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- Nov 22, 2025
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We got in late the prior night, so my friends were all still sleeping. I've always been an early riser, so I decided to go for a walk to get the lay of the land. It was a beautiful, sunny day, with the temperature already moving toward the 80° mark. The streets were fairly empty; apparently, college students who are drinking and staying up late at night and into the morning don't like to wake up early. Who knew?
I had been walking for about 15 minutes when I saw her. I don't remember which I noticed first, but two things caught my eye. First, she was wearing a University of Michigan t-shirt. But it wasn't one of the more common ones in the school colors of maize or blue. Instead, it was olive green, with "MICHIGAN" spelled in blue letters outlined in yellow. And it was the exact same shirt I was wearing.
But maybe the first thing that caught my eye was her body. She was very thin, with small breasts that looked absolutely fantastic on her thin body. On a larger girl, her breasts would appear even smaller. But on her, her A-cup breasts really stood out. They were narrow from top to bottom which made the small projection look even more prominent. She was looking at a sign advertising some events, including a wet t-shirt contest at a bar.
She didn't hear me as I walked up to her.
"Nice shirt."
She turned and said, "Huh?" before she noticed my shirt and smiled. "I like yours, too," she said with a chuckle.
I finally got a full look at her face. She certainly looked young, but she was cute. I know women hate that term, but it's a compliment. She wouldn't be described as beautiful, but she was very pleasant to look at, with pretty brown eyes, a small nose, and an attractive smile. Cute. Her brown hair ran halfway down her back.
"Don't do it," I said.
"Huh?" she said again.
"Don't do the wet t-shirt contest," I said.
She just stared at me for a couple of seconds with an uncomfortable - maybe scornful - look.
"Why?", she started out with just a touch of anger in her voice. "Because no one wants to see a wet t-shirt on a girl with small tits like mine?"
"No, no, no," I responded defensively. "I'd LOVE to see your tits - with a wet t-shirt or without one," I said, suddenly appalled at what I said out loud to her. Her eyes widened at my comment. But I continued, "but I wouldn't want a bunch of horny guys seeing my girlfriend's tits."
She paused for half a second and then laughed.
"But I'm not your girlfriend."
"Well, not yet," I said with a smile. "But a guy can dream, can't he?"
She gave me a look that combined a smile and confusion.
"I assume you're here all week for spring break?" I asked.
"Yes."
"So, I've got a week to convince you that you should be my girlfriend. And if it takes longer, we've got all sorts of time back in Ann Arbor." Suddenly I realized that even though she's wearing a Michigan t-shirt, she might not go to school there. "Umm, you DO go to U of M, right?"
She laughed.
"Yes, I do."
"Great! So hopefully it won't take more than a week, but if it does, I'll continue working on it at school."
She looked at me very intently for a few seconds.
"You're a very confident guy, aren't you? And certain in your ability to be able to woo me."
"Oh my god, no!" I said, letting out a deep breath. "Not at all! I've never talked to a girl like this in my entire life. I can't believe I said 90% of what I've just said to you. Please don't hate me."
She started laughing loudly.
"You coulda' fooled me," she said while still laughing.
Amazed that she hadn't already told me to fuck off, I thought I'd go for it.
"So, maybe-future girlfriend, would you like to get a cup of coffee with me at Starbucks?"
She smiled broadly.
"Yes, maybe-future boyfriend, I'd like that. By the way, my name is Arianna. I thought you should know that if I might end up your future girlfriend. And it's shorter to say."
I returned her smile as I extended my hand.
"Hi, Arianna. I'm Seth. Nice to meet you."
"Really? A handshake for your maybe-future girlfriend?" she said with a smile.
She opened her arms, and we gave each other a very short, safe hug, with no body contact below shoulders.
"Well," I said, "this is starting out well. I'll try not to screw it up at coffee. C'mon."
We continued talking as we walked a few blocks to Starbucks. I learned Arianna was a freshman majoring in Biology. She hoped to become a veterinarian. I explained I was a junior in the business school, getting a degree in finance. She grew up in the suburbs of Detroit and had two sisters. I told her I was from the northern suburbs of Chicago and had an older sister.
I laughed when Arianna said she didn't really want to be here for spring break, but her friends badgered her until she agreed.
"What's so funny?" she asked.
