Had a first date scheduled with a girl named Amanda. She was 19 years old, I’m in my early 30s at the time. I expressed some initial concern about our ages, and she said that age was just a number, like any good girl would do. I further explained that I wasn’t necessarily looking for anything serious, but I could potentially be open to it if we had the right chemistry. She said she’d be up for meeting and finding out. We had some shared interests, both liked the same music, enjoyed food, and she wanted to get more into hiking in the northeast seeing as she was originally from the south.
I didn’t get a particularly strong hookup vibe, and thought that I’d take her out for a meal and go from there. Cute girl, could be fun! She was unable to tell me exactly when she would be available, but we had tentative plans to meet up on a Saturday. She said she would let me know.
At this point, I was kind of wondering if I was being blown off. Furthermore, our conversations had not been explicitly sexual, and I actually had so little expectation for anything happening that day that I messaged my friend Sam in the morning. She lived a couple towns away and had been a fwb type situation for a couple of years now. Sam had been married young, and I met her when she was just getting out of a bad marriage and she was looking for fun. She drank a little too much, we weren’t really a great fit as a couple but we got along and hooked up every once in a while.
Sam was open to getting a coffee that day, and I already knew what that meant. I was thinking this was a good idea, hook up and then I wouldn’t be tempted to aggressively court the 19 year old and could allow her to get comfortable with me without me thinking with the wrong head and moving too fast for her. I feel like the worst thing I could do as a 6’2” guy in my 30s is come on too strong on a date with a 19 year old.
Sam and I did our usual thing, we got our coffees at dunks and then drove to a parking lot at an industrial park where we would fool around. Sam is in her mid 20s, tall and thin. She has cute features, nice feet, always wearing flip flops. She has cute hands with nice nail beds. Perky small breasts and totally willing to please. She’s telling me about her work and talking about cars. As we’re heading to our spot, I interrupt the conversation by reaching over and squeezing her tit while I’m driving. Right on queue, she lifts up her shirt and shows me her breasts.
We park, and I told her I wanted to see that butt. She pulled her pants down to her knees and turned over onto her side in the passenger seat, showing me her ass. I spread her cheeks, so I could have a lil peak and gave her a swift spanking. She rolled back over and we kissed. She started undoing my belt and before I know it my cock was in her mouth. I fingered her while she sucks my dick. It’s a beautiful summer day. Eventually I feel it coming on and let her know I’m about to cum so she can get ready. Sam always takes my loads and tries her best to swallow them. What small amounts escape, she always makes an effort to clean up for me and apologizes, complimenting me on my load. I brought her back home and as I’m heading out, I check my phone. My new friend Amanda is ready to meet, wondering when I can get down to where she lives to meet her.
We met at a restaurant, cute girl, and I had her laughing. She has a nice southern accent, clean complexion, straight brown hair- slightly longer than shoulder length and a cute smile. I lamented that she was underage and that we couldn’t grab a drink, explaining that it sure would be fun if we could. I told her that most people drink beer on a first date to make it less awkward, but told her that I was really enjoying her company even though we weren’t drinking. I asked if she’d be up for hanging out after lunch.
She said that sounded like a good idea, and I asked if we could head out and talk about it. I asked her if she’d be up for chatting for a little bit in my car so that we could have a little privacy and figure out what we were going to do.
She agreed, and we were talking about what to do next. While talking online I mentioned that I enjoyed hiking and she said that she wanted to get more into it. I asked if there were any trails nearby, and suddenly we had our plan for the rest of the day.
I asked if i could drive us both or if she wanted me to follow her, mainly as a way to make sure that she was comfortable – and she told me that she would be fine with me driving. I leaned in for a kiss and before I knew it we were passionately making out. I reached up the back of her shirt and undid her bra, unleashing her gorgeous teenage tits. We continued to make out until I went for the button on her jeans and she stopped me. “Wow, you’re right. Maybe not right here.” I said. “How about that hike?” And off we went.
We got to the trail and it turns out, she really wasn’t in good hiking shape. She preferred to sit and take in the views. We found a bench maybe 10 minutes into the trail with a view and took a seat. Of course, before you knew it we were kissing again. We had stopped on a bench at a part of the trail where you had great visibility both forward and backwards – could see people coming from quite a ways a way. The trail was not crowded, and we settled into a passionate make out session. Our connection was better than I anticipated. She was wearing a tube top, and this time I had her shirt completely up – bare breasts exposed in public. She got shy a couple of times and pulled her shirt back down, “what if someone comes?” But there was no one there. We would begin kissing again and within minutes I had her shirt back up and breasts exposed.
We kept making out, this gorgeous 19 year old with her top pulled up, totally into it – it was amazing. Eventually someone was actually coming, so we got her dressed and continued back to the car.
Turned out, at some point on her journey her bag ripped. She was pissed, it was new. We went off to a mall to find a new one. They didn’t have what she wanted and we left. It was fine, gave us an opportunity to talk and act normal in public. I asked her if she had plans for later in the day or if she wanted to keep hanging out. She said it was up to me, and that she was having fun.
We went to a Starbucks, got coffees and parked. One of the things that led to us going out in the first place was that we both liked country music. We put on the country station and made out for literally hours.
I was far from home, and asked her if she wanted to get a room. By this point we had made out three times in three different locations and had spent the whole day together. I thought it might be time we got a room and fucked already.
She said not today. That was fine, this was turning out to be an awesome date. When you think you’re just getting lunch, and you end up with a gorgeous horny 19 year old with her tits out who can’t seem to get enough of making out with you, you know it’s a great day. She kept biting her lips in a way that was begging me for more. I told her she was a bad girl, topless in a car with a guy in his 30s when she was only a teen. She said “What girl wouldn’t want to be doing this right now?” I still hear those words in my head to this day when I think about the experience.
I was remembering earlier when I tried to undo the button on her pants and she stopped me. I wasn’t sure how far she wanted to go on the first date, but at this point we had made out in 3 different locations for a period of multiple hours. I went for it, I slid my hands between her legs and rubbed her pussy. Her response this time was to open her legs – she was receptive to it. I undid her jeans and began fingering her, her tits still completely exposed, right in a Starbucks parking lot. I eventually pulled my hand out of the front of her pants and slid them down the back, grabbing her thicc ass. This made it easier to pull her in close to me and kiss her. I started fingering her pussy from behind while we continued to kiss. I eventually backed my hand up, now lubricated from her pussy and started exploring her anus, wondering if the backdoor was open for business with this girl. She let me finger her teen ass effortlessly, and I knew that if I could get this girl somewhere with some privacy that all her holes were available for me to do as I pleased with them.
I was real hot at this point, and I took her hands and placed them on my cock. Without hesitation, she began undoing my belt and taking out my dick. I gave her a little push down on her shoulder blades and with almost no resistance, her face fell down right on top of my dick. This adorable girl now had my rock hard cock in her mouth while I continued to finger her pussy and ass. I hadn’t so much as rinsed my dick off since Sam has blown me just a few short hours ago. I always wondered if she could tell.
Eventually, I was going to cum. I let Amanda know, I wasn’t sure if she was open to strange men cuming in her mouth. I said “what should I do?” And she said it “it’s ok, just do it” – without even taking my dick out of her mouth. I unleashed a wad right down her teen throat.
Wow. Brought the lil teen back to her car and thanked her for an unforgettable day.
Source: reddit.com/r/gonewildstories/comments/g3r0cl/met_two_females_in_one_day
The little push on a girls head or shoulders to get her give u head is awesome