Sally Goes on Spring Brea

Sally Goes on Spring Break

It was several weeks before spring break arrived that a group of my friends from my dorm at the University of Chicago had all decided to go to Florida. I was the youngest of the group being a freshman along with my roommate Anne while the others were sophomores and juniors. There would be 8 of us in total, so we reserved 2 rooms with 2 queen beds in each room to accommodate all of us.

Of our group, I was the least experienced having only had sex twice with my high school boyfriend. Anne had mentioned that she had had sex with several guys in high school. The rest of our group had been to Florida for spring break before and had talked about all of the parties, the wet t-shirt contests and the opportunities for lots of sex with many great looking and well built guys. My goal was to spend time in the warmth while not dwelling on class work.

I was majoring in Physics with a concentration in experimental physics. I had statistics, advanced trigonometry, experimental physics and intermediate mechanics on my platter that quarter. It was intense but so far I was doing well.

When I told my Mom that I was going to go to Florida for spring break, she laughed and said, "I loved going down to Florida for break. I won the wet t-shirt contest three years in a row and had so much drunken fun. It really helped me calm down for the spring semester. I know you aren't that out going, but do try and have some fun."

I was pretty shocked to find out that my Mom, a medical doctor, had won wet t-shirt contests and I wondered what else she had gotten up to back then. I wondered if my Dad knew this?

The eight of us rented a van and drove through straight to our hotel on the beach. During the drive I told the girls about my Mom's exploits when she was in college which got them all laughing. After a while, Beth, our leader, said, "Oh, Sally, you really need to do a wet T contest now! With your big ol' titties and good looks, you would be a sure winner."

I was shocked at Beth's proposal and said, "There's no way I can do that!"

My roomie, Anne, said, "Sure you can, Sally. You have a perfect bod and you really need to show it off a lot more. You dress like a nun wannabe and that's why you don't get asked out like you always say. I guarantee that you'll be the center of every guys universe if you do this!"

I did lament often to Anne that I wasn't asked out very often. "Do you really think I could get some dates if I do this?"

Terri, who was a junior said, "Of course you will. I was a first runner-up last year and I was besieged by guys chasing me. You'll get all the sex you want!"

I had been wanting to get laid for quite a while, so all of a sudden, the idea of being in a wet t-shirt contest didn't seem so bad. I did have a very good figure with pretty large breasts and a nice round ass on my 5'7" frame. With that decision made, I said, "Okay, I'll do it, but I'll need some help with getting ready, since I haven't a clue what to do."

Everyone in the van let out a loud whoop as we continued on down the road. Eighteen hours later we finally arrived at our destination just north of Fort Lauderdale. While Beth got our rooms the rest of us unloaded our bags and when Beth came back with our keys we all schlepped our bags to our rooms which were on the ground floor. Our rooms turned out to be adjoining so we opened the doors between them creating one big room.

I was sharing a bed with Anne while Terri and Paula were in the other bed. In the other room was Beth, Janice, Connie and Heather. Despite being very tired from our drive, we decided to have dinner since it was 8pm. There was a diner next door, so we meandered over there. There was a beach right across the street that we all said we couldn't wait to lay out on, so it was great smelling the sea air as we walked to the diner.

After a quick dinner we all turned in exhausted and fell quickly asleep. I slept like a log and woke up with Anne part way on top of me with her left hand holding my left breast. I was a little surprised by this, though it did feel nice. When Anne finally stirred, she looked at me and smiled as she said good morning. It took a few seconds for her to figure out that she was copping a feel. She blushed and whispered, "Ooh, I'm sorry Sally!"

I smiled and said, "That's alright, they haven't had much attention in a while. Truth be told, it felt nice." We both giggled for a while and waited for the other two to wake up. Once everyone was up we went to the diner for breakfast. As we ate, Beth said, "Okay, there's a big wet T contest tomorrow night down the beach a ways so that will serve as Sally's coming out party! So, today we get Sally situated with what she will wear, etc. Terri, we'll depend on you to give her the details of what to expect and so on."

