The shoe designer has been away with girlfriends recently, and has shared plenty of updates on their fun-filled adventures to her social media accounts.
Angela Simmons has been enjoying some relaxing time with her girls tasting wine in Napa Valley, California, and taking some much needed time off from her busy career in San Francisco.
The 30-year-old mother and entrepreneur has also spent plenty of her down time keeping fans up to date with her travels on her Instagram account.
While Simmons suffered with plenty of body-image issues as a child, she appears to have outgrown those fears with her success, and is no longer afraid to show off her figure in photos.
One set of images from her vacation showed her wearing a black button-up jacket that was mostly undone, with what appeared to be a black top underneath, and a pair of ripped black booty-shorts riding all the way up to her buttocks.
She seemed to be standing in the hallway of a hotel as she posed in the first image against the door. She also had on a pair of gold hoop earrings, and wore a pair of $1200 Christian Louboutin logo booties.
Simmons left her long blonde locks flowing loosely over her shoulder.
She also shared another set of shots that were taken as closeups, showing off her blonde hair and advertising where she had gotten the look done.
"My favorite hair brand @yummyextensions is having a back to school Sale right now. I love how I was able to totally go from black to blonde seamlessly. Hair is still soft and bouncy," she wrote, with two red heart emojis.
In yet another photo from her San Fran breakaway, she could be seen reclining on the bathroom counter showing off her toned legs and her expensive shoes.
"This trip has been one for the books!! It’s almost over," she captioned, with a sad emoji.
The image certainly highlights that she is much more comfortable with her body today than she was growing up.