This post is sponsored by Trust Masssage Oil.
What’s your gender? Woman
How old are you? 34
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? Brussels
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Administrator
What’s your current relationship status? In a serious relationship (monogamous)
How religious are you? A little
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 20
How many hookup stories have you here posted before? 0
Awesome sex with a coworker
How long ago did this hookup happen? 1 year
What was your relationship status at the time? Single
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? He’s the kind of guy you sometimes catch ogling you from a distance, who looks at your eyes or your lips so directly when you’re talking to him. Most girls with whom I’ve talked about him are a bit afraid of him, or at least intimidated, but they all find him attractive, too. I sure find him attractive, and I sure feel intimidated when he looks at me that way, sometimes afraid, but it’s a kind of fear that makes me excited. It normally sickens me when a guy undresses me with his eyes, but in his case it makes me horny. He has the look of an animal, and his body is animal-like, too, so big and strong.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We met at the summit the other day, started chatting, and at a certain moment I looked around and realised that we were alone in the corridor. I think it was the first time I had ever been alone with him. I was scared and nervous, but he was so warm and friendly… at the same time that he looked deep into me. Little by little, he came closer to me, inch by inch. It looked as if he was going to kiss me… or just rape me right there. My mind told me to step back, even to break the conversation and go back to my desk, but my heart and my guts wanted me to stay, to let him do whatever he wanted with me. I was losing my mind, filled with the desire to kiss him right there, or to ask him to take me to any empty office far from there and fuck the hell out of me, but suddenly a document arrived and we had to go.
Luckily the spell broke before I made a big mistake. Not that I had a boyfriend or anything (I actually hadn’t dated anybody in more than one year… and hadn’t had sex since God knows when!), it was just that I didn’t feel he was a good person to hang out with. He gave me mixed feelings: he attracted me and at the same time he scared me, he made me horny and at the same time he sickened me. It was all very uncomfortable and at the same time so irresistible. I made up my mind to avoid any contact with him as far as possible. Just say hi to him when we met but never stop to chat.
Unfortunately, in the course of our conversation I slipped that I was on the final stage of a competition. He wished me good luck and I thought that was it, but a few days later he sent me an email with a link to the final results. “Crossing my fingers for you!”, he wrote. My first reaction was to delete it and forget about it, but I kept thinking that it was so sweet of him to write something like that. I finally just left it in my inbox and went home.
The next day, I found out that I had passed the competition. I knew I shouldn’t write him back, but still I didn’t delete his message and I couldn’t concentrate on my work, so I finally did, telling him that I had passed. Then I kept checking whether he had received it, whether he had opened it, looking forward for him to reply. I couldn’t believe it; I was behaving as if I had a crush on him! Did I? I sure didn’t want to go out with him or anything like that, but I had to admit that I felt extremely attracted to him. It was only sexual, but I couldn’t block the images of us together in my mind… and they made me so excited that I felt dizzy and had to go to the restroom to splash my face with cold water.
I went back to my computer, praying that his reply would be there… and my prayers were answered, even if all of it felt totally wrong. “Congratulations! You’ll have to celebrate this weekend… Wish you all the best.” I read the word “celebrate” like a thousand times. Of course I was going to celebrate with my friends and family, but the kind of celebration I had been thinking about the whole day, trying to keep it out of my mind to no avail, involved just the two of us. Did he mean “that” kind of celebration or would I make a fool of myself if I took the next step? I would have wondered and blamed me all my life if I hadn’t done it, so I wrote back “What were you thinking about?”
As if he already knew what I was going to write, his reply took just a couple of seconds to arrive: “Go home after work, have dinner, relax, take a shower, dress all pretty for me and meet me in my office at ten.” I would have laughed off any guy who dropped something like that to me, and never talk to him again (or suggest he at least paid for a hotel room in order to be more comfortable), but I don’t know what was happening to me that day. I got so horny when I read it and I couldn’t concentrate on anything for the rest of the day, my mind filled with fantasies of me with him in his office.
