Anal Sex 201: Male Penetration

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Remember that unlike porn, in the real world, sex can be awkward sometimes. If you're as old as I am, the painful memories of how awkward the first few times you had sex are long faded. Be patient and have a sense of humor. Remember that with a little practice, the awkwardness will go away.

FINISHING UP

Male penetration can just be an outstanding experience for both partners. The first time I experienced it, I was amazed; I was practically glowing afterward. I not only felt sexually satisfied, but immensely pleased that my partner would be willing to overcome her reservations and do something so pleasurable for me. Between the efforts I made to make my wife feel adored, and the physical and emotional pleasure of anal sex, I can honestly say I've never been more satisfied with my sex life.

Remember, after your initial explorations to THANK your partner. If you're a guy, tell her how much it means to you that she was willing to do this for you. If you're a woman, tell him how much you value the trust he placed in you. Remember, all of us like to feel appreciated and the more appreciated your partner feels, the more they'll be interested in enjoying this unique experience with you again.

*

I'd like to thank my editors LadyPineRose74 and ThinkerLover. Any errors in this Howto are my own.

If you enjoyed this Howto, please take a second and vote for it. If you didn't enjoy it, please let me know why using the feedback system. If you've followed the advice in this Howto I would love to hear how it went. If I get enough useful comments, I'll incorporate them into a second edition.

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16 Comments
AnonymousAnonymousabout 4 years ago
Silicone lube with silicone toys

"The one issue with silicone based lubricants is they are not compatible with silicone based toys. You can get around this by using a latex condom over the toy."

If you decide to try this keep in mind that if the lube gets onto parts of the toy not covered by the condom (that big base that keeps it from disappearing up in there) it WILL damage the parts of the toy it gets on. I don't know about others, but in my case the lube always gets places that it does not necessarily need to be. You might be able to avoid it if you can manage to pull the condom over the entire toy, but the condom may break from the stress.

AnonymousAnonymousalmost 5 years ago
Medical tongue tool

The type of tool that I was thinking of falls in line with an idea of modified delivery forcepts. Smooth edges to enter and a pivot point that would allow you to open the jaws wide enough to grab the toy.

AnonymousAnonymousalmost 5 years ago
So you lost a toy in your ass...

Number 1. Just like in The Hitchhiker's Guide to the Galaxy, DO NOT PANIC !

Number 2. If you play with a toy that may disappear in your ass, double bag that thing in condoms. Besides easier cleanup it may help in removing it from your ass. Lube your fingers and probe around. Try squatting in the shower, pushing gently while you guide the toy out with your fingers. Be patient. Before you begin anal play ask yourself; ’Who can I call in an emergency?’

Number 3. Don't put anything in your ass that might break or have to be broken in order to get it out. No light bulbs people. No glass bottles.

Number 4 You may want to ask a local sex shop or group about how to solve this issue in the future. Be prepared people. As in Alcohol Anonymous get a ’I have something stuck in my ass buddy’. A medical tonge tool?

Be safe. Keep the vegetables for a salad.

A New Fan

AnonymousAnonymousover 7 years ago
Two way street

For some women you have to get they themselves use to anal sex and anal penetration so it helps to introduce to them to anal-play slowly like when you are doing cunnilingus and they are having orgasm, penetrate their anus with a finger. If you can lubricate it, great but usually at the time of the orgasm it should be okay.

As you go along in your future love making, make that a regular part of your oral sex with her. .

Make it a point for you to shave their anus so that they "are clean" all over then shower with them after then rim them. Don't ask for it return and let rimming be part of your love making with her with her in the shower. At some point she may return the favor.

If she herself has problems with anal sex, just get her use to a well lubricated finger and take your time. If there is pain, have her breath through the pain. Be gentle! Because if you do it right and she feels safe with you she will ask you if you would want to have anal sex with her. If you go for penis anus penetration, be gentle but also make sure she is both relaxed with it and stimulated with a lot of foreplay.

When she starts to rim you and penetrate with her fingers, you can suggest prostrate massage. Most women are okay with that with some instruction. At that point you might suggest a strap-on to her and see how it goes.

AnonymousAnonymousalmost 8 years ago
Anal orgasm?

Is it possible for a guy to have an orgasm with anal contractions and pre-cum but not semen?

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