TLDR: a day of spanking and sex
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A few years ago, I was invited to a conference in the mountains, somewhere in the western half of the US. It was in a city I’d never been to, so I planned to take a few days before the conference to explore, and I decided to go online and find someone who might want to hang out with me — and also who might be interested in being spanked. Sex was optional, but spanking was not. I talked to a few people, and eventually a woman named A agreed to meet me for the weekend.
I should tell you that, prior to meeting A in person, we spent about three weeks on skype, talking and, eventually, having skype sex. I knew what she looked like naked, and vice versa. I was just a normal-looking guy, six feet tall and (at the time) 280 pounds. She was five-six, maybe 150, curvy, with C or D cup breasts (I didn’t ask), nice hips, and a lovely backside. She had long brown hair and dark-brown eyes. She was about 30, divorced, with kids who stayed with their dad that weekend, and despite being nervous about meeting in person, still seemed excited about it.
Because I know that meeting up for spankings and such can be loud, I’d rented a cabin on Airbnb. I got there about an hour before her — she got delayed on the way — and made sure everything was where I wanted it to be. I have to tell you: I was pretty nervous too. I really liked A, and not just because I thought she was hot.
I was also a little on the edge. It was Friday now, you see, and A and I had agreed that, after having skype sex on Monday, neither of us would come before we met in person, but both of us would edge at least twice per day (except Friday). Also, she had a seven-hour drive and had been instructed to wear her jeweled metal plug for the entire trip. (She did take it out after about five hours, but she explained to me that it felt like it was irritating her a little and she didn’t want to not be able to do any of the butt-related stuff we’d planned as a result. I appreciated this.)
My heart was in my throat when I met A and hugged her in person for the first time. Hers was pounding too. But we didn’t hate each other on first sight, and neither of us appeared to be axe murderers, so I got her bags from her car and invited her in.
The cabin was small: one room with a queen bed, couch, chair, fireplace, tiny kitchen, and bathroom. I’d already moved the couch out of the way so there would be room for her to bend over the end of the bed, in case that became necessary.
So here’s the thing about me: when I really like someone, even being as dominant as I generally am, I have trouble making the first move. I always feel like I’m imposing, and I never want the people I’m with to feel like I’m making them do anything without their consent. But I had already explained that to A during one of our many talks, and she’d put a big NOPE on that — if I didn’t take the initiative, nothing would happen between us.
I took the initiative. I bent A over the arm of the couch and spanked the seat of her jeans.
A was experienced with BDSM, and as I found out later her regular play-partner only had two settings: 100% and 0%. So while she was surprised at how hard I spanked her, it wasn’t like she was unable to handle it. Eventually her jeans came down and I spanked her bare bottom for a while. She made enjoyable noises — mostly ones that told me the spanking really hurt — and after I stopped, we talked for a bit to make sure we were both still okay with what was going on.
We were. Also, I was immensely turned-on — I knew I was going to have sex with this woman, who I found extremely attractive, and she hadn’t thrown me out after I’d spanked her, which meant she either liked it or liked me enough to accept it.
And then I almost screwed everything up.
I knew A liked hard spankings, and lots of them, and she knew that I felt the same. I had her take off her jeans and panties, and then bent her over the end of the bed and continued spanking her with my hand. She was clearly in pain, but we’d agreed that this was how it was going to go, and she had a safeword if she needed it. But I wanted to show her what she was really in for, so I went to my bag and took out one of my slippers. They’re the cheap ones you get at Wal-Mart, with the flexible rubber soles and the memory foam insides.
I swung as hard as I could. The sound of the impact was immense.
She managed two swats before she jumped up, threw herself on the bed, and started to cry.
I froze. This wasn’t crying from the pain of a spanking — I knew what that looked and sounded like. This was “I have made a grievous error” crying.
I felt like shit. I dropped the slipper and got onto the bed, pulling A into my arms. I asked her, very gently, what was wrong, and when she could speak again she explained to me that she wasn’t mad at me — she was mad at herself. She was afraid she was going to screw everything up because she didn’t think she could take all the spanking-related play that we had in mind for the weekend. She hadn’t really believed that I spanked harder than her regular play partner.
That felt a little better — that it wasn’t my fault — but I still held her close and comforted her until the tears stopped. I told her that we could stop with the spanking for a little while, and she tried to protest, but I cut her off by telling her that we had other things we’d planned to do.
She knew exactly what I meant.
Now, I don’t remember exactly how this happened, but soon she was naked, on her knees, and my cock was in her mouth. I mean, I’m sure there was kissing and fooling around, but we had a very specific thing that we were going to do for my first orgasm of the weekend, and this was part of it.
A is very good at giving head. [She’s not as good as R](https://www.reddit.com/r/gonewildstories/comments/51tyn7/more_than_just_spankings_mf/), but then, I don’t think anyone is. Still, it was the best blowjob I’d had in a long while, and I was thankful that the medication I was on had extended my stamina because I didn’t want this to end. A used her mouth, her teeth, her tongue, her lips, her throat, her hands; she deep-throated me, she bobbed her head, she took my balls in her mouth, she stroked my cock with one hand and then both hands. I just kept meeting her eyes, touching her shoulders and face, and, when I could, her breasts. I knew she liked her nipples played with roughly — over skype I’d tortured her with binder clips on them — and when I pinched them hard she squirmed and made happy sounds.