I put on my soft lingerie panties and my push-up bra under a provocative and way too short black dress I thought I would never wear for work (and which I actually hadn’t put on for a really long time). I looked at myself in the mirror and I was glad to see that it still looked good on me; Already in my thirties, my body could still pass as a twenty-year-old, even a teenager. Dressed to kill… did I really know what I was doing? Did I really want to do that?
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? I arrived five minutes late on purpose, but he wasn’t there yet. His computer was on and open and there was a video playing on the screen. It was him on that same place, having sex with that cute little new Croatian trainee. She had started working less than a month ago, so the recording had to be very recent. I felt jealous and humiliated, but excited at the same time. Her naked body was so beautiful; her skin seemed so soft, like a baby; and she moaned and whined in a very appealing way, half like she was about to cry and wanted him to stop, half like he was giving her enormous pleasure. Sometimes she even tried to push him away, but the next moment she has hugging him with her arms and legs, struggling to get as close to him as possible and follow his rhythm. She finally came so hard that her whole body shook and she had to lie down on the desk while he just jerked off all over her face.
I was leaning forward as I watched the video and didn’t notice him coming until I felt his hand on my butt. He startled me, but I froze with fear and remained motionless as he pulled up my dress and slid his finger underneath my panties, making me moan with pleasure as he brushed my pussy. “Couldn’t we go a bit slower?” I said, turning around. “I’ll fuck you slowly, if that’s what you want.” He had made it clear: there was no way I was getting out of that office without him doing whatever he wanted to me.
Right away, without having even kissed, he made me kneel down, pulled out his cock and placed it over my mouth for me to suck. I felt so used and humiliated, as if I had made an effort to look pretty for him just to give him a blow-job, something which, besides, I had never done before… but which somehow at that moment I really felt like doing. His cock tasted sour in my mouth, but it was not unpleasant at all. It was also very warm, and hard and flexible at the same time, not a bone, not a muscle… something big and good with a life of its own. At first I sucked it the way I had always thought it must be done, but soon I realised that he liked it much better if I just licked the tip, specially the bottom part, nearest to my tongue. At that moment I thought that probably it was meant to be that way, man’s pleasure spot just where a woman can easily lick it kneeling down in front of him. Now it seems like such a sexist remark, but it kind of makes sense.
I was starting to actually enjoy it, having such a big thing inside my mouth, pulsating with energy, but at the same time my jaw was starting to feel sore of staying wide open for such a long time… it didn’t take much longer, though. “Show me that pair of beautiful blue eyes of yours,” he said breathlessly. I looked up at him, so surprised to hear the first nice thing from his lips, and a second later my mouth was filled with his cum, overflowing at the corners of my mouth. The taste wasn’t too bad, but it was so thick and gooey that I thought I was going to choke on it. He made me stand up and began kissing me, making me share the spunk with him as if it was chewing gum. It was so gross and so exciting at the same time. We made out until it kind of dissolved with our saliva, although I’m pretty sure I actually swallowed most of it.
Then he made me sit on the table and he gently pulled down my panties. It was the first thing he ever did gently that night, but I think it was only because he wanted to delight in the feeling of the soft fabric of my lingerie against the even softer skin of my thighs. I must admit I really liked it, too. He sat down on the chair and began licking my pussy with his rough tongue, a little bit harder than I would have liked it for the first time a guy went down on me, but still amazingly good, better than I had expected when fantasizing about it. First he took both lips between two fingers and massaged them while licking all around, then he used those same fingers to spread the lips apart and licked the inside, finally he went for my clitty and sucked it ruthlessly until he made me cum.
I was lying on the table, exhausted, trying to take in what had just happened, but he was already up… and his cock was up again as well. He rubbed it against my wet pussy, making me moan with pleasure. “Please, be gentle!”, I pleaded him when he was about to go inside of me. I actually didn’t want him to be gentle at all; I wanted him to ram me like the animal he was, to make me hurt, but I was scared, too. He was only the second person I was going to have sex with in my life. The first one had been my ex-boyfriend, with whom I had had sex just a dozen times, all of which he had been so gentle to me that I really wasn’t sure if I was still a virgin or not… and I really was sure that he had never given me an orgasm, at least nothing compared to the oral sex I had just received a moment ago.
