Chaperoning William

From Create Your Own Story

Status
Condition Slightly Annoyed Apparel and Items: White Visor, Dark Green Hoodie, Pink Bra (In Her Backpack), Pink Panties, Jeans, Ankle Socks, and Sneakers
Day, Time Saturday Morning
Need to Bathroom A Little
Level of Humiliation None


God, did she hate this- stuck escorting her little brother through the mall. Chelsie’s and William’s mother, Katie, was supposed to bring the younger one to the mall for some extracurricular activity so Chelsie could have four or five hours to herself but, unfortunately, their mother was called into work..... again. This left the teenaged brunette with the duty of looking after the once ‘little squirt,’ who to be honest is millimeters away from being the same height as her, as he met up with the middle school’s-

“Who are we meeting again?” Chelsie shouted to her three-year junior who continued to pull her around by the arm of her hoodie like a much younger individual.

“My touch football team!” William said exuberantly.

Right.......... Touch football: the sport for football players who couldn’t take a hit or where smart enough not to try. The middle school wanted a less violent substitute for the heavy-contact sport; one that ‘everyone could take part in.’ Needless to say, the opposition to the switch had been huge and protesters, mainly fathers of students who played traditional football, lined up against the fence every game. However, the season was nearly halfway done and profits were sustaining as more kids from the middle school crated their own teams which led to more parents coming to games. So far, there where eight teams from William’s middle school alone. Not enough to build an organization but enough to keep the experiment going for the rest of the year.

No matter how dumb Chelsie thought touch football was, she wasn’t angry at William for joining a team. She just thought that many of the kids were going to have their hearts broken when they got to the high schools in the district who refused to partake in the experiment. Most who might apply for the real thing would have to face the mockery and possible rejection of jocks who opposed their efforts in the first place. While William was high-school football material, the way he was dragging Chelsie around the mall was a testament to that, Chelsie feared her high school team would break him like an egg.

“Wow! You really do care for him!”

“God, not you.” Chelsie muttered under her breath.

The second reason as to why this morning was turning out to be a massive pain in the ass was her ever-loving, always-perverted voice inside her head. The teenager found it harder than usual to ignore her today which was a big concern because she was going to be around a bunch of middle-schoolers for the next four-to-five hours. At first, it was the normal conversation: the voice asked her to masturbate, Chelsie told her to fuck off, and so on. The voice managed to persuade Chelsie to stash her bra in her backpack and be topless underneath her hoodie before taking the bus to the mall. The fabric was light-weight and breathable but provided coverage; a compromise between her normal attire and flashing the entire neighborhood. This turned out to be a big mistake as her younger brother started to yank on the arm of the jacket. Chelsie had to hold onto the zipper at all times or else the jacket could fly open. She desperately tried to keep pace with William but she was quickly losing steam. By the time the two stopped at the food court, the brunette found that she could barely stand. Her eyelids were heavy and her legs gave out.

She didn’t fall. Strange. She was back in bed with her pillows. In fact, she had her arms around one. It was so soft. She just wanted to snuggle with it. She rubbed her nose against the fabric. The brunette grinned as the pillow wrapped it arms around her, pulling her into a tight hug. It felt like she was being lifted but she didn’t care. She began to kiss the top of the pillow’s head as it lay nestled between her breasts.

Wait, what’s going on?

Chelsie opened her eyes to see the top of William’s head pressing against her breasts, thankfully still inside her hoodie.

“WHAT ARE YOU DOING!?!?!” Chelsie screamed as she tried to get out of his grasp.

“You fell asleep! I was trying to carry you to that bench!” William shouted back as he tried to motion to the nearby furniture.

“STOP IT!” Chelsie demanded. William obeyed and let go of Chelsie. She quickly shook of the invisible sludge one feels when they realized they were caressing their sibling and looked herself over.

The brunette’s focus was on how she was going to explain why she was kissing the top of his forehead until she realized...

William’s Mall Escort - Chelsie was wearing her bra.

William’s Mall Escort - The jacket’s zipper was stuck.

William’s Mall Escort - Chelsie's shoes are missing.

Personal tools