I've bottomed before years ago (and I feel I'm more of a bottom than a top) but I've tried two times recently and both times when the guy fucking me hits what I'm guessing is the inner sphincter it feels like he's hitting a brick wall and can't go any further without it hurting. Nothing I do seems to be able to loosen it so he can get inside either. One guy had an extremely big dick in every sense of the word so it's understandable but the other was just kind of big. Any suggestions? I tried having a bit of alcohol in my system for the sorta big guy and even that didn't seem to help.
Second hole when bottoming?
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malakos
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Positions with your knees to your chest tend to help straighten the kink a bit so he can get into your sigmoid colon. Also aiming towards your left shoulder will make it easier too.
Perhaps to begin with you should try being on top so you can guide his cock where it needs to go. Once you've stretched out at bit it should become easier.
Alternatively you can buy a long thin dildo to work it out on your own. Keep in mind not to force anything.
I have the same problem actually. It almost always hits a brick wall. One time I had a big one and he had fast long strokes which did get through my second hole.
HOU_HEADHUNTER
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Sometimes if you change angles and positions it will fall into place. I've learned my body and learned that when I'm dealing with larger that I have to tilt my body to the left (when riding) and things literally fall into place. Helps very much to have a really good amount of quality lube also. Once he's in there and it's open for a few minutes things become easier for both of you.
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I'll chime in and say I've run into this issue as well. I didn't use to have this problem way back. I would take a 16" double ended dildo and get the entire thing in without a fuss. Now I can't get anything passed about the 6.5-7" mark before it is slamming into me and simply won't take the curve. Wonder if the sigmoid has developed a sharper curve over time, or isn't as "rubbery" as it once was...
I'll have to test out the bending suggestions above and see if they help the situation. I've considered getting something like the SquarePeg Slink or the Smooth LongNeck to help things along but damn, they're rather pricey (I'm in Canada).
Maybe I'll just have to keep practising with the double-ender for a while and see if I can get any improvements.
![PainyColon.jpg]( "PainyColon.jpg")
![Compare_3Slinks.jpg]( "Compare_3Slinks.jpg")
![SquarePeg_SmoothLongneck.jpg]( "SquarePeg_SmoothLongneck.jpg")
I'll have to test out the bending suggestions above and see if they help the situation. I've considered getting something like the SquarePeg Slink or the Smooth LongNeck to help things along but damn, they're rather pricey (I'm in Canada).
Maybe I'll just have to keep practising with the double-ender for a while and see if I can get any improvements.
I've not once been able to get anything in while being on top. It feels uncomfortable to me. Whether that's mentally because I like the idea of being fucked by a man or just my own nervousness with controlling everything I have no idea.
I'll try having him aim towards my left shoulder. I have a guy I used to hook up with frequently and while he never hurt me when doing it he would just push in with a bit of force after hitting the "brick wall" and a few seconds later be slamming into me. I just feel bad because this has almost always been an issue and most aren't patient enough to work through it with me. The "sorta big" guy just slept with a girl too afterwards and she got all of him in with no problems with anal.
I'll try having him aim towards my left shoulder. I have a guy I used to hook up with frequently and while he never hurt me when doing it he would just push in with a bit of force after hitting the "brick wall" and a few seconds later be slamming into me. I just feel bad because this has almost always been an issue and most aren't patient enough to work through it with me. The "sorta big" guy just slept with a girl too afterwards and she got all of him in with no problems with anal.
Very. He's an extremely hot dude and we've been friends for years with me always throwing passes at him here and there. He finally took me up on it as his first guy experience and I feel like I failed him.
Don’t feel this way. Seems like you’re too busy trying to please him and he isn’t really interested in doing the same in return.
You need to reread what I wrote above lol. He doesn’t seem interested in you lol but in the event that you guys see each other again, you should ride him until he pushes against the blocking point and then lean or turn you body to make it fit inside. A muscle relaxant isn’t needed because it’s not that serious nor will it work.
I have noticed when an experienced guy fuck my ass when I’m standing and bent over, he pushes his hands in the small of my back to keep my butt in the right angle.
Everything with him doesn't say that though. We've been friends nearly a decade and he's been "straight" until some recent stuff changed and he finally wasn't freaked out with the idea of liking men (religious upbringing, girlfriends, etc). He even tried everything with me that we could think of to get me to relax. A massage, making out, a warm shower, etc and nothing. We'd never date but from sexual preferences we're compatible.
Might be a silly question but is anal a different experience with a man vs a woman?
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As far as the plumbing goes, it won’t be that different in the rectum/colon area, other than proportional size which would apply anyway whether it’s a tall or short male or female.
Guys, of course, have the bonus of the prostate getting stimulated. But for the dick giver, it likely won’t be different physically.
Everybody’s built slightly different, of course. The depiction of that area you see in medical diagrams, such as the one I used above, are the “idealized” version but actual person-to-person build can vary wildly. To the point where new medical students have trouble identifying what parts they’re looking at because it just doesn’t look like what they’re told it will.
Some examples of potential deviations in that anatomy:
Now to your situation...
If he tries to push his entire dick in “to the balls” every time and this is hitting a painful wall for you, then you both may just have to accept that he can only go ¾ of the way in and be OK with that.
“Oooo, babe, you’re so big!!” might help his ego there.
With that limit in mind, he can still fuck the bejeesus out of you and cum a mighty cum in your ass (with condom, of course). At least until you’ve “toyed” with your hole on your own and worked the kink out. Not everyone is a natural Armond Rizzo, after all.
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The complimenting part I did when we gave it a go and it did seem to get him off a bit. What I don't get though is normally when a guy is pushing inside (and what I end up hating) and I can reach down and feel about half of them in and they say it was "Just the head". For some reason the feeling of a finger going in makes me clench but maybe a toy would work like you mentioned. Any suggestions?
If only I could bottom the way Armond Rizzo does *sigh*
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The Slinks picture up in my first post could be good possibilities, there are other sizes and textures available at SquarePegToys as well as Depth Probes which are slimmer. There are probably similar toys made by other companies like OxBalls specifically for depth development. It will depend a fair bit on your ass toy budget, of course.
LOL I know, he’s a pint-sized fuck machine. Such a hottie. And an inspiration for bottoms everywhere.
It's actually the opposite. He failed you as some of your previous partners have also failed you.
A good top will take their time to stretch you out or limit the depth of their thrusting to a depth that you are comfortable with.
The only thing you need is more experience and the best way initially is by yourself with a series of progressively longer and girthier dildos so you can stretch yourself to the point where it takes less time to be ready during sex. But don't go overboard. You don't want the ability to sit on a traffic cone and not feel anything when being fucked for real either.
Once you feel stretched to the right size, it's good to maintain this size by practicing once a week or so.
The woman he fucked easily in the ass probably gets fucked in the ass often by something the same or bigger than your friend. She may deny it but there is no other explanation.
I feel in part it's me because I've taken in a few guys MUCH bigger than he is before with little to no problems. One of them being a bit Tumblr-famous with a little over 8" whereas this guy is a solid 7 or so and we just couldn't proceed.
As for the toys how do I go about even getting myself comfortable enough for it? I know as of right now I have a very small length/width I can fit in my hole. I also usually hate the feeling of any foreign object other than a dick going back there.
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