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🤿 Deep Diving

Omg Chelsea seems to be sweet-spot girl in everything! Deep stuff is da best. Also despite she and Sergio looking same age maybe she could be in fact about 5-7 years older? Turning kink-meter to 110% and fanfiction-ing a bit I would imagine that in future sex is so normal she would casually "do" herself hands deep beside swimming pool while Sergio would often secretly watch her from bush (beating his own bush hh). And Chelsea would regularly take her hand out of pussy licking it with delight. Until one day when Sergio was old enough she would call him "come out you moan so loud I can't pretend to be deaf anymore". After coming closer, unable to hold himself he would snatch her hand licking, tasting it too out of curiosity, shooting potently just from that alone. Taste and smell would be so good he would inevitably start to lick its dripping source while jerking himself off kneeling. From that time on sis would teach Sergio everything she already knew.
Until one day Chelsea would realize grown up Sergio is not just looking somewhat better than her but is even more lewd "wasping" his waist with belts wearing prettier girls costumes and sucking boys dicks like vacuum cleaner! Confused friends would always ask about that younger ""sister"" constantly having stupid questions and crush! To teach Sergio a lesson she would ate one of those "flat chesting" pills getting rid of breasts and starting exercising hard in more than one way + buying some new "swimming" costumes (just as we saw). Turning herself into ultimate seductive water beauty.

Indeed Sergio once again will be enamored by his older sis to the maximum. While he loves to clench his waist Chelsea now can't get enough of deepest inner stretching. After exercising just as you described she feels so very "empty" without long thick meat inside. And so she is using that special eel to keep herself always relaxed, filled and lubricated. After bike exercise trainer's big muscular hand will always just slide all the way in without any resistance, her eyes rolling inside head with each breath or push. Because of future bodies she will always tighten up somewhat over night making each exercise as stimulating as previous. And Sergio will do himself any way he can like mad just from watching his flexible, wide shouldered and muscular sis doing this - every single time.

Thinking about it Chelsea must be able to satisfy herself by doing back bending etc as good, because in that positions inner stretch feels great even with just eel or thinner flexible dildo instead beefy hand.
Bonus idea: Chelsea is "sitting" on hi-tech "squishy" statue of octopus, thick tentacle now so deep she can't get out on her own, but Sergio instead of helping is teasing her every hole including pushing slowly and gently hand into navel stroking tentacle from inside while sweetly kissing her embracing her trembling naked body with other hand.

Oh boy maybe Chelsea and Sergio spend their time more calmly (like playing checkers or something), but this was one hell of a fantasy you directed me to. I just LOVE all your little jokes and nice details. Yup she spanking him by feet and he sucking on toe seems ultra funny when imagined :p sorry I can do mostly naughty stuff and not more of funny moments... will try harder next time.

Shoulder fisting must be something out of the world, even elbow deep with slimmer than fist dildo is almost ass blowing X-) sometime starting handsfree orgasms. But yeah if someone train every other day with all kinds of different toys not overstretching (injuring inner stuff) it is possible. Videos: maybe because guys are usually "bigger, wider" and so hand fits for some... .
Here is link of most trained girl I have seen (you can delete link if you do not like it here)
xhamster.com/videos/blonde-tearing-her-anal-huge-toy1-12136451

Shifty with love ,-p

Nice ideas and video, I found one of her with actual fisting, I think it's the same girl: xhamster.com/videos/anal-arm-fisting-dutch-12787039
But I think my favorite is this one, she's almost flat chested and looks a lot like Chelsea: xhamster.com/videos/sbb-two-long-ones-12329382
She's so kinky that makes me feel 2201 already came 😜