by Jacrou

Gender: Female
Age: 45
Race/ethnicity: Caucasian
Current location: New Zealand
Highest education received: College degree (eg., BA, BS)
Occupation: Company director
Relationship status: Single
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 36
How many hookup stories have you here posted before? 11

First Squirt

How long ago did this hookup happen? 1 week

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? Fuck buddies (x 2)

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? I know these stories are meant to be one experience only but in this cases I am mainly writing about one experience but with a post-script second experience which continues the story.
I had advertised online for FBs only and had a fair amount of interest. Things had progressed with one of them while I continued to chat with several others.

The one I had already seen is in my earlier story Dirty cop and this is mainly about our third meeting. He is a tall fair policeman, 10 years younger than me, who I had had 2 quite wonderful encounters with already. I hoped to see him again. In our chats we established that I was child-free this particular weekend and he suggested that if he got off his evening shift on time he would come to see me. I didn’t know until half an hour beforehand if he would be coming or not.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? He sent me a message to say he was finishing on time and did I want him to come – this would be at 10.30 pm. I said I did want him to come. I quickly dressed in suspenders and heels for him.

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? He arrived at my door and I greeted him in my stockings and heels and nothing else. He was in uniform and started kissing me immediately. We shuffled into my room kissing and then stood by my full length mirror so he could enjoy the view of his hands roaming my body and my bare ass. I pulled his shirt off him while we kept kissing, then his pants. Once again he had a fantastic large erection. I stroked his cock then dropped to my knees to take him in my mouth.

After a while he lifted me up and lay me down on the bed so he could start eating me. I described last time his remarkable dedication to this and it was no different. He rimmed me last time and this time and I had decided before he came over that I would do the same (which I had never done before), as I knew he liked it. He was still eating me and I asked him to turn around into 69 position which he seemed happy about. Initially I sucked his cock then I moved myself a little further down and began to lick his arse. I found it enjoyable and not at all unpleasant, plus gratifying in that he was clearly enjoying it very much. He couldn’t continue to lick me at this stage as I was too far away from his face so he fingered me instead and rubbed my clit very expertly, so that I had an orgasm. I then put my finger in his arse, I asked him if it was alright, he said yes he liked it and I continued to suck his cock while doing this. He did the same to me (finger in arse plus licking) and I came again.

I noticed he was being relentless in stimulating my clit either orally or manually. Especially continuing to stimulate me during and immediately after orgasm. By now I had had several. We had had a long message discussion about squirting which I said I didn’t do (or hadn’t ever) and he had told me about the occasions and circumstances in which he had made other women squirt and I was pretty sure he was trying to see if he could make me do it but without saying anything in order to avoid any pressure.

After this we got into reverse cowgirl and I rode him there for a while, then missionary, then doggy, all feeling fantastic, I mentioned he is large so fills me up wonderfully. In most of these positions he kept reaching for my clit and rubbing it. I came and came and was just loving it. In doggy he also pulled my hair, not too hard, to turn my head for kissing. He is also always kissing and is a fabulous kisser. After yet another orgasm I kind of collapsed on my side. He entered me again with my legs to one side it felt amazing and he was going to cum he asked if he could cum in my mouth, I said yes, he withdrew and I swung around to take him in my mouth, he came, I swallowed. He tasted really really nice.

After that we lay on top of my bed and cuddled, kissed and chatted. The other 2 times we had only had an hour and one or both of us had to return to work. It was nice not to be in a hurry. We chatted quite a while and I found him really funny, he had me laughing.  He’s quite mysterious but I found out a bit more about him and was really enjoying myself. After a while I rolled over onto my side facing away from him and he put his arm around me. I felt him become hard again and we had spoon sex and he held my hand during it. It was surprisingly tender. Then more chatting and cuddling then he had a shower and left.

The next day when I woke up my clit was extended and tender, over-aroused. Like I desperately needed to cum but at the same time could barely stand to touch it, it was so sensitive.  I made myself cum a few times but it made no difference.

Around this time another of my contacts from my online ad contacted me and asked if I was doing anything. I wasn’t. I hadn’t met him yet but had done a fair bit of chatting. He is a funny, jovial Latin American guy in his early 30s.

I was still feeling very aroused so thought maybe some more sex would work. I invited him over for afternoon sex. Which was fun and he was funny and easy to hang around with aside from being a little over-vigorous in nipple biting and not taking notice of me telling him I didn’t like it much.

Anyway, I was riding him and had managed to move around so he was hitting the right spot and I had a lovely orgasm there, then he said: ‘oh you are a squirter!’ And I looked down and there was a puddle of liquid on his lower belly. He said he had seen it happen and it was so hot.

I felt utterly amazed because I didn’t think I could and also I had been a bit skeptical.

I also felt that really it was attributable to me having been in such a high state of arousal followed by g-spot stimulation and orgasm and felt that it wouldn’t have happened without all the effort put in by my policeman so felt sorry it hadn’t happened with him instead. Maybe next time!

I did tell him (the cop) that I had squirted without talking about the circumstances (and he didn’t ask as we are casual anyway). He said he was sure I had done a small squirt with him anyway which he didn’t want to make any big deal out of.

Since then I’ve made myself squirt having done a little research on it and now knowing the feeling.

Did you have an orgasm? Did your partner(s)? Yes – my policeman came twice and my Latin American came 3 times. Me – a lot!

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? The policeman and I have stopped using condoms as we had a lapse last time so it feels pointless. He says he’s clean and I am. He doesn’t cum inside me.

Consistent condom use with the Latin American.

What were your REASONS for having this hookup? I like sex.

Were alcohol or drugs involved? If so, how much? None at all

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? Again I’m hopeful I’ll continue to hookup with the cop when it works. We’re still talking and the sex is great.

The other guy, maybe, we’ll see

To whom did you talk about the hookup? How did they react? Told a couple of friends about the first hookup, no one about the second I just thought they might view that unfavorably. All my friends are married so they enjoy my stories but it’s miles away from their current experiences.

Was this a consensual and/or wanted experience for you? For your partner? Yes yes and yes

Do you regret this hookup? If so, why? No and no

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Best: new experiences such as rimming and squirting. Lots of orgasms and pleasure.  Getting to know my FB a little better and thinking it’s something that could carry on a while.

Not really anything bad other than feeling I need to keep it to myself as I feel it’s a shade too far to be understood by most of my friends.  And also squirting obviously and clearly in the second hookup when I wish it had happened in the first as he is the better lover and the one I like better.

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

All things considered, how NEGATIVE was this experience? Not at all negative

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