"Oh god," I said, "I'm getting nervous already!"

Terri said, "Don't worry. You will knock 'em dead out there. We'll get you tipsy enough so that you'll lose your inhibitions and can strut your stuff."

"Oh no! I can't drink. I just start throwing up with one small drink!"

Terri smiled and said, "Well, there is an alternative. I have some THC gummies that will accomplish the same thing without alcohol. I think you'll like them because they make me really horny!"

All of the gals laughed when Heather said, "Water makes you really horny!"

So after breakfast, Terri, Anne and I went in search of the perfect get up for my debut on the stage. We hit a bathing suit shop in search of a bikini. Teri went through the collection and came up with the tiniest bikini I had ever seen. She had me try it on and though I had to keep my panties on, she said that it was perfect. It was a mass of strings with tiny little bra 'cups' that barely covered my areolae. The bottoms are what worried me. When Teri saw it, she asked, "Are you shaved, because if not it will all have to come off."

Next on our agenda was to find the cheapest possible singlet t-shirts we could so we went to Walmart and found a three pack of what we were looking for. When we got back, Anne said, "Let's see how you look in your new ensemble!"

I went into the bathroom and put on the bikini bottoms and then the singlet. When I reappeared, Terri and Anne gave me wolf whistles which made me laugh. I did a pirouette and asked, "So, how do I look?"

Anne laughed and said, "Good enough to eat!"

Terri, however said, "We need to fix two things, one you need to shave your muff and second we need to cut off all of the hems on your t-shirt."

I had always kept my pubic area trimmed but had never shaved down there and mentioned that to the girls. Anne said she had been shaving for years, so she volunteered to help me. Terri said she would take care of the shirt.

Anne and I went into the bathroom after I had taken off the t-shirt for my first lesson in pubic hair shaving. She had grabbed a few things from her bag and told me to take off my bikini bottoms. I stood before Anne naked as she gave me the once over. She smiled at me and said, "My god Sally, you should pose for Playboy or something. You are just perfect! Now sit up on the counter and I'll trim you back with scissors. After that I'll put a hot towel on you to soften the hairs up, spread shave cream on you and then shave you clean!"

Anne followed all of the steps she had described and before long I was as bald as I was as a child. She even had me roll back a bit so she could shave around my anus because she didn't think I should have hair there due to the tiny string of my bikini. When she had finished, Anne told me to take a quick shower and then to jump back up on the counter so she could check to make sure she got everything. Again, I did as she asked and as she was closely scrutinizing her work, Anne said, "I've always wondered what it would be like to lick a pussy, would you mind?"

I was pretty horny after having her touching me, so I said, "No, if that's what you want." With that Anne dove into my muff licking everywhere before focusing on my clit. She even insinuated some fingers in me and massaged my G-spot driving me wild! She even worked a finger into my asshole which really felt good! I had never squirted before, but this time my pussy just gushed with my girl cum. As I thought about it, this was the first time I had ever had an orgasm that wasn't self-made.

When Anne had stood up, she looked like a drowned rat with a huge smile. "I need to take a shower now!" After her shower, we both went out to where Terri was to see how she was getting along with the shirt. When she saw us, she held it out to me and said, "Put this on so I can see how it looks."

When I had it on and looked in the mirror, I could see she had removed more than the hems, she had cut the arm holes down to a point where you could see plenty of side boob plus she had removed most of the bottom part to a point where the bottoms of my tits were barely covered. Both gals were ogling me with their mouths open, which I found amusing. Terri then said, "Let one of the shoulder straps fall down your arm." I let the left one fall down and you could see most of my left boob though the nipple was still hidden. Terri then smiled and said, "It's moments like this when I wished I batted for the other team!"

We decided to head over to the beach and join the other girls, so I put the bra on and some sandals, grabbed the beach towel I had brought and the three of us headed out to join our friends. The other girls checked out my new bikini and all commented positively.

