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Wednesday, February 6, 2008

Doing Well By Doing Good

posted by on February 6 at 8:00 AM

Hm… first email of the morning…

Thanks for the help last night. I was at your talk at the PITT campus with one of the women I am seeing. She is 49 and has had three husbands and yet is still quite innocent when it comes to sex. (I’m 50 by the way, and not so innocent.) Anyway I have been trying to get her to play with my ass more. I have pointed out that she likes it so why shouldn’t I? The most she would do was stroke the outside between my butt cheeks. Until last night, after your talk we went to her place and she inserted one finger while giving me a blow job. After she was done she looked at me and said “What have I done?” and buried her embarrassed face in my chest. So we still have a way to go until the comfort level is good, but a little progress is a little progress.

Anyway, thanks for your help and for some really great advice.

RSS icon Comments

1

I thought you edited your letters. Couldn't it have said she was 19 and he 24, working as a ballet instructor and firefighter, respectively? The three husbands would be less plausible, but whatever.

Think of the mental images you are creating in your readers' minds, and edit kindly.

Posted by elenchos | February 6, 2008 8:21 AM
2

You should advise him to purchase a $3 box of latex gloves at Longs Drugs and a bottle of lube. Her finger stays clean, and he gets his prostate massage. Everyone wins.

Posted by AMB | February 6, 2008 8:27 AM
3

I have to suffer, you have to suffer.

Posted by Dan Savage | February 6, 2008 8:27 AM
4

I was about to suggest that you could have also made the location one of those glass elevators, like that's above an atrium. And maybe she has an identical twin sister...? But I can see you've been doing this so long you've had all the joy burned out of you by one too many medical illustrations attached to the letter.

Posted by elenchos | February 6, 2008 8:33 AM
5

Heartwarming.

Posted by VDD | February 6, 2008 8:37 AM
6

Hmmm. Dan, how do you stand it?

Posted by Bauhaus | February 6, 2008 8:38 AM
7

Asswarming.

Posted by KiruBanzai | February 6, 2008 8:44 AM
8

Yessss! Another happy customer.

Posted by J.R. | February 6, 2008 9:07 AM
9

No laughing at the late-middle-aged assplay enthusiasts - some day you too will be older, uglier, and still want a finger up your ass while getting a blowjob.

Posted by tsm | February 6, 2008 9:28 AM
10

Dan, don't you get paid for this suffering?

Posted by Mike of Renton | February 6, 2008 9:35 AM
11

Awe, ass love!

Posted by catnextdoor in albuquerque | February 6, 2008 11:00 AM
12

"What have I done?"

Duh. His ass.

Posted by Gloria | February 6, 2008 12:55 PM
13

You were at Pitt Dan!?! You need to announce these appearances!

Posted by Laur | February 6, 2008 3:01 PM

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