Adult Confessions

Over 75,650 Adult Confessions Shared!

- True Sex Confessions -
Straight Male / 47

Anal Sex.
I have been married for eighteen years and my Wife just surprised me with the fact that she has had Anal sex twice before she met me. I told her it bothered me that two guys "knew" her in a way that I didn't. She told me it hurt and she didn't want to so it again. I pushed the matter and she told me if I really wanted it I would have to allow her to buy a Strap-on and she would do me.
Can I get some feed back from people who have had anal sex on if I should do it.

8
# 25226 - by Anonymous / October 21, 2015
Previous Next

Comments

Anonymous

by Anonymous on Oct 21, 2015 at 5:29 PM

Feels fantastic! LOTS of LUBE and TAKE YOUR TIME!! I have let a few of my bi lovers fuck me up the ass and if they take their time and lube up, you will be cumming just from the fucking you get. Really love it when they front fuck me as my cock rubs their stomach and chest and you know how it feels to be a woman for a while!

(0)  (0)
Anonymous

by Anonymous on Oct 21, 2015 at 6:45 PM

You and your wife should read up on how to do it. I have found the best approach is to use butt plugs and gradually increase the size over a couple weeks and use lots of high quality lube. This goes for both of your butts! Take your time. My wife Had the same experience as a teen and had noida it could be so pleasurable.

(0)  (0)
Anonymous

by Anonymous on Oct 22, 2015 at 6:50 AM

God yes its so horny to be pegged...wish it had happened more to me than just a couple of times with open minded girlfriends

(0)  (0)
Anonymous

by Anonymous on Oct 23, 2015 at 5:55 AM

Thanks, I'm still not sure I want to try this. I never knew that this strap-on had two dildos, one to go in me and the other to go in her.
As I said she had anal twice before. After she left her first Husband she dated this real loser. He called himself a "promoter" . He did everything from hiring strippers for a local Club to setting up Stag Parties. He told her he was running a real upscale Stag and he had hired two hookers to work the party. They wanted the groom to get a virgin ass hole and they were willing to pay extra. She worked the bar that night and had many of the guys buying her drinks. Her boyfriend told her his "virgin ass bitch" was a no show and asked her to bail him out. She knew her boyfriendhad a great deal of money tied up in this party so she agreed. She was lead into this other room where there was this "chair thing" that she kinda stepped into. It was leaned forward and as it did her ass was raised up. The groom came in and told her he would be gentle, which he was. He felt her breasts for a few minutes and she could see him getting hard. She told me they must have special ordered the condom because he had the smallest penis she had ever seen. She didn't realize the entire party, including the hookers, had come into watch. Several of his buddies helped him lube up her ass hole. Some pushing their fingers in to her assure everyone one that this was a virgin ass. She told me some of the fingers were bigger than this guy's penis. She said it was over before she knew it.
This stranger know what it is like to blow his load into my Wife's ass and I don't. I'm thinking about going for it but having a dildo in my ass seems so gay.

(0)  (0)
Anonymous

by Anonymous on Oct 23, 2015 at 7:43 AM

Don't pressure her, and be considerate. If she decides not to which is a good thing 'cause she's married, then deal with it! Don't make her feel like less than a person...

(0)  (0)
Anonymous

by Anonymous on Nov 28, 2015 at 10:32 PM

If you don't let her fuck your ass she can fuck mine! Straight as can be but would love for my wife to fuck me with a strap on.

(0)  (0)
Anonymous

by Anonymous on Jan 28, 2016 at 2:34 PM

Don`t miss this opportunity to have some of the hottest sex you will ever have. My wife and I have quite a few strap on toys and we enjoy It very much. We can go for hours stating out with a smaller one and she likes to end up with the thick 10" rubber cock up my ass fucking me in different positions and this one shoots fake cum so she likes to cum in my ass a few times before she and I end it with a long hot 69 and I get to fuck her ass.
On weekends we play all day when we can and to make it even more erotic I wear her panties and she pulls them to the side just enough to fuck my ass and makes me cum in her panties and it just excites both of us even more. Try it take your time and you both will love it I PROMISE

(0)  (0)
Anonymous

by Anonymous on Sep 24, 2017 at 12:32 PM

say yes to all she requests, just make sure you tell her, you have to fuck her in the ass first and never ever let her do it, unless you want to. how dare she not give you her ass but gave it to two other dudes.

(0)  (0)

Comment this

Can't read the image? Click here to refresh



© Copyright 2026 Adult Confessions | All Rights Reserved.