On first making anal penetration

[Shazam]

I have been on both the giving and receiving end of anal sex a few times . . . too few for my liking. One reason there has not been more relates to the challenges experienced when penetration is first attempted. I know and have tried all the customary suggestions: use plenty of lube, take your time, go slowly, use fingers or toy to first open up the anus, etc. A frequent challenge is that the penis is not hard enough. Viagra and/or a cock ring can help with that, I know. Secondly, of course, is that the asshole is just too tight. Again, I know lube and prior penetration with fingers or toy and slowness all help there.

My question is what other - perhaps uncommon - helpful suggestions can be offered? Is one entry position more effective than another? If so, what should be the position of both parties? Is one venue more productive than another, e.g. bed? Sofa? Chair? Table? Swinging from a chandelier?

What has worked for you for ensuring entrance is gained?

[mtnmen2]

when I started having anal sex I was 14. No problems with soft dicks then. I had no problem entering my friend, but I was really tight. What we found that worked best for us was for him to sit in a chair and me to lower myself down on him. That way I could control the amount of pressure I was putting on me as I lowered myself down. Once he got in and I could relax things got enjoyable from there.

[cornholejoe]

being bent over a table is how i like it

[void()]

I have been on both the giving and receiving end of anal sex a few times . . . too few for my liking. One reason there has not been more relates to the challenges experienced when penetration is first attempted.

So you're attempting to say you're not enjoying sex with guys because there is a lack of posts here regarding sex with guys?

If so, that is completely a) absurd, b) downright hilarious, c) moronic, d) pathetic, e) all of the above. I think e would apply wholeheartedly.

There are a plethora of posts on here regarding male homosexual sex. Many often discussing in detail first time mountings & ways to do things "easier", "better". Any decent search engine can search the site to locate these. I believe the site itself even has a search feature.

No one here is responsible for you having, or not having sex. You are allegedly an adult, can you not decide to have sex or not on your own?

You expect us to blindly accept responsibility for your actions, inactions simply because you say so? Wow nice way to "warm up" to complete strangers, there.

If you're having difficulty in locating posts regarding male sexual acts on here, I would wonder if you could fare any better in person. Not attempting to be rude in saying this. It seems though if you cannot understand type in words, click a button to find X, you would have trouble understanding that you insert tab B into slot C, apply friction and enjoy. Sorry, I'm possibly being too harsh. Forgive cynicism from having seen too much of similar postings here.

[Wizzee]

So you're attempting to say you're not enjoying sex with guys because there is a lack of posts here regarding sex with guys?

If so, that is completely a) absurd, b) downright hilarious, c) moronic, d) pathetic, e) all of the above. I think e would apply wholeheartedly.

There are a plethora of posts on here regarding male homosexual sex. Many often discussing in detail first time mountings & ways to do things "easier", "better". Any decent search engine can search the site to locate these. I believe the site itself even has a search feature.

No one here is responsible for you having, or not having sex. You are allegedly an adult, can you not decide to have sex or not on your own?

You expect us to blindly accept responsibility for your actions, inactions simply because you say so? Wow nice way to "warm up" to complete strangers, there.

If you're having difficulty in locating posts regarding male sexual acts on here, I would wonder if you could fare any better in person. Not attempting to be rude in saying this. It seems though if you cannot understand type in words, click a button to find X, you would have trouble understanding that you insert tab B into slot C, apply friction and enjoy. Sorry, I'm possibly being too harsh. Forgive cynicism from having seen too much of similar postings here.

Void,
I think you are a bit too jaded. He wasn't complaining about not enough posts here, but not having enough sex, either as a top or a bottom. What he was asking for was suggestion to make initial penetration a little easier, since he says his ass is rather tight, and hard to get into. He doesn't get to experience being a bottom enough to stay open, each time is like being a virgin all over again. And apparently he sometimes has problems making entrance on someone else as a top, too. He was just asking for tips and suggestions from those of you that are more experienced than he.

Take a deep breath, I think you see a bit too much stupidity that isn't really there.

And Merry Christmas, while I'm at it...

[Oklalola]

Get clean. Sex shops sell a device you can connect to your bathtub faucet, for water irrigation. I made a similar device with a faucet to hose adapter, and a hose to ice maker tubing connection, which connects to my bathroom sink faucet. So I sit on the John and flush out with warm water.

It helps also if you keep the toys warm in warm water.

Hope that helps.

[BiBedBud]

Shazam,

Of course, all of the 'basic' advice applies, like start by getting clean, including an enema; use lots of lube, if water based lube is used, be prepared to re-apply or re-wet it, otherwise silicone lubes with condoms is the best IMO. Before attempting for the first time, some practice helps, with fingers to start, one then two than three and then toys. Search the forums for threads with applicable topics. You'll have to dig deep because of threadspam from pole_fucko, but you'll find that stuff if you look.

