Walking into an arcade anywhere and anytime I go always takes me back to my summer going into my freshman year in college in 08'. The best summer or period in time I've had in my life. The reason for this nostalgia was the gorgeous milf who worked there most summers when I was a kid growing up, Wendy. Now a little too old in my eyes these past couple of years I only still visited the arcade for the eye candy and opportunities to talk and do some flirting with captivating, curvy, and just flat out dick hardening milf. Before I ventured over to the arcade decided to, while feeling a bit ballsy, go commando. Its summer and hot, plus I'd be leaving for college soon and if i could tease Wendy even just a little bit or even have her look that would be huge. She must have noticed my not so subtle looks at her cleavage or my hand brushing her bubble ass in passing over the years and especially these last couple where I'm no longer a virgin.
"Hello Philip!" The sexy milf Wendy says as I enter the arcade and walk towards her.
Instantly seeing her eyes lower and stare at my free flowing cock and smirk. Now while I am not the largest cock in terms of length I am thick however and above average to say the least. Just seeing her staring at my bouncing cock was getting me semi hard.
"Hello gorgeous, busy night?" I ask.
Already knowing the answer since I purposefully come at night when not many people are there so I can try and interact with her as much as possible.
"Ya it's a real full house," She said sarcastically leaning forward some.
Naturally my eyes lowering to see her beautiful c-cup tits basically falling out of her shirt.
Only adding onto my already stiffening cock. I try looking around to try and calm my raging boner sticking straight up in my basketball shorts. Seemingly sensing my intent to hide it she walks around the counter coming in for hug, which isn't uncommon for us since in known her and have seen have for the past eight summers. Again looking down at my shorts and coming in with her arms still at her side for the hug, which was odd, as I go to close my arms around her back I feel her delicate little hands slide my stiff cock up into her stomach so it's sandwiched between us with her hands on it.
In complete shock because something like this has never happened between us, I look down at her since she's 5'6 and I'm 5'11. She has the most lustful look in her eyes which I've never seen from her, she's always been a flirt but from a distance and never overstepped any boundary.
She looks me right in my eyes and alleges, "If I knew you were hiding this thick cock we could have had fun a long time ago you sexy fuck."
Gently rubbing around my tip in her hands I look and just manage to get out "Wendy."
Before she tells me, "Don't worry, we'll be closing up soon so take a seat or a game and I'll see you soon Romeo."
She gave my cock a light squeeze as she broke the hug and I got hypnotized watching her beautifully sculpted fat ass as she walked away.
Time seemed to crawl by as I was trying to replay what the hell just happened in my head while being bewildered.
Shaking my head trying to snap the hell out of my daze and regain control and trying to play it off. I gather myself as everyone is leaving and I see her wave from the door and I calmly walk towards her.
"Just need to lock up and we can go out the back to my car and I'll give you a ride home." Wendy adds, watching my cock bounce towards her.
Somewhat disappointed I brush it off and agree as she finishes locking the door and walking towards the back as I follow behind.
As if reading my mind she looks over her shoulder and suggests, "Like what you see back there?"
"Yes I do, I'm an ass man personally and your fat ass is exactly the type I love." I answer snapping out of watching her ass sway.
Pretty brazen on my part I hope I didn't step over any lines, as we're into her car. Waiting until she's fully seated and situated before I get in sit down just so she can get another look at the bulge in my shorts before getting in. I sit and see her doing the biting lip smirk that made me lust for her for so many summers and it makes my cock twitch and getting semi hard again. But sitting and her starting to drive i didn't think she could tell.
Ten minutes into the conversation and flirting and just laughs she comes out and inquires, "Philip I could watch you walk around all day with your cock swinging around like that, why have you never made a move or free balled around me before?"
"Well Wendy you are way out of my league and a beautiful older woman which I figured you were just entertaining my flirting and comments and even accidental touches because I was just a kid you've seen grow up, plus aren't you married?" I say actually curious.
"Yes I am married, but with my husband away on business all the time and not satisfying me anyway what is a woman to do? Besides preying on young studs like you hoping to one day gobble you up for myself," Wendy playfully answered.
With that jaw dropping answer I try my hardest to play it cool even though my fantasy for the past few years seems to be unfolding in front of my eyes.
"I've been meaning to ask," she claims. "What are you? ethnicity wise, I love your brown skin, it's so sexy in the sunlight when I've watched your ripped body walking around."
"I am black and spanish." I answer, "I've always liked your fair skin myself and even more so when it's tan in the summer from being out on the beach in those skimpy bikinis I've seen you in, I also have been keeping my eye on you as well."
