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cantstop Amateur Jackinchatter

103 posts since 2011-03-17
56 year old
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I get that this is primarily a wanking forum, but I'll ask my question anyway.

I'm lucky enough to sometimes have contact with a couple. I was the first person they met when they started swinging and I have kept in contact with them ever since. I see them once every 12-18 months, while they also see other couples, women or men once every three months or so. I've recently started to see the man more frequently by himself for wanking and sucking.

Recently, they told me they wanted to meet to DP the wife. They have experience with this and she wants to try it with me. The reason being, they say, is that I have the biggest cock they've encountered. I don't measure it, but I'm 19-21 cm. The husband also thinks its thick, but I don't see that.

My dilemma is this. I've never had anal sex and have never wanted to. It just does not seem right to me. I want plenty of porn on the internet, but skip all bits with anal, regardless of how tame it may be.

Why does it appear to be so popular? And, probably more importantly, what considerations/precautions must I/we take. I really want to make the wife happy. I not only enjoy having sex with the couple, I also enjoy their company.

If you have experience and wish to help me out, please reply here or via PM.
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lordo62 Novice Jackinchatter

12 posts since 2019-04-10
61 year old
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Try it and you'll see why it's popular!

It's warm and tight, and if you're thick the inner sphincter is just amazing on the head of your cock.
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DirtyJBLover Novice Jackinchatter

69 posts since 2018-03-08
47 year old curious male from Netherlands
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She just has to clean her ass. Such a turn off when you pull out and there's.....you get the idea.
0529ec40d86498feca8d5d69f7e7410a290ba1e35fbfc9b03e1567aa9e2256530c
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Also, despite what porn might have you believe about just whacking it straight in there, the reality is....

There is no such thing as too much lube when it comes to anal!

Having said that, it's a lot of fun, I've never been involved in a DP that I didn't enjoy a lot :-)
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sepafun Skilled Jackinchatter

941 posts since 2013-10-10
63 year old curious male from Gilbertsville, PA
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It definitely feels great and different than fucking a pussy. It does seem she has significant experience with this so this might not be true for her, but since wife and I only do it very occasionally, it takes tons of lubes, patience and a bit of effort to enter. Once the head is in it is also a slow process getting your cock all the way on, balls deep. Well worth the effort!!!
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cantstop Amateur Jackinchatter

103 posts since 2011-03-17
56 year old
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sepafun said:
It definitely feels great and different than fucking a pussy. It does seem she has significant experience with this so this might not be true for her, but since wife and I only do it very occasionally, it takes tons of lubes, patience and a bit of effort to enter. Once the head is in it is also a slow process getting your cock all the way on, balls deep. Well worth the effort!!!


The last time we were together and the wife was riding me, the husband tried to stick his cock in her arse, but failed. I could tell by the look on her face how happy she was while he was trying to get it in.
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