I'm an Proud Assman. Plain and simple. Ain't nothing i love better than a fine female booty and anal sex.
Yeah, I am an ass man too, but I've grown to hate anal sex. It has a noticeable tendency to turn the anus between that "fine female booty" into one that is quite unhealthy, not to mention unsightly. It's also way too popular, and ignorance is rampant:
"Studies report that up to 43% of adult women have participated in anal intercourse... The incidence of acute sexually transmitted rectal and gastrointestinal syndromes is increasing." [1]
That being said, Great care should be used when your putting your joint up there.
Agreed. However, the degree of care that needs to be taken to prevent any damage whatsoever from occurring--especially inside where it may not be seen--is staggering. You might as well just have vaginal sex; truly non-damaging anal sex would be incredibly boring, not pleasurable.
Taking one's time to allow the young lady to loosen up (figuratively and literally), relax and accomidate your dong will help to ensure a pleasurable anal encounter.
The problem here is that for anal sex to be pleasurable for the penetrator, there needs to be a significant amount of friction and pressure. That is exactly what the anus, and to a much greater extent the rectum, are not able to deal with very well:
"The lining of the anus tears easily, often with non-visible internal tears." [2]
"The rectal epithelium is an absorptive tissue with a delicate simple columnar epithelium [single-cell layer]. In sharp contrast, the human vagina is lined by a multilayered stratified squamous epithelium designed for the strain that can occur during sexual intercourse and childbirth." [3]
And of course somehot foreplay and a dab of your favorite lubricant will help to pave your way up the Hershey Highway!
I've seen it stated that "too much lube is almost enough for anal sex." A dab is certainly not sufficient... Though, in the cases of some kinds of lube, it might do more harm than good, especially over the long term:
"We describe a mouse assay to determine the degree to which lubricants cause rectal sloughing. We also tested lubricants for cytotoxicity... Of the products tested, Delube and KY-Plus are most likely to damage the rectal epithelium, whereas Viamor, Vagisil, and Astroglide would cause some degree of rectal damage. PBS, Carraguard, and methylcellulose were not toxic in any of the assays." [3]
1.
http://www.accessmedicine.com/content.aspx?aid=3027370
2.
http://www.sarilocker.com/advice/qa.php?id=415
3.
http://www.stdjournal.com/pt/re/std/fulltext.00007435-200406000-00005.htm