Bottoming for a really big one

I am into women as well, particularly if they are into pegging. Wife pegged me for a while, after I begged her. Now she has said she no longer wants to do that. She has given me permission to seek it elsewhere, but I can't seem to find it unless I pay for it. Which I have.
 
Just enjoy the ride. I love being pegged. The last dildo that was in my ass was so fat that I couldn't get it in my mouth. I love that felling of stretching as it penetrates.
 
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I am into women as well, particularly if they are into pegging. Wife pegged me for a while, after I begged her. Now she has said she no longer wants to do that. She has given me permission to seek it elsewhere, but I can't seem to find it unless I pay for it. Which I have.
I understand. If you still like women you're fine, sorry to hear your wife won't do it.

I hate saying it but it's really hard for the average man to do this without paying. You have to be a little passable as trans, in which case lots of men and women will chase you. I don't qualify but I dress passably so I can still fish for cocks.
 
I suppose it's not necessary, but I know enough older guys who were pretty big and hard at whatever age. If that's true I think they must've been monsters when young.

It's not a rule, though I've noticed enough young guys who chase me are more raring to go. Older men and women aren't sexless but they're more sophisticated and calculated in how they get and give sex.

I'm quite tiny in size, as in height though chubby, and have a tiny little clitty so anyone would be larger than me regardless.
 
Bigger than average, but I’m pretty tight, and older gentlemen aren’t quite as rigid as we used to be! I know you don’t have this problem with her!
Only when she is horny and she has been drinking. Then I have to work to get her hard enough and work to bring her to orgasm. It's good work though - the best.
 
Getting a nice hot load of cum is nearly always worth the effort.
True. You appreciate it a little more when there was some effort involved. It's funny that when she is drunk and I am sucking her and I have to be a real cock sucking slut and she is thrusting into my mouth working with me. It's like we are working together on a common project - getting her up the hill and over the edge. Then when she finally cums, we are so happy together that we made it happen!
 
True. You appreciate it a little more when there was some effort involved. It's funny that when she is drunk and I am sucking her and I have to be a real cock sucking slut and she is thrusting into my mouth working with me. It's like we are working together on a common project - getting her up the hill and over the edge. Then when she finally cums, we are so happy together that we made it happen!
Your first line is fully on point. Maybe sex is boring for some couples because they don't try enough.

Your girlfriend and you cumming should be a joint effort like anything else all right.
 
I’m very experienced with large toys in my ass but you have to slowly work up to them Otherwise you risk internal injury
 
I prefer to stay away from the big ones. Perfectly content with the small and mediums. They know how to use what they have for pleasure.
That's true. If someone's huge I won't hold it against them, if they're sweet and nice. They can fuck rough though.

Small and medium is fine if they're very intent on pleasing you too.
 
I prefer to stay away from the big ones. Perfectly content with the small and mediums. They know how to use what they have for pleasure.
I have only been taken by a small cock. I would love to experience being filled and even stretched at some point but I can do without being torn open.
 
Both that fucked me were 6 and 6.5" . One was fat and both were perfect to bottom out in me. Loved the feeling of balls against my ass .
 
Both that fucked me were 6 and 6.5" . One was fat and both were perfect to bottom out in me. Loved the feeling of balls against my ass .
Lucky you. Feeling bull balls slap against my ass would be a dream come true.
 
My very first time bottoming was with an older guy with a 9 or 10" cock! I was at an all male nude party and we started kissing and making out. I tried to suck him but he was so big, I had a difficult time getting him into my mouth! He rimmed me for a bit and then we kissed and made out for a bit while he worked a couple fat fingers inside. I was very nervous and a bit worried when he put me on all fours! He was slow and gentle, but kept constant pressure and was stroking and kissing my back and neck, getting me to relax. Once he pressed inside, the pain was intense, but he assured me it would stop soon. I was immediately covered in sweat and had a major hot flash!
But soon, the pain did subside and he began fucking me slowly. It felt so good! I was so glad to finally pass that barrier and be the bottom I always fantasized about being!
He knew I was a "virgin", and I'm sure he really got off on taking my cherry because he didn't last too long. After he came and pulled out, I felt so empty! Good thing it was a party because once word got out I was a "new" bottom, I had plenty trying to top me! I had two others that night before I was too sore! I've had others since then who were about the same size and others who were smaller, and I prefer about a 7" or so. The smaller ones can really pound away and it doesn't push too far up inside and hurt or feel uncomfortable.
 
My very first time bottoming was with an older guy with a 9 or 10" cock! I was at an all male nude party and we started kissing and making out. I tried to suck him but he was so big, I had a difficult time getting him into my mouth! He rimmed me for a bit and then we kissed and made out for a bit while he worked a couple fat fingers inside. I was very nervous and a bit worried when he put me on all fours! He was slow and gentle, but kept constant pressure and was stroking and kissing my back and neck, getting me to relax. Once he pressed inside, the pain was intense, but he assured me it would stop soon. I was immediately covered in sweat and had a major hot flash!
But soon, the pain did subside and he began fucking me slowly. It felt so good! I was so glad to finally pass that barrier and be the bottom I always fantasized about being!
He knew I was a "virgin", and I'm sure he really got off on taking my cherry because he didn't last too long. After he came and pulled out, I felt so empty! Good thing it was a party because once word got out I was a "new" bottom, I had plenty trying to top me! I had two others that night before I was too sore! I've had others since then who were about the same size and others who were smaller, and I prefer about a 7" or so. The smaller ones can really pound away and it doesn't push too far up inside and hurt or feel uncomfortable.
That is a big fucking cock to take for your first time!
 
Wife has invited a bull to come back tomorrow night. Prior experience here. He has a huge cock. He's willing to top me and wife is willing to ask him to do it. It's truly around 11"+ as I had both hands stacked around it as well as a couple inches in my mouth.

Haven't bottomed for anything but a toy in over 10 years. Any tips? Do have a toy around that long that isn't a problem girth/insertion wise but there is a pinch feeling when it goes too deep. It is a fairly rigid toy though. Presumably the real thing will flex with me.

Any tips for taking a particularly big one? Will warm up with a plug. Getting on top and taking it at my pace is probably the best idea...but I also would like to be taken ya know? He is kind and respectful so I'm not worried about having to tap out at some point or keeping him to a certain depth but want to take the whole thing.

Not wanting to try poppers with my blood pressure meds. But will probably have an edible to help relax.
I'm curious, how did you handle his 11" cock?
 
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