A
female
age
51-59,
anonymous
writes:I am a grown woman and lately, my sexual appetite in ensatiable. I even am having fantasies which really get me off and I want to turn them into reality. However, I understand that wanting something and actually really doing something are on two totally different ends of the spectrum in terms of sex. Plus, these desires to me seem way over the top of normalcy and I am not sure how to go about manifesting them if I were to attempt to make my wants real. Specifically, One fantasy that does not seem to leave my mind is the want to penetrate my boyfriend. The thought of causing him to have the type of orgasm my education attests can occur when one hits a mans "p-spot" bombarded it with penetration from behind is one of the most erotic turn ons I have ever had. But, he is unequivocally heterosexual and I have no idea how to bring it up or even start it up in the bedroom. Any thoughts on the abstract and actual dynamics involved in this question?
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male
reader, DoubleM +, writes (11 February 2008):
 If you wish to know a few more approaches and dynamics about this technique, message me privately at the advice column by clicking on my photo.
A
male
reader, DoubleM +, writes (11 February 2008):
Might you be satisfied, at least at first, with simply doing a bit of finger penetration anally? Do you give him head? If you do, one lesser known stimulation to increase a man's erection and ejaculation is to give his prostate gland a nice massage during oral erotica.
The passage is through his anus, about two to three inches inside and northward with one finger that hopefully has no long fingernail. He may not like it, as many men consider penetration there to be rather invasive.
I did as well, the first time an old girlfriend stuck her finger up my ass back in the 1960s while giving head, but then I exploded greater than ever before. I don't recall where she told me she learned that it would have that result, but she happened to enjoy the volume and continued doing that for a long time.
I did not mind if for a brief time before letting go.
Over the years, I passed this on to several other ladies just to increase ejaculation volume if they wanted it, but never did I tolerate anything more than one finger to massage and stimulate the prostate just before release.
Your question just inspired me to think that some men might enjoy that kind of penetration enough to let you progress to your fantasy, but anything bigger would not be for very many heterosexuals, I would think. Would you settle for just a finger to fulfill that fantasy?
How to start? Just give him head for awhile and as he gets closer to release, slip the tip of a finger behind and start rubbing his anal opening gently. It might be a surprise to him but he might like it. Soon you may be inserting, at least the next time, and you'll likely receive quite a surprise as well.
It's extremely naughty but I think it's what you wanted to know.
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A
reader, anonymous, writes (11 February 2008): This reminds me of something my man once told me, in all seriousness: 'Nothing is going up my ass. I don't care what the conditions are, I don't care WHAT it is...just don't even try it.'I was rather insulted that he even thought I would...o.O He should know I'm SO not into that.I think some men enjoy a little back-door stimulation but are too afraid to ask for it... gradually try small new things, you know? If he's as heterosexual as you say, he probably won't be cool with any REAL penetration, though. Sadly, the thought of a girl liking guy-on-guy or guy-penetration porn or sex is not as acceptable as girl-on-girl action.
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