Tight Asshole

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My hole is too tight. I cannot even find a bf cuz ppl cannot penetrate my tight hole at all. All my ex-bfs were pretty frustrated and left me eventually. Is there any less painful way to stretch my tight hole?
OP have you considered going Lesbian?
Have you considered boyfriends who want you for more than your hole?
Yes, there's are guys who want you for your throat!
Stop it dad. You’re embarrassing me.
Keep a butt plug in at all times except during essential excretia.
As opposed to NON-essential excretia, like Erna at R6.
Don't take poppers with viagara. Heart attack risk.
Like others have said, you need to start training your hole with butt plugs. Once you learn to take some plugs you can easily take a real live cock.
Crisco. Optional butter flavour if your top is a butt muncher.
I believe op I also have a tight hole. When I had colonoscopy 2 years agi, the doctor said he had to dilate it to get the instrument thru. Another dr who did a digital exam said the same thing. Needless to say, my hole is still a virgin though not for lack of trying.
Aren't there any trannies who could share the secrets of "dilation" with OP? I should think they have some tips on this.
Meth up your ass will opening wide in seconds

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A beginner's guide to getting acquainted with your own backdoor.
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In what’s been a great development for butt-enjoyers everywhere, anal sex is now a lot less taboo than it used to be. For those with penises, it can be especially enjoyable, thanks to the special little walnut-shaped mass of nerves called the prostate situated under the bladder that you can “access” if you go in through the backdoor. Sometimes referred to as the “male G-spot” the prostate can deliver next-level orgasms when it’s properly stimulated. Science is currently trying to figure out why so-called prostate orgasms feel so intense—but, frankly, the why is unimportant. Let’s focus on the how.
Even though people have been sticking various and sundry items up their b-holes for centuries—google “Moche ceramics anal sex” or “ancient Rome butt stuff”—in more recent history, it hasn’t been as common for straight men to partake. So, I talked with Sex and Relationships coach Dr. Charlie Glickman, PhD, who literally wrote the book on prostate pleasure to explain just how to enjoy this under-appreciated erogenous zone. He says the most frequently asked questions he gets from straight men are: “Will it be painful?” “Will it be messy?” and “Does this make me gay?” We’ll get into this more later, but the answers to those burning questions are: it shouldn't be , not necessarily , and no, of course not.
Dr. Glickman's first point? Remember that you’re not filming a porno. Don’t try to emulate anything you’ve seen on Pornhub! You’re just asking to get hurt, and nothing is more discouraging than a supposedly pleasurable sex act that turns painful (assuming you’re going for pleasure, that is). Plus, porn stars are people who are likely having anal sex multiple times a week. And they are prepping for it—they’re just doing so off screen.
For the best chance at a life-changing, earth-quaking orgasm, he also recommends—seriously, listen to this—experimenting with butt play solo at first. For a couple reasons: The first is that it’s an opportunity to figure out what you like at your own pace, which will help you later communicate that to your partner. The second is that you can stop immediately once something becomes painful or uncomfortable. You don't have to worry about finding the right words to avoid killing the mood or discouraging your partner from ever trying this again.
Additionally, don't try to go from 0 to 60 in the beginning. Dr. Glickman recommends getting turned on using your go-to's, the things you already know you like. Not only does arousal cause the pelvic floor to relax, making anal entry easier, but “arousal changes where things land on the pleasure/pain spectrum.” Dr. Glickman explains, “things that feel amazing during sex, might not feel as good [while] reading an email from your boss.” Noted! Once you’ve figured out what it is you like up and around your butt, you can move onto more advanced play that might involve toys, or partners, or specific kinks. Just add new components one at a time. Like the act of anal itself, it’s important to go slowly.
Ahhh, eating ass. It’s been around for ages—probably millennia; the Greeks were definitely giving rimmies. But only recently have people admitted to enjoying it. In 2015, Allison Williams and Girls got a lot of press for putting ass eating on the air and potentially more firmly on the map (although Woody Harrelson was also analingus-ing his young mistress in True Detective a year earlier, and there was a rimming scene in How to Get Away With Murder that year as well).
Rimming is a great place to start with a partner because, unlike other forms of assplay, it doesn't require much advanced preparation. Wash your ass before you ask someone to venture back there, and then relax and enjoy what’s basically an all-encompassing blow job. If you’ve ever had someone touch your perineum (the spot between your balls and butthole), you know there’s a lot of feeling back there, so make sure you don’t knee someone in the face as they make their way to your b-hole. For precisely this reason, it’s often recommended for you to be in doggy-style position while receiving. If you’re worried about hair, get waxed! I know this sounds kind of crazy but waxing your ass is fairly normal (estheticians have seen everything) and it’s nearly painless, unlike waxing the front. I know that’s hard to believe, but it’s true! And it clears the way for easier access to your little tortellini.
