JackinChat forums are temporarily in read-only mode. Will be back soon!
Message Boards
Index » Masturbation » For Him » Dildo in my ass!? Meh, not too bad.
Page: of 2   next > 
Unregistered ?



Unregistered's Avatar
So, for awhile my wife has had this curiosity herself for wanting to stick a dildo up my ass. I don't know why but she is very kinky so I just chalk it up to her wanting to try something new.

I have adamantly opposed this. I refused to have anything near my ass except her tongue occasionally. But seriously, I was not into it.

Well, recently I decided to man up (I've been experimenting a lot lately, obviously) and thought that I should let her try it but I wanted to do it by myself first. I feel as if me controlling it and being able to get out all my "fucks" and "ouches" by myself might make it easier.

So, it wasn't too bad. I even got it pretty far in with some lube. Would I want to do it all the time? Nope, probably not. Did it make my orgasm better? Not really (was I doing it right? haha). But, at least I'll be more confident now to try it with my wife.

Just wanted to share.
Add a reply Quote this post
User is offline
TCBF1701 Amateur Jackinchatter

191 posts since 2007-10-12
56 year old heterosexual male from Albany, NY
TCBF1701's Avatar
My girlfriend ass fucked me with a strap on...AND I LIKED IT!!!

brapp1982 said:
So, for awhile my wife has had this curiosity herself for wanting to stick a dildo up my ass. I don't know why but she is very kinky so I just chalk it up to her wanting to try something new.

I have adamantly opposed this. I refused to have anything near my ass except her tongue occasionally. But seriously, I was not into it.

Well, recently I decided to man up (I've been experimenting a lot lately, obviously) and thought that I should let her try it but I wanted to do it by myself first. I feel as if me controlling it and being able to get out all my "fucks" and "ouches" by myself might make it easier.

So, it wasn't too bad. I even got it pretty far in with some lube. Would I want to do it all the time? Nope, probably not. Did it make my orgasm better? Not really (was I doing it right? haha). But, at least I'll be more confident now to try it with my wife.

Just wanted to share.
God I fuckin love jerkin off!!!
Add a reply Quote this post
User is offline Send Message to User View User Profile
WSKNibbles Novice Jackinchatter

2 posts since 2008-03-05
34 year old bisexual from Yucaipa, CA
WSKNibbles's Avatar
I've been talking with my girlfriend for quite some time now about her fucking me with a strap on (one of my biggest fantasies) but haven't been able to purchase one yet.
Chill and be chill; jack and be jacked.
Add a reply Quote this post
User is offline Send Message to User View User Profile
Focker Skilled Jackinchatter

731 posts since 2010-10-15
curious from GA USA
Focker's Avatar
Oh the anus is a wonderful little hole.....ass
Add a reply Quote this post
User is offline Send Message to User View User Profile
stanley57 Novice Jackinchatter

50 posts since 2006-07-28
51 year old heterosexual from Chicago, illinois
stanley57's Avatar
Oh I love a dildo in my ass. I even have a vibrating one and boy it gave me a huge orgasm.
Add a reply Quote this post
User is offline Send Message to User View User Profile
Unregistered ?



Unregistered's Avatar
My wife wanted to stick her finger up my ass for a while. One day I finally let her. Was a little uncomfortable at first but got used to it. It felt pretty good, and she was stroking my cock at the same time. I was such a turn on to see how much she enjoyed fingering it. She eventually moved to using her vibrator and I loved every inch of it.
Add a reply Quote this post
User is offline
SloStroker Omnipitant Jackinchatter

7249 posts since 2006-08-21
52 year old bisexual male from Nashville, TN
SloStroker's Avatar
I had a girlfriend who would finger my ass while she sucked my cock. Once you learn to relax, and not "tense up" you will love it. I liked it so much that she started using more fingers, then dildos. She eventually got an 8" dildo in my ass. It was uncomfortable at first, but the feeling of it mashing my prostate was unreal. Made me cum like crazy.

