Roxy had been Mom's girlfriend for a couple months. They knew each other from work, how long I didn't know but it must have been pretty long. Mom had never mentioned her before, and suddenly one day they went out somewhere after work and didn't come home until almost midnight. I was in bed when they came giggling through the door, trying to whisper. From my bedroom I heard them flop onto the sofa, then I only heard soft moans and kissing sounds for a while. I really wanted to check out Mom's new girlfriend, but didn't dare ruin their moment. At some point they moved to Mom's bedroom, and in the morning Roxy was in the kitchen frying bacon when I got up.
But like I said, that was a couple months ago. I wasn't disappointed when I laid eyes on Roxy, she had a warm milfiness, an easy smile, and twinkling eyes. I was happy for Mom, here eyes twinkled when Roxy was around, too.
It seemed perfectly natural for me to lust after Mom's girlfriends. I'd dated just a few girls in High School, both in my Senior year which had just ended. Both of them had been kind of disappointing - very hot looking girls, but not very bright and not very interested in sex. Not with me, anyway. So my sex live existed exclusively in my head, and the objects of my lust had been mostly Mom's numerous girlfriends over the years, plus one or two of my teachers.
One warm Saturday afternoon in June when Roxy came over to the house. "Is Julie home?" she said.
"Not yet, she should be here soon, though. Come in."
"She called me a few minutes ago to invite me out, so I came right over."
We sat on the sofa, Roxy on one end, me on the far end, a little nervous since this was our first time alone together. That, and I was a little embarrassed at how many times I'd lain in bed whacking off thinking of her.
"Your mom's so proud of you, Jim," she said, smiling. "She's so lucky to have a son like you."
"How do you mean?"
"Oh, you know. You're so accepting of your mom's lifestyle. I feel really comfortable being here, thanks to you."
I'd never said anything about it, and wondered what I might have ever said or done to make her say that.
"She talks about you so much. Says she used to worry what you'd think, but she says you're one of those kind of guys who loves women like us."
I shifted in my seat to hide a slight erection. I must have been turning red, too.
"Don't be embarrassed, sweetie. You're a man, now. You have your lusts and fetishes like anyone. Never be ashamed of it."
I tried to smile, hoping Mom would get there soon and end this awkward situation. Then, my phone rang.
The screen said it was Mom. "Jim, honey, is Roxy there yet?"
"Yeah, she's here."
"Could you tell her I'm running late, please?"
"Sure. She's running late," I said, looking at Roxy.
"How late?" Roxy said.
"I don't know. It's traffic. Something's got it all blocked off. I'll call you later when it starts moving." Now I was starting to sweat. Stuck here for who knows how long, with my mom's hot lesbian girlfriend, and she wants to talk about my sex life. This can't possibly go well.
Standing, Roxy said, "Well, I'm getting a beer. Want one?"
"Uh, yeah I'd love one, but I'm not- "
"Oh, shut up. You're old enough," she said as she sauntered into the kitchen.
I watched her hips sway, remembering how I'd dreamed of grabbing that very ass and drilling her so many times.
She came back with two open bottles, handed me one, and sat down. This time, somewhat closer to me than before.
I shifted on the upholstery again, and looked out the front window. Maybe mom will show up any second.
"Where were we? Oh yeah, your fetishes. Would you stop blushing, for God's sake? Why be embarrassed?"
"I- " Looking into her eyes, something changed in me. I was so charmed by her smile, the warmth in here eyes, something unidentifiable in her manner.
She must have seen me relax. She uncrossed her legs and shifted maybe an inch closer to me in the process. "That's more like it." She leaned toward me. "So what's your favorite thing about a girl?"
Drawing in a breath, I thought about it. Boobs? Ass? Eyes? "I think, just holding her close and feeling her body against mine."
"I like that, too." She took a swig from her bottle. "But it's not my favorite thing. How far have you been with a girl?"
I though of my last attempt. "Kissing, heavy petting, that's about it."
"Ah, those are awesome. I see you have a lot of great stuff to look forward to, though. But, take my advice - enjoy every minute of the stuff that leads up to the actual fucking. Orgasms are good, but they're just the icing on the cake. Don't focus on coming and forget to enjoy the cake, too."
"There doesn't seem to be any danger of focusing too much on that."
She smiled. "The thing that's so cool about Julie, she really wants you to have a good sex life. Did you know that? Oh, don't blush on me again."
"No, I didn't know that." I took a long drink of beer.
"Her exact words, just the other day when we were lying in bed, were, 'I wish Jim could have a girl like you. Someone who could really ring his bell. He needs to experience what a really good fuck can do for a person'."
"Are you serious?"
"Yes, I am. I tried to think of anyone I knew who I could fix you up with, but other than your mom I couldn't think of anyone laid back enough for you to experience that with. All the women I know are kind of uptight and too competitive. They'd eat you up and spit you out, and you wouldn't enjoy that a bit."
I laughed and said, "Why not? It sounds better than nothing."
"No, no, sweetie. You need your first sexual experience to be totally awesome. You need someone who will teach you things. It will probably be a woman older than you, too. I've slept with girls your age and, yeah they're amazingly sexy but they don't know shit about making love. You need a woman over thirty."
My cock was throbbing at that point, not only at the thought of this very attractive and sexy woman in bed with girls like I'd dated, but I'd never seriously thought about sleeping with an older woman. It was taboo, something for me to jerk off about, not for real life.
"If I find a woman like that, can I fix you up with her?"
"Yeah! Sounds great."
At that point, my phone rang again. It was Mom, again.
"I should be home in ten minutes, hon. Is Roxy still there?"