My Sex Education, Part 9
Just two months after Mom's fiftieth birthday, two months after I last fucked Hailey, Hailey found out she was pregnant and it rocked my world. We both knew that it was mine, and we both struggled for a week about what to do about it. But, in the end, we decided that she should tell her boyfriend that it was his. And then just two months after that, she and Brent, her boyfriend, got married at the courthouse.
I have to say, I was a little torn. That was my baby girl. I wanted her as my own daughter, not pretending that she's my niece. But I didn't have a lot of say in the matter. It would have been very bad if the world found out about us. Especially about us with a baby girl.
Now, it was two years after my mom's fiftieth birthday and I was dating a new girl now, Sydney. Ashley and I parted ways, just not seeing eye to eye on things, and she got a big job out west to which I really didn't want to follow her. It wasn't a difficult breakup, really. We just kind of said goodbye.
So then I started dating and met Sydney. She was a really attractive brunette, with brown eyes... about 5'5"... with C-cup breasts that I loved to play with. When we first started dating, she was so receptive to my sexual advances and appetite. I mean, my Mom and Hailey showed me so many things about how to tease and please a woman. I had to try them out on her. But as time wore on, she seemed to be getting tired of it for some reason. She started telling me no more and more often, coming up with lame excuses. Still, I had thoughts that I should marry her. I thought that maybe that was the problem... she thought I only wanted her for sex.
She and I had already made plans about going down to visit both my Mom and her parents for the week between Christmas and New Year's. Sydney's grandparents weren't doing very well health-wise so I was going to drop her off at her parent's first, then come and bring her over to meet my Mom later in the week.
About a week and a half away from the trip, I called my Mom to talk to her about my plans to propose to Sydney. I wanted to get her advice and maybe her blessing.
"Hey Mom!" I said, when she picked up the phone. It was only about 8pm and Sydney was at work... again.
"Hey baby, how are you doing?" she asked. She always seemed so happy to see me or talk to me, even just on the phone. For the past two years, she's even been known to call to flirt or even a little phone sex. I guess that she was pretty lonely.
"I'm doing good. I just... I just have something on my mind that I wanted to talk to you about."
"That sounds serious," she said.
"Yeah, it kind of is," I said, trying to figure out how to tell her. I felt like I was abandoning her for some reason. Like I was pushing her aside for another model. I mean, I did want to run away with her when I first moved out, and she rebuffed me. So maybe it really was time to cut the cord. "Well, you know I've been dating Sydney for almost 2 years now."
"Yeah..."
"Well... God... I'm just going to come out and say it. I'm thinking about proposing to her," I said quickly.
"Wow... that's a pretty big step, baby," she said, sounding a little apprehensive about it.
"I know. That's why I wanted to talk to you about it."
"Well, I have to say, I'm not really surprised," she said. "We talked about this. I mean, I knew it was coming. You meeting someone and getting married some day. So... tell me about her? What do you like about her? Why do you want to marry her?"
"Oh... um... I don't know... she's nice," I said. Words failed me. I was having a very difficult time telling her how I was feeling.
"That's it?" she giggled. "That's all you got? I mean, marriage is a huge step."
"No... I know... I mean, she's smart and pretty," I continued. "She likes hiking... and plays tennis. We just... we really get along well together."
"Mmhmm," she said, sounding doubtful of my reasons.
"I don't... I don't know what to say," I said. "I thought you wanted me to find someone."
"Sure I do," she said. "That's what every mother wants for her son. Right? And I want that for you, too. I just want to make sure this is the right girl... not just any girl. I mean, I just want to make sure you love her and aren't just wanting to be with her for sex. I don't want you to get into a marriage that ends up like your father's and mine."
"I... I don't know. How do I know if it's love or not?" I asked. "It feels like it is."
"Baby, you know what it's like when just you and I are alone, right?
"Yeah?"
"Do you like that?"
"Yeah, I like it a lot," I said.
"Yeah? What we have... is... really deep. It's much more than just mother and son... or physical attraction... or sex. What we have is a really deep connection. Right?"
"Yeah, I think so, too."
"I really like the special moments that you and I have together," she said. "I hope you appreciate them too."
"I do mom. I really do," I said.
"That's love baby," she said. "Really deep love. Are you bringing her for Christmas this year? So I can meet her?"
"Yeah... of course," I'm dropping her off at her parent's for the first half of the week. She'll be over on Wednesday."
"Ok... ok... I'll see for myself how you two feel as a couple," she said. "I mean, meeting new girls is important and great and all... but what you and I have, our bond, is special. Right? It's lifelong."
I nodded, although she couldn't see it. "I think so, too."
"And I always know how to make you feel good, don't I baby?"
"Yeah," I smiled. She always did make me feel good. Suddenly my phone made some strange noise and I realized that she started up a video call. I pressed the button to accept it and held the phone up so she could see my face.
"Wow... you look really good," she said.
I could see that she was wearing her black, satin robe that I loved so much. It made her look incredibly sexy. I briefly wondered if she was going to bed early. In contrast, though, she was wearing makeup and her hair was elaborately coiffed. "You look really good, too, mom."
"Aw, thanks. I like how you're always complimenting me," she said. I smiled. I always enjoyed making her happy.
"Are you going out somewhere?" I asked.
