Looking for 2nd time Anal

[Guest danwallace]

Not even sure this is the correct place to post this. I am 50, decent shape, tall and masculine. I am recently widowed and have been experiencing Male/Male contact. I've only been with a few escorts and have only tried anal one time and it was very painful.

I am really looking for someone in the Chicagoland are who is a masculine guy but not very big, something like 6-7 inches tops. From what I am reading here, it doesn't sound as if too many escorts will want to respond to this and let people know they are not the 8" plus others advertise.

I definitely like a lot of oral, but really want to try anal with a guy where I can actually enjoy it instead of wincing in pain. Any suggestions in the Chicago area would be greatly appreciated. Like I said, I'm new to this and apologize if I've posted this in the wrong section. Thank you.

[+ purplekow]

Dane Scott has a beautiful body and a large penis but he is also very patient and I think he would be able to manage to satisfy your need for anal penetration without too much pain. I would also consider getting a small dildo and practice with that to try and loosen up the muscles down there a bit. But what the hell do I know, I am still working through this particular issue myself.

[gp0560]

I second PK's recommendation of Dane Scott. I would add only that Dane has a way of making you feel like the center of the world. That should help relax you and trust him to do the right thing.

 

Keep us posted?

[NYTomcat]

I have not met Dane myself but I have spoken to him on many occassions. Actually I have to agree he would be an excellent patient choice. Raul Manzo would be another great choice. In chicagoland. Now if davidsf is coming through town.... I hired him for a similar purpose and he was also unbelievable and patient. So while size on all of these is somewhat larger than you mention .... these guys are all ubergood at taking you slowly through the paces. So there are three options. Two home based and One regular traveler.

[uwsman2]

With some super-sized exceptions, it's not really the size that's important. In fact, getting it from a modestly-endowed guy who doesn't really know what he's doing can be exceptionally painful. What is important is finding somebody with whom you feel both comfortable and turned-on, who is experienced and patient and who knows the right angle for entry. When I was first being tutored about bottoming by an experienced mentor (this goes back decades, so I'm dating myself badly here), he advised me that one way to start off is by having your top lie on his back and then you slowly sit on his cock after really greasing up your hole. That way, you can totally control the angle and speed of entry and adjust things for your comfort as you go. Once you are really comfortable, you can lean back and your top can lean forward and with a little adjustment he can be screwing you from the top if that's what you want. I've found this advice works really well with the super-sized tops.

[Bob]

I am in much the same position as you........a life-long top who has found religion and is trying to get it right. It is hard at first but keep trying. Fantastic pleasures await. I agree that size is not the problem. My first experience was with an X-size who was so smooth and so gentle I didn't feel a twinge before the waves of pleasure swept over me. Unfortunately not all subsequent experiences have been so grand but several have. So I keep coming back for more.

 

I have not been with Dane Scott but want him. I have been with davidsf and he is beyond superb. I think he gets to Chicago from time to time. Recently I've hired Craig of Chicago three or four times and he provides me great service. The last time he topped me for some time and I was moaning with joy. And he has a penis capable of reaching all the nooks and crannies.

 

Craig's site http://www.adamcruise.com/menforhire/ads/craig.htm

 

Good luck with your search and let us know if you find a real gem.