After a long stint working all over the world I had finally moved back to my home town. I'd been in the Military for a while then a good few years in the private sector and when my Aunt passed (my only relative) I used it as an excuse to move back and settle down.
I'd been home a few months when I ran into an old friend, she'd always been a woman I had crushed on as a kid but she was never single.
"I can't believe you recognized me, I feel like I've changed a lot." She said when I said hi in the supermarket.
"Your hair may be different Claire but you're still the beautiful woman I remember." I said with a smile.
"Oh, hey now, making me blush. Oh, this, is my daughter Mary, she is 6 going on 30 and likes to keep me on my toes." She said, bringing the girl in front of her.
"Well it's nice to meet you Mary." I didn't get a reply.
"She's playing shy right now but give it time."
"You, uh, married or anything?"
"I, um, no, he..." She replied, mouthing 'Passed away'. "Left to go overseas."
"Oh, well I'm sorry to hear that."
"You don't need to pretend Mommy, I know daddy is in heaven." Said Mary.
"We...we can talk about it later sweetie."
After that first meeting I couldn't get enough of Claire. She was still the gorgeous, large breasted and fun woman I used to daydream about, she'd aged really well and looked like she was in her late 20's rather than late 30's. We went out a lot and after maybe 8 months of dating she asked me to move in, mostly I think because she hated my apartment. I got on pretty well with her kid too, she was fun and friendly and took to me pretty quickly. One weekend, after we'd been dating maybe a year or so, we went out for dinner and Claire brought her usual babysitter home, I'd never met her before then, she seemed really nice.
"Thank you again Amber, I've been so busy with work Marcus and I have hardly been out so I wanted to let him treat me." Said Claire.
"Thought you said it was your treat?" I said with a grin.
"Oh you're so funny." Said Claire, fake rolling her eyes at me.
"It's fine Claire, I promised this little lady we'd have a princess tea party next time I was here so we'll be having fun." Said Amber.
Claire and I had a really nice night, she got pretty drunk but I was driving so it didn't matter.
"Sorry Amber, hope you don't mind Marcus driving you home, I got pretty drunk." Said Claire when we got home.
"Not at all, hope you had a nice night." She replied.
"We did, was madam okay for you?"
"Yea, I wish all the kids I babysit for were as good."
Amber lived a good 30 minutes away but Claire was good friends with her Mom and she trusted her. She was 19, slim and pretty with blue eyes and short blonde hair. A few minutes into the drive though she got really flirty and started asking really personal questions.
"So uh, will Claire still be awake when you get home?" She said, pushing her chest out a little.
"I hope so but she was pretty drunk." I replied.
"Do you guys go at it a lot?"
"I uh, is kinda personal Miss Amber."
"That's okay, I'm open minded."
"Still, I don't think I should be sharing that kind of stuff with you."
"She told me your cock is really nice."
"I uh, okay, that's nice."
"I've always liked older men, boys my age can't make me cum like an older man with experience can."
"I uh, good. Well, this is you." I said, thankful to be at her house.
"Well, goodnight."
She had unbuckled her seat belt and looked like she was actually waiting for a kiss.
"Goodnight Amber." I said.
She finally took the hint and left, I waited until she was inside her house then drove home. I told Claire all about it. She just laughed.
"Why are you telling a 19 year old about my cock anyways?" I asked.
"Well maybe I'm proud of it for you and like to boast." She replied.
"But the babysitter Claire? I was embarrassed."
"Do you want to know a secret?"
"What."
"Remember I told you I'm bi and you replied that it turns you on?"
"Yes, you're going to tease me aren't you."
"Oh of course not my love. I had sex with her, she was curious and wanted to try so we did."
"When was this?"
"When she turned 18, when we first started dating I think, we weren't an official couple yet. Anyway, we still chat, I promised I'd ask you before we have sex again."
"Oh."
"By the bulge growing in your shorts you want me to tell you more don't you."
"I uh, sure."
Claire pulled my pants and boxers down and slowly stroked my already hard cock as she spoke.
"She told me it was the most excited she'd ever been, that tasting my pussy for the first time was magical. Do you want to know how good she tasted?"
"Uh huh.."
"I'll tell you after you make me cum, lick me."
Claire took off the silk robe she was wearing and laid back on the bed, I pulled my t-shirt off and got between her legs and started licking her, not stopping until she was pushing me away after several orgasms.
"Sh... she tasted like your cock is going to after you fuck me big boy." She said, catching her breath.
My cock was as hard as steel by that point, I turned her onto all fours and pushed into her and quickly built up a furious pace, our bodies slapping together as I fucked her. I came pretty quickly, pushing in deep as I groaned in pleasure. Claire sucked our juices from my cock then pulled my arms round her as we spooned.
"Wow, that got you pretty fired up huh." She said, pulling my hand to her pert breasts.
"Well hearing about how my girlfriend had sex with the 19 year old babysitter is the stuff from porn my love." I replied.
"Do you want to fuck her?"
"What? I'm with you."
"What if I wanted you to."
"I would suspect you were testing me, not falling for that one."
Claire turned to lay on her back so she could look at me.
"I'm serious, I can't keep up with you most of the time, would love a young hottie to share some of the load and I know she would keep it to herself."
"I still think this is a trap."
"Lay on your back."