Barry always dreamed of a sweet lifetime appointment to a cushy government job. When the water commissioner job falls nearly in his lap, it’s a dream come true. The only way he could mess up the hearing to become water commissioner was if he had some deep dark secret in his past, but, come on, there’s no way anyone would know about Barry’s faults. That is unless they somehow found out about his dark secret from high school. What if they learned about that party from long ago during Beach Week. It was the party where he and Willy got poor Terry pass out from drinking and then dressed ...

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Bill had arrived at college five days early because he needed to undergo his first-year student orientation. He hoped those five days might change his life, but he never suspected how much his life could change. While things don’t get off to a good start his first day, he did at least meet Maverick, his dorm’s hall monitor. Maverick invites him to a party which quickly transforms into a panty raid on the girls’ floor. Bill’s assignment is to raid Christy the Ice Queen’s dorm room and get a pair of her panties. This means almost certain failure for Bill, but Bill is determined to ...

Will He Be Caught Playing Dressup? John becomes “Jewels” on a dare during Fall semester at Michigan State. Little does he know his big surprise reveal is not as special as he might have imagined. In fact, he’s in for a secret sort of surprise himself as his masquerade goes on a little too long. Will Jewels rise to the occasion and handle the situation? One-Click and find out today!

John was a lonely programmer used to a routine schedule of working all day in his cubicle and video gaming all night in his apartment. He had kept his social interactions to a minimum. It’s not that he didn’t want social interactions, it is just that he wasn’t very good around people. That goes doubly true around a pretty woman. When John was around a beautiful woman his brain stops working normally and he starts tripping all over his tongue. That was certainly how he interacted with his new neighbor, the beautiful Ally, the first time he met her. It was a stupid, but all too common, ...

I knew I should’ve left my boss’s wife alone, but it seemed like a good idea at the time. Her nice firm behind begging to be used. Four months later, I’m on the verge of bankruptcy. My house and car are going to be repossessed, and I’m getting harassed by bill collectors. Finding a job shouldn’t be a problem; I’m one of the best copywriters in the state. There’s only one job offer, but it requires a commitment that requires humiliating lifestyle changes. My new boss asked me to be a girl, not only dress like one but do all the sexual things a girl would do. I take on my male-...

Chris has been friends with Annabelle since they were kids. When Chris is feeling down on his luck he knows he can always go to his friend to be cheered up. Today he's feeling down. His dream prom date Samantha has turned him down. Hoping to get cheered up, he goes over to Annabelle's house knowing she'll be there for him. Indeed, she's already got a plan in the works for him that she guarantees will win Samantha's heart. She knows how to save his prom experience and have him end high school the way he's always dreamed it would end. All he has to do is play along with her plans. Chris ...

Jerry’s boss rewards him with a surprise trip to Thailand with all expenses paid. It’s an offer too good to be true, so naturally there’s a hook. His boss needs Jerry to travel with him because Jerry is needed to entertain his boss’s girlfriend’s friend. Apparently, his girlfriend can’t be happy unless her special friend is happy too. As his boss explains it, a happy girlfriend is a good girlfriend, so he needs to find this friend a man to date for the length of the vacation. It seems to be a small price to pay for an all-expense paid vacation, so Jerry agrees to a blind date. ...

Carl was the best wide receiver in professional football. The key word in that statement is the word, was. Carl was smart enough to leave the game with his health still intact. Now that he’s retired from professional football at only thirty years of age, he plans to spend his newly found free time settled down with the woman he loves. He is set for life financially and about to marry a dreamboat of a Brazilian supermodel. His upcoming wedding feels like the perfect time to catch up with old friends. After all he’s got all the time in the world now to become reacquainted with his old ...

When the mothers in Cami’s baby class complained to her that the local babysitters were flirting with their husbands to make better tips, Cami saw an opportunity to make a buck herself. She promised her new mothers that she knew the perfect babysitter; one that would cure their husbands of their babysitter fetishes. Her mouth had moved faster than her brain when it came to that promise, however. She didn’t actually know how to deliver the goods until her stepbrother, Todd, called her looking for money. Then she got the great idea of using Todd as a special kind of sitter. Yes, she plans...

Jack had just come home for winter break from his freshman year in college. In some ways things couldn’t be going better for him. He had good grades and mom and dad flipping for his tuition so he was loan free. However, he had little liquid cash of his own. It was hard to land a girl when you are dead broke. Things were heading in the opposite financial ways for his older sister. She had graduated college last year and came home driving a brand new Porsche. That was a little suspicious given she was an art major with no talent for art. Jack learns his sister’s secret, she’s created ...

After living with my outdated and broken kitchen for way too long, I finally hire someone to renovate it. The hot, muscular contractor wants to transform more than just the kitchen, though. Will I submit to the changes he has planned for me? When he orders me to put on a pair of panties, I resist. I can’t wear these. But then his dark brown eyes lock with mine. And I remember the way I felt when he touched me earlier. It’s just a pair of panties, right? There’s nothing wrong with wearing them while he’s here. But it’s not just a pair of panties. As he leads me toward a life I'd ...

Ben’s a competitive guy by nature and his chosen field of competition is action figure collecting. He’s got the second-best collection in town and the number one guy is on his way out. That means Ben has a golden chance at buying up the number one’s collection at auction, and thus move on up to the top spot. The only problem with his plan is the inconvenient fact that Ben’s money source, his mom, is sick of him spending all his time collecting action figures instead of dating. She’s put her foot down. There’s to be no more money until he finds a girl. What a nightmare! Every ...

Alan’s friend Amy is one of those I can’t wait to join a cause type of people. It’s not that Alan is necessarily against her causes, it's just that he’s never seen any results coming from all the bother of doing all that protesting and marching. Nothing ever really changes because of them, does it? He makes the mistake of telling that to Amy, and Amy challenges him on his beliefs by calling him too comfortable. He talks the talk, but doesn’t really walk the walk when it comes to his values. That strikes a nerve in him and he decides to go with her to the latest protest. A series ...

BBC Sissy Stories is a series of loosely related short stories featuring themes such as interracial romance, transgenderism, and sissification.