Secret Affair with Friend's Son 01

Some would call it a beautiful day... I certainly wouldn't. It was raining heavily and I was walking briskly, holding my handbag above my head in a feeble attempt to not get drenched. I looked stupid. My car had stopped working on the way home from work, and the tow truck company I'd called had their hands full with about a dozen or so similar complaints. That meant having to wait at least another couple hours before I'd get my turn, so I'd decided to just walk to my best friend, Rachel's place that wasn't too far from here.

Rachel and I worked at the same office and while she was a couple years older than me at forty, we still got along great and over six years of working together had gotten pretty close. I was single, while Rachel had divorced her husband seven years back. She'd since been living with her son, Adam, who'd just turned eighteen last month. I'd watched Adam grow all the way from his days of being an adorable little kid to then the shy, introverted but still adorable teenager that mostly kept to himself. Now at eighteen he'd matured into a smart, respectful, good looking young man. He was a good son to Rachel, but a bit of a klutz around me. A good bit of his shyness from his teen years had carried over, and I'd always found that side of him to be very cute.

I'd just turned thirty-two, still single but not without a fair share of men lining up on the daily with hopes of taking me out. Their reasons for doing so could be one or many. Maybe it was my long, black hair. Or my large, green eyes. Or my upturn-nosed, sharp angled face. But I was self-aware enough to know that it was probably the pair of 36 double F's and a large, round rump on my relatively tall frame at 5'7" that really kept them coming. I'd always been gifted in the chest department, and even at thirty-two my girls had yet to show any hints of sagging, sitting high and proud despite their size. Rachel and I both worked out a lot, and while I'd also always been gifted in the back, all those squats over the years had only made my ass rounder, firmer and juicier to the point it rode high and perky on my frame like a teenager's. Our nice, tight waists were the 'office treats' and spending most of my time with an older woman had coined us both the title of 'MILFs'.

As I brisk-walked my way to Rachel's, I noticed being the target of a stare too many. It was then that I realized the handbag over my head hadn't offered enough protection, and the white formal shirt I'd worn had become completely transparent from the rain. It stuck snugly to my body, revealing the black, lacy bra I'd worn underneath and the round shape of my tits for the world to see. Feeling a bit embarrassed by the sight, I started walking faster.

A minute later I'd reached Rachel's house. She'd left work early to visit her brother, so I didn't know if she'd be back by now. Adam, though, was on his last summer break before college and knowing him to be the type that wouldn't go out much, I'd hoped that he'd at least be home. I rang the doorbell and another minute later, my hope proved fruitful as he opened the door.

"Hey, honey!" I said, shivering at this point from being drenched, and quickly entered the house.

"Hey Jennifer," Adam closed the door behind us, letting me in. I'd always asked him to refer to me by my first name rather than the title of 'Aunt' his mother had preferred and pushed him towards. "Mom had gone to see Uncle Ronnie, but still hasn't come back."

I turned back towards him and saw the look of worry on his face. It really was raining quite heavily and I wouldn't want Rachel's car to suffer the same fate mine had.

"Did you call her?" I asked, rubbing my hands to warm them up, still shivering from the cold.

"No," he replied looking at my face, but right after his eyes rolled down my body and he saw through the now-transparent shirt my black bra and the full shape of my large breasts in its cups. I immediately noticed his face turning red. Normally I'd rush to cover myself, but Adam didn't know or talk to any girls as far as I knew - something his mother often chided him for. That, of course, meant he'd probably never seen a woman's body so up close and exposed either. He was going to follow up on his response, but in an instant had completely forgotten how to talk. I couldn't help but find his reaction to my unintended exposure cute, holding myself back from giggling and letting him have a look.

"Okay, don't worry. I'll call her, but first I need to deal with these drenched clothes. Could you get me a towel, honey?" I said, before deciding he'd seen enough and making my way to Rachel's room.

I was in Rachel's bedroom, taking off my absolutely soaked clothing and discarding it on the floor. I'd taken off everything - my formal shirt, dress pants, watch and heels, standing only in the lacy black bra and panties set I'd worn underneath. I reached around my back and as soon as my fingers made contact with the strap, Adam strolled in with a pair of fresh towels in his hands.

