I awoke late Saturday, full of conflicted feelings. Lying there awake I tried to organize the events of the previous night in my mind.
Steph, my step-sister's best friend, had been my date for the prom and, after an astounding display of erotic dominance, had sucked my dick in the limo. It was my first ever blowjob. She swallowed my cum, and then vanished, implying that she and I were not finished yet.
Christine, my friend from church, the pastor's daughter, had secretly watched the whole thing, and later intimated to me that maybe she had been there before herself.
However, despite those stimulating, erotic happenings, my mind was on Tara. In a moment of youthful stupidity I had put my foot way deep in my mouth, and I had deeply hurt one of my best friends. My mind may have been racing regarding everything going on, but the one thing I knew for sure was that I needed to make things right with her, above all else.
As I took my morning piss, my eyes peeked through the blinds, and over at the bedroom window of my next door neighbor Sarah. There she sat, my biggest crush, brushing her wet hair, a towel wrapped around her. It wasn't the first time I had seen her like this, and my mind traveled back to last week, when Tara and I had shared a hot masturbation session watching Sarah drop her towel and get fucked hard by a mystery man, right there on her bed. I had watched the girl at the center of my most intense infatuations get her back splattered with spurting semen, yet the thing that put me over the edge that day was watching Tara, right next to me, finger herself to orgasm. We had shared a moment, and I don't think I truly appreciated what it had meant for either of us.
Heading downstairs I found no sign of my step-mom Kelly, just a note stuck to the side of the fridge. "Went for a hike with Sandy, Don, and Brian," the first part of it read.
Brian. She had been spending a lot of time with Brian lately. I didn't know much about him, but I knew what his cock looked like, as I had not too long ago seen Steph's mom Sandy on her knees with it in her mouth while her husband Don videotaped it. I wondered briefly if Kelly had seen that cock yet. Felt it. It was a fleeting thought though, as I knew Kelly, and in the years since my dad died she had hardly been on a single date, and spent much of her social time at church events. She surely wasn't the type.
Although, I had been learning a lot recently about what church types could really be like, so who's to say what she was capable of.
Reading the second part of the note, I stopped mid-bite of my apple. It wasn't the casual, "Love you - Kel" that she signed it with, but the bit that preceded it. The bit that said "Steph asked if you'd be able to pick her up from work tonight."
The previous night's scene flashed across my mind. In a blatant power move, Steph had made me atone for eavesdropping on her sounds of orgasm by making me take out my cock and jerk off for her. As nervous as I was, the confidence she displayed in her dominant tone turned me on intensely. What I hadn't counted on was her finishing me off inside her hot mouth.
On her knees in front of me, breasts bared, it was a position traditionally seen as submissive, but as my hot cum launched into her mouth, there was no question who was in charge.
Then, her last words to me before disappearing, "you've still got a lot to make up for, and I'm not done with you yet," echoed in my mind. This girl had gone from my childhood tormentor to a friend, to...whatever this was now...and I found the mystery of the unknown in front of me both terrifying and intensely arousing.
But there was still Tara.
I called, and I texted, but there was no response. I honestly didn't expect one, and probably didn't deserve one. I thought about how jealous I had felt seeing her re-enter the dance with Bud Pepper on her heels. The thought that they had hooked up again ignited something in me that I wasn't ready for. I knew Tara was experienced, and not someone who shied away from her own carnal desires, but it had never bothered me before. It was only a few weeks ago that she had told me about her last encounter with Bud in graphic detail, recounting the specifics of his huge cock and the blow job that left her drenched in his cum, and I found it nothing but arousing.
But I also knew that she left that encounter feeling degraded, and maybe that was part of it. Maybe seeing her respond to my equally degrading comments by running back to someone like that made me feel shame. Shame because we had shared a moment, electric and alive, orgasmic and pure, and I had ruined it by essentially calling her a slut. I cared about Tara, perhaps more than I realized, and I think maybe she had felt the same way. Until I ruined it.
I needed to clear my head. I needed to go for a run.
I was stretching on the front steps, head hung between my legs, my mind still in turmoil, when I heard Sarah's voice come from behind me.
"You going running? she said. Bouncing back up I turned to meet her. Clad in a hot pink sports bra, tight, mid-thigh leggings, and white sneakers, she was putting her damp red hair back into a ponytail.
"Yeah, great day for it, and I definitely need it," I responded, switching my stretch
"Yeah, me too, especially after last night," she said offhandedly. Her hair was damp from the shower. Why was she going for a run AFTER a shower? Maybe she had just wanted to wash off all the makeup and hair product she had been covered in for the prom, but as she turned to stretch and I saw the flare of her curvy backside, I thought about what I had witnessed through her bedroom window the other day. I wondered if maybe she felt the need to wash something else off her body too.
Now, I may have been a mental wreck, between thinking about Tara, Steph, and Christine, but I wasn't too blind to see an opportunity with the girl next door, the girl who I had spent most of my adolescence up to this point fantasizing about.
"You want some company?" It was an innocent opportunity, but an opportunity nonetheless.
"Yeah, sure," she exclaimed invitingly, "lead the way!"
We headed off down the road, and I introduced her to my usual path through backstreets, over old train tracks, through the wooded bike path toward the lake.
We didn't say much as we ran, both of us focusing on pace and our breath. When Sarah would pull ahead, I couldn't help but admire her body as it worked. Her cute bouncing ponytail, her firing back muscles, her round ass packaged lovingly in tight spandex.
Staring at her ass, it was then that I wondered if she knew, If any girl knew, how often the men they crossed paths with emptied their balls fantasizing about them. How behind even the most innocent of conversations was most likely at least one furious stroke session picturing all the lewd acts they could possibly perform. I'm sure even Christine's father, the pastor of our church, had pictured a member of the congregation, maybe Sandy, maybe my step-mom Kelly, hell, maybe even Rachel, on her knees for him alone on the occasional lonely night. Fleeting thoughts that lead to momentary release, and then disappear into the ether of a cleared mind.
I had pictured Sarah's ass, the ass bouncing in front of me, many times, naked, arched up in front of me, her wet pussy dripping in anticipation of me sliding my hard cock inside. I had pictured her large, perfect tits wrapped around my cock as I fucked them. Pictured her body writhing around me as she spasmed in orgasm. Pictured her contented smile as she stroked my cum all over her face and neck and breasts.
But that was fantasy, and this was real, and in this moment, those fantasies were nowhere in my mind. We were just two people enjoying a run. But I knew, later on, that the person would fade, and the fantasy would return. I would stroke, I would cum, and then it would be gone. Until the next time.
Reaching the upper swell of the lake, we both stopped for water, and to stretch. No longer focused on the exertion at hand, we talked about the only thing we knew we had in common at that point.
"So, two dates last night, huh?"she pulled her right arm across her ample bosom with her left in a stretch. "How'd that go?"
I gave a dismissive snort. "It was...something," I said, mind drifting back to the night before, "I came with two and left with none."
Technically I came with two, one made me cum, and left with none, but hey who's counting, right?