He started going in very slowly, and my pussy stretched to lodge his huge cock inside of me. It was much thicker than my former boyfriend’s… and much longer. I could soon confirm that he hadn’t deflowered me. He reached my hymen and I felt a pang of pain; he didn’t stop, but kept on going in at the same pace until he ripped it and I could feel, for the first time in my life, the wonderful sensation of having a real man inside of me. It hurt a little bit, but it was so great. He stayed there for a while and we made out. He had begun our date behaving like a jerk and now he was playing the lover part. His kisses were so wonderful… and then he began fucking me and it was so awesome.
He pulled my dress over my head and unbuckled my bra, leaving me completely naked. Was he recording this? I really didn’t care, I just wanted him to make me cum again. He moved back and forth, penetrating me all the way in with his dick, then taking the whole thing out again. I embraced him with my legs, trying to encompass my hips with his, but I wasn’t used to keeping them open for such a long time and was starting to get cramps, so I lied down on the desk. Then he pulled them all the way up and down, until my knees were on both sides of my head. Good thing I do yoga and I’m really flexible. It was at that moment that the action really started. He began fucking faster and faster, harder and harder. He commanded me to rub my clitty and my boobs at the same time. It felt awkward, but it proved to be a good idea, because it was incredibly pleasant.
I couldn’t believe nobody came to check on us, so loud I was whining, especially when he gave me my second, wonderful, amazing, orgasm. With the first one, my whole body had trembled; with this one, much stronger, it shook as if I was receiving an electroshock, and the effect was more or less the same, although instead of getting and electrical current in my brain, I was receiving a huge wave of pleasure from my groin. What’s more, he kept on fucking me all the while I was cumming, prolonging it for an incredibly long time until my body rested lifeless on the table and I had to plead him to stop, because I could not stand that powerful orgasm much longer.
But he didn’t stop until he himself finished. My ex-boyfriend, when he came, needed at least three hours to get another hard-on, and at least six to be able to jerk off again. Now, hardly half an hour later, he was squirting inside of me. It scared me, and I spend the next month buying pregnancy tests at the pharmacy, but it felt wonderful to feel that warm thick liquid inside of me.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, more than 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? His behaviour tendency continued and, very gentlemanlike, he helped me dress up, let me sit on his lap for a while to recover my strength, kissed me lovingly all over, and walked me home. I could feel his spunk dripping down from my vagina to my panties; it was pleasant and tickly, I wanted that feeling to last as much as possible, so I didn’t change my panties to go to bed. Upon last minute, I decided to sleep only with my panties.
I couldn’t stop thinking about him and what he had just done to me. It had been the experience of a lifetime, undoubtedly the most unforgettable way to lose my virginity. My pussy was sore, but still I couldn’t resist the temptation to slide my hand under my panties and softly caress my lips. It was sticky with his cum, but soon it began getting wet. I couldn’t believe I was getting aroused again. My mind was filled with the sensations and images of a while ago with him. Without even realising what I was doing, one finger slid inside my pussy, then two, then the other hand was also inside my panties stroking my clitty. I tried not to make noise, but I was panting loudly. Finally, I came. It was small compared with the two times with him, but it was good, enough to relax, fall asleep and dream of being with him.
The next day at work he was already talking to his next victim. I knew I could never be with him anymore, but I also knew that I will always remember the night with him, and from then on I would know what kind of man I needed and what that man would have to give me if he wanted to be with me. I have had plenty of lovers and boyfriends from then on. All of them big and strong. Sometimes I had two, three or more at the same time, just to make sure that I never went to bed without having had an orgasm and without having tasted a bit of cum in my mouth or in my pussy.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Thought it was an important experience to have, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, Submission / Relinquishing power, 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 didn’t give a clear ‘yes’, but I didn’t give a ‘no’
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? No one.
How would you best summarize people’s reactions about this hookup? I didn’t tell anyone
Did you get emotionally hurt as a result of this hookup? A little bit
Did your partner get emotionally hurt as a result of this hookup? Not at all
Do you regret this hookup? Not at all
What was the BEST thing about this hookup? Everything.
What was the WORST thing about this hookup? Not having the chance to do it again.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Totally.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? A little negative
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