Anne and I laid our towels next to each other and after coating each other with sun screen we lay on our bellies face to face. I asked her, "So, what now?"

She smiled and said, "I don't know. I guess my curiosity got the better of me. Are you alright with what I did?"

I smiled back and replied, "Yeah, I enjoyed what you did immensely. As a matter of fact I plan on returning the favor sometime soon."

Anne smiled and said, "I can't wait! So, how do you feel about doing the wet t-shirt thing?"

I thought for a second before responding and then said, "Truthfully? I'm pretty excited and a little bit scared."

"Did you know there's a $5,000 prize for the winner?" Anne asked.

"I didn't. If I win I could pay for the whole trip."

As we lay on the beach I watched as a constant stream of people, mostly males, walked up and down the beach ogling others. Several groups of guys would stop and chat us up hoping to get lucky. None of them seemed embarrassed as they spent most of their time checking out our bodies. My bikini was so small, that most of the looks were directed at me. Janice always made a point of pointing at me and telling everyone that I was entered in the wet t-shirt contest the next night and that they should all come and support me.

I didn't lay out too long because I didn't want a sunburn on my first day. I usually tan nicely but it will take a few days. I went back to the room to read a novel I had started. With my class reading I hadn't been able to just read for enjoyment since Christmas break, so I would take every opportunity I could. I was sitting on a chair outside our room in the shade of the walkway above.

After a while, a voice asked, "What are you reading?"

I looked up and saw a couple of black guys smiling down on me, so I lifted the book and showed them the cover while smiling. The tallest of the two turned out to be one to ask what I was reading and as he perused the cover he said, "I love that author. Have you read the 'Pangalactic Roadhouse' or 'Lightyears to Mania' yet?"

I always liked talking to fellow sci-fi readers, so I set my book down and invited the two guys to sit and talk. When they were seated I asked, "So, where do you guys go to school and what are you studying? Oh, and my name is Sally."

The tall one said, "I'm DJ and I'm in grad school in experimental physics at Princeton."

The shorter and stockier guy said, "I'm Tyree and I'm also a grad student in medicinal and pharmaceutical chemistry also at Princeton. Where are you going and what are you studying?"

I smiled and said, "Well, I'm a fellow science nerd and am studying experimental physics as well at the University of Chicago. However, I'm only freshman so I have a long way to go."

The three of us talked for a good long time about our schools, majors and what we did for fun. Finally, as they were getting ready to leave, DJ said, "We're having a party at our place tomorrow night. We have the rooms right above yours so feel free to come on by."

"Ah, I'd love to come by but I've been entered in the big wet t-shirt contest tomorrow. Maybe another time?"

Tyree got a big smile and said, "DJ, I think we need to reschedule in order to support our new friend. What do you think?"

He laughed and said, "You are absolutely right. We should cheer her to victory!"

The next evening I put on my bikini bottoms and singlet and made my way to the contest venue. As we walked, Terri walked beside me and said, "Here, eat this half of a gummy. It'll kick in in 15 to 20 minutes and make you feel fine so you'll have a good time.

"So, to start there will be several of you led out on the stage. You'll be doused with ice cold water on your chest so that your shirt will stick to your titties and your nipples will get hard. When it's your turn make a show of it. Dance around and make your boobs sway a lot and bend over a lot so the audience can look under your shirt. They will choose the top two based on the crowd's reaction.

"The two of you will be doused again at the same time and then the winner will be dictated by who is willing to go furthest as far as exposing themselves. When I came in second place I wasn't willing to get naked, so winning will be up to you how far you want to go."

It was kind of weird because the more that Terri told me the more excited I became. Knowing my Mom had done this made me smile and made me decide I would do whatever was necessary to win.

When we got to the venue, Terri and Anne escorted me to the gate where I had to give my name to be allowed back stage. I was allowed one helper, so Terri said that Anne should be the one. We wandered over to where we were directed and discovered about 15 women in various states of inebriation were waiting. The emcee told us how things would proceed and then had us line up.

