I've noticed there's a fraction of girls of a certain age, maybe 18-21 or around there, who get crushes on older men but are too shy to express it in any definite way other than just hanging around them, standing close and watching them. Four prominent examples of this come to my mind, though other minor ones have come and gone along the way.
One I acted on. Stacey often just stood near my desk closer and longer than she needed to. She'd talk to me a little bit, but stayed close quite often after she was done talking. She was blonde, pale, a little thin, and maybe 5'2. I'd talk to her about books I'm reading or have read, or a few other topics, and she seemed interested, but I think was more interested in me than in any of the particulars.
Summer came, and she told me she was hanging around a few weeks after school was out, While a date with a student still might have been crossing the line, I figured out of session was the best time for it. There was a state park out of town I had been meaning to return to, and invited her on a day hike. She quickly agreed, and I would even say "excitedly" except that for her "excited" was just responding a little more quickly than usual; she wasn't the exuberant type at all.
I packed water and lunch for us, then picked Stacey up outside her dorm, and we headed out. The 50-minute drive gave us just a little more conversation than at work, as she was still pretty shy about introducing new questions, but I felt the same low-energy, restrained pleasure exuding from her that I had when she stood by my desk for such long periods of time, like she was happy but didn't know what to do with it.
The park was not spectacular, but nothing in Indiana really was. Still, it had some long trails which ran along a small river, then around some rolling hills and against or over some very modest rock formations--nothing over 20 feet, enough to make the view modestly interesting.
She again followed me pretty closely, and bumped into me a couple times with a quick polite "oh pardon me" that sounded a little too cute to be completely serious, with a smile suggesting that she liked the bump. Along the river, we stopped at an overlook with a wooden railing, and I rested my arm right up against hers. She grinned broadly as we looked across the water. I leaned toward her and said "I like being here with you." She smiled and said "I like it too." Well, soon we were trading light kisses, which felt like a relief, and yet it was not a major make-out session; she still seemed somewhat reserved in her affections and after about 15 minutes of some light touching and kissing, we resumed our course.
We hadn't seen anyone else the entire morning; the park seemed deserted, and we had the rare feeling of being miles from anyone else. We hiked a little further up a rocky area, then around a bend where we could see pretty far ahead and behind us, with a lot of brush right around us as well. I then apologized and told her I needed to stop and pee. "Oh, me too, actually. This looks like a safe spot." Then to my great surprise she pulled her shorts down, and squatted on top of a fallen log. I could only see a tiny bit of her bush, and her ass was pointing away from me, but the entire side of her hip, leg to pelvis, was visible, a nice modest roundness. OK, I figured, there's a limit to shyness, so I unzipped and held my penis out to start peeing off the trail just a few feet away. She watched me as I held my shaft, and I could hear her pee hitting the ground as mine began to stream as well.
She soon finished and pulled up her shorts, but then sat back down on the log slightly closer to me, looking both at me and at my penis. I tentatively put my left hand on her shoulder, and she reached up to hold it. That quickly made me hard. I finished urinating, but kept tapping to get the last few drops off my erection. Stacey, her head just a couple feet from my pelvis, alternated looking out at the trail, looking at my penis, and looking up at me, without saying anything. I slowly began to rub her hand with my thumb, then her shoulder with my hand, and finally the back of her neck.
"It feels really good to have you watch." She smiled and said "it's interesting." I moved my hand to the side away from her so she had a better view of my entire shaft. "Have you ever seen one before." "Not like this" she laughed. I slowly stroked for several more minutes as she watched, fascinated. I then turned toward her, taking another step so that my cockhead was just inches from her face. She was a little high so it was just below her chin, but the sight was still fantastic. "It would feel so good if you could touch or kiss me there" I suggested. She didn't move for about a minute and kept watching me. "If you haven't done it before that's ok, I'm sorry if I'm rushing things." She very gently rubbed against my hand again, and then leaned forward to give my pecker a tiny kiss, then back up again. "So nice, thank you!" Then in another half-minute, she did it again--a little peck of a kiss on my glans.
"Could you sit lower, on the ground?" She did, and soon was staring right at my pulsing organ. Then another kiss right at the tip. My left hand was now on the side of her head, caressing her cheek and hair. The next time she moved in I cried "please hold it there, please please oh please." She did, guided by my hand, and kept her lips on my dick as I continued to slowly stroke the shaft, now pushing it against her mouth. I was building and building, then breathed out "do you know what happens next...when I cum?" She stayed kissing me for a few seconds, then pulled back slightly. "Sort of." "Are you ok with that?" She thought and said nothing for a while, then just said "yeah" without looking up at me. I guided her head back down and began pumping my glands into her lips again, but it never entered her mouth as she kept them fairly tight and I didn't press very hard. "Please just lick me a little bit with your tongue," I said. She didn't for a very long time, then I felt a little moving wetness between her lips. Oh my god that was so good that in seconds I started grunting, then felt suddenly afraid she would get scared and wince away as I started uncontrollably ejaculating into her pretty face. White cum splashed out of my shaft against her lips, down her chin, across her cheeks, over and over again. She held still, but got a huge look of surprise on her face.
"Oh my god!" she suddenly said through her cum-covered mouth as she backed up. Suddenly she got a pained look and sound in her voice: "I'm so sorry, I didn't do that right, I just don't know how, ok?" Stacey actually sounded defensive in the last few words, and I tried to reassure her: it was wonderful, felt fantastic, I didn't need anything more. "But it just went all over, I'm sorry I wasn't ready to do more, I've never done that to a guy." I realized she meant that if only she had sucked on me, I would have cum, a bit less messily, into her mouth, and told her over and over again that I didn't need that yet, she could do it one day, but right now everything was fine. I got her to stand up and kissed her deeply, which surprised her as I was sucking up a lot of my own cum that way. She still seemed confused and shaken so I held her there a long time, squeezing her tight. We took turned wiping up some cum as what was left slid from one face to another or onto our clothes, finally she started laughing about it and I did too.
Well, I wish I could say this went on, but unfortunately she soon went home for the summer, and when she came back I asked what she did while away, and she talked about reading CS Lewis and other religious books. ..(continue confession)