We looked at each other and his face immediately flushed again.

"Sorry!" He quickly said before moving back out and behind the door. He'd almost seen me fully in the nude.

"It's okay," I said, calmly. He was clearly embarrassed, and I didn't want to make it a big deal. 'I don't want to make my best friend's son almost seeing my naked, wet body a big deal,' I repeated in my head, questioning the bizarreness of the thought. But the way he'd immediately gotten flustered again was still cute, and I found myself not minding the situation as much as I thought I would.

I took the towels from his hand that was outstretched into the room while he stood behind the door. Moving back to the center, I continued to strip myself of my last articles. A sigh of relief escaped my lips when the bra snapped off and my heavy breasts bounced free. As I bent over to take the panties off, I saw from a mirror in the corner that Adam was secretly peeking inside and watching me the entire time.

I furrowed my brows at first, but then relaxed and smiled a little. He was eighteen after all, and not having a girlfriend meant all those teenage hormones were all over the place. He was eyeing my ass, and had no doubt gotten a view of my massive, deep cleavage before I'd turned to unhook not my most conservative of bras. Adam was Rachel's son, and he was a good boy, but he was a 'boy'.

I always knew he had a bit of a crush on me from the way his tone would shift from casual with his mom to all flustered as soon as I'd enter the house when visiting. Seeing me strip naked was probably one of his post-pubertal fantasies.

I liked Adam. I liked him a lot.

He'd always been a nice, respectful young man, always there for his mom and never letting her feel the lack of a male figure in the house. I didn't have the heart to end what was potentially his ages-old fantasy so soon, so I decided not to call him out for it. He could enjoy the show, it was just a little harmless fun after all.

I moved on to drying my body with one towel and my hair with the other, before moving to Rachel's closet to find something to wear. I saw from the mirror that Adam was still staring, getting a full view of my naked sideboob, tight waist and full, jutting ass. I smirked, and picked out a white cotton top that hung to just about my midriff, with a pair of blue shorts that normally reached about mid-thigh on Rachel. I was more endowed than Rachel in both departments, so the top hugged my tits quite snugly, leaving nothing of their shape and size to the imagination. Having bigger tits meant I couldn't borrow a bra either, so still cold from the rain my nipples made two pointy, hard-to-miss indentations in the soft material. The shorts also hugged my ass quite snugly, being stretched by its sheer size and almost pulled all the way up to the lower edge of my cheeks but not quite.

I could have probably worn something a lot more conservative or even just normal, but it was getting easier and easier to admit I was having fun too. There was a taboo thrill in letting my best friend's son that I'd practically raised to the point of adulthood see me this way, and letting him live out his crush induced fantasies just felt like a harmless favor to the young man I already liked so much.

I moved to walk out of the bedroom and saw in the mirror Adam quickly repositioning himself and backing away. When he saw what I'd put on his jaw straight up dropped, and this time I couldn't help but let out a little laugh. I didn't want to make him awkward, so instead of asking him if he liked what he saw or telling him his jaw was hanging, I just asked him if he wanted some coffee.

Adam quickly gathered himself and coughed a little, before answering yes as we made our move to the kitchen. I moved in front, knowing he would no doubt have his eyes glued on the way my ass swayed in those snug blue shorts. We reached our destination and Adam took a seat at the table. I started making us some coffee and couldn't help but smile seeing him unable to look away.

"Could you get me my phone, honey?" I asked, still making coffee. He nodded before quickly running to Rachel's bedroom and returning with my phone in his hand.

"Let's call your mom now." I said, putting the coffee mugs on the table and taking a seat opposite to him. Adam nodded, staring me in the eyes this time but glancing down at the white cotton stop obscenely stretched out by a pair of 36FF's as soon as he thought I wasn't looking. I smiled.

"Hey Rache, where are you?" I asked as his mother picked up the phone.

"Hey, I'm still at Ronnie's. I don't think it's safe for me to head back home in this rain." she replied. "What about you? Did you manage to get home from the office?"

"I'm at your place actually. My car broke down not far from here and-" Before I could finish, Rachel cut me off.

"Oh thank god you're there. I was going to call and ask if you could head back to my place on your way instead to keep Adam some company. I wasn't gonna be able to be home for a while. How is he?"