"Same thing for me. It's my first time doing this. My friends had to badger me, too."
Arianna laughed.
"Didn't they tell you how great it would be to get drunk every night and find some drunk girls to hook up with?"
I smiled.
"Sure, they told me that. But there are three problems with that."
I purposely didn't expound on that until, after a few seconds, Arianna raised her eyebrows and raised her hands in a "you gonna tell me?" motion. I smiled at her expected reaction.
"Well, first, I'm not a big drinker, so getting drunk doesn't sound like all that much fun."
Arianna nodded. It might have just been acknowledgement that she heard me, but I thought it was more of a "me, too" expression.
"Second, I'm not the best at starting conversations and talking to girls I don't know."
Once again, Arianna burst out laughing.
"That's not my observation, but go on."
"But third, and this is the most important..." I paused for effect until she waved one of her hands in a circular "go on" motion. "I've got a maybe-future girlfriend. I wouldn't want to cheat on her."
Arianna smiled broadly.
"I like the way you think, Seth. And you're making points for yourself."
We continued talking for over an hour. I learned the hotel she was staying at wasn't too far from mine. Finally, she told me she had to get back to meet her friends. We both stood and walked outside.
"Can I get your number?" I asked.
"Sure," she said smiling. "Give me your phone."
I unlocked my phone, brought up Contacts and hit the plus sign before handing it back to her.
"Should I list it under Maybe Future Girlfriend, or do you think you can remember Arianna?" she said with a devious smile.
"Oh, I'll DEFINITELY remember Arianna."
She added her contact information and then sent herself a text so she'd have my number.
"Do you have plans for dinner tonight?" I asked.
"Yeah, my friends already made plans. But afterwards, we were just going to walk around."
"Can we get together after your dinner?" I asked.
"Yeah," she said, smiling. "I'd like that. A lot.
Then Arianna put her arms around me and gave me a hug. A really nice full-body hug. I felt her boobs press against me, and she might have felt me as I started to get just a little hard. We held it for a few seconds, and we were both smiling when we pulled away.
"How 'bout if I walk you to your hotel," I asked.
"It's out of your way."
"I know," I replied. "But I don't mind."
Arianna smiled, and we headed toward her hotel. When we got there, she turned toward me.
"Hope to hear from you later."
"Oh, don't worry. You will!" I said, enthusiastically.
Arianna gave me another nice, tight hug before saying, "see you later!" and heading into her hotel.
I smiled the entire way back to my hotel. My friends were just starting to get out of bed, so I waited while they all showered, and then we headed to the beach. I must admit, there was some very interesting scenery on the beach. Apparently, some girls have no problems showing off their entire ass in a thong bikini - who knew? And some girls are happy to bare their entire breast - except for their areolas. I'm pretty sure some of them would have shown those, too, if they thought they wouldn't get arrested for indecent exposure.
In many cases, there seemed to be a direct correlation between the size of a woman's breasts and how much they were willing to expose. Yes, there were some girls with small breasts who just had the little triangle covering their nipples and areolas, but, mostly, it was women with large - or VERY large - chests. But truth be told - and my roommates never believed I was telling the truth even though I was - I found girls with smaller chests to be sexier. A small chest on a thin girl - like Arianna - always turned me on the most. I'm sure some guys think I should lose my Bro-Card for feeling that way, but that's the way I am.
I watched as my roommates tried to pick up women - some more successfully than others. Eventually, we grabbed some food and then returned to sand, sun, and fun. I was careful to constantly soak my body in sun block; I burn easily. I'm the only guy who will probably go home after a week in Mexico even paler than when I got here.
Once we figured out what we were doing for dinner, I texted Arianna to tell her when I thought we'd be done and asked if she'd be available. She responded quickly saying the timing was good. She asked if I could meet her in front of the Starbucks - she wasn't ready for her girlfriends to start teasing her about already finding a guy.
As I walked up to Starbucks and saw her, I smiled broadly. She looked great in a red halter top and a short, lightweight navy skirt. I was happy to see the smile on her face when she saw me, and we gave each other a hug; her hair smelled great. Once again, she might have felt my excitement at feeling her body press against mine. When we broke the hug, I could see her nipples pushing a little bit against her top. I took her hand as we started walking, and I was glad she didn't pull her hand away.