For advanced advice; you'd have to look at this as a 'hydraulic' problem. For example, if you're a tight bottom and you've got to get a big hard dick in your ass, the best thing to do is have your big-hard-dicked top lie on his back on bed, and then lower yourself down onto him. This is best for this scenario, because in this position, *the highest point in his body* is his cock. His cock will never be softer, than when he is on his back, for this reason.

Alternatively, if the hydraulic problem that presents is that the dick isn't hard enough to achieve penetration of a tight bottom, the best position would be for "the bottom" to be belly-down, and for "the top" to be *on top* with his cock as his lowest point. This means, not standing, not kneeling, not sitting, because all of these positions have much of your blood in your legs, which are lower than your penis. The idea is to make the penis the lowest point, and this is done by "top-man on-top", with "bottom man, ass-up, belly-down. For ease of insertion, a couple of good/thick pillows under the bottom's hips, to tilt his pelvis in the right direction, and........ FUCK AWAY!

As a mostly bottom guy myself (as for sex with men); I LOVE getting screwed this way. It provides a lot of body contact, and I can feel his weight pounding-down into me on each stroke. LOVE IT!

So, have the bottom prepare and prepare and prepare, and then lube-up generously. Then, belly-down, pillows under hips and the top lubed-up and on top, and.......

Respond here to tell us how it worked-out.

[Indyguy]

If you are having trouble, sometimes using a small plug will help, they sell some that are about the size of a large finger. If you plan ahead with the clean out and then insert the plug, wear it until you are ready for your partner, when he pulls it out and replaces it with his cock. This will help in two ways. It gets the muscle to relax and it gets you use to the feeling of having something in your ass and you won't tighten up when he penetrates you. If you are going to home and not have to go anywhere, wear it while at home for a couple of hours, get use to it, and enjoy the fun that lies ahead of you.

[Neonaught]

As a very considerate top I have experience getting a bit soft before making that first penetration and it was mainly due to the distraction of preparing my bottom guy. Hurting a lover is a real boner-killer for me, and I am an honest 8", so I always try to get them ready as best I can. To get around this I will usually leave a good-sized butt plug in him when he seems ready and then ask him to "fluff" me orally to get me back to full mast.

[sysper]

As a very considerate top I have experience getting a bit soft before making that first penetration and it was mainly due to the distraction of preparing my bottom guy. Hurting a lover is a real boner-killer for me, and I am an honest 8", so I always try to get them ready as best I can. To get around this I will usually leave a good-sized butt plug in him when he seems ready and then ask him to "fluff" me orally to get me back to full mast.
sounds like u know what ur doing, i guess u gotta if u got 8 inches :eek2: but once things get going i bet it feels so good for both of u :smilies15

[pole_smoker]

As a very considerate top I have experience getting a bit soft before making that first penetration and it was mainly due to the distraction of preparing my bottom guy. Hurting a lover is a real boner-killer for me, and I am an honest 8", so I always try to get them ready as best I can. To get around this I will usually leave a good-sized butt plug in him when he seems ready and then ask him to "fluff" me orally to get me back to full mast.
You're not 8 inches at all. Your pics show a penis that's maybe 6.5" long.

Having a man do an enema before anal sex is pointless since if the bottom/passive guy eats a well balanced diet they're not necessary at all. Unless the other person actually wants a dildo or butt plug in their ass there's no point in insisting that they put one in before anal sex with a hard penis. I actually do have 8 inches or a bit more when I'm hard, and I just go very slow when I insert my penis into a man's ass. There's no such thing as a "too tight" ass, and I'm personally not into cockrings and drugs like Viagara/Cialis are not needed either.

[Shazam]

I'm the guy who started this thread.

I want to thank all who offered constructive suggestions. For their information I have ordered from on line sources three stainless steel butt plugs of varying sizes and tubes of water soluble lubricant from Allegro Medical supply, which offers good specs and prices. I also have acquired an enema system. As I have not yet had an opportunity to test out the efficacy of any of the suggestions I can't report anything more . . . but again, thanks for the input.

I'd like to offer a special thanks to Wizzee for his gentle but perfect rejoinder to VOID's absolute misinterpretation of my query. How a person with 2,652 posts and 28 blogs to his credit and who includes Latin quotes in his signature can be so wrong leads any other person to wonder where VOID is coming from. But I shall follow the advice expressed in Wizzee's signature note and "simply walk away."

[ontarioguy41]

Wow what a rant. Where did you get that idea from his post? I don't see it in there at all????

