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Getting an [F] in [M]ath Isn't Always a Bad Thing... Part 2 [Cheating] [College] [Older Woman]
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santinomig is a female in Older Woman
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Part 1

My heart skipped a beat in the cool spring air as I saw the glow from my phone with Elaina's name on it. I opened the message, not knowing what to expect.

"hey, can u tutor me next year?" the message said.

"what?" I replied, confused, but assuming an innuendo, "i thought you were graduating and leaving next week?"

"yea, i am. but i just got into the masters program here. i'll be back in the fall," she replied.

"really? that's great! i honestly thought i'd never see you again..." I text back, not realizing how eager I had just made myself sound.

"yes really, so ill see you next year... now go to your party. my bf just got here... PS: if you're around this summer, maybe i'll stop by. ttyl" she replied and ending the quick conversation. I headed off to the party and enjoyed the rest of the night.

About a month went by with little to no contact between us. The days in that small college apartment dragged on slowly since I could not move back home for the summer. I had a job near the school and was getting too many hours to turn down. One night after a long shift at work, I returned home to find Elaina at the front door of my apartment with dinner. I could not have been more surprised, considering we hadn't talked in a while. She smiled at me as walked up. She was dressed out of character for her usual relaxed style. She wore slim fitting dark jeans that barely contained her round ass. On top, she wore a white shirt that was cut short in the midriff, leaving her thin waistline slightly exposed. With her long black hair and glasses, she had the perfect secretary/girl-next-door look to her. I asked if she had been waiting long. She said no, that she had text my roommate to see what time I would be home. We went inside, ate dinner, and caught up on the last month's events. She was still with her boyfriend and was preparing for the master's program that started in a couple months. I told her that I worked most days, and the rest of the time I spent drinking or partying with whoever was still left in the local small town for the summer.

Eventually the conversation turned sexual... Elaina asked if I had been with any other girls in the last month. I answered with a vague "maybe" even though I knew the answer was an absolute yes. She seemed upset, catching on quickly that I was lying. I asked her what was wrong, but not without first making a quip about her being worse for still having a boyfriend.

"I'm not upset... I just thought that an 18 year old kid wouldn't need anything else besides an older woman who fucked him like a goddess," Elaina exclaimed, somewhat frustratingly.

"For starters, I am 19... And Two... a blow job in the shower isn't fucking... And Three... try texting or coming around more often and maybe I won't need anything else," I fired back, clearly agitated.

Elaina and I stared at each other across the table. I could see the flames smoldering in her piercing blue eyes, which were amplified by her sexy black framed glasses. She could see my stubble covered jaw set like stone as my brows furrowed in a defiant scowl. Elaina knew she had absolutely no reason to complain or be upset with me. I was young and single, stuck in a far away town and state, alone all summer long... I had every reason to sleep with anyone I wanted to. Despite the anger rising in my chest at her blatant double standard, I asked her again why she was upset.

"Because I want you all to myself... I know it is hypocritical, but I do," she answered as I shot her a confused look. "Look," she continued, "You are 19 and I am 25. You and I have planned for completely different lifestyles and career paths. The chances of us working out as a couple are not very likely. So if we are being totally candid, you and I are only really good for hooking up, and I am sure you can understand that..."

"Sure I understand that," I replied, calming down in seeing her logic, "But I don't think it is fair to ask me to be exclusive with you when you have a boyfriend. Not to mention, it's certainly not fair to him, that you are cheating on him with me either." I shot her a long look that must have easily conveyed my inner conflict surrounding the entire situation. She smiled sweetly and understandingly at me, taking a moment to think before responding.

"It is obvious to both of us that this situation is complicated, so why don't we simplify it?" she started, reaching for my hand across the table, "Don't worry about my boyfriend... I'll take that risk on my own. I simply want to hook up with you and you alone. If I promise to spend every free moment I have fucking you, would you be willing to hook up with me only? No other girls?"

I thought about it for what felt like forever before responding with a yes. In reality, it was maybe 10 seconds. Looking back now, I probably would have put up more of a fight, but in the moment, my lonely, hormone drunk, teenage self just wanted the sexual attention of the 25 year old goddess sitting across from me. Elaina wore an inviting, yet devious, smile, knowing full well that she had just taken command over me. She rose from the table, cleaning the dishes, as I sat there, wondering what I had just gotten myself into. The single night we had shared over a month ago was one thing to me, but this, was something entirely different. Before I could slip deeper into my overwhelming thoughts of what was right and wrong, I felt Elaina's hand on my shoulder. My thoughts immediately melted away with her touch, remembering the same hand touching me in the shower. Slowly, she guided me up from the chair and down the hall. We entered my bedroom, she shut door behind us, and just as soon as I heard the lock turn, I felt her tongue move from my collar bone up to my ear. It was on.