"I checked out the bands that are playing at some different bars, and I found a couple I thought you'd like, based on our discussion earlier. Is that okay?" I asked.
"Since you know me so well," she said with a giggle, "I'm sure you picked good bands. I'll do whatever you want." Then, after a short pause, she said with a smile, "Well, at least when it comes to choosing bands."
When we got to the first bar I had chosen, the band was already playing. The minute we walked in, Arianna said, "they sound great!"
We found a small table and I pulled out a chair for her to sit.
"Do you want something to drink?" I asked while still standing.
Arianna looked uncomfortable at the question. So, I replied, "I'm feeling kinda crazy, so I might get a diet coke WITH a lime."
Arianna smiled. "I'd like the same."
I went to the bar to get our drinks, When I came back, I moved my chair right next to her, with both of us facing the band. We both liked the music, and we were both tapping our hands and feet. After about half an hour, I grabbed Arianna's hand, interlacing her fingers with mine. I pulled her hand to my mouth and kissed the back of it.
"This is nice. I'm glad you're here with me."
Arianna's smile melted my heart. She proceeded to kiss the bag of my hand.
"I'm glad I'm here with you, too."
About an hour later, the band said they were taking another break.
"There's another band at a bar down the street, if you want to try that," I said.
"ANOTHER bar?" she said. "You trying to get me drunk on diet cokes so you can have your way with me?" she asked.
I laughed.
"I've known people who couldn't hold their liquor, but you might be the first who can't hold her diet coke."
"Well, I've trained myself over many years to be able to drink as many diet cokes as anyone, so don't try anything funny."
"Yes, ma'am. I've been warned."
Then we both started laughing as we walked out of the bar.
The band at the next bar was really good, too. We stayed there for a couple of hours.
"It's pretty late. I should be getting back," Arianna said.
We walked out of the bar and headed toward her hotel. Just before we got to the main entrance, she pulled me onto a path that led to the beach. After we got a few feet from the main sidewalk, she stopped, turned toward me, put her arms around me, and started kissing me. I pulled her against me, happy to feel her body against mine, her lips on mine, and her tongue gently playing with mine. I liked the way she kissed. After a minute, she pulled away and smiled.
"That was nice," she said softly.
"Mmm, yeah it was. But I think I could do better. Let's try again."
Arianna started chuckling but quickly stopped when I put my lips back on hers. We kissed for another few minutes. I didn't touch Arianna anywhere except her back - not even her ass. I WANTED to, but I didn't want to come across as too aggressive - especially since we were outside.
Finally, she broke the kiss and backed up, still smiling.
"Can we get together tomorrow evening?" she asked.
"I'd like that. A lot. A REAL lot."
"Okay. I gotta go. Thanks for a great night."
She gave me one more simple, closed-mouth kiss and walked toward the hotel.
After five minutes, I knew I wanted to text her, but I wasn't sure what to say without sounding desperate, or even worse, pervy. After debating with myself way too long over something simple, I typed it out.
Me: Thanks for a great evening. Can't wait to see you tomorrow.
Arianna: Thank YOU for a great evening. I'm looking forward to seeing you again, too.
Me: Sweet Dreams.
Arianna: They will be. Goodnight.
Me: Goodnight.
.........
The next day I texted Arianna to see if she wanted to go jet skiing. She said yes, so we agreed on a place to meet in the early afternoon. I told her some of my friends were going to be lying on the beach, so we could leave our clothes and stuff with them when we peeled down to our bathing suits. When we met, she was wearing a t-shirt and shorts, just like I was. I had already paid for the jet skis, so we went to strip down to our bathing suits. When she took off her t-shirt and shorts, she was wearing a royal-blue bikini. She looked FANTASTIC! Her small breasts looked even better than when I first saw her in her t-shirt. Her bottoms weren't a string bikini or anything, but they showed a lot of body.
I waited until we walked away from my friends to tell her she looked really great. She blushed and said thank you. Once we got a little further from my friends, I grabbed her hand as we walked the short distance to the jet skis.
Arianna had never been on one, so she was nervous at first. But after just a few minutes of taking it slowly, she was zipping around at full speed. We were laughing the entire time, going up and down parallel to the beach. After our 30 minutes were up, we got some ice cream and sat on a bench talking. I tried hard not to let my eyes roam down her body; I'm not sure how successful I was. We agreed to go to some new bars to listen to music after she had dinner with her friends and I had dinner with mine.
