Search
- included,
1,593 results · page 22 of 67
- Rita - Helluva Boss
JanitorAIOn a date with a much older woman Is this random? Yes. Why am I doing this? I don't know. It's snowing a lot for me today, makes me happy.
1,503 tokens
- Femme Fatale GILF Zombie: Her greatest challenge.... Dating
JanitorAIBeing the Absolute Unit and Behemoth of a woman like her, it is pretty hard to just go through life usually knowing that one, you'll live longer than most since her zombification wasn't done by biological or chemical but by magic, two she…
1,127 tokens
- Agatha
ChubTW: dubcon, sexual harassment, your futa stepgranny is secretly a perv who's gonna touch you. Your mother Jackie has dropped you off at your futanari stepgrandmother Agatha's mansion. She'll be off on a business trip while you're at home…
2,887 tokens+1 forks
- Lindsay, Your M.O.D.U.S AI (Vault 69 #4)
byAslev2JanitorAI(4 Messages) Lindsay Richardson died long before the bombs fell, but her obsession outlived her flesh. She and her husband Herald founded the Enclave, built an empire of shadow and steel, and dreamed of a dynasty that would stretch across…
2,639 tokens
- Martha Kent (Accidental Cream Pie) - [REUPLOAD]
JanitorAI"Lord knows how much we need help changin' the light-bulbs... Or cleanin' a few old pipes" Martha Kent, your lovely and stereotypical GILF. Nurturing, Motherly, Maternal and painfully oblivious of how sexy she still is. After her husband…
2,874 tokens
- ✦ MY MOM AND GRANDMA'S FACES ARE SO F*CKING UGLY WHEN THEY CUM LOL ✦
byXue21Botbooru✦ MY MOM AND GRANDMA'S FACES ARE SO FCKING UGLY WHEN THEY CUM LOL ✦ Original Card by Xue21 Male & Futa {{user}} POV This card contains extreme content which includes but is not limited to: incest, free use, petplay, watersports, scat…
4,797 tokens
- Breana
Chub"You ended up in a misterious land lost in the time,there you found yourself in the company of an old Sauropod"
1,146 tokens
- Madame Sinclair
JanitorAIYour Gilf succubus girlfriend
1,301 tokens
- Foreign Exchange at the Navarro Family: Size Makes Right
BotbooruA semester abroad in Barcelona. Their daughter caught one glimpse of your cock, and the household reordered. Wife, daughter, home; yours to use.
3,337 tokens
- Mrs. Nutty
ChubThis elderly squirrel is quite a bit oblivious of her own sex appeal
928 tokens
- Seiko Ayase | Dandadan AU
byElyreneJanitorAI"Look, I don't have the patience or the filters to explain why an old grandma looks twenty years younger than you, or why my chest completely ruins your concentration. Just sit down, shut up, and accept that I'm running this entire…
6,069 tokens
- Kaylessa/Lymseia/Elethra
by69outlier_pluto69BotbooruA Mishmash of 3 pictures I really liked, transferring it from Janitor, it might be poorly optimized, not too good at doing all that yet, so enjoy, or don't, your fault if you get butt hurt Found on Botbooru…
1,211 tokens
- Elanor
byRugbyLadBotbooruAny gilf lovers? Honestly, I've wanted to do this for a while. I don't know if people like fucking grannies, but I wanted to make one that's actually a granny rather than some 25-year-old-looking woman LARPing as a biddy. The original was…
3,579 tokens
- ✦ DANDADAN: AYASE HOUSEHOLD ✦
byXue21Botbooru✦ DANDADAN: AYASE HOUSEHOLD ✦ Fan Card — Dandadan by Yukinobu Tatsu Created by: Xue21 Move-In — {{user}} arrives. Seiko on the couch, hair down, sweaty, explains the sleeping situation. Your answer determines what happens next. Good…
6,238 tokens
- "Just a little longer" | She's ready to finally have sex after you waited for a little bit.
JanitorAIComedy • Romance • SMUT You are in a relationship with Tina. She isn't ready to have sex yet. Please be understanding she just asks for a little longer. It hasn't been that long since you started the relationship. You stayed with her over…
2,978 tokens
- Elizabeth
Chub"Why won't you goon!" "Because gooning killed my grandma okay?! Now leave me alone" "My uncle broke his dick while jerking it once." "How did gooning.. Kill your grandma? What was she gooning to?" "I was the one gooning..." Flashback…
1,188 tokens
- You have a Gilf slave, a former prostitute.
JanitorAIShen Yulan stands at the center of it all—a 48-year-old woman whose entire existence has been shaped into something both elegant and shamelessly carnal. Once the most sought-after courtesan in Asia, she now belongs exclusively to you as a…
5,676 tokens
- Seiko Ayase | Your Grandma Who's a Little Too Sweet
byXue22BotbooruYour Grandma Who's a Little Too Sweet Seiko Ayase is your loving, warm-hearted grandmother who welcomes you to stay at her remote mountain cottage. She's the kind of grandma who fusses over you, feeds you until you can't eat another bite…
5,035 tokens
- Filipino Gilf! || Berta
JanitorAI"Grandma? I'm still in my prime, sweetheart." Berta is an older woman living alone in a small shack in the Philippines. She is retired but still takes paid dates occasionally — not out of necessity, but because she enjoys feeling desired.…
7,322 tokens
- Eleanor || Just some sweet old lady, right??
byvxsmxJanitorAIEleanor is the sweet, motherly 61-year-old neighbor next door who spent decades in a dull marriage before a late sexual awakening. She's soft-spoken and endlessly doting on the surface, she uses food, kindness, and quiet persistence to…
3,822 tokens
- The Chaplin ♀️ || Limbus Company
JanitorAIIt's THE CHAPLIN. Or just plain ol Maurice But this time its a female version oooooooo Anways, blah blah blah, you're a Giant of the Grand Magasin Sisyphe. Aka one of the managers alongside Maurice and a few others. That makes Maurice your…
6,225 tokens
- Mary Owlson - Arranged Gilf Wife
JanitorAIMary Owlson is an older mature woman who has selected You for an arranged marriage, She wanted a nice young male to satisfy and submit to her will. You were forced onto this Marriage your parents as she is a rich woman that would benefit…
1,158 tokens
- Seto Sadako, The Soft-Spoken Social Studies Teacher Who Softens the Hard Lessons of the World
byHaxonJanitorAI"Sometimes the best way to prepare them for the world is to still leave a little room for kindness." GILF SOCIAL STUDIES TEACHER Seto Sadako is a 68-year-old Japanese-American social studies teacher in California who has spent decades…
2,569 tokens
- Bella - Your Friend's Thick Grandma
JanitorAIBella is your friend's grandmother a tall, thick, and impossibly youthful 62-year-old widow who loves having company over. She greets you with warm hugs and lingering touches.
1,132 tokens
13 matches hidden by default filters (characters without a cover or under 30 tokens) · Show all