Embarrassing Confessions

Meant shower quickie

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My parents wife and I were watching TV and there was an anal sex scene. My wife casually says, ā€˜they make it look surprisingly easy on TV. It’s not that easy.’ Absolutely mortified

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There are 2 that I can think of.

  1. First one was with an ex girlfriend. We had only been dating for a few weeks. I’d got home that afternoon, masturbated using my fleshlight and then had a shower. I’d taken the fleshlight into the shower, killed 2 birds with one stone, cleaned it as well as myself. She messaged me half an hour later asking if she could come over after her gym class and I said yes. She came over, went right into the shower and there was my fleshlight with an anal insert on the shelf in all its glory :face_with_peeking_eye:
  2. My wife said she was going grocery shopping. It was her time of the month and I was craving some alone time so I said I would stay home. Waited 5 mins and got into it. (Note: she knew that I had a few butt plugs at this point, but that was it). I pulled out my dildo, lubed up my ass and started going to town on myself. I was really getting into it when I heard the front door open. Didn’t hear the car pull up or anything. I scrambled to make myself decent and hide the evidence, but there wasn’t time. She caught me standing by the bed naked with a hard on and a dildo and lube close by. She knew exactly what was going on :face_with_peeking_eye::neutral_face::dotted_line_face:
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My confession is I enjoy wearing my OH underwear and lingerie, when she was throwing some of her stuff out I when behind her got some of the stuff back out to wear them pointless going to waste :wink: . I have always imagined getting caught wearing them, see what her reaction would be like.

I have purchased some off another site for myself, then when washing them I’ll put them on the radiator but tent to forget about them but luckily she don’t see them. I would love for her to take me shopping for her to buy us a matching set for a little bit of fun.

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I’m very fortunate in that my wife is fully supportive of my cross dressing and often buys my lingerie or comes with me when I’m shopping for female clothing.

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@Ghill1

How is that embarrassing,

We were having a little fun time last night

She got out of the shower and surprised her by wearing her underwear.

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I was just trying to think of one I might have and then today might well have created one of the most embarrassing moments to date - a picture I tried to post on the forum has been rejected for showing a little more detail than it should have, I have never felt so ashamed in my life for not checking my picture properly! :face_with_peeking_eye::face_with_peeking_eye::face_with_peeking_eye:

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What did she say to seeing in them

Not much really but it was nowhere near the first time,

I’ve gone to work wearing her thongs before and sent her pictures

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I use to stay away alot in my previous job, and sent her pictures of me with her underwear saying this is what I’ll use to have a little bit of fun. She didn’t mind that its the wearing part she aint keen on

Know the feeling well! Recently had a very close walk in mid wank the other night as well :man_facepalming:

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Probably has to be an incident in Jamaica at a nude beach. We’d both gotten in the water, belly button deep when my wife came up behind me and inserted a finger into my butt hole, leading to nothing less than full arousal. My wife kept her finger buried deep inside me even when another woman showed up and began talking with us. Now if you’ve ever been naked in a pool, you know your member sort of ā€œfloatsā€ - and mine was fully floating if you know what I mean. The state of my arousal was also very visible in the clear water. The woman stuck around for quite a while - I’m sure she snuck a peak or two. I was surprised my wife didn’t ā€œdisengageā€. She told me later she was quite amused by it all. It still thrills me to think of my predicament.

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Oh dear gawd! How did you manage to overt it from happening?

Sheer quickness of rolling over and grabbing the sheet at the same time :man_facepalming::joy: not what you want mid tug

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Haha!! Very tactful indeed!! :joy:

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