I have a 6" dildo I insert when I'm in the mood. It will make me cum really fast. I love anal play. Just don't like the cleanup.
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
Add a reply Quote this post
User is offline Send Message to User View User Profile
kungfu40 Amateur Jackinchatter

411 posts since 2007-10-27
bisexual from Canada
kungfu40's Avatar
After reading this last night, I got the itch to stuff something up my ass, so I went out and bought a nice fat 8-inch rubber cock.

I love it up the ass, and it has been a long time. I made sure to lube up with lots of KY, working it in slowly until my ass was loose and relaxed. Then I kept adding lube until it was really slick.

Then I really started slamming it in and out! It felt so damn good massaging my prostate that I didn't even care about my cock, I just gave myself a good fucking with it.

After awhile I just sat with the whole 8 inches up me and finally started working my cock. My cock was pretty soft (it usually is when my ass is stuffed), but it didn't take long for my cum to boil over!

It was a messy cleanup, but damn sometimes my ass just needs a good stuffing!
Whatever gets your rocks off!
Add a reply Quote this post
User is offline Send Message to User View User Profile
Jack_Creamer Skilled Jackinchatter

524 posts since 2009-10-22
74 year old curious from Oklahoma
Jack_Creamer's Avatar
I use a butt plug for extra jacking fun. It gets the prostate juiced up really good. I have a vibrating one as well. It can be a bit of a struggle to get in my tight little hole but it feels great once it is in. Guys shouldn't feel so bashful about wanting anal fun. There is nothing like that full feeling when you have big one all the way in. It's at this point that my cock gets small and very juicy. The precum flows like a river. I start jacking then. I'm soon very hard. After I massage my prostate a bit with the butt plug and then I'll cum quickly and hard.
Jack_Creamer
Add a reply Quote this post
User is offline Send Message to User View User Profile
GenETaylor Novice Jackinchatter

30 posts since 2008-08-27
curious from UK
GenETaylor's Avatar
Absolutely agree; a nice little dildo up the old bum really makes things great; you feel full and [eventually] cum fantastically. Would love to have it inserted by another person though!!
GenETaylor
Add a reply Quote this post
User is offline Send Message to User View User Profile
JannaCD Novice Jackinchatter

64 posts since 2009-04-26
63 year old curious from Canada
JannaCD's Avatar
I've been fucked by a woman with a strap-on--it was great! Now I have my own dildo and a variety of plugs for solo play. I agree that when you cum with something inside you, the feeling is fantastic!
Add a reply Quote this post
User is offline Send Message to User View User Profile
Unregistered ?



Unregistered's Avatar
Same here. I love have something pressing against my prostate. I have used vibrators, butt plugs and dildos. The precum flows like crazy. I would love to have a woman with a strapon ride my ass - that is one of my fantasies.
Add a reply Quote this post
User is offline
ballsy Skilled Jackinchatter

539 posts since 2005-08-23
62 year old bisexual male from Mississippi
ballsy's Avatar
I bought a big 8-incher just to see what it felt like. Took lots of time and lube but I took it all the way to the balls. I'd say it was wonderful! Would love to try a REAL one, though!
Add a reply Quote this post
User is offline Send Message to User View User Profile
SloStroker Omnipitant Jackinchatter

7249 posts since 2006-08-21
52 year old bisexual male from Nashville, TN
SloStroker's Avatar
ballsy said:
I bought a big 8-incher just to see what it felt like. Took lots of time and lube but I took it all the way to the balls. I'd say it was wonderful! Would love to try a REAL one, though!


Same here, would love to have an experienced guy fuck me just to try it. I think it would feel great to experience a guy's cock swelling and spurting a big load in my ass.
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
Add a reply Quote this post
User is offline Send Message to User View User Profile
Unregistered ?



Unregistered's Avatar
love having anal play have had lots of fun with plugs small and large even keep a plug in my ass for the whole day even while out in public runnin errons what a great fellin that is stuffed and hard everywhere i went but the best is when the wife is pounding my ass with her 9 inch strap-on the best orgasm a man can have
Add a reply Quote this post
User is offline
Page: of 2   next > 
Index » Masturbation » For Him » Dildo in my ass!? Meh, not too bad.