Mom’s cupcakes

So at the time that my friendship with Brittney started I was pretty busy doing the whole "life" thing. I was only able to meet up with her maybe once a week or so. Fridays seemed to be when our schedules lined up the best so we started hanging out pretty much every Friday. Needless to say I was like a kid on Christmas Eve the Thursday before our next meeting.

At this point I knew I was in a very strange, yet uniquely awesome situation. During the week Brittney and I had chatted and she told me she had talked all about everything that happened with her mom. She said her mom was still chill about it and was down to make her cupcakes for us. So when I got to Brittney's house that Friday afternoon I was pretty relaxed and excited.

Brittney met me at the door like she always did and greeted me with a smiley hug. She walked me in through the living room and into the kitchen where Kerry was washing some dishes, and a tray of cupcakes sat on the counter. "WOW, those look great" I was trying to be nice, they looked like regular cupcakes. "Thanks! Everyone says they're great!" We chit chatted for a bit about the recipe and whatnot before Brittney grabbed us each a cupcake and said that we were gonna head downstairs. We headed down the stairs into her room and when I sat down on her bed it all sank in as to where I was. I'm about to fuck this beautiful chick without shame every way I can think of… while her mom listens… and I have a cupcake.

Brittney and I hung out and talked for a while, ate our cupcakes, and eventually found ourselves making out and losing clothes fast. We pound it out not leaving anything to the imagination for anyone within earshot and again find ourselves naked and exhausted on the bed. Soon enough Brittney says "I gotta pee" and started standing up, so I say "Me too" and get up with her. She grabs my hand and we head up the stairs in nothing but our birthday suits and this time I'm ready for what's about to happen so I'm much more at ease. We crest the stairs and walk into the living room where Kerry was sitting in her usual chair, watching tv. "Hey guys, how'd it go?" That still weirded me out for a split second before I was able to recompose myself. "Amazing! As usual!" I said. Of course I wasn't gonna say anything bad because it really was amazing, but some odd desire to be "polite" made me really try to gush (it is her daughter after all). Brittney said something like "it was great" or "really great" but pretty much just headed right to the bathroom.

There I was… talking to my fwb's mom about how great of a lay her daughter is, naked, and my cock getting harder. Kerry told me to have a seat on the couch and I quickly acquiesced. I sat down and she turned to me and said "It sounded like it was amazing, made me a little jealous" with a cheeky grin. I'm dumbstruck. I usually try to be suave and flirtatious but I literally didn't know what to say. My mind was a blank and what eventually came out was "Oh… Sorry".

How stupid could I be? This beautiful woman was hitting on me and I apologize?!? I could have said something so much more slick, more smooth. I kicked myself as soon as it came out but Kerry was extremely sweet and boosted me back up with her response. "Oh don't be sorry, Brit tells me all about it, I just get so curious listening and I wanna know how it's going. I guess I'm just nosy." I'm still reeling a little bit so I say "Well what do you wanna know?" After asking that I just settled into what I had gotten myself into and just honestly responded. "So how did it start?" Me: "We started making out." K: "Skip to the good part!" Me: "She jerked me off then climbed onto me." K: "She rode you? How was it? Did she put her boobs in your face?" Me: "It was fucking awesome and yea she did." K: "Then what?" Me: "We fucked missionary, then doggy, then back to her riding then back to doggy." K: "I love doggy, it's my favorite!" Me: "Me too!" Toilet flushes, sink runs a second and in walks Brittney with a "Hey."

I stood up to take my turn in the bathroom because I really had to go. Brittney struck a playfully reproachful pose and asked with feigned skepticism "What're you two talking about?" "Doggy," responded Kerry "it's OUR favorite." I headed into the bathroom as Brittney sat down and they shared a little laugh. With the door closed I immediately try everything I know to calm myself down. I feel like I'm blowing this and if I can just lock in and focus on being calm this can get really cool. I told myself over and over that I'm literally naked and she's fine with it, I can get away with being confident in this situation. I did what I had to do, hyped myself back up again and headed back out into the living room.

I strolled back into the living room to find Brittney and Kerry talking about needing to put away the rest of the cupcakes so they don't get stale. Kerry stands up and goes to the kitchen to put them away and Brittney follows her with me trailing behind. Kerry walks over to the cupcakes and starts putting them away in a Tupperware container, Brittney leans over the counter watching and I walk up behind her with a nice little ass smack. "Wanna head back downstairs?" I asked, now extremely horny again. "Just can't get enough of me?" She asked playfully turning to face me. "I can't, I want that ass in the air and your face in a pillow" "Well let me help put these away and we can go down." Brittney started towards her mom to help but was waved off. "Go have fun, I got it" said Kerry. So Brittney turned around, grabbed my hand and led me to her room.

We get downstairs and I basically throw her on the bed and fuck the hell out of her again. I'm fucking her from behind and really getting into it when we hear a call down the stairs. "Do you guys want anymore cupcakes?" Literally without skipping a beat we both half-yell half-moan "YES". Down comes Kerry, a cupcake in each hand as she walks towards us on the bed. Brittney lifts her head up to take her cupcake and I stopped my pumping but was still balls deep in her pussy. Kerry must have seen me stop because she says "Oh don't stop cause of me, I don't wanna interrupt." So I started fucking again, but not as hard as before just a consistent stroke. She hands Brittney her cupcake and gets a quick thanks before she starts eating it. I put out my hand to take my cupcake but she set it down on the table and said "I think you need to concentrate" with a slight laugh while pointing at her daughter's ass.

I started fucking a little harder and Kerry gave me an approving "there you go!" Then she started to walk out saying "I'll let you have your privacy, I'm sorry, I'm sorry" while snickering. Now I'm kinda laughing a bit because of how just silly she was being so I half jokingly said "But then who's gonna be my coach?" Still just going to town on Brittney. She laughed and said she didn't think I needed a coach and that I clearly had this handled before walking up the stairs. I was a little bummed she left but not too much because I'm still gonna get to cum all over Brittney. So I did. All over her ass and up her back. I helped clean her up and said I was gonna eat my cupcake now. She had to pee again and I said I'd go with her.

We get upstairs, Brittney heads to the bathroom and Kerry hits me with a "That was quick!" Talk about a blow to the ego… but I tried to play it cool. I said "Yea, but I could go again" while grabbing my still semi hard cock and laughing. "Well now I'm really jealous!" She said through a giggle. This time I just full on went for it, tossing aside my better judgement and said "Well there's enough to go around!" I tried to be cool but I must not have been that convincing because she burst out laughing but surprisingly said after she was done "maybe someday." Brittney came out of the bathroom and said we should go back down and I agreed because I had to get going. So we went downstairs, hung out for a while I ate my cupcake then I got dressed to go. She stayed naked.

She walked me up the stairs and I said bye to Kerry on the way out. Then just as I walked past I said "think about it…" to Kerry which made her and I both laugh again. Brittney walked me to the door, gave me a hug and I headed home happy and confident in myself.

From there it all kinda blends together for a few weeks until some other notable events occur. Again, choose to believe or not I don't care, this really happened.