I (19M) met my friend, who I'll call Jack (20M), in our first semester political theory class. Him and I started hanging out occasionally throughout the year, so I wasn't surprised when he asked if I wanted to room with him at an off-campus apartment for our sophomore year. He was preparing to pledge for the fall semester so it worked perfectly, as I'd basically have the apartment to myself for a while. When we were moving in during August, he told me his mother was coming to help him set up. What he didn't tell me was that she was extremely, extremely attractive.

His mom, who I'll call Kelly from now on (44F), was exactly my type when it came to older women. Average height with reddish-brown hair, which was tossed into a bun the first time we met. She had piercing amber eyes, a nice smile, but most importantly, she was very curvy. Her cleavage was hard to look away from, and, combined with her thick legs, made it hard for me to focus as we exchanged pleasantries. Jack left as she helped him move in, leaving us to small talk for a while. I reeled myself in and we had a good conversation, talking about her time at college, her job, but most importantly, her divorcee status that was coming up on the half-decade mark. I was glad she genuinely liked to talk to me, and so when she came over on Sundays to stash his fridge for him, or drop off clothes, we'd continue our conversations for hours. It got to a point where we became comfortable enough to exchange compliments, which quickly became consistent flirting as the semester went on. The real decisive moment came when she offered her phone number for "emergencies", to which I happily accepted.

We didn't end up texting for a while, it was only after she found out my NFL team she texted after a Sunday visit to mock our defeat. With the ice broken, we'd text daily, as if we had always been normal friends. I turned up the temperature a bit over text, sending her a post-workout selfie to which she sent a flirtatious response of "Cardio next?". She folded, apologizing profusely, but I made sure to let her know it was more than okay with me. I was patient to let her make the final move, which she finally did by asking me to come pick up Jack's financial calculator for his exam the next day. I drove the 30 minutes to her house, where Kelly invited me in to grab the calculator. I swear I noticed her ass sashaying more than it should, as if she was peacocking at me. I would soon be proven right about this assumption.

Kelly asked if I wanted to sit down for coffee, which I agreed to. We ended up back on football (she's a big fan herself), where Kelly brought up that she used to be a cheerleader herself. I joked that I would have loved to see her moves, to which everything came to a head. She told me to come to the living room, ushering me to the couch where she put on the routine's music and did it with perfection. Despite her age she didn't miss a bit, her ass jiggling as she did all sorts of crazy moves. She must have noticed my excitement, as she grabbed both my hands and stood me up, forcing me to caress her hips as she jutted her ass onto my bulge. She turned around, and we locked eyes for about three seconds before she leaped onto me, shoving her tongue into my mouth as we finally broke the tension. I was back on the couch, her bosom in my face as we alternated between aggressive kissing and grinding.

"I need it. Now." She whispered, peeling off of me to get down onto her knees. She pulled down my pants and began to tease me, slowly guiding her hands up and down my shaft. After a few minutes I was leaking, desperately, whimpering her name as she controlled the tempo. Kelly soon planted her thick lips onto my tip, teasing me by going down quickly, then waiting to touch me for a few seconds at a time. She managed to draw out my orgasm this way, as by the time she started I knew I was already close. Her hands were now glued to my thighs, making her way down to my base, nose touching my crotch, as she slobbered along my hard cock. Her speech was the most alluring part though, as she'd intermittently say things like "I love young cock" or "These big teen balls are so full", driving me over the top. I told her I was cumming soon, but she didn't care, going down even faster until my load was down her throat in several thick, seismic ropes. She didn't pull off there, keeping me in her mouth as I wriggled in pleasure.

Kelly finally caught her breath with a smile, and we laughed in excitement and disbelief. She told me she thought it was too over the top, saying "all those dirty things", but I made sure she knew it was the best sexual experience of my life. She pulled my pants back up, telling me that she wanted to see me the next week for "the full experience", and, although I wanted to do more, I knew she was worth waiting for. I left with a smile, fully drained balls and a financial calculator as I drove back to my apartment, processing the mind-blowing head I had just received from my friend's mom.