Melissa
This is the second story of my series about my post-marital sexual journey. Read the first story (Babysitter Lauren) or my profile, for any background needed. You may see references to prior stories/people, but for the most part each story stands on its own.
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After our old nanny, Lauren, left us in mid-summer, we asked a variety of friends and neighbors to help out with the kids when we weren't available. School started in late August, which was good, but we still had no regular help after school.
My oldest was now in elementary school, and there was a substitute teacher there filling in for someone who was out on maternity leave. She wasn't my child's regular teacher, but did spend time in my child's classroom for one class. My wife Caitlin struck up a conversation with her one morning at drop off.
A few days later she came home and said to the kids, "How would you feel if Ms. Moore was your after-school sitter?"
They were thrilled of course, and we arranged for Melissa (Ms. Moore) to start the next week. She'd bring my oldest home from school and pick up the youngest on the way home. Then same routine as before -- she'd stay with the kids until one of us was able to get home around 5:30 or six.
Let me describe Melissa. Thirty-one years old (I was now 39), dirty blond hair, and an athlete's body. About 5'7", maybe 150 pounds, with some meat on her bones. Not overweight or out of shape at all, in fact very much in shape, a former college soccer player. And a nice full set of tits.
Melissa grew up local and her parents still lived about ten miles away. She lived in an apartment about fifteen miles in the other direction. Super polite, courteous, always smiling. Everyone loved her, she was the All-American girl.
My marital sex life really tailed off after that first weekend I'd spent fucking Lauren the prior spring. But once she left town over the summer, I was without any relief. I didn't dare go back begging to Caitlin now that I was without my side piece, so I'd jerk off occasionally, and every now and then Caitlin would feel guilty and offer her pussy for me to fuck. With Lauren gone, I took her up on it even though it was duty sex.
I started the same routine with Melissa that I did with Lauren - coming home early and getting to know her on a personal level. Over the first month, I learned that she had dated several guys in both high school and college, and several more over the last few years, but was currently single and not actively looking. She said she never had trouble attracting guys, so when she was ready to date, she was confident she'd have plenty of interest.
There was no question about that!
As polite and sweet as she was, Melissa was also very confident and assertive, and as I would come to find out, she let her feelings be known in no uncertain terms. She picked up on Caitlin's vibe after a month or so, and Caitlin's attitude toward me was on full display to Melissa.
One Friday when I was in the kitchen with her, Melissa flat out asked me, "Why don't you leave that bitch?"
A bit surprised, I almost protested, like, "Why would I do that?" or "What are you talking about?"
But she knew.
So, I kind of slumped my shoulders and said, "The kids are so young. I couldn't bear to break up this family when they are so young."
She understood, but drawing on her older brother's awful marriage, begged me not to waste my life and these good years. She described how her brother had spent the last ten years trapped in a loveless, sexless marriage and it was taking its toll on everyone.
"Speaking of," she asked, "How's your sex life?"
I shook my head. "Practically non-existent," I said, "and even then, it's awful. Boring charity sex."
She said, "You are a great guy, a great dad, funny and good looking and smart. Really hot actually. Anyone would be lucky to be with you. If you can't leave your wife right now, then at least go have an affair."
Crossing my fingers (figuratively), I said, "Done! How's your schedule look the next nine and a half weeks?" (A reference to a movie about an affair that she probably didn't get).
Expecting a slap in the face and a resignation, instead she looked thoughtful, finally saying, "Do you think you could handle me?"
Melissa was confident and assertive and built like a brick shit house. But I was a pretty big guy, and certainly not concerned about satisfying her.
I said, "Oh I have no doubt I could handle whatever you dish out, and maybe dish out some of my own."
Melissa peeked her head out into the living space (I had no need to engage the sliding door or camera after Lauren left), saw that the kids were watching TV, then walked up to me and gave me the most wonderfully aggressive kiss I've ever gotten. She bit my lip and drew a bit of blood.
She stepped back, grabbed her purse, and said, "I hope so."
She left, so I ran up to the bathroom and jerked off with thoughts of Melissa's body wrapped around mine.
The following week, I wasn't able to see Melissa after school, just due to my work schedule, and I was afraid the momentum had died. But that Friday afternoon she texted me, saying, "Meet me for a drink."
I let her know that I was concerned about being spotted with my child's teacher and babysitter in a bar, but she said, "Caitlin gave me the afternoon off, she's taking the kids to (a local Halloween-themed farm). Let's meet at ABC Bar, it will be happy hour, no one will think it strange that we bumped into each other, I go there all the time."
I agreed, and met her there about 4:30. She liked to party, downing two drinks before I finished one. We were at the bar; I didn't see anyone I knew. We talked for a good 45 minutes or so, enjoying each other's company very much. She kept putting her hand on my thigh or arm when I'd make her laugh.
After her third drink, she looked at me and said, "I want you to fuck me. Today. Follow me back to my apartment."
Who was I to argue, she had made her intentions clear, and I had no reason to object, so I followed her.
She lived in an apartment building about fifteen miles away. Far enough that I knew very few people in the town. I guess it was possible that someone I knew or Caitlin knew lived in this building, but it seemed pretty safe and out of the way. There was a parking garage so there was little chance of my car being spotted. All seemed OK.
I followed her into the elevator, where she kissed me passionately until we hit the third floor. She led me into her apartment, and as soon as the door closed, we were right back at it. She was an amazing kisser, soft but urgent at the same time. Her tongue was all over the place without being too aggressive. She licked my lips and bit my lip again. I was beyond turned on.
I asked, "Want to move to the couch?"
"No, bedroom" was all she said.
So, in we went.
"Get undressed and get on the bed," she said as she started stripping her own clothes off.