I felt Elaina's arms wrap around me from behind like tangling vines as she pressed her body into my back. I instinctively reached for the light switch, but she stopped me, saying that she wanted me to see everything clearly. She nibbled on my ear and neck as she moved me over toward the bed. She spun me around in her arms and our lips met in the first passionate kiss since our night together in the shower. It came so natural that our lips might as well have been fused as one. We hardly took time to breathe, and when we did, all we tasted was one another. I wanted to break free from her grip and take the lead but my strength was somehow diminished by her intoxicating touch. The light scent of her perfume, sweat, and pheromones only made me weaker. Like a Greek sailor of old, I was trapped and entranced by the gorgeous siren that enveloped me.

Elaina pushed me against the bed until I practically fell on it. Still kissing me with every bit of fervor that she could muster, she worked to unbutton my shirt, almost ripping it in the process. I sat on the edge of the bed, bare chested, pressing myself against her as she undid my pants. Underneath my light blue boxers, my cock was already surging with excitement, hardening with each kiss. With my pants off now, Elaina kissed her way down my neck, chest, and stomach until she reached the large bulge in my boxers. As she pulled down and my erect cock flipped right out into her face. She giggled as it hit her, knowing that I found that hot as all hell. She smirked, then licked the head of my cock like a lollipop. I moaned in ecstasy. She licked again, this time from my ballsack all the way up to the very tip. I shivered and she smiled in delight. Finally she took my cock all the way into her mouth, taking in as much as she could. I laid back in the bed, closing my eyes and expecting more when she quickly stopped, covering me back up with my boxers. Elaina joked about being a tease, and I was just about to get angry when she stepped back and motioned for me to watch her.

Reaching for her shirt, she sexily slipped it over her head and tossed it at me. It wasn't until that moment that I realized that she hadn't been wearing a bra the entire night. Before I could even admire her gorgeous breasts, she was unbuttoning her tight jeans. As soon as the button cleared the loop, her big round ass started pouring out of her jeans. She shimmied them off, revealing a simple pair of black silk panties. She stood there for a second, letting me take her in. Just like the first time I saw her naked, her tan breasts perfectly transitioned into a light pink, and then a lovely red just around her perky nipples. Her figure was the true definition of an hourglass. Her busty upper torso narrowed significantly at the stomach and waist, only to widen again at her thick hips and round ass. Elaina giggled again as I stared at her, lost in my own little world. Her bottom half was barely contained in the black silk panties. She slowly eased them lower and lower, teasing me every step of the way. If she was wet, I could not tell since the shiny black silk played tricks on the eyes. Finally, she slid her panties off completely and tossed them at me.

Immediately, the scent of sex hit me, and once again, it took me straight back to our night in the shower together. Her sexy sweet aroma was so familiar as it drifted from her silk panties. I pried them off of my face, to see Elaina still standing before me, completely naked. I looked down to her hips, noticing quickly that she was completely clean shaven this time, her clit already engorged with tantalizing excitement. Before I could get a closer look at her puffy pink lips, she mounted me on the edge of the bed. Siting on my lap, Elaina could feel my boxers rising up against her. I wrapped my arms around her, and kissed her bouncy C-cup breasts. She moaned as I nibbled around her soft tits. Within seconds of her sitting on me, I could feel the moisture seeping through my boxers. Looking down, I saw a dark spot forming on the light blue fabric separating my throbbing cock from her wet pussy. She was certainly wet. Lifting my chin up to meet hers, we kissed, her tongue tangling with mine. We continued to kiss for what seemed like hours, until finally I could take it no more. Rolling her onto the bed, I tore off my boxers, taking only a second to notice the wet, grooly mess Elaina had made on the front. Spreading her legs wide, I asked Elaina if I could enter her. She nodded. I began to slide into her; she moaned that she was on the pill and that I could finish in her. It was a good thing too, as I hadn't even thought to ask or reach for a condom.

