The Cuckold Training Diaries - Part 14

Click here to read the previous parts of the story.

Avery

Some of my friends - not all, but some - have stories of the wild sexual adventures they went on when they were young. Mostly these adventures happened in college. If you've been reading, you know that I too had an adventurous time in college with Alonso, the man that largely used me like little more than a sex toy while giving me a series of mind-bending orgasms in the process.

I mention this because most of my friends tend to say things like, "I can't believe I did those things," or, "I'm so glad I'm not like that anymore." I used to say those things too, and I certainly thought them. In fact, I felt embarrassed at the way I'd surrendered myself to Alonso's desires.

I don't feel that way anymore, though, and I can't help but wonder if most women - those that went on those naughty, wild sexual adventures, that is - are lying to themselves when they say they're glad they're not like that anymore. I wonder if most women - myself included for a time - are surrendering to societal pressure that tells us we can't enjoy the kind of sex that men seem to enjoy, that we can't enjoy being slutty, for lack of a better word.

Milo's cuckold desires have unlocked something in me, as I'm sure you know. Training him to be a good cuckold for me has unlocked something in me. I've begun to explore my desires in an open, honest way and I've discovered that the girl I was in college is a lot closer to my true self than the woman I've been since I got married. I'm not meant for a life of monogamy. I'm not meant for an endless parade of sexual sessions that take place in a comfy bed and include missionary and a little bit of girl on top. I need - I crave - more than that, and my husband's cuckold desires - and his willingness to be trained - means that I get to enjoy more than that.

I mention all of this because things with Alonso got a lot more serious than the two of us having lurid phone sex. He came for a visit, in fact. It happened a few months after he mentioned visiting during one of our phone sex sessions. I'd said yes at the time, but I was in the heat of an orgasm so neither of us really took it seriously. It came up again, though - we kept having phone sex and texting each other - and this time I was the one to bring it up.

Not long after, Alonso had booked a flight and a hotel room for a long weekend. He arrived two weeks later and I went to the airport to pick him up.

I wore a short sundress - I liked the loose fit of a sundress because I was absolutely considering that Alonso might want easy access, and a tight dress would have made that more difficult - and a pair of cute heels. I had panties on, but I impulsively pulled them off as I waited at a red light before turning into the airport. It was such a simple thing, and yet it was the desire behind the act - the desire for Alonso to know that I hadn't worn panties for him - that made me wet the instant I made the decision.

I felt nervous as I drove up to the arrivals area. I hadn't seen Alonso in a long, long time. Not in person, at least. He still looked good, of course, but I guess I was nervous about the possibility that it would actually feel really weird that I'd invited him to town with express purpose of fucking me, because that's absolutely what I'd done. Either that or I was nervous about actually following through on giving myself to Alonso like I'd done time and time again in college.

In the end, my nervousness didn't really matter. He was standing on the curb when I pulled up and my nerves disappeared as I felt my pussy get wetter the moment I saw him. I swear. I could feel it, and then there was the tingling sensation that only really happens when I'm hugely turned on. I hadn't even gotten out of the car and already my body was telling me that it desperately wanted what Alonso and I had fantasized about over the phone for the past few months.

I pulled up to the curb, put the car in park, hopped out and hurried towards Alonso. I saw lust - and I mean genuine lust - in his eyes as he saw me coming towards him. He dropped his bag and I ran right up to him, pressed my body against his, and kissed him. Desire poured out of me in the form of the hottest kiss I've ever experienced. Alonso's hands slid down my back and he roughly grabbed my ass through the thin material of my sundress.

Our tongues mingled and I felt one of his hands move a little lower. His fingers gathered the material of my dress and pulled it up, exposing my upper thigh first and the bottom of one of my ass cheeks next. His hand found its way to my bare flesh and he grabbed it hard right there on the curb. The old, pre-hotwife version of me would have been far too self-conscious to let a man grasp my bare ass in public like that. The current version of me moaned into Alonso's mouth and ground my pelvis into his, like I was trying to fuck him right there on the curb.

"That's enough of that," a gruff voice said.

I looked to my left to see a security guard standing there with a smile on his face.

"You're obviously happy to see each other," he continued, "but if you wouldn't mind taking that happiness to a more private place."

"Right, sorry," I replied before smiling back at him. I looked up at Alonso and added, "We should go."

I held up the keys to open the trunk for his bag and he deftly plucked them from my hand. "I'll drive," he said with a knowing smile. Alonso opened the passenger door and I got in as he tossed his bag in the trunk, got behind the wheel, and moved the seat back. He turned to me, offered that knowing smile once more, and said, "It's even better to see you than I thought it would be, and you look even better than you have on the phone."

"You too," I replied as I stared at his lips and restrained myself from leaning over to kiss him. Alonso put his seat belt on and put the car in drive, but his foot remained on the brake. "What's wrong?" I asked.

He looked at me and said, "My cock's not in your mouth."

That's not the kind of comment most women respond well to, but my heart skipped a beat and I felt a kind of arousal that was almost painful. I didn't care that there were dozens of people waiting to be picked up. I didn't care that someone was going to see. I did what Alonso wanted. I leaned over, unzipped his pants, and pulled his cock out. A moment later my head was in his lap and his dick was in my mouth.

"That's a good girl," he said as his hand moved to the back of my head. "Suck my cock, Avery. Show me how glad you are that I'm here. Show me how eager you are to spend the weekend enjoying my dick."

He didn't pull away from the curb. Not right away, at least. He let anyone watching get a good view of the woman in the short sundress sucking his dick mere moments after getting in the car with him. He let them all see that I had unleashed the truly slutty side of me that I thought I'd left behind after college. It's crazy, but it turned me on. I could actually feel some of the wetness from my pussy dripping out and soaking my thighs.

Eventually - it probably wasn't more than a handful of seconds - Alonso pulled away from the curb. He kept his hand on the back of my head, though, and I kept on sucking his cock. The incredible thing was that it felt like I was the exact same girl I'd been with him in college. In the moment, the only thing I cared about was making him feel good because that's what made me feel so good.

"God damn, Avery, you are fucking great at that," Alonso said after a few minutes of steady cocksucking on my part. "Better than I remember, in fact." By that point he'd grasped a nice handful of my hair and was controlling the rhythm of the blowjob, which I found far more arousing than expected.

When I finally came up for air - I have no idea how much time had passed - I lifted my head from his lap and said, "I need you to fuck me, Alonso. I need you to fuck me right now. My pussy is soaked for your cock and I need you inside me. I've been waiting months for this too and I can't wait any longer."

He pulled up to a red light and looked at me with a smile on his face. "What did you decide?" he asked.

He was referring to the fact that he'd gotten tested and sent me his clean bill of health - STD wise - before getting on his flight. He'd also packed condoms and told me that I could decide how we fucked, but that I could be confident he wasn't going to give me anything nasty. I hadn't talked to Milo about it because at the time I was certain I was going to make him wear condoms.

"I want you to cum inside me," I said. "I need you to cum inside me." In the moment, it was true. I needed it. I felt that need from head to toe. I was desperate for it. Plus, it was safe and I was on the pill, so I saw no reason not to let him cum inside me.

Alonso smiled and reached up to once again grab a handful of my hair. He directed my mouth to his cock and I took him between my lips without hesitation. He pushed almost all the way down and I gagged a little, but eventually his cock invaded my throat. It's almost a little embarrassing, but it was such a fucking turn on.

"I'll fuck you," he said. "I'll cum in your pussy. It will be the first of many times I cum in your pussy, Avery. I'm going to use you hard this weekend. I'm going to make sure we're both completely satisfied by the time you take me back to the airport."

In that moment - with Alonso's dick in my mouth and his hand in my hair and after the promise of being fucked and filled with his cum all weekend long - I was unquestionably as turned on as I'd ever been.

I kept sucking his cock right up until the car stopped. He released his grasp on my hair and I looked up to see that we were in the far corner of a parking garage.

"Do you think your husband would like to watch?" Alonso asked.

"Yes," I answered.

"FaceTime him," he instructed. "Prop the phone up on the dashboard. Make sure he'll be watching out the front of the car."

I pulled out my phone, set it up on the dashboard, and FaceTimed Milo. He answered, but the moment Alonso saw that phone was pointed in the right direction he got out of the car and told me to follow. He walked to the front of the car and I joined him there. We shared a long, intense kiss as he lifted the back of my sundress and played with my ass while Milo no doubt watched. After all, what cuckold would turn down the chance to witness such a thing?

Alonso then picked me up, set me on the hood of the car, and slipped his cock inside me. Just like that I was getting fucked by the guy that I'd given myself to over and over in college. I was getting fucked by the man that had unleashed my inner slut with such skill so many years ago and had done it again over the phone upon my awakening as a hotwife. Best of all, I was getting fucked while my cuckold husband watched. Thankfully, Milo was caged or he likely would have been unable to resist the urge to masturbate.

I did my best to keep quiet - I didn't really want to attract an audience - but it was hard because it felt so damn good. Alonso fucked me with far greater skill than he'd offered in college, though he maintained every bit of raw, animalistic aggression he'd displayed all those years ago.

I didn't cum until he pulled out, spun me around, slipped inside me from behind, and grabbed a handful of my hair. "Look at your husband," he said as he buried every inch of his cock inside me. "Look right at him as I use your pussy and pump you full of my hot cum."

I stared into the lens and I knew Milo was staring back at me. I imagined his mouth agape as he watched me get fucked in a way he'd never fucked me. In fact, prior to hearing about the things I'd done with Alonso in college, Milo had probably never imagined I was capable of surrendering to my inner slut in such an overwhelming manner. I was, though, and it felt fucking great.

In fact, it felt so good I came almost instantly. I didn't touch my clit, either. I came from being fucked hard from behind while Alonso pulled my hair. I came from being used while my husband watched, and holy shit did I cum hard.

I closed my eyes and I screamed. I screamed loudly, too. I couldn't help it. My legs trembled and juices gushed from my pussy in a way they'd never gushed before.

Then I transitioned into telling Alonso to cum inside me. Begging him, really. I knew he was close. I'd given him a lengthy blowjob and I knew my pussy was making him feel good, so of course he was close.

He was loud when he came, too. He grunted and groaned and leaned forward until my body was pressed against the hood while he pumped his seed into my pussy.

He pulled out, tucked his cock back into his pants, and told me to stay put as he retrieved my phone from the car. He walked behind me and he showed Milo my messy pussy as his cum dripped out of it. I was still completely lost in the pleasure of an orgasm that felt like it was months in the making, but I did hear Milo moan as Alonso showed off his handiwork.

It was the beginning of an exceptionally good weekend that I'm sure you'll hear more about soon.