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A girlfriend really loved to finger my ass. One time, she asked if I wanted to put my own finger in there. I wasn't sure at first, but she eventually convinced me (not hard when you're horny). It felt really good, especially since she was watching . Thought I might try doing this again. Has anybody tried fingering their own ass as they stroke? I'm getting really hard thinking about this...
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Yep, I enjoy anal play when I masturbate and the first thing up my ass before the toys, are always my fingers. Feels great, I also like my wife fingering me or even better doing me with a toy or strap on, but when I'm alone I do myself.
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mike1475 Skilled Jackinchatter

648 posts since 2010-10-18
49 year old heterosexual from southern connecticut
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Jake-lc said:
Yep, I enjoy anal play when I masturbate and the first thing up my ass before the toys, are always my fingers. Feels great, I also like my wife fingering me or even better doing me with a toy or strap on, but when I'm alone I do myself.
i agree jake, start with a finger then a dildo or when i was with my x strapon time
The More Kink the better
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it is a lot of fun. i have a prostate massager that i use. it is great, i insert it and then i can just sit and surf the web as i slowly rock back and forth on it. sometimes it is so intense that i have hands-free orgasms.
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jerkswbothsexes Amateur Jackinchatter

480 posts since 2011-07-11
36 year old heterosexual from Sparta, TN
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I started with my finger and whatever I could find around the house when I was young. Now I like to use my dildos, it only hurts when its going in. After you keep it in for a min you get used to it and it feels great
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Yeah I like to finger my ass sometimes when I jerk off. Work my way up to two or three, then get the vibrator or dildo out. Feels good and makes me cum harder.
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I do it ocassionally when washing in the shower. And my wife does it ocassionally when stroking my cock - she knows it takes me to the edge of orgasm pretty fast. Otherwise it's not something I typically do when masturbating - though there are times when I enjoy feeling something inside me... and a little prostate massage does get my pre flowing more.
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SloStroker Omnipitant Jackinchatter

7249 posts since 2006-08-21
52 year old bisexual male from Nashville, TN
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I must not be very flexible, cause fingering my is a bit uncomfortable. I have a small butt plug I enjoy sometimes, but if I really want to get off I have a life-size cock dildo that i work in and rock back and forth on. It will get me off fast.
Check out my porn blog at https://slostroker.bdsmlr.com/ and my writing blog at https://slostroker.wordpress.com or catch me on Skype as SloStroker
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tugga Amateur Jackinchatter

207 posts since 2006-02-05
56 year old bisexual from uk
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I love a finger in my arse....its not too easy for me now though cos ive got bars in my wrists which means i cant bend them.....can still manage it though. Got a couple of butt plugs and a vibe which all feel awesome...
too much is never enough
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I discovered the joys of anal stimulation s few years ago. I love to lube up my cock balls and love tunnel,then start to stroke slowly then insert my finger and find the magic spot, the orgasms are more intense than I have ever experienced with conventional sex or masturbation that I shake and shudder with pleasure and I am breathless and completely fulfilled!strokeassmiddle
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Pacifica64 Amateur Jackinchatter

130 posts since 2015-12-05
59 year old bisexual from Central Florida
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jerkswbothsexes said:
I started with my finger and whatever I could find around the house when I was young. Now I like to use my dildos, it only hurts when its going in. After you keep it in for a min you get used to it and it feels great


That's how I am - sometimes when I am horny I look around the house for something to stick in my ass. Most of the time 1,2 or 3 fingers will do. I have had many dildos that I have enjoyed as well.
https://xhamster.com/users/pacifica64
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Dan_Glebitz Skilled Jackinchatter

668 posts since 2009-10-03
73 year old curious male from UK South
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Have always enjoyed a gentle fingering not every time though I prefer to leave for that special wank when the house is empty.

I use a latex glove which is well greased with KY and start by feeling the perineum under the balls then around the hole before sliding it in gently. Sometimes I replace the finger with a sharpie pen in the latex glove and that way it doesn't get lost.
If God created anything better than wanking - he kept it to himself.
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I started fingering my ass years ago and then gradually moved on to bigger items. Just the other day I put a condom on a hair brush handle and stuck it between my mattress and bed frame got on my knees and backed my ass onto it with the help of some baby oil, it was amazing . I started off slow and before long I was taking 4 or 5 inches in my tight ass hitting my prostate and giving me an amazing orgasm.
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NicoleCD Novice Jackinchatter

16 posts since 2017-02-04
37 year old from USA
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I have an 8 inch dildo I like to use grin
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clnva10 Novice Jackinchatter

10 posts since 2017-04-26
52 year old bisexual male from Washington DC
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I have a prostate stimulator that I like to insert before I start. Sometimes I just leave it in while I jerk or other times I push it in and out.
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