Shy Stories

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Shy

by tarkatony on Sep 12, 2017
First Time

I'm shy. I've been shy all my life, every one of my 28 years, terminally shy. Does it piss me off? Sure, at times, but what am I supposed to do? Read a book? Take courses? It doesn't work that way: knowledge isn't going to get me out of it. Nothing will. Or so I thought — before I met Beth. I saw her a few times in the cafeteria at work before I actually me...

Shy Wife Ch. 04

by daydreaming101 on Sep 19, 2017
Loving Wives

Chapter 4 – A Portrait for the Office I know Chris' progress has been too slow for some of you. But, I as I said in the beginning, she IS shy – hence the title. These are my real stories of getting her to open up, show some skin and have some fun. I think its working, as you can SEE in this update. Not outrageous for some women, but Chris does n...

Shy Wife Ch. 07

by daydreaming101 on Sep 19, 2017
Exhibitionist & Voyeur

Chapter 7 -- Short Straw Loses Those of you who have read my Shy Wife stories know that I have been working on Chris (5' 3" blond and cute) to get her to have a little fun and show a little skin. For a shy wife, and despite what she has done for me she still is shy, I have gotten further than I ever expected. But she continues to need encouragement, and tha...

Shy Wife Ch. 06

by daydreaming101 on Sep 19, 2017
Loving Wives

Shy Wife Ch. 6: Deal Me In -- Part II I was shocked. My formerly shy wife was about to bet her naked body in a game of cards and either win Russ as her prize or join the winnings of another player. The surprise showed in my face and my dick again began to rise inside my shorts. Chris set down the tray and re-joined our circle, taking up her original posit...

Shy Wife Ch. 05

by daydreaming101 on Sep 19, 2017
Loving Wives

Chapter 05: Deal Me In My wife Chris is an attractive 5'3", bond with blue eyes, not as thin as she was before kids, but still a fit 115. She has been shy about her body, never showing too much cleavage. If you have read my other stories, you know that I have been working on breaking Chris out of her shell. (If you have not, you may want to start from the...

Shy Wife Ch. 03

by daydreaming101 on Sep 19, 2017
Exhibitionist & Voyeur

Chapter 3 – Black's Beach Revisited I had set out to get my shy wife Chris to be more adventuresome. Not every attempt was successful, and I will not bore you with my failures. But I am still working on Chris, without pushing her too far. She had gotten naked on the Black's Beach before and had her picture snapped with a tourist (Shy Wife #1), she posed for...

Shy Wife Ch. 02

by daydreaming101 on Sep 12, 2017
Exhibitionist & Voyeur

Shy Wife #2 -- My Model Wife My wife Chris is 5'3," blond, 115, blue eyes and beautiful full breasts. Although she has a very nice figure, Chris is shy about showing it. For some time now, I have been working on her, trying to get her to show a little more cleavage, be a little more creative in bed, take a few risks and have some fun. A trip to our local nu...

Shy Wife Ch. 01

by daydreaming101 on Sep 12, 2017
Loving Wives

My wife is shy, but I have been working on her. Chris is an attractive 5'3", bond with blue eyes, not as thin as she was before kids, but still a fit 115. She is shy about her body, never showing too much cleavage. Most of my presents do not get worn in public despite the fact that I tell her she has a great figure and should not worry about showing a littl...

Shy Wife - Let's Go on Vacation

by downboy699011 on Sep 25, 2017
Interracial Love

My wife, Nicole and I were virgins when we married. We were high school sweethearts that made it together through college and then to adulthood. We married at 26 and are now celebrating our 5 anniversary together. We were really anxious about our wedding night, and honestly it really wasn't that passionate. More nerves than anything. Over time, our sex life...

Shy Girls

by Ashson on Sep 12, 2017
First Time

My father had asked me to drop some stuff of at a friend's place. (My father's friend, not mine.) "There'll be no-one home," he told me. "Mike's taken his family camping for the weekend. Just dump the gear in the garage and lock it after you. Mike said he's left the side door unlocked." It was a fine sunny afternoon. I drove around and parked in the drive...