Blizzard Bound Hospitality

 

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What’s your gender? Man
How old are you? 38
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Boston
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Sales Executive
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 25
How many hookup stories have you here posted before? None

Blizzard Bound Hospitality

How long ago did this hookup happen? 2 years

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? For less than 6 months

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? Kari was in college and worked the night shift at the hotel where I stayed frequently while traveling for business. She was in her early 20’s, about 5’5″, brown hair, hazel eyes, a tight body, perky breasts, and a great smile. She was usually working when I got the hotel, always taking in the last flight of the night. She worked the overnight shift at the front desk and did the auditing runs. She got to know me by name on my almost weekly visits and she was always kind to me.

While traveling in on business during the times she worked the front desk, I had another fling going on with a co-worker. Kari became aware, I believe, of my late night visitor as she never was able to stay overnight but would come in the evening and out late the early morning. Sometimes, the hotel had the doors locked and Kari as part of her duties would buzz my partner in.

The night our hook-up happened, I was expecting to have my co-worker over for some kinky play. I arrived in a snowstorm and made it to the hotel, but I knew by then she wasn’t going to make it for the evening with the horrible weather. When I was checking in, Kari was there and my one duffle bag was open when I got to the counter. I could tell she could see inside the bag at the paddle and flogger that was in the bag. But she said nothing and I checked into my room.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Later that night, the weather intensified and it was becoming a full Nor’easter blizzard. I knew by then I was not going to the office the next day, but I couldn’t sleep. I decided to change and head down to the small gym and get a workout in to try and blow off some steam and relax. It was about 2 am at this time and I figured no one would be at the gym, so I just threw on a t-shirt and my running shorts then went on down.

As I got to the first-floor lobby, I saw Kari at the desk and she smiled at me and said you are up late can’t sleep huh. I walked over and said nope, I was just restless and I could tell that this storm wasn’t going to let up and I wouldn’t need to be up for work early so might as well get a workout in. She smiled back at me and snidely said I bet you missed your other workout earlier. I guess she did see what was in my bag and definitely knew I had other plans for working out.

She proceeded to tell me that because of the storm, the next shift change had already called in and that she would have to stay the night and pick up the next shift. I said that was a bummer and asked her if she was going to be able to get a break before the morning hours rolled around. She told me yes I was essentially on one now and asked if I wanted company in the gym.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end?

Kari came with me to the gym and it was a bit weird but nice at the same time. I could tell she was checking me out as we entered the gym. She asked me what kind of exercises I like to do. I told her I was just looking to get my heart rate up and enjoy some cardio, but I made a comment that I would be open to suggestions with a smirk. She had a very toned body and even though she wasn’t wearing workout clothes, you could tell. This was when she just came out and said she was very intrigued by me and aware that I had been sleeping with the woman who came in when I was here.

I didn’t deny it and said yes, I had. She acknowledged the wedding ring on my finger and asked if my wife was okay with it. I was honest with her, that she didn’t know about it, but that I was enjoying the experience with my co-worker. I still don’t know why I was so honest in the moment, but it definitely set Kari off on a deeper set of questions. She pointedly asked if I liked spanking my co-worker and I told Kari, yes, I do enjoy it along with many other kinky things we do. It was something that I didn’t get in my marriage. This is when Kari said, why don’t you take me upstairs to your room and show me what else you got in that bag and let’s get your cardio in up there.

I was a bit flabbergasted at the directness, but I was hard by this point and I could tell she was getting turned on as well. We left the gym and walked to the elevator and went up to my floor. On the way, I asked her if she was sure about this and she whispered in my ear that she had heard me and co-worker having kinky sex in the past when she was delivering night statements and she had thought about me many times.

I needed no further assurances and we were soon at my room. Through the door, she was already pulling at my shorts and let my cock fly free. She dropped to her knees and took me in her mouth as she started to unbutton her shirt and flinging it to the side. She looked up at me with those hazel eyes and tight tits in her black bra and said I am yours and I want you to treat me like you do your co-worker.

I stood her up and put her against the wall. Grabbing a handful of her hair, I told her she could stop at any time, but unless she wanted me to stop, I was going to give her what she asked. She grunted and said use me. I made her kick off her shoes as I removed her pants and panties in one swift motion. I stripped off her bra and told her to stay facing the wall while I retreated into the bedroom for my bag of items.

I returned shortly after and placed a setup of soft cuffs on her hands locking them behind her back. I blindfolded her eyes and then bent her over the couch. I started playfully spanking her perfect ass with my hands and then switched to the paddle that was in my bag without telling her. She let out the most perfect oh and gasp with each stroke. She was dripping wet and was getting to the point where she was grinding against the couch as I turned her ass red.

I was very much on edge myself by this point and I told Kari, I am going to take you now she said yes Sir. I mounted her standing from behind and easily found the tightest pussy greedily accepting my cock. She pushed back against me to get mine in deeper and as I buried myself into her. I grabbed her cuffed hands and started fucking her deep, fast and hard. It didn’t take long at all until she was screaming that she was coming and to not stop. I rode her all the through her orgasm. She went limp with me still in her and I told her then, I was going to take her to the bed now and she would ride me.

She said yes sir again which kept me a full hard-on just hearing her say that and I stood her up and led her in with me. She asked then if I would take off the blindfold so she could see me while she rode me. She asked what else I had in the bag she might enjoy as well. I put her on the bed and quickly went over and got a set of nipple clamps and small wand vibrator. I laid down and pulled her on top of me. I guided her on to my cock and made her sit there as I put on the nipple clamps. I could feel her squeeze around me as she felt them bite into her with the little whimper she let out.

Once she was adjusted, I told her to start riding me and as she did, I put the wand vibrator on her clit as she bounced up and down me. She came again quickly, but this time I wasn’t far away. I didn’t have any condoms with me at this time so I offered to pull out, but she said no sir, fill me up. I fucked my way deep inside of her shooting a massive load. As I was coming, I was pulling gently on the chain on the clamps on her nipples and the full combination of sensation sent her over the edge one more time.

When we came back down to earth, I uncuffed her and removed the clamps and eased her nipples back to life. She asked if she could shower in my room and we ended up showering together. We had been together for over 2 hours by this point and she needed to get some rest, so she re-dressed and headed down to the office.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? The next morning, I went down for a late breakfast and the storm was just finishing up, but the clean up was just starting. I saw Kari at the front desk and she had the biggest smile when she saw me. She asked me if I slept well, I said I did and I asked her the same. She had that I day afterglow and still had I got fucked hair, but it was our secret.

I would continue to see her for the next few months at the hotel, but we never hooked up again. She eventually took a new job and left the hotel and I have never seen her again, but I will never forget that blizzard or the amazing hospitality Kari showed to me that night.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, I don’t know if my partner was on any (other) method

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Power / Dominance, Just happened, I don’t know why, just went along with it, It was easy / convenient

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? My co-worker, I was having an affair with. She was taken back that it took me as long to tell her, but she admitted it was hot and we continued our relationship for almost another year.

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? Somewhat

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The spur of the moment setting and being able to share an experience with someone who had been fantasizing about it actually happening.

What was the WORST thing about this hookup? The cheating on my marriage.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I know I am a very sexual person and the ability to act upon my kinky desires that aren’t fulfilled in my marriage have reinforced the experiences I have had and continue have through casual hookups.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? A little negative

What do you think about the Casual Sex Project? I recently found it, but I think it is good to know that as humans there are others like me who have the same needs and desires.

You have a hookup story to share? Submit it here!