Our very popular First Timer returns from shooting over a year ago, and with a little more maturity comes even more kinky sexuality! We meet her at a resort entryway, watching her walk around in a very short dress -- which gives us a lot of upskirt views. In no time she's taken her dress off, and she's spreading and gaping both holes! Her breasts have grown as well, so lets see her squeeze them hard out in the open! She ends up finding a banana, which she pushes as deep as it can go, until her tight vagina squishes it all up inside her. On a dare, she ends up walking through the walkway near the resort completely in the nude! Back home, she finds her favorite vintage vibrator, squirts a little, and masturbates away... but its only to warm up to some deep anal play, starting with anal fingering -- then taking a ten anal bead series completely inside her butt! She makes the entire chain disappear... Wearing a sexy casual top and tight jean shorts, she finds another resort area to sit down and finger herself through the jeans, and pull on her long labia, stretching them over her jeans! Walking butt naked everywhere, she finds two small cucumbers, and ends up double penetrating herself, really pushing her limits like she never has before. Putting on a sexy black dress and heels, she does a very sensual dance to music, then fingers herself hard and deep -- notice how wet she is! Using the vintage vibrator again, she ends up squirting again, then having one of the strongest orgasms of her life! Her vagina expanded so much on that orgasm, it did some crazying things to her body that must be seen to be believed. All wet inside, she then goes as extreme as she can with a fisting, trying to make her whole hand disappear! Then trying her limits when it comes to how deep she can go, she ends up with a long & very thick cucumber that she rides down as far her body could handle... its a lot of pressure! After all that crazy extreme, she relaxes on the bed and spreads her private parts for some extreme closeups, and long labia stretching. She teases her butt some more, and fingers herself, then puts in a speculum -- fires up the Vibraking toy and splatters juices all over the place, with a quick view of her contractions from the inside -- until she pushes the speculum out. Visiting a busy hiking trail at sunset, we see her in a sporty outfit, flashing her breasts, then finding a place to settle and use a glass toy for some hard pounding while people hike nearby. She isn't that shy anymore! Have fun watching Bailey's return, and we're happy to see her explore her sexuality further, here on FTV!