A had told me she’d never swallowed before, and wasn’t a huge fan when men came in her mouth, and being the person I am I would never insist on something that someone didn’t want to do. So when I got close, I told her, and she moved back, stroking my cock and running it along her breasts.
I exploded. It had been a very long time since I’d waited that long for an orgasm, and of course there was the edging for the previous days. Her breasts and shoulders ended up covered with my come, and some of it had gotten on her neck. There were also a few spurts that missed her completely (going over her shoulder and landing on the floor), which, after I flopped down on the bed, she cleaned up along with herself.
She came back to bed and cuddled up beside me, satisfied but also a little electrified. It took no time at all for me to touch between her legs — for those of you who care to know these things, she was completely shaved — and find out just how wet she was.
Now, here’s the other thing you need to know about A: she is a squirter. Not just a gusher, but an actual squirter. She had come on skype for me and I’d seen it happen. At the time I had never been with a woman who did that, and I have to admit that it was pretty intriguing — as well as sexy.
I had made it very clear to A from the beginning that, if she decided she wanted to have sex with me, I would be going down on her. She wasn’t required to go down on me (although I’m glad she did), but me giving her oral sex was not negotiable (unless she’d said “no sex at all”). Thankfully, A was on board with this, and before long it was me on my knees, her thighs on my shoulders, and my mouth on her.
I’m not very good at describing my oral sex technique, except to say that I’m enthusiastic. I *adore* tasting a woman, and it is one of my biggest turn-ons. Even now, years later, every time I go down on my wife, I get impossibly hard. But you’re not here to read about that, and anyway I’d just had one of the biggest orgasms of my life. I was turned on, sure, but all I felt in my cock was a little tingle. Not that my cock mattered; what mattered was the noises A was making and the taste of her on my tongue.
I’d told A that, even though I was the dominant one, I was okay with whatever she did while I was down there. She pulled my hair, bucked against my face, tightened her legs around my head, and made the most delightful noises. And even though this was the first time, I could tell she was close to coming.
I think she exploded just as much as I did. I still had my shirt on (I’m self-conscious about my upper body), but by the time her orgasm was over the neck and upper chest of it were soaked. She tasted wonderful — like a woman, yes, but some women taste good to me and others are just “eh”. A was not “eh”, and I proved this to her by staying on my knees, holding tight to her hips (probably hard enough to bruise, but I didn’t care), and not letting go until she had at least two more orgasms. It was absolutely about her pleasure, yes, but I also was mentally cataloguing what it felt like when a squirter comes from oral sex.
Then and there I vowed that I would be doing that a lot this weekend.
I’m sure we had a fascinating conversation after that, but all I really remember is, at some point within the next hour, taking off my shirt, putting on a condom, and fucking A until the bed underneath her was flooded. Sex with her was stupendous, even with a condom on. Her heat only made me harder, and her body was soft and accepted every thrust I could give her. As I’d said, she’d had kids, and having had sex with women both with kids and without, there was just something different about being inside her. I wish I could describe it, but the best I’ve got is that she’s… I don’t want to say she wasn’t tight, because each time she came it felt like she was going to pull my cock off and keep it for herself, but… I guess “open” is the best word. Her body opened to me from the first stroke in a way that childless women’s bodies hadn’t ever done.
In the past, I’d had trouble with my stamina, but as I said I was on a new medication and I was able to control my orgasm until I started to get tired. But when I was close, A knew it and she urged me along, whispering my name, telling me how much she wanted it, wanted me, and as someone who’d just come out of a bad relationship with a woman who’d never said anything like that before, it pushed me over the edge. I made noises I don’t think I’d ever made as I pounded into her, her legs on my shoulders, my full weight behind each thrust, fucking her hard and fast and deep until I lost control and came so hard that I literally forgot to breathe for a moment.
After I got rid of the condom, I think we took a short nap together before going out to dinner. A was from a small town and hadn’t really had experience trying too many new things, so she was spoiled for choice when we went out and eventually told me, quite clearly (and submissively), to pick something for her. The waitress had this odd expression on her face, as if something in A’s tone had tripped a switch inside of her too, but I didn’t have time to explore that. A and I enjoyed our dinner and then went over to Wal-Mart to get some provisions (and a wooden spoon that I’d told her about). By the time we were done, the sky seemed to be threatening a storm and we high-tailed it back to the cabin.
The next day, the news websites told us that there hadn’t been a storm that bad in this city in decades, but we didn’t know that at the time. All we knew was that the power was out and we were sitting in the dark, talking and cuddling. I read her a story (she’s not a little, but she liked the way it made her feel), and after that we were both pretty tired — after all, she’d driven almost eight hours, I’d flown across the country, and we’d both worn ourselves out sexually. A had warned me that sometimes she woke up in the middle of the night and I made it quite clear to her that she was welcome to wake me up as well. I mean, you only live once, right?
As it turned out, she did wake me up that night. But since it happened after midnight, you’ll have to wait for the next part of the story to find out what happened.
Source: reddit.com/r/gonewildstories/comments/54yxt7/mf_my_weekend_with_a_day_1_warning_extremely_long