My head slipped past her lips with ease, as she was so wet. Sliding in deeper, I could feel her pussy growing wetter with each inch. Finally I was buried deep within her. She moaned my name as I eased back out, only to slide back in. Elaina's pussy was not as tight as most of the other girls' I had been with up to that point, due to her wide hips. Even so, her puffy pink lips hungrily gripped every bit of my hard shaft. My cock thickened as the blood coursed through it with each bit of thrilling stimulation and the walls of Elaina's pussy swelled around it. Within no time at all, we were a perfect fit for each other. Pumping in and out of her over and over, I watched her breasts bounce up and down on her chest as she lay on her back.

Elaina whispered that she was getting close already. I asked her if she wanted anything else. She shook her head no, and then begged me to make her cum. I moved faster and faster, in and out, as fast as our positioning would allow. Her legs spread wider and her toes curled as she got closer to the climax. Her breathing rapidly increased and her pussy began to tighten around my thrusting cock. The smell of sweat, pussy, and perfume hung heavily in the air around us. Leaning down far enough, I was able to take one of her bouncing tits in my mouth and nibble on her tit. She moaned loudly and then yelled for me to fuck her harder. Slamming my hips into her, I could feel my balls slapping against her ass. I thrust as hard and fast as I could, thankful that she wasn't so tight. Her pussy juices leaked from her puffy lips that were now turning bright red from all the pounding. Although I couldn't see it, I could feel a long, thick string of grool forming between her pussy and my balls. I felt her whole body tense up, then began to shake. Her head moved back onto the pillow and she let out a long loud moan. Her chest flushed red, and her nipples became tighter than ever. She hit the climax like a pornstar, moaning and screaming with each pump and thrust of my thick cock. I could feel the juices pouring out of her onto our legs and the bed sheets. She hadn't quite squirted, but definitely had made more than the average mess.

Elaina shivered with excitement as I thrust into her a couple more times for good measure. She begged me to pull out and as I did, She clamped her hand down over her clit and pussy. She shook hard and shivered. She had become overly sensitive. I held her tight, cock still throbbing with excitement until she was calm. After taking another minute or so to catch her breath, she asked if I had finished with her. I said no. I did not want to explain why, being that it was probably a sensitive subject. Before I could come up with an excuse, she told me to lay flat and climbed over my body in the reverse cowgirl position. Flaunting her big fat ass in front of me, she slowly eased back down onto my cock, squealing as it rubbed her overly sensitive clit. She giggled and said that she was tighter in this position. She must have read my mind, or had experienced this before, because as she began to bounce up and down on my cock, she explained that she was a little wider than most girls. She also told me that I was thicker than she was expecting which is why she came so fast. Neither of us had noticed in the shower, but we also hadn't had sex then.

With that issue out of the way, we both settled into the moment a little more. Elaina moved her hips up and down, her ass bouncing on and slapping my hips with each pump. She wasn't lying about this position being tighter. I moaned that I was already getting close. She giggled and said not to worry, she was again too. Although our bodies were physically tense with the sex and sensuality of the moment, we both were finally relaxed with each other. Elaina's movements became fluid with mine, and I could feel myself growing closer and closer to the climax. She moaned harder than before, but yet in a way it seemed so natural. We could feel the friction between us growing hotter and more intense. Elaina reached down to touch my balls. I moaned her name, and told her that I was about to cum.

"Cum in me baby..." she cried in ecstasy, "Fuck me!!!"

Just as I started to cum, she pushed herself hard onto my cock, getting me as deep as possible. Her skin flushed red and she let out a moan, voice cracking with excitement. I felt the most amazing surge of an orgasm as I shot my first hot load deep into her pussy. She begged for more, pussy pulsating around me. I pumped another three loads in her, each a little less than the last, until finally I had emptied everything I had into her. Excitedly, Elaina exclaimed that she had cum again too. Her pussy juices running down my shaft, balls, and legs was more than enough to prove it. Slowly she rose, sliding her pussy off of my sensitive cock. As she passed the head, I shivered with sensitivity. Elaina's lips had turned from a light pink to a dark red, and little drops of my cum began to leak from her gaping pussy. She lay down beside me, both of us breathing heavily. It was a full 10 minutes before either of us spoke.

"Am I going to see you again before the school year starts up?" I asked, knowing that she could have just played me for that moment.

"I promised I would spend every free moment I had fucking you, didn't I?" she responded, with a tone of admonishment.

"Yes... but when will you have another free moment?" I replied, cautiously, as I was already starting to fall for her.

"How does tomorrow morning sound? Maybe after we wake up together?" she smiled, "Assuming I can spend the night?"

"That sounds good to me," I answered, getting up to shower. "You coming?"

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