feel any pain, back right off and go back to where you were. But if your body feels that internal pressure again, go ahead and rest there.

You'll just keep repeating this. Once your body doesn't seem to want to stretch anymore as in, every attempt to go a little deeper results in "ouch!

One thing to do is wiggle the toy. It's not a particularly large or violent motion, but when your body is stretched to the limit, just a little bit of wiggling at the current spot is enough to feel pleasurable.

Another option is to pull the toy out, and very slowly insert it back to the same depth where you had been. You'll want to go with very slow, gentle thrusts to avoid accidentally going that centimeter too far into pain, but a lot of people enjoy the gentle stretching of the anal ring as the toy lets them gently close up then stretch open again.

And feel free to orgasm - or don't. It's up to you! You can move on to another sexual activity and orgasm, or you can just save up your sexual arousal for another time.

Again, it's your sexuality, and you can play with it how you want! Depending on how long your session was and how stretched you are, be aware that there are a few after-affects of anal stretching.

Your body likely has a lot of lubricant and air in it, so expect some gassiness and a possible bowel movement when you're done.

Depending on your body and how it reacts to stretching, you may also find that your body expresses the need for more bowel movements for the rest of the day - or maybe even a bit into the next day.

This will all go away, and after doing stretching for awhile, you'll learn what days are good for stretching for you. Like a lot of kinks - and especially with anything that pushes your body to new limits such as weight training, yoga, or anything else , you can go too far with anal stretching.

The biggest risk is the same risk with heading into anal sex too quickly: the risk of microtears. Tears of the skin of the anus open your body up to the concern of infection.

Even if you thoroughly clean your toys, bacteria can still easily slip into the body when there are open wounds in the skin.

The other large concern with anal stretching is the formation of hemorrhoids. Science agrees that anal sex itself isn't likely to cause hemorrhoids.

What does cause hemorrhoids, however, is stretching of the anal muscle beyond its limitations - whether that's during regular anal sex, using your smallest toy, or the largest one you own.

Brincadeira gostosa no rabo da puta. Horny looker stretches her snatch and loves hardcore sex. Alexa Nova Offers Her Anus.

Siswet Gaping Stretching and Extreme Insertions in the asshole. Stretching Genital Enhancement part 1. Intense monster pussy fisting orgasms.

Brincadeira do domingo. Stretching your ass with our strapon dildos. College cuties try their first ass fisting.

Anally stretching lesbians bang asses in 3way. Ebony pussy stretching. Slaying My First Bad Dragon.

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Ass Stretching Video

How to Get a DEEP Butt Stretch

If you're on a limited budget or only want that "one and done" option, look for a toy that has an extremely tapered design - much like a "cone"-type design.

The tip of your "one and done" toy will be extremely small while the base of the toy will be bigger than the tip many times over. You'll be able to insert this toy a little further each session, which will gradually stretch the body.

Keep in mind that this "one and done" option can make it easier to accidentally go a bit too far, and it also can be difficult to vigorously thrust without accidentally going that fourth-of-an-inch too far into painful territory.

If you're into the idea of multiple toys to assist you along your stretching journey, you'll find that your options, well, open up.

As with any anal toy, you'll want your toy to have a great, big flared base. Because of your interest in training your body to take larger and larger toys, you might want to ensure the base is noticeably larger than the widest diameter of the toy - just to ensure the toy doesn't accidentally slide inside.

Remember: Inserting toys without a wide enough base is how many people end up in the ER. Once you've narrowed down your dildo options to those that include a flared base, your next step is to understand what size you can currently take.

Measure the width of your current favorite dildo that you can use comfortably. If you don't have one, measure the width of your current comfortable finger limit.

From there, you'll likely want to find a toy that's one quarter to one half inch at the widest point larger than your comfortable size.

Look for dildos that have a tapered tip - that is, the tip of the toy is smaller than the widest point of the toy. This will give you a comfortable way to penetrate yourself with the toy while going extremely slowly, over multiple sessions, to work yourself up to the largest point.

As always, please make sure to take sex toy materials into consideration as well. Silicone sex toys are the "gold standard" of stretchers, but if you're unable to afford the silicone toy you'd like, make sure your alternative is phthalate -free - and preferably cover it with a condom.

Go with the large-sized condoms if you need to! Outside of that, the rest of the dildo's features don't matter. Texture, color, design, vibrating features, and more are all up to you.

Just keep in mind that certain materials and certain textures may require using a bit more lubricant than other textures and materials.

Butt plugs also have a place in an anal stretching repertoire. Any type of anal penetration can be helpful to anal stretching.

However, not every type of anal toy is your best tool. That's exactly where butt plugs come in. While butt plugs are amazing, most butt plugs are designed with a very small retention area - that area where your anal ring "rests" when the plug is inserted fully into the body.

The point of stretching is to help the anal muscles gently relax and "stretch" during gradual penetration. Because most plugs only stretch while they are being inserted, they aren't the best toy for this purpose.

If you're hoping to use an anal plug for stretching purposes, choose your plug with care. The "retention area" - the part of the toy that sits just inside the body after it has been inserted - should be similar in size to the body of the plug itself.

As narrow retention areas are what allow plugs to stay in more securely, expect your stretching butt plug to slide out more easily. Plan ahead with stationary activities, a butt plug harness , or tight clothing.

