Dear Miss Lonesome – Sheena Ryder & Ailee Anne


Sheena Ryder wishes a good day to her stepdaughter, Ailee Anne, who is heading off to school. After Ailee leaves, it’s time for Sheena to get to work: she is a romance advice columnist known as the ‘Love Sage’. She reads an email from ‘Miss Lonesome’, who is in love with someone already in a relationship. Sheena advises Miss Lonesome to try finding out if her crush is interested in a change.

Days later, Ailee is sweeping the floor, saying it’s because she noticed that Sheena’s husband hasn’t been doing his share of the chores lately. She cautiously asks Sheena if everything is okay in her marriage. Sheena is caught off guard, but after a moment’s hesitation she says that her marriage is fine. However, as Sheena walks away, Ailee looks unconvinced about her parents’ marriage being ‘fine’.

Later that day, Sheena receives another question from Miss Lonesome, who wants to know if it’s worth it to convince her crush to give up her current relationship. Sheena advises Miss Lonesome to show hints of affection to her crush through light touches and eye contact, to see if her crush likes her back.

The next time Sheena folds laundry, Ailee comes in and they start folding it together. As they do so, Ailee lightly touches Sheena and tries to make lots of eye contact, but when Sheena asks why she’s doing that, Ailee shyly says that she’s admiring Sheena’s eye makeup.

Sheena then receives another message from Miss Lonesome, asking for further advice. Sheena suggests a specific question that Miss Lonesome can ask to see how her crush feels. Later, Ailee asks a variation of the question that Sheena suggested to Miss Lonesome, causing Sheena to realize that Ailee is Miss Lonesome, and she has a crush on HER! Sheena admits that she and her husband are drifting apart, and she’s grateful to Ailee for being so sweet and helpful all the time. They kiss, then happily lick each other’s breasts and lap at each other’s pussies. It looks like Miss Lonesome won’t be lonely anymore!


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