"Don't worry about him. He's sitting right in front of me." I said, leaving out the part where her son was struggling to choose between keeping eye contact or trying to take shots at guessing her best friend's massive bra size.

"Thank you, I'll try and make it back as soon as possible. Love you!" she said.

"Love you too!" I replied, and we hung up.

I told Adam his mom was fine and was gonna be at his uncle's for a while longer because of the rain. After that there wasn't much else to do. We sipped on our coffees there on the kitchen table while making small talk. I asked him about his studies, his college plans and any new hobbies he'd picked up on. Adam was respectful enough to maintain eye contact when talking, and I appreciated that, knowing how hard it must be to not glance south considering what I was wearing.

Once we finished our coffees, I decided it was time for a little nap and moved to leave for Rachel's room.

"Oh, that window." I said, noticing a small, open window near the corner of the kitchen that was letting in the rain over a small portion of the countertop.

It needed closing, and I turned around to walk towards it but didn't know that Adam was following right behind me. We bumped into each other, quickly lost balance and holding onto each other in a desperate attempt to regain it, ended up collapsing altogether. Next thing I knew, I was on the kitchen floor on my back with Adam on top of me, my breasts tightly pressed against his chest and my face mere inches from his.

Adam had in the last moment held one of his arms around me to lessen the impact of the fall on my back, and it had worked. I didn't feel any pain from the fall, but I did feel something else.

His one hand was over my left breast, squeezing tightly and what could only be his erect cock was pushing against the upper aspect of my right thigh. I could feel his breath on my lips, and I was sure he could feel mine on his too.

We didn't apologize, or move, or say or do anything else at all. He wasn't getting off of me, and I wasn't asking him to get off of me either. I was looking right at him, and while his face was still its usual, innocent self, in his eyes I saw only pure, unadulterated lust. I could feel his cock getting harder and pressing further along my thigh, and before I knew it, both our faces were moving closer. I didn't know if I'd brought mine closer first, or if it was him, but it didn't matter. Just a second later our lips met and...

We were full on making out.

There are times in life where you understand what you're doing, but don't fully understand why you're doing it. We usually call moments like these being on autopilot. In this moment, I knew what I was doing, while not knowing why I was doing it. But it didn't feel like being on autopilot at all. It felt something... inexplicable.

We kept kissing, and my hand reached to the back of his head to caress his hair. I liked Adam, he was cute, he was good looking, and he was respectful. But for the first time, from the way his tongue probed my mouth and the way his hands groped my tits, I realized he was a man too, and I moaned my approval into his mouth. I admitted earlier the taboo thrill of teasing and borderline seducing your best friend's son, I just never would have thought it would lead to this.

In that moment I had the chance, I had the time to tell Adam to stop and that this was enough. That we could treat this as his fun little introduction to sex up to the second base, which had gone well and brought us closer but was now over. But I couldn't find it in me to say the words, or to want him to stop.

While kissing me, he brought around his other arm from my back and used both hands to slowly squeeze both my tits, all the while pushing his hard cock more and more into my body. I had to admit it at that point, I was getting wet. I was getting wet because he was kissing me and squeezing my tits just the way I liked it, but more so because I knew I was the reason his cock had gotten so hard.

We kept making out for a few minutes, right there on the kitchen floor. My more-than modest breasts were overflowing in his pawing hands, while both my hands had now reached the back of his head, pulling his face further down and making him kiss me harder. Another few minutes of it and I found myself stopping the kiss and instead pushing his face down.

He knew what to do, and started kissing and nibbling on my neck. It felt so good and I was trying to hold back from moaning, but when he went further south, pulled the upper edge of my top down and started planting kisses between the crevasse of my deep cleavage, I couldn't hold back. And there was a lot of cleavage to kiss. All guys loved playing with a nice ol' pair of big tits and Adam was no different, which was more than just fine. I did have a nice ol' pair, and I loved having it played with. He kept moving further down, encouraged by my moans, his cock dragging along my leg as he did so, before he'd almost pulled the top edge of my top all the way down and was about to reach my nipples.

"Stop, stop." I said, reluctantly.

