Shy Girlfriend Stories

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Our Third Holiday

by holiday_show on Aug 19, 2017
Exhibitionist & Voyeur

We had been together for a few years now and this was our third holiday together. The first one in Lanzarote she went topless on our balcony, I even managed to take a couple of pictures. The second holiday together in Greece she went topless on a quiet beach away from the apartments, there were a few people around but mainly older people. This time I wanted...

Joe's Surprise

by bawdybloke on Sep 1, 2017
Group Sex

To say we were incompatible would be untrue; after all, no man wants to date an exact female equivalent of themselves, and there are many passions we have always shared: we are both into swimming, and love our cookery. We both have Spanish descendants and have been dating almost solidly since high school. In short, Esmeralda and I have a lot in common. But...

Stains

by Lewd_Johnny on Sep 13, 2017
Erotic Couplings

I suppose this should have some background so that this story makes any sense, I’m 6’2” brown hair, brown eyes, with broad muscular shoulders. I’m in pretty good shape, not as good shape as I would like, but I’m constantly working on it. I’m kind of the shy person when comes to girls, I can be confident, its just that once I get to a certain point, I’m not q...

Borrower

by Ashson on Sep 15, 2017
Loving Wives

Don't you hate people who are borrowers? I don't mean the guy who borrows ten bucks that he may or may not pay back, or the housewife who runs next door for a cup of sugar. I mean the guy who borrows your hammer and fails to return it, so when you need it you've got to hunt him down and get it. And you can't use your lawnmower, because he's borrowed that, an...

Interracial Conversion (BNWO)

by GoddessAhnzie on Dec 29, 2020
Interracial

My name is Alex, and I'm a small, girlish boy. I've always been short, feminine and kept to myself. I've had a girlfriend since high school, but just recently graduated college. We've been together about six years. Her name is Cassidy, and she's always been more outgoing than I. She's honestly a bit out of my league. She's a bombshell blonde with delicate cu...

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Her Little Cheat Code

by twiddershins on Sep 13, 2017
Fetish

Tonight Will thought he was finally getting lucky, but his girlfriend had her own plan. They had dated for three months and he'd spent every night so far back in his own bed jerking off his little penis to the thought of her curvaceous tits and ass, yearning to feel her dick-sucking lips on his (let's be honest) genuinely disappointing barely five inch erect...

Twins

by jax on Sep 14, 2017
Erotic Couplings

My brother and I are twins, not identical, he's tall and dark whist I am tall and fair. Ever since out mid teens we have been active on the girlfriend front. But we have this one rule, 'No poaching Girlfriends' otherwise all things are fair. I have dated old girlfriends of his and he has done likewise. His current girl, Sue-Ann, is a curvaceous redhead who g...

Some of Sam

by flat5ive on Sep 1, 2017
Group Sex

The first time I was with another couple was in California. I worked at night as a musician, spent days running, biking, practicing. Occasionally I'd pick up a movie at the local adult store. Adult store patrons are the same the world over: middle-aged married men, rendezvous-ing gay men, horny twenty-year-old gotta-get-off-NOW men (that was me). Drunks and...

Heavy Air Ch. 01

by Haxcall on Aug 31, 2017
Fetish

"Hey John, have you've seen my gym bag?" Christi asked her boyfriend. "I put it in the closet when I was cleaning up earlier." John replied from the living room while watching TV. "Thanks sweetie." John could hear her opening the closet door before she came walking hallway towards him. "I'll be back from the gym at around eight." She kissed him and began w...

Savannah's Hypnotic Socks Pt. 26

by Fibaro on Jun 1, 2020
Interracial Love

Chapter 31 Gripping Roxy's hand tightly Savannah marched out of their dorm with a big smile on her face. She could feel Roxy was somewhat reluctant, yet the girl didn't struggle. Instead she just meekly walked where Savannah led her. Having to walk at Savannah's hand like this was embarrassing. She knew it was meant to show off that they were girlfriends,...