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Chapter 30
by
jonjacobs64
That was fun!
Looks like Charissa wants to get closer
As Monday dawned, the week's routines reasserted themselves. I made breakfast and coffee as the kids played; Charissa tantalized me by exiting the shower in a towel after her morning run; the four of us ate together and set a plan for the day. Charissa agreed to take the kids to the downtown museums, including the aquarium, and would spend the whole day out. I thought about joining them but realized there was a lot I wanted to do at home. And after all, isn't this what I hired the babysitter for?
They packed their gear and headed out as I finished cleaning up from breakfast, packed lunches and my credit card in tow. As soon as they pulled out of the driveway, I was heading down to Charissa's room. The usual routine: inspect her sheets, imagining her juices settling into the fabric; rummage through her laundry, relishing in the cleanliness even of her dirty clothes; fondle her simple dildo, picturing it thrusting in and out of her virgin pussy. I sat on her bed, grabbed her diary, and opened the lock with the now-familiar 146.
I've been methodically making my way through her diary from the earliest entries, becoming intimately familiar with her life before she moved in. But today, I had to skip to the end. In her swooping handwriting, I was able to divine her perspective on yesterday's dramatic events.
OMG what a day! I went out with Amy to celebrate her birthday last night, and I was such a dumb idiot. I drank so much **** that I even got drunk! I think I was very drunk, and I hardly remember what happened when I got home. I'm pretty sure Seth and I watched a movie, though for all I know we could have.... haha, nevermind!
Anyway, this morning was mortifying. I woke up way late. I obviously missed church, and I felt terrible about it. I spanked myself as usual and then got to my knees and prayed. I felt awful, like a really bad headache, and I was really glad. It's what I deserve for being such an ugly idiot. So I wanted to wear something comfortable, but when I went to get dressed, I couldn't find any of my comfy clothes. It turned out that Seth had been really really sweet and done some laundry for me, but he must have forgot to put it in the dryer so everything was still wet. The house was silent, and I figured he was out with the kids. BOY WAS I WRONG!
So I put my clothes in the dryer and then went to make breakfast wearing only my underwear. And OH MY GOD Seth came into the kitchen and saw me! I screamed and ran downstairs and felt like such a dumb slut and stupid bitch and a total fuckup. It was so embarrassing and I felt like I had violated Seth's trust by treating his house like my own. Dad always taught me to be a kind and generous guest and here I was taking advantage of him.
I got dressed in regular clothes super fast and was crying on my bed when Seth came downstairs with coffee! I was ready for him to yell at me and to fire me from being his babysitter, but the opposite happened! He actually said it was ok! He said he wanted me to feel comfortable around the house and to think of his house as my house! I couldn't believe it, but he said he didn't mind! It was like when I get out of the shower in my towel, which I never really thought about before. I mean, it covers all my skin so I'm being modest when I wear my towel, but he thought that being in my underwear was the same.
And then he said this thing. I remember it exactly. "Who doesn't want to be greeted in the kitchen by a beautiful girl before she gets dressed?" A beautiful girl! He actually said that. And then he asked me to make him breakfast and I was so happy to do it!
We actually had a really amazing day after that. He told me about his ex-wife and I told him about Jason and even how I thought he was s*xy but didn't want to give him my special treasure. It actually made me really excited to tell Seth that, as you know from before. And after breakfast, he went outside to work in the yard and he took his shirt off and I watched from inside and all I could think about was darn Seth is also s*xy! I had my feelings all over again but this time my eyes were open and I was able to watch him from the window and I even t*uched myself d*wn there while I was watching and I felt so hot and so bad and so excited and I'm feeling that way again just writing all this!
And when he came in he was still very s*xy with his shirt off and he drank some water and sat down and I asked if I could help him and guess what! He asked me to massage his neck! Well I don't think I did a very good job, but I was very excited to touch him and his sweaty skin felt so good and then he said I did a good job, and I blushed! I remember he said, "You can massage me any time," and believe it or not, I said, "I just might!" I was so embarrassed but he seemed to like the idea of having a masseuse live in his house, so maybe that's good!
I went for a run in the new workout clothes I picked out with Amy. Seth told me to wear sunscreen but obviously I didn't. (Maybe if he offered to put it on me!!!!!) When I came back he asked if I had a burn, and I asked him if he saw one and he looked all over my skin and I started feeling really excited again. Seth made lunch while I showered and it was so good I had to eat it right away and to be honest I was being a little daring because I ate lunch wearing my towel! He said it was ok! I felt bad about it when I got downstairs but also really good and I actually t*uched myself before getting dressed which I NEVER do during the day OMG.
The rest of today was just lovely and pleasant. Seth demolished me in Scrabble obviously because he's a genius and I'm an idiot, but I did show him I like to read by reading a book on his couch while he worked on his computer, and we had a really nice afternoon. He's upstairs now making dinner and I'm looking forward to watching a movie with him tonight. I don't know if I want it to be a s*xy show like Game of Thrones. I mean, obviously I do want that but I'm afraid he won't like that and I told him he should pick so at least I don't have to suggest it. Gotta go to dinner now bye!
It couldn't have been more clear that my babysitter had the hots for me, and it seemed like she didn't fully understand how mutual the attraction was. But I was sure now as I hadn't been before that there were some real possibilities with this girl if I handled things right. My tame foot massage and her brief contact with my cock during last night's movie led her to fuck herself furiously. What might our next step be?
Taking things one small step further
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Babysitter Moves In
A summer of fun with a recent college grad
Charissa babysat my kids all four years that she attended the Christian college down the road from us. She needed a place to stay after graduation, so I made a deal: Free room and board in exchange for nannying all summer long. Neither of us could predict where this new arrangement might lead...
Updated on Jun 2, 2026
by jonjacobs64
Created on Mar 1, 2024
by jonjacobs64
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