Remember way back in 2016 when Amber Rose strongly implied Kanye was a big fan of fingering, prompting Kanye to practically short-circuit as he vehemently tried to deny it? According to a study published in 2010, 24% of men surveyed had received anal fingering, so it’s not nearly as uncommon or taboo as Kanye apparently thinks. A step “up” from the rim job (although, also commonly seen in concert with one another, a la Simon and Garfunkel), fingering requires a bit more preparation. This is where lube comes in. (If someone’s mouth is going to be around your asshole, you can also get flavored lube for rimming to make the experience more fun.)
Like most anal experiences, the slower the better, and remember there is no such thing as too much lube. You want to work your way up to getting inside the back gate, ok? It’s going to take a lot of relaxing; you can help yourself by massaging yourself externally before heading inside. You’re not going to just lie down and get four fingers up there, so slow your roll. Worried about the mess? Get some medical gloves and throw them away when you’re done. Boom! Clean hands, full ass, can’t lose.
Vibrators are not just for people with vaginas ! You can find highly rated “prostate massagers,” on Amazon, like this one , or this one , or this one . Woo! Two-day-ship-yourself the best orgasm of your life. Not ready to make that leap? Or just not into the idea of vibration? Fair enough. It’s strongly recommended that you work your way up to putting anything in your ass anyway, so you can start with anal plugs or beads, which are a lot thinner, and go from there. Often, they come in sets meant for you to build to bigger and bigger toys. Again, lube is your best friend here, so buy some when you check out. Most online sex toy shops these days ( lelo.com , adamandeve.com , babeland.com , jackandjilladult.com ) will recommend specific lubes as you’re purchasing items, and everything comes in discreet packaging shipped right to your house.
If you’re planning on playing solo with a toy, you’ll want to avoid silicone-based lubes, which can degrade certain sex toys. Instead, pick water- or oil-based lubes, however, keep in mind that oil-based lubes ruin condoms so do not ever use them when you’re wearing one. Still not sure which one to go with? Use this guide .
Start small when you get toys. Don’t try to be a hero. Also, make sure that the first few times—or at the very least, the first time—you use a toy, that you’re in full control of the situation. I don’t mean that you’re telling your partner what to do. I mean that you are actually owning and operating the vehicle. Again, it's recommended that you try fingers first , before upgrading to a toy.
So you’re ready to try receiving anal sex, kudos! According to the National Survey of Sex and Behavior from 2009, women who were having anal sex said they that were having way more consistent orgasms than women who were only having vaginal or oral sex. Part of this, of course, is likely that it takes a while to build up to anal, so you’re more likely to be having sex with a partner who knows you well, whom you trust, and whom you have an intimate relationship with. But the point remains: people are coming from anal even when they don’t have a prostate back there. On the BDSM forum, edenfantasys.com , men complain of coming too quickly when they’re being pegged. Almost any time someone describes what a prostate orgasm feels like, they describe it as more intense, even otherworldly, compared to a “normal” dick orgasm. (Not the scientific name for it, I’m sure). If done well, it’s probably going to feel amazing .
The key: prep work. You're probably going to want to clean yourself somewhat beforehand. An hour or so before you plan to have sex, take some time in the shower to get yourself ready. Some people prefer the finger test (literally cleaning as much as you can, sticking your finger up there and seeing if it comes out clean). You can also try douching, just make sure not to overdo it if that's the method you choose. In general, avoid eating foods that are going to make you feel like you need to take a dump; unsurprisingly, that’s not conducive to having hot anal sex.
When it comes to the actual pegging, you’re going to need your partner to go slow. Think about how long it takes your parents to find the slip of paper they wrote the wifi password on one time in 2010, and then go slower than that. If you’ve ever performed anal sex on anyone else, you probably understand this, but once you’re on the receiving end, you’re really gonna get it. Again, it cannot be stressed enough: USE A LOT OF LUBE. More lube than you think a reasonable person would need. Otherwise it’s going to feel like going down a dry water slide. But the dry water slide is your asshole.
A lot of people are going to be down for this, and some people are not. But either way, there’s a whole lot of pleasure being left on the table right now that no one is snatching up. Become friends with your backdoor. Or don’t.
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