Bad Dragon , Square Peg Toys , and other anal aficionado sex toy sites sell plugs that would offer this type of anal plug.

Anal stretching begins just like any type of anal activity. Before getting into this more hardcore activity, it's important that you experiment with lots of other anal play first.

Just enjoy the sensations of anal toys that fit your body perfectly. Learn how to comfortably insert toys, and learn how your body feels about all of the various anal pleasure sensations.

For some, experiencing anal sensations in a sexual manner is an entirely different, new thing to learn, and you want to have that aspect already-completed long before you attempt any stretching.

Know what feels good to your body - and what doesn't. Once you're familiar with your own body, it's time to get ready for your stretching session.

Just like any type of solo sex play, you'll want to have everything as ready as possible before you begin. Gather a disposable pad to lay on puppy pads are cheap and work great for this , a washcloth or paper towels, the toys and a bottle of lube.

If you need any erotic content, get that set up too. Now that your space is laid out, you can actually start the process of anal stretching.

Thoroughly lubricate the toy. Now go ahead and do it again. Lubrication is important for all anal play, but when you're going into anal play specifically to stretch the body, it becomes even more important.

Make sure you're using lube - and using lots of it. Don't be afraid to stop mid-session and apply extra lube anytime you think you need it - and even sometimes when you think you're doing fine.

Once the toy is lubricated, you can go ahead and insert it as usual. Like any type of sexual penetration, it really helps if the body is relaxed.

Being in a good and comfortable mental and physical space along with being sexually aroused! The biggest thing about anal stretching is the rate at which you penetrate.

With regular anal sex, you're likely used to the size of the object you're taking, so you can slide in pretty easily.

However, the point of stretching is for the toy to be larger than you're used to taking, which means you need to take it slow.

There's not going to be a whole lot of intense thrusting - at least when you begin. There may not even be any thrusting at all. The most important thing to realize is that you likely won't be able to take the entire toy.

Accept this before you begin. I'd recommend that you let the tip slip in, and then very slowly slide the toy in until you feel internal pressure.

Once you hit that point, go ahead and let the toy rest. With your other hand, you can browse your porn, read your adult book, or masturbate.

Let your body just sit at this point - with the toy slowly stretching out the anal area. Once you've held that position for awhile and you feel like your body has adjusted, you can try to slide it in a little bit more.

If you feel any pain, back right off and go back to where you were. But if your body feels that internal pressure again, go ahead and rest there.

You'll just keep repeating this. Once your body doesn't seem to want to stretch anymore as in, every attempt to go a little deeper results in "ouch!

One thing to do is wiggle the toy. It's not a particularly large or violent motion, but when your body is stretched to the limit, just a little bit of wiggling at the current spot is enough to feel pleasurable.

Another option is to pull the toy out, and very slowly insert it back to the same depth where you had been. You'll want to go with very slow, gentle thrusts to avoid accidentally going that centimeter too far into pain, but a lot of people enjoy the gentle stretching of the anal ring as the toy lets them gently close up then stretch open again.

And feel free to orgasm - or don't. It's up to you! You can move on to another sexual activity and orgasm, or you can just save up your sexual arousal for another time.

Again, it's your sexuality, and you can play with it how you want! Depending on how long your session was and how stretched you are, be aware that there are a few after-affects of anal stretching.

Your body likely has a lot of lubricant and air in it, so expect some gassiness and a possible bowel movement when you're done. Depending on your body and how it reacts to stretching, you may also find that your body expresses the need for more bowel movements for the rest of the day - or maybe even a bit into the next day.

This will all go away, and after doing stretching for awhile, you'll learn what days are good for stretching for you. Like a lot of kinks - and especially with anything that pushes your body to new limits such as weight training, yoga, or anything else , you can go too far with anal stretching.

The biggest risk is the same risk with heading into anal sex too quickly: the risk of microtears.

Tears of the skin of the anus open your body up to the concern of infection. Even if you thoroughly clean your toys, bacteria can still easily slip into the body when there are open wounds in the skin.

The other large concern with anal stretching is the formation of hemorrhoids. Science agrees that anal sex itself isn't likely to cause hemorrhoids.

What does cause hemorrhoids, however, is stretching of the anal muscle beyond its limitations - whether that's during regular anal sex, using your smallest toy, or the largest one you own.

As the kink around "anal stretching" is the "stretching" part, it can be really easy for a lot of people to accidentally push into dangerous territory.

So what should you be looking for to avoid problems? The biggest one is sharp pain. Anytime during your playtime, if you feel sharp pain, you need to back off - NOW.

If you back off and your body feels fine, you can continue - but be careful. If things still feel weird, you likely should call it the end of your session.

Horny looker stretches her snatch and loves hardcore sex. Alexa Nova Offers Her Anus. Siswet Gaping Stretching and Extreme Insertions in the asshole.

Stretching Genital Enhancement part 1. Intense monster pussy fisting orgasms. Brincadeira do domingo. Stretching your ass with our strapon dildos.

College cuties try their first ass fisting. Anally stretching lesbians bang asses in 3way. Ebony pussy stretching. Slaying My First Bad Dragon.

Anally Stretching Jolee Love.