Latest Updates from Diary of a Nanny

Aubrey Sinclair and Tony De Sergio in Diary of a Nanny

Aubrey Sinclair - Diary of a Nanny

10th January - Bloody hell! Tony couldn't help but go through his nanny Aubrey Sinclair's diary, as she just left it lying around, but he wish he hadn't: she apparently has a third for his British, married cock! What's a guy to do? He approaches her about the situation and tells that it can't happen, but that just ignites more of a fire under Aubrey's deliciously fat ass to get what she wants. Who's gonna win: a young, gorgeous blonde, nanny who's horny for your dick, or you – the older, married man who's getting laid this many times *crickets* Checkmate, nanny! ...Read More
Alex Grey and Johnny Castle in Diary of a Nanny

Alex Grey - Diary of a Nanny

26th December - Dear diary: today Alex Grey is writing “Dear Diary” about her encounter with Mr. Castle, the married man who's employing her as a nanny, and how it was an experience she'll never forget. Alex says she noticed how his wife wasn't paying attention to him or helping him much lately, and when Alex decided to pick up her slack, she noticed Johnny noticing her. And that it happened: one day, after putting his son down for his nap, she was cleaning up his mess from lunch when Johnny walked in and decided to “thank” her – in a good way. Alex says she had never been with an older man before, but Mr. Castle took control of her pussy like nobody ever has, and she loved every minute of it. What do you think of this, Diary? Alex sure is a hot little blonde, and she's obviously horny. Do you think I'd have a chance with her? Your friend, Everyman. ...Read More
Avi Love and Ryan Driller in Diary of a Nanny

Avi Love - Diary of a Nanny

16th June - Nanny Avi Love knows how much her boss Ryan loves her for the work she does, not to mention her lithe body, over which he drools nearly every day. Avi's always daydreamed about fucking Ryan, but she's not sure how she'd feel about being with an older man. But when she witnesses her boss pass out drunk, then fantasize about fucking her, she makes up her mind! ...Read More

Liza Rowe and Johnny Castle in Diary of a Nanny

Liza Rowe - Diary of a Nanny

24th April - Don't expect your boss to be happy when you show up to work with your ass hanging out of your jeans. That's what Liza Rowe learned when she showed up to her nannying job in ultra-booty shorts. Her boss Johnny was so ticked at how unacceptable she looked, he canceled work and even threatened to fire her. But it's funny how irony works: turns out that Johnny was lured back to Liza by the very thing he claimed was the problem — her bubble butt! All that anger and frustration bubbled over into hot sex with his young, lithe nanny! And all that hot fucking with Liza the young hot nanny ended in eruption — of Johnny's jizz! Can you say “rehired”? ...Read More
Jessie Lynne and Johnny Castle in Diary of a Nanny

Jessie Lynne - Diary of a Nanny

16th March - Jessie Lynne is really hoping to make some extra cash by babysitting for the Castles, but she hasn't heard back from them ever since their first phone call. She faces that issue by knocking on Johnny's door and talking with him face-to-face, which turns out to be the best thing she could have done in more ways than one! Not only does Johnny give her the job, but she finds out his wife is out of town, which makes the timing perfect for Jessie to seduce her new boss! Watch as the horny young nanny fulfills all of her desires! ...Read More
Kylie Page and Johnny Castle in Diary of a Nanny

Kylie Page - Diary of a Nanny

24th February - What's the best way to get your employer's attention? Fall off your bike! That's what nanny Kylie Page does to get her boss Johnny to look at her — especially when his wife's out of town! Poor Kylie arrives at his house all bruised up with her bike and tells him what happened, in hopes that he'll take care of her. Lucky for her, Johnny goes straight for the ice pack and soothes her pain. And with her big natural tits and bubble butt busting out everywhere, he can't help but soothe his aching balls by fucking his nanny and cumming all over her! ...Read More
Riley Reid in Diary of a Nanny

Riley Reid - Diary of a Nanny

11th November - Riley is babysitting for the Parker's and she's waiting for Mr. Parker to make a move on her, but he hasn't been falling for Riley's normal moves. She decides to step her game up and tries to be even more seductive than usual. Mr. Parker finally gets the hint and pounds Riley's pussy. ...Read More
Tasha Reign in Diary of a Nanny

Tasha Reign - Diary of a Nanny

24th October - Tasha just can't stop thinking about Mr. Nixon while she is taking care of their kids. She thinks he is a great guy and can't get out much because he works so many house a week. Truthfully she's been thinking about fucking Mr. Nixon but, she's worried this might put her job on the line if she were to make a move. You miss all the shots you don't take and she's not willing to sit out on the bench for this game. ...Read More
Ava Addams and Aaliyah Love in Diary of a Nanny

Aaliyah Love - Diary of a Nanny

12th September - Aaliyah got herself wet while washing the dishes. Johnny walks in on her changing her shirt and gets excited and starts getting undressed too. He's under the impression that she's agreed to partake in a threesome that he and his wife have discussed. Ava walks in a little upset to see both their shirts off and Aaliyah lets her know what's happened. Luckily Christmas has come early for Johnny and he can't went to open his present. ...Read More
Latin Adultery

Whitney Westgate in Diary of a Nanny

Whitney Westgate - Diary of a Nanny

29th August - Whitney Westgate was caught playing with her pussy while on the job. Whitney is extremely sorry and wants to make it up to her boss, so she replaces the toy she's playing with and fills her pussy with her employer's dick instead. ...Read More
Holly Heart and Remy LaCroix in Diary of a Nanny

Holly Heart - Diary of a Nanny

8th August - Remy had ONE JOB as Ms. Heart's nanny and that was she couldn't have any guys over. Immediately after she leaves the house she calls her boyfriend to come over. He comes up to the bedroom to find Remy playing her clit like a fine violin. They start to get hot and heavy when Ms. Heart comes back early and walks in on them. Remy thought her days as a nanny were numbered but, Ms. Heart just wants in on the fun. ...Read More