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desmac Amateur Jackinchatter

126 posts since 2007-02-05
64 year old curious from uk
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Genuine question from a very curious guy. Does taking it in the ass hurt?
loves a tug
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dandares1978 Novice Jackinchatter

59 posts since 2009-07-16
45 year old bisexual male from Amsterdam
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If you dont take your time and use lube, probably.
Maybe go get a carrot and give it a try.
Wanking. The sport of Kings
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desmac said:
Genuine question from a very curious guy. Does taking it in the ass hurt?


try a finger or two
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The initial 'pop' of the anus as the tip of the cock or dildo enters is a minor discomfort, but plenty of lube and you'll have no pain. The key is to be very relaxed. If your body is tense then it could be more painful.

Best sex I had was taking it up the arse
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shootmycum Skilled Jackinchatter

828 posts since 2011-12-19
75 year old heterosexual male from CT, USA
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desmac said:
Genuine question from a very curious guy. Does taking it in the ass hurt?

Use lube (Astroglide for me) and go slow. I enjoy the feel of a toy in my ass when I jack off.
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thegrinder Amateur Jackinchatter

450 posts since 2010-07-12
64 year old curious from IL
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shootmycum said:
Use lube (Astroglide for me) and go slow. I enjoy the feel of a toy in my ass when I jack off.


Ive done same thing, I would put a small dildo in my ass and suck on a larger one, watch gangbang porn and the O was amazing

Now due to medical conditions, I have constipation and cant take a chance of pushing stoool further up my ass. Bummer
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jjerismo Amateur Jackinchatter

238 posts since 2013-10-21
75 year old curious from Northern OhioUSA
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I've enjoyed a homemade dildo for years. Not often but when I have quite time alone, I do indulge in some self fucking while I enjoy a good stroke.

Plenty of lube and take your time, your body will open and allow penetration.

Start small and take your time and learn to enjoy the sensations you will receive. Enjoygrin
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Nicks Professional Jackinchatter

1356 posts since 2012-06-23
47 year old heterosexual from Just ask
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Feels awesome I regularly fuck my ass with an 11 incher dildo
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jackbird Skilled Jackinchatter

686 posts since 2017-09-21
66 year old bisexual male from Dover /Rochester New Hampshire
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desmac said:
Genuine question from a very curious guy. Does taking it in the ass hurt?

Take it slow lots of lube. For years used toys and cucumbers to practice with. Once you are relaxed it feels good. A few years ago took the plunge. Guy I was seeing we 69 all the
Time but I want him to fuck me. He got on my back lubed me up good slide right in. I felt full pressure on my postage and leaked like crazy felt so good. Then when he shot in me felt a real warm feeling inside me.
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TommiBiGuy Amateur Jackinchatter

139 posts since 2023-05-15
20 year old bisexual male from Ohio
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My first time hurt bad.
He was gentle and used lots of lube.
I think it was because I was nervous and couldn't relax.
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Doug55 Skilled Jackinchatter

647 posts since 2017-05-22
58 year old homosexual male
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Yes must be very gentile and for goodness sakes
breath when the tip of the penis hits your prostate
its like wowpussy
I am your bottom
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I want to speak with respect for those who like it, but I cannot comprehend the appeal.
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HappyDays1 Novice Jackinchatter

28 posts since 2023-09-08
57 year old
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My wife loves it. Feels so god too. I?d love to DP her with another guy, my big fantasy lol
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