[BiBedBud]

Hi again Shazam,

I want to congratulate you on your choice of stainless steel for butt plugs. This is because stainless steel is perfectly 'body safe' and will work with any lube you choose, without degrading/leaching. I've got a stainless steel one myself, and it's great. One of its finer qualities is that it transmits vibrations really well, so holding a vibrator against the protruding end, or even better (what an X-GF used to do to me) is to tap the vibrator against the protruding end during sex. FEELS GREAT!

However, what you need to realize is that your anus isn't as versatile as your stainless steel butt plug. Your anus won't work equally well with every kind of lube. This is because your anus already has a full-time job, and this job is to absorb water. This means, if you use a water-based lube, it will pretty quickly dry-out; and the lube which was once slippery will become downright 'tacky' or even sticky. If this happens while your butt plug is in there, you'll feel it starting to pinch and 'snag'. It won't feel so good, and you could actually do yourself some damage like this, because those tissues are quite fragile. Proper lubrication is *essential* for safe and pleasurable anal play.

This leaves you with two options. The more expensive option is a silicone based lubricant. But the problem with most of them is that they are pretty thin and so therefore difficult to apply in adequate quantities. The cheaper option, which I would suggest is actually superior, is something oil-based, such as petroleum jelly. This material won't be absorbed by the anus, and it won't interact with your stainless steel butt plug.

The one downside is that having petroleum jelly in your ass will make it an unsafe place for a condom-clad cock, because oil-based lubes will destroy latex condoms. But, if the point of the exercise is just to have solo fun and loosen-up, IMHO petroleum jelly is great for anal play.


In case you're curious, I've got this one.... http://www.comeasyouare.com/product/Njoy-Pure-Plug-Large-Stainless.html

However, if the idea is to loosen-up, I think you'd have to get yourself a nice silicone dildo, like this one I have.... http://www.comeasyouare.com/product/Vixen-Maverick-Silicone-Dildo.html

If this is too large for you to start with (which it probably is), you should consider 'dilators' like these.... http://www.comeasyouare.com/product/Silicone-Vaginal-Dilator-Set.html


PS: This store I've linked to is EXCELLENT and you can find amazing advice from these people. The store is a co-op, here in Toronto, but they do ship around the world.

HOPE THAT HELPS!!!


........... and Merry X-Mas!

[Wizzee]

I'm the guy who started this thread.
I'd like to offer a special thanks to Wizzee for his gentle but perfect rejoinder to VOID's absolute misinterpretation of my query. How a person with 2,652 posts and 28 blogs to his credit and who includes Latin quotes in his signature can be so wrong leads any other person to wonder where VOID is coming from. But I shall follow the advice expressed in Wizzee's signature note and "simply walk away."

(a deep bow in your general direction)
You are most welcome. I just do not like seeing those who try to browbeat anyone by sounding more informed, especially when they miss the original point. I usually learn something from his posts, sometimes even his rants. This time I felt he was off base, and since I couldn't tell if he had truly misunderstood, and was launched into orbit, or if he had just gotten out of bed on the wrong side, I decided to speak peacefully. I'm not quite ready to put Void into my "burn" file, besides I don't want to insult him by putting him in such close quarters with its only current denizen.

And now back to the Christmas feasting...

[leredacteur]

Mtnmen2, your "first responder," gave you the perfect answer, I think. I've bottomed and topped for over half a century and the truth is that for a motivated guy like you, being on top and lowering yourself onto the stiff prick is the best method. Just don't be discouraged if your anus doesn't open, the way you wish it would, in the first few seconds. The anal sphincter is a tricky bit of muscle. It's very powerful but has a short "memory." If you can get your well-lubed anus down on a reasonably hard cock, regardless of size, maintain a gentle downward pressure for a minute or so. At its first contact with the cocktip, your anal sphincter will clamp shut; but after as little as ten or fifteen seconds, it will relent and will let a bit of the cock slip in. Then it'll clamp down again for a few seconds, but relent again and permit a bit more of the invading cock to enter. It may take you as long as two minutes to get the whole thing into you but you'll be accomplishing it painlessly and pleasurably. Keep us posted on your adventures.

[bigtime2013]

I have used a couple toys, and enjoyed em even as small as they were, it was a good feeling. Would enjoy being bent over a bed and get the real thing!

[sweecocksucker69]

First of all if you are serious about having anal penetration as I am, this is what I do every other morning, I start out giving myself an emma, I normally flush my bowels out about 30 minutes or until the fluid is clean, then I grab my favorite dildo an inserted it in my ass, I'll go to my computer chair and ride that dildo until my ass starts to get moist, that's when I switch to my big one, ( 8 inches, bye 1/2 inch in diameter), then I ride my favorite dildo till I'm exhausted.