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Free Funny/Oops porn pictures 10 25 50 100 150 results per page   Search in this niche: Filter by: Any size Small Medium Large Huge Anytime Today This week This month  Gallery Name   Images   Quality   Added    Jolene's TG-Recaps: Living A New Life #15    50   2024-04-21  Congratulations! You dream is fulfilled and you're a girl now! But...what comes next? Now you have to navigate the uncharted seas like millions of other women! You have to adjust to a whole new life but then all the people around you have to adjust... Jolenedreams <1,141 fans>   Hot sissy situations    45   2024-04-04  Sissytinycucky <198 fans>   Joe N Joy - Caption N Collage    12   2024-03-31  blanc76 <471 fans>   A Christmas Whorey Story (Ralfiesissy Gets Her Christmas Wish)    41   2023-12-23  Ralfiesissy had been a pretty good gurl all year. She only wanted one thing for Christmas, and that was a “Red Rider Dildo, With this thing in the cock that shoots slime.” She told everyone what she wanted, but Mommy Said No, Daddy Said No, Teacher... cherrylipsbaby <10,778 fans>   mark kessler BROKE AND EXPOSED    3   2023-12-06  weakloserMARK <114 fans>   sissy dave atherton begs to be exposed forever    11   2023-11-30  Sissyatherton <7 fans>   Seasonal Sissy Cards    4   2023-11-11  rjg173 <114 fans>   Jolene's TG Re-Caps: Living A New Life #14    50   2023-11-06  Returning from the Venus Clinic was the beginning of your journey, not the end! You are a whole new person now and all the trials and tribulations girls experience maturing into women has been accelerated and compressed into 100 days of... Jolenedreams <1,141 fans>   Jolene's TG Re-Caps: Men Are Different #12    50   2023-09-28  Superscience may have turned your "Y" chromosome into another "X" but guess what? You still have to figure guys out the way every other female does! More scenarios of men and women trying to understand themselves and their partners, often from the... Jolenedreams <1,141 fans>   Some more of Jamie's wishes    102   2023-07-26  What makes Jamie want to be the girl she is JamieJames <1,577 fans>   Me exposed Sissy Jacqueline Germany    27   2023-07-22  German Tranny <3,877 fans>   Sissy Lana    231   2023-07-11  SnowbunnyNative from Saskatoon, Saskatchewan with PumpkinButt / HoneyButt. Follow her on Twitter Sissycaged13 Adaman81 <7 fans>   Jolene's TG Re-Caps: Men Are Different #11    50   2023-06-17  If you click on the files with the broken link icon, the caption will still pop up. Also, I caught a type in Number 3 and had to re-upload it. I the file reorganization function doesn't seem to work for me, so number 3 is at the end of the series. Jolenedreams <1,141 fans>   Tgirl Caps 42    10   2023-06-17  puddle <370 fans>   Jolene's TG Re-Caps: Working Girls #7    50   2023-06-01  It's still a Man's World but now that you are female you have to really know how to navigate it! You go, girl! Jolenedreams <1,141 fans>   Current pics of my premature loserdick locked/ unlocked    2   2023-03-05  Cindymaus <707 fans>   Jolene's TG Re-Caps: Men Are Different #10    50   2023-02-22  Men trying to figure women out; women trying to figure men out. Some caps from the man's perspective, others from the woman's. Super-science allowed you to play for the other team but really it's the same old story! Jolenedreams <1,141 fans>   Jolene's TG Re-Caps: Living A New Life #13    50   2023-02-09  Unlocking the mysteries of your new female form is only the beginning! Now that you have your new body you have to live in it, girlfriend! Your daily experiences of life are constantly informing and shaping your new female personality! It's mad,... Jolenedreams <1,141 fans>   She Hulk    3   2023-02-04  The She Hulk we wanted wileecoyote196 <58 fans>   I'm still such a sissy slut    19   2023-01-01  mckenziexo <69 fans>   Movie Captures    3   2022-12-16  FrankTheCrank <586 fans>   Nipple slip on tv    7   2022-12-16  freddyman101 <2,867 fans>   Jolene's TG Re-Caps: Men Are Different #9    50   2022-12-03  Okay, so you are a guy -- you probably understand that women are different. But thanks to the miracle of gendermorphing you are now female and guess what? Men are different, too! Jolenedreams <1,141 fans>   MarktheWeakling PUMPING GAS    5   2022-11-30  Sent to amuse Mistress weakloserMARK <114 fans>   Jolene's TG Re-Caps: Living A New Life #12    50   2022-11-14  Gendermorphing is only the end of the beginning! Now you have to navigate the wider world--only this time as a female! Is it what you expected? I especially like the "slice of life" caps myself--it makes me remember all the little things I had to... Jolenedreams <1,141 fans> 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | :: next ::