As we waited to go out on stage, I checked out the competition. There seemed to be all sorts of body types and breast sizes. I thought that maybe a couple of gals had had breast enhancements done. Also, while I stood there I could feel the gummy start to take effect. I got this warm feeling all over and started feeling really horny!

At this moment we were called forward and were led out onto the stage. I was in the middle of the group and when we were stopped I looked out at the audience to see if I could see my friends. I first spotted Paula and gave her a little wave and then saw the others around her. I also saw DJ and Tyree not far from my friends.

The emcee walked the line and spoke with each of us asking us our names and which schools we attended and our majors. When he finished with that, the guys with the buckets came out and hit the last girl interviewed in the chest with the ice water. She shrieked and jumped around a bit while the audience laughed at her antics. I decided that it would probably be better to not react so strongly.

When it was my turn, I thrust my chest out and took the dousing with a smile on my face. God it was cold, but I didn't shriek or give any indication that it affected me in any way. I just started dancing like Terri told me to do and made sure my breasts moved about a good deal. When my minute was up I waited as the rest of the girls got soaked down. I did continue to dance a bit.

Finally, the emcee said it was time to find out who would go to the finals. He presented each one of us by name and waited for the crowd noise to register on their sound meter. When he got to me, I got what I thought was the loudest roar and somebody started the chant SAL-LEE, SAL-LEE. The emcee was smiling and then moved on to the next girl.

When he had finished with all of us, an older woman in a very small bikini walked out on the stage with an envelope and handed it to the emcee. As she turned to walk away, he grabbed her ass and said, "I love my job!" and as the woman walked off she smiled and winked at the crowd.

The emcee opened the envelope, read the contents, smiled and said, "Our top two are Ashley from the University of Tennessee..." He paused while a cheer went up from the crowd and then he continued, "Well, this is no surprise...Sally from the University of Chicago!" There was a huge roar as the Sally chant started up again.

The audience was informed that there would be a dance off and at the end of 5 minutes a winner would be chosen again by the sound of the cheers. We were both doused with ice water again and then we both started dancing.

Ashley had a very slim athletic build with small to medium sized tits but she had these really hard nipples that stuck out quite far under her shirt. Her body was about as polar opposite of mine as you could get because I was fairly voluptuous without being fat at all.

She began pulling on her nipples hard but kept her shirt on, so I grabbed the bottom of my shirt and with one hard tug pulled it apart right up the middle of my body exposing my breasts for everyone to see in the flesh. That got a huge roar from the crowd. Ashley looked like she really didn't want to bare her chest, but she managed to pull it off after a while. We kept dancing seductively, an in a moment of inspiration, I walked over and pulled on one of her fantastic nipples and invited her to do the same. We both started laughing as we teased each other.

I decided that I needed a serious tiebreaker to win so I let go of Ashley's nipple and began tugging on the strings of my bikini bottoms until the knots loosened. The music was blasting over the loud speakers, but I hardly heard them as I was lost in the moment that I was going to bare myself to all. I let go of the strings and felt my last stitch of clothing follow gravities course down to the floor of the stage. The roar of the crowd drowned out the blaring music as I danced about in the buff. I even bent over and did a little twerk for a few seconds!

When the music stopped, I turned back to Ashley, pulled her into a hug feeling her nipples poking against my own and whispered, "I hope you had as much fun as I did! You were awesome!"

Ashley laughed and said, "If I was awesome then you were unbelievable and I had a lot of fun!"

Finally the emcee reached us checking us both out, especially my nakedness. He grabbed a hand of both of us and held them up like were prize fighters or something. The crowd was roaring their approval of what we did until the emcee called for everyone to settle down. When the crowd noise calmed the emcee asked, "Okay, let's hear it for Ashley!" She got a very loud ovation with people yelling her name and lots of whistles. