Becca's Blog - The First Date

The first part of finding a new boyfriend – the endless searching online – sucks. Most of the guys are flakes (or outright liars) or they’re interested in a quick fuck, which is wonderful for them, but it’s not what I’m searching for. So, I end up sifting through dozens (maybe even 100+) of guys before finding a select few that I actually want to chat with.

Then we get to the fun part. There’s flirty texting. There’s sending the occasional flirty image (a nice cleavage or panty shot, for example). There were a few phone calls. I’ll admit that I like to draw things out a little because I really like all the stuff that comes before we meet. Plus, there’s a different kind of intimacy to a phone call.

I spent most of December flirting via text, picture, and phone call with a small handful of guys that piqued my interest (and whose interest I’d piqued, of course). Over the course of the month, one of my flirty friends emerged as a favorite. It’s hard to quantify why, exactly, but attraction is a funny thing. They were all good-looking men, so it wasn’t that. They were all charming. They were all smart and funny, too. But Chris, the man I chose to meet for a date, stood head and shoulders above the others for no other reason than I felt more for him than I did for anyone else. Like I said, attraction is a funny thing sometimes.

The date happened almost three weeks ago at this point. Chris suggested we meet at a Starbucks, grab drinks, and then go for a walk through the park in the late afternoon. The park has a path that runs above a valley, of sorts, and it offers the most incredible views of the horizon and, in the late afternoon, the sunset. I like a man that suggests a sunset stroll for a first date :)

Now, this wasn’t a normal first date. I’m not looking for a real relationship with Chris. I’m a hotwife looking for a boyfriend/bull (essentially, a bull with a more significant emotional component). This first date would be like most, except we’d be assessing each other on a different level. It’s not, “is this person potential marriage material.” It’s, “does this person seem like they’d be the right fit for the very specific sexual relationship I’m looking to have.”

It’s worth noting that Chris knew about my desires from the very beginning. I was perfectly clear that I was a hotwife with a cuckold husband and that I was looking for a man that had at least some experience with the world of cuckolding and that would be comfortable playing the part of a bull.

An aside: I got a lot of messages from guys talking about how they’d put my husband in his place and show me what it’s like to get fucked by a real man, etc. Those guys all got deleted without a response. That’s fun for a fantasy, and I get that. In reality, a bull needs to be willing to mold himself to a couple’s needs, just like a couple needs to be able to mold themselves to fit their bull’s needs. It rarely works if it’s someone just unilaterally imposing his will. Anyone with any experience dominating knows that it’s a two way street, that even your submissive has needs that must be met to ensure that everyone experiences the pleasure they’re looking for. It’s a delicate thing, but it really only requires an open mind (and an ego that’s not too fragile) to make it work.

I was a little nervous about the date from the moment I started getting ready. My husband (Adam is how I’ll refer to him from here on out, though I’ve changed everyone’s names for the sake of privacy, in case you’re wondering) was not. He was thrilled that I was finally going to cuckold him again (assuming things went well, of course). He popped into the bathroom over and over to watch as I did my hair and makeup and he stayed for the entire time as I got dressed.

I wanted to look good, but it was chilly so I needed to have plenty of clothes on. I went with a fashionable, knee length, navy blue A-line skirt, a white turtleneck sweater, a cropped jacket over the sweater for a little extra warmth, and a pair of knee high black leather boots. I was going for comfortable, fashionable, and sexy in a sophisticated kind of way, and I’m pretty sure I pulled it off.

I gave Adam a kiss (a long, lusty kiss), told him that I hoped he wouldn’t be the only man I’d be kissing that day, and left for my date.

I was nervous – really nervous, in fact – as I pulled into the parking lot. I’m not entirely sure why – it’s not like it was the first time I’d gone on a first date with a potential boyfriend – but I was nervous. I was a little early so I got out and sat at one of the tables in front of the Starbucks.

A black Audi pulled into a space a minute before our scheduled meeting time and I swear there was something about the way the guy drove that made me think it was Chris. I don’t know if someone can drive with confidence, but it seemed like that’s what he was doing. A moment later the man I’d been talking and texting with (including a few FaceTime calls) got out of the car and headed my way.

A man can definitely walk with confidence, and Chris absolutely did. He had good reason to be confident, I suppose. He’s a successful man – he’d taken me on a tour of his house during one of the FaceTime calls and it was impressive – but it was more than that. He’s the kind of alpha male for whom confidence comes naturally. He’s the sort of man that expects good things to happen to him, because why wouldn’t they? It’s a self-fulfilling sort of thing, I think. He expects everything in life to go his way and he exudes the confidence that goes with that belief, so of course most things in life end up going his way.

By the way, can you tell that I’m into Chris? That perhaps our date went well? That perhaps I was really into him before we even scheduled the date?

I stood as Chris approached and he flashed the charming smile I’d seen countless times before. He greeted me with a hug – he’s tall and strong and he enveloped me in his arms in a way I really liked – and a kiss on the cheek.

Chris told me how beautiful I looked and quickly let his gaze wander over my body to take me in. Then we he took my hand and led me into the Starbucks so we could place our orders.

It’s a small thing, but there was something sexy about Chris taking my hand. He didn’t hold his out for me to take it. He didn’t think that I would find it offensive if he touched me without asking permission (to be fair, I wouldn’t have enjoyed it if he’d grabbed my ass, but only an idiot thinks it’s okay to grab a woman’s ass the first moment you meet her).

We got our drinks and then got into Chris’s car – he walked around to the passenger side to open the door for me – and he drove to the park. After we found a space he turned to look at me, smiled, and made a point of telling me how beautiful I was. I thought for a moment he was going to lean over and kiss me. I wouldn’t have objected. He didn’t, though. As far as I can tell, he’s a gentleman in every way and he knows that the kiss should come towards the end of the date. Either that or he understands that a first kiss is even better if there’s a great deal of desire built up.

We started walking with nearly an hour until sunset, which gave us plenty of time to walk and talk. We moved at a slow pace – we weren’t there for exercise, after all – and we talked the way people do when they’re first getting to know each other. We bounced from subject to subject, covering stuff that we hadn’t already discussed in the handful of phone calls we’d had over the previous six weeks. The conversation came easily, just like it had on the phone. There weren’t any of those awkward lulls that sometimes happen on a first date where you’ve suddenly run out of things to talk about. It just flowed and flowed as we walked.

Some stuff about Chris that might be worth knowing:

- He’s in his mid 40s.

- He was married for fifteen years and got divorced four years ago.

- He has a daughter and shares custody with his ex.

- He doesn’t see himself getting married again.

- He works as a financial planner.

- He finds great pleasure in being the dominant partner in bed.

- He’s explored his dominant side more thoroughly since his divorce and has experience with cuckold couples.

I wasn’t necessarily expecting it to, but cuckolding didn’t come up. We’d talked about it a little in previous conversations – mostly our past experiences with it – but it didn’t come up, which I liked. I think it might have tainted the date a little if we jumped into talking about sex – talking about cuckolding is really the same thing as talking about sex – so it was nice not to think about it.

As the sun neared the horizon Chris suggested we sit on a bench. He sat first and I followed. I sat close to him, but there was probably a foot of space between us. Chris looked down at the gap, then flashed his charming smile and put his arm around me and pulled me close. Just like that my body was pressed against his on the bench and his arm was confidently around me. I rested my head against him without even thinking about it. It just felt right. It felt good, too, like Chris understood that I like a little bit of romance in my relationships.

It was a little bit cloudy that day and the sky lit up with pink, red, and orange hues as we watched without saying much of anything other than to comment on how beautiful it looked. Then, Chris shifted his body just a little and I looked up at him. He smiled, reached up to caress my face in that irresistible way some men do, and leaned in to kiss me.

In truth, I’d been waiting for that kiss from the moment he got out of his car. It was a first date, but given all the flirting we’d done, it felt like something more than that. It was a great kiss. It started slow and gentle, as a first kiss often does. I can’t speak for Chris, but I felt arousal surge through my body, particularly when his lips parted and I felt his tongue for the first time. It wasn’t an invasion. It was just a tease, like he was trying to discover my interest in deepening our kiss. I showed my interest by parting my lips just as he’d done. Our tongues mingled for a few moments and then he pulled back. He caressed my face again and I smiled, closed my eyes for a moment, and gently leaned into his touch.

When I opened my eyes Chris said, “You’re astoundingly beautiful, Becca.” He kissed me again. This time there was more passion behind it. It felt like he’d experienced the arousal that had flooded my body. It felt like he wanted me. It felt like a month and a half of flirting had led to the outpouring of desire present in that kiss.

I suspect things would have gotten a great deal heavier were we not in public. There weren’t a lot of people around, but even the kissing we were doing might have inspired someone to comment if they’d come along. Had Chris let his hands wander – or had I let mine do the same – we likely would have inspired outrage, so we didn’t.

Instead, after the kissing Chris put his arm around me, pulled me even closer, and we watched the sun go down. Once it had, we got up and walked back towards the parking lot. He alternated between holding my hand and putting his arm around my waist and pulling me close. I felt everything I’d missed because of my Covid-induced absence from being with another man. I felt giddy and hugely turned on. I wondered when I’d get to see Chris again. I wondered what would happen when I did. I wondered if we’d kiss more – or push it a little further – before the date was over.

Back at the parking lot, Chris was once again walked me to the passenger side of the car to open the door for me. This time, though, he gently pressed me against the car and kissed me. His hand moved to my waist, slipped under my sweater and moved to my lower back. He applied just a little bit of pressure and I pushed my hips forward and felt his bulge pressing into me. I don’t fuck on the first date – I never have – but in this case I didn’t mind Chris making his desire for me perfectly clear.

He stepped back with a smile on his face, opened the door for me, and shut it once I’d gotten in the car. I watched him as he walked to the driver’s side and I smiled at him as he got in. We stared at each other for a few moments and then he leaned over and kissed me, as I was hoping he’d do. He must have felt what I was feeling. He must have felt the chemistry between us.

As we kissed, his hand moved to my knee. I parted my legs a little, inviting his fingers to travel up my thighs. He accepted the invitation and I moaned into his mouth. He was nowhere near my pussy – he didn’t even get halfway up my thigh – but it was like he’d tapped into a current of pleasure that ran right to my clit, because it felt fantastically good.

I would have been thrilled to make out like teenagers in the car for the next hour, but it wasn’t long before the kiss ended. Chris started the car, smiled at me, and said, “I think we’re going to have fun together, Becca.”

I agreed and he drove me back to my car in the Starbucks parking lot. I was feeling naughty and like I wanted to do something memorable – something that would make Chris want more – so after he pulled into the space next to my car I leaned over and kissed him again. It was a quick kiss, but it included just a hint of tongue to make sure he got one last hit of arousal. Then, I reached under my skirt, pulled my lace panties off, and placed them in his hand. I blew him a kiss, got out of his car, and got in mine. I looked over to see a smile on Chris’s face. I like to think I made an impression. I waved goodbye, backed out of the space, and headed home.

I’d texted Adam that I was on my way home. He was waiting for me when I walked in. I didn’t say a word. Instead, I approached, took his hand, and pulled it under my skirt.

“I gave Chris my panties,” I said. “I wanted him to feel how wet they were, how wet he made me on our date.”

Adam’s pushed two fingers inside me and rubbed my clit with his thumb. He’s no fool. He knew what I wanted.

“He’s a good kisser,” I said. “A very good kisser.”

His eyes lit up. He looked at my lips.

“You want to kiss me, don’t you?” I asked. He nodded. I pulled him close. We kissed as he brought me ever closer to an orgasm with his fingers. “Go down on me,” I said.

Adam dropped to his knees and I lifted my skirt. He went to work and I came in less than a minute. It was an exceptionally good orgasm.

We went to the bedroom so I could tell him about the rest of the date. We fooled around and then we ended up having sex. It was quick, though I managed to cum. Adam came right after I told him that I was almost certain that I was going to fuck Chris and that I was really looking forward to it.

Oh, and Chris texted a little later to say that he noticed how wet my panties were. He’s a gentleman, but I opened the door to him being a little bit dirty when I gave him my panties and I love that he took the bait. I also really, really loved that he was thinking about how wet I was – and about me in general – because, in case you can’t tell, I was really eager to take the next step with him.

Soon enough I’ll have another post for you and I’ll detail what that step was.