Later that evening, Arianna and I met at our usual secret meeting place: Starbucks. She was wearing a beige tank top and a denim skirt; she looked great. When we got to the bar, I asked her if she wanted a diet coke.
"Actually, could I get a Margarita?"
I was surprised, and my raised eyebrows gave me away.
"I'll explain when you come back with the drinks," she said.
I decided to have a Margarita, too, and brought them to the table. I didn't say anything to her, and after a couple of minutes she grabbed my hand and looked at me.
"First semester, I had a bad experience with a guy who got drunk at a party. I had been drinking, too, and it obviously messed up my ability to sense danger until it was too late. Fortunately, a guy heard me yelling and pulled the asshole off of me, but it was NOT good. So, I tend to be nervous about drinking - especially with someone I don't know well. And especially if they're drinking."
She stopped and just looked at me, and I sensed she wanted me to say something.
"I'm sorry I wasn't there to have protected you." She smiled at that, knowing it was absurd since I didn't even know her. I continued, "you didn't have to drink tonight, you know. And I don't have to drink. I hope you didn't do it because you thought I'd think you were weird if you didn't drink."
She smiled.
"No, I did it because I feel safe with you. And I wouldn't mind a little buzz, knowing I can trust you."
Then she leaned in and gave me a short, sweet kiss. In public. With lots of people around.
I was in heaven.
We listened to music for quite a while. I asked if she wanted another drink, but she said one was good. She said she felt happy. I was happy, too.
I suggested we go to another bar, so we got up and walked outside. It had cooled down from the oppressing heat of the daytime, and a little breeze made it a perfect night. As we got close to the 2nd bar I had scouted earlier, she stopped walking. I turned toward her.
"Is everything okay?" I asked with concern.
She smiled.
"Everything is fantastic."
I smiled back.
"Do you not want to go to the bar?" I asked, again not sure what was going on.
"Can I ask you a question?" she said.
"Of course."
"Do you remember last night, when we walked down that path and started kissing?"
Oh, I remembered it. It's all I thought about ever since.
"Gee, I'm not sure," I said. "Did we kiss yesterday?"
If they gave out Oscars for best "fuck you, asshole" face, Arianna would have won it.
After a short pause, I said, "Of course I remember. I've been thinking about it ever since."
She smiled.
"Do you want to come up to my room and make out some more?"
I was very excited.
"Oh, yeah!"
But then Arianna got a very serious - almost scared - look on her face.
"Seth, I'm not talking about having sex. Do you understand? I really like you, and I loved kissing you, but don't get any ideas. I just want to make out."
I put my hands on her shoulders and looked deep into her eyes.
"I REALLY like you, too. And there are lots of things I'd like to do with you. But you're in control. You let me know if and when you're ready. We can take it as slow as you want. I'm not that drunk guy from first semester."
Arianna stared back at me, and one small tear fell from her right eye. I wiped it away with my finger.
"What's wrong?"
She sniffled and then smiled.
"Nothing. That's just it. Nothing is wrong. It's great. Thank you."
Then she leaned forward and gave me another deep, passionate, tongue-laced kiss. It was glorious.
On the one hand, I am not used to kissing women in public. On the other hand, we're in Mexico on spring break. People are just about fucking in public. So, I shouldn't have felt so self-conscious, but I did. Eventually we broke the kiss.
"Let's go," she said.
When we got to her hotel, she said, "My roommates won't be home for hours. Even if they bring guys back here, it will be much later. We'll be alone."
We sat on the couch, and for some reason, Arianna giggled. Then she turned toward me and gently placed her lips against mine. We slowly kissed. I loved feeling her tongue in my mouth. I loved the smell of her perfume. I loved having my hands around her back and the way she put one hand behind my head.
After about 15 minutes, Arianna said, "My back is hurting in this position. Please sit straight."
When I did, she sat on my lap, straddling me. This was a much more comfortable position for kissing, but it also meant she was sitting on my very hard dick. And since she was wearing a skirt, I couldn't help but think about her panties resting on my jeans. As we continued kissing, her little movements rubbed my cock. I was incredibly turned on.
