Piña Colada Date To Sex: Friday Evening Field Report [NSFW]


Friday evening, I made my way to a familiar spot in the city called the Beehive.

Plan was to meet up with a chick whom I’d picked up on Facebook a few weeks back (another 1 😉 ).

I told her my location, she said she would meet me, and she did.

I ordered myself a Pina Colada and she took a Hurricane (how ironic since Hurricane Matthew had just passed the island the previous day).



Since it was our first time physically meeting, I was highly impressed by her comfort and easygoingness given the situation of meeting with a stranger.

I ate some fries as we drank our drinks while I caressed her thighs.

Caressing her thigh while I had her hand resting on my lap

On a side note: always look to sit beside your date instead of in front of her. Side to side; you get to do just as you see me doing in the photo above.

Girl: “You don’t even know if I have a boyfriend and you’re this bold to rub on me in public? What if someone sees me who knows my boyfriend”!?

She said exaggeratingly.

We then walked back to the crutty guest house, she sat on the bed and played Candy Crush while I took a quick shower since I hadn’t showered in like 24 hours!

I felt very leery about leaving her out there alone, not knowing whether these chicks have sticky fingers or what have you.

Thank goodness I remembered to hide my debit cards, mobile devices, other valuables and cash before I brought her over.

I jumped on the bed with her as she lie down playing games.

I immediate began caressing her thighs, hips and ass. I was able to take a pic at that exact moment.

She gave me massive LMR (Last Minute Resistance) from start to finish.

I rose her up by both hands and pulled her shirt over her head in order to remove it.

I tried un-hooking her bra but she kept stopping…so I relented and settled for playing with her tits while they were concealed in her brazier.

She had some big-ass jugs for her size (fondling her jugs…below).

I whipped my dick out, took her hand and placed it on my balls sack.


She began caressing my testes while I groped her boobs.

My fingers made their way down to her crotch area where I gently rubbed her pussy while she stroked my cock vigorously.

I motioned for her to put it in her mouth, but she refused and shook her head no.

I kept positioning myself on the bed in a way, which will facilitate an easy blowjob, but she just wouldn’t budge on sucking me.

A while later, my cock slid into her mouth and she sucked and sucked to the point where I felt as though I would cum in her mouth.

I was hoping that she would make me cum, I go down on her just to buy some time, gain another full erection, then fuck her for a long duration.

The thing is though: it is extremely difficult for a girl to make me cum via blowjob!

In fact, only 2 girl in my lifetime has ever achieved this feat of making me cum by sucking me.

This girl however, was so good, that she might have made the lucky #3 had she persisted just a tad bit more, but she kept complaining about her neck hurting from being contorted in an awkward position.

I dragged her up to a seated position and hauled her pants and panties off, and began finger fucking her as she urged me to suck her nipples harder!

She climaxed very hard from the sucking of her nipples!

I got over her in the missionary position while rubbing the head of my cock along her clit.

She thought I was about to slide my cock inside of her so she asked, “Where’s the condom”?

Although it is extremely easy to bang girls without condoms (as I used to do), I wasn’t about to chance it that night (Friday). So I got up, grabbed a rubber from out of my traveling bag, slid it onto my shlong and began fucking her missionary style.

She laid there motionless as if she wasn’t even feeling a thing.

I said to her, “what’s the matter with you”?

Girl: “I’m not enjoying it”.

Me: “How come”?

Girl: “I don’t know”.

She kept urging me to hurry up and cum as if she wanted this done and over with quick.

Personally, I am not the type of guy who takes light to a girl rushing me during sex, and if she isn’t enjoying the sex.

Now, what I think was happening as to why she wasn’t enjoying the sex, is this:

1.) Either she felt guilty that she was cheating on her boyfriend

2.) Since she had already climaxed when I was sucking on her nipples and finger-banging her, she might have lost the desire for sex…just as when a guy cums, sex is the last thing on his mind

My hunch tells me that it is the latter (#2).

In any case, I said to myself, “Fuck this bish! Whether she enjoys it or not isn’t my concern”! So I fucked her harder and harder in the missionary position until I came.

She grabbed me by the hips and pulled me back into her, urging me to put the dick back inside of her while I was cumming (inside the condom).

I did.

She aggressively gyrated her pussy upon my cock while she moaned louder and louder until she came again.

Upon climaxing, I was scheming a way to kick her out so I can go party. It was about 11:30 PM the Friday night. Still ample time to go clubbing and pick up some more girls.

Her ass dozed off though before I was able to kick her out. So I lay myself down beside her, hoping that she wakes up and leaves. Instead, she woke up, grabbed my arm and put it around her as if she were trying to tell me to cuddle her.

I reluctantly rested my arm around her waist and dozed off. 😦

Around 2 AM, I was startled by someone waking me. It was her: “Are you gonna follow me home”?

Me: “Oh yea, let’s go”!

Both of us hopped up and got dressed.

After I walked her down the bloc and parted ways, I made my way to the other side of the city to a Palestinian food joint where I got some late-night grub (stripped Shawarma chicken and fries).


When I woke up the Sunday morning around 7 AM, I realized that the network (Digicel) was down. So I had very limited to zero internet or cellular connection. I couldn’t make nor receive calls.

I was left to stealing some WIFI from an open-connection area downtown.

I had messages from the girl saying that I didn’t contact her to see if she was safe after she went home. So I let her know that the network (Digicel aka Digi) was fucked up due to the passing of hurricane Matthew I later found out was the cause of the downed systems across the island.

[Her messages in white]

More field reports to come from the weekend. 😉

4 thoughts on “Piña Colada Date To Sex: Friday Evening Field Report [NSFW]

  1. Hi Kenny Do you think you will ever change and become a man that does not treat a women as just a sex object? I like sex yes. But I prefer to have sex with a woman that is in love with me. Someone you can respect as a fine woman. They will do much more for you than just a casual fling. When a woman is in love they will let you do anything to them. They will have total trust in you. Fifty shades of grey kinds of stuff.

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    • Surely I don’t think I would want to be a 70 year old man playing the field. I prefer casual flings. I am at that stage of life where it’s all about a fling. Marriage is out of the question for me, at least until I hit 50 I would consider settling. I don’t want much more than sex to be honest

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    • It was already established as part of our so-called date. That’s why I encourage guys to frame things early. My pitch to her was simple (days prior): “let’s grab a pina colada then go back to my place and hang out”. With that, she already knew the situation. Other times, you may not be as fortunate to get her to agree to it beforehand, and that is where knowing how to lead and suggest come in handy. And you’re always going to have some form of resistance with a new girl; whether that’s sexual resistance or resistance to going back to your place. These are token resistance. Although this girl knew that the plan was to go back to my guest house, she still asked “why do we have to go back to your place”? This isn’t genuine resistance but fake/token resistance

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