Adam stopped immediately without any resistance before looking up at me. He had a worried expression on his face, wondering if he'd done something wrong or pushed things too far, while also wondering if it was over. I could tell he expected the latter at this point when he got off and moved away. I stood up with him, looking at him. There was no awkwardness, neither of us regretted what just happened. But he also didn't know why it had to stop, and just as he was about to ask, I grabbed his hand and dragged him with me to Rachel's bedroom.

I didn't bother closing the door since it was just us in the house. We stood next to the bed facing each other, unable to break eye contact. It finally broke when I grabbed the bottom hem of my top and started to pull it off. Adam got the sight he'd always wanted to see as the largest pair of breasts he'd ever seen popped out, bouncing in the rebound of their own weight before settling into their perfectly round, still shape. I took the top off completely and threw it on the floor.

I was standing topless in front of him. He must have imagined seeing me like this more times than he could count, but this wasn't imagination anymore. It was real, and Adam was in shock. He wasn't moving, only staring. I'd half expected him to attack and start ravaging my breasts as soon as he got access - their enormity too alluring to resist - but all he did was stare, his eyes wide and mouth slightly ajar. A lot of guys would see me and at first glance wish to get their hands on my body, to grope and suck and have their way with my tits, but with Adam it was different. He'd been getting flustered by my presence ever since he was a kid. He probably had a crush on me his entire teenage years and when puberty hit, the crush would have no doubt turned sexual. This was a significant moment for him, so I waited. I let him take his time, and decided to be patient.

The patience paid off when a couple seconds later, Adam finally started to move towards me. He put his left hand on my waist while guiding his right to my chest, feeling the weight of my left tit and grazing its erect nipple. If he'd touched me between my legs just then he'd have found out just how wet I was, but he was too laser-focused on my chest to bother in that moment.

I tried to lift his shirt to take it off. Seeing what I was trying to do, Adam backed away slightly before taking it off himself. I moved forward and reached for his belt buckle, starting to undo it. As soon as the buckle was open he took his pants off on his own, standing up right after.

It was my turn to stare in shock. His cock was hard, hard as steel. And judging by the size of his bulge and the way it was trying to tear his boxer shorts apart, he was packing too. I wasn't ready to rush into anything just yet so I fought the urge and held back, instead taking his hands and guiding them back to my body. Both of his hands were now on my tits, as he squeezed, fondled and groped them. His face was straining, and I could see he was holding himself back from letting out years of pent up desire and just going wild with them. But he continued to hold back, instead assessing my expressions and vocal responses to his touches to determine just how hard or roughly he should play with my rack.

I smiled at both how considerate he was being and how he'd gotten one of the biggest basics right despite it being his first time. Most guys would just attack my tits and start mauling them right from the get go, and while having them roughed up was definitely fun, it had to be a build up, and Adam was building me up just right. His squeezes and handling of my tits was very gradually getting rougher and rougher, and I was only getting wetter.

Every time he grazed over a nipple I fought to hold back a moan, which he noticed before eventually starting to pinch and squeeze them. I moaned out loud at this point, and immediately knew what we both wanted next.

I moved a little closer, and he looked at my face. He came a little closer too, and we were kissing again. He moved his hands from my tits to my back at first, but then down to my ass, squeezing the supple, toned cheeks, while my arms found themselves wrapped around his neck, pulling him deeper to kiss.

"Wanna suck on them?" I pulled back and asked, looking straight into his eyes.

He seemed a bit thrown off by my forwardness, his eyes and heavy breathing providing me his answer instead.

Adam was about a head taller than me at 6'0", so I raised myself on my tip toes and pulled his face down into my chest. He didn't have to worry about eye contact anymore, he could take in the full view of the massive expanse of tits he'd lusted after for so long as much as he wanted. Wrapping his left arm around my lower back to pull me up into him, he grabbed my left breast with his free hand and at first planted a nice, long kiss near the nipple, before taking the entirety of it into his mouth and sucking. It felt amazing, and I moaned out loud while running my hands through his hair and pushing him deeper into my breast. The pleasure I felt from him sucking my nipple I'd never felt from any other man. Maybe it was the taboo nature of the situation, letting my best friend's son have his way with my chest. Or maybe it was the years of pent up lust being unleashed on my nipple all at once, but my head started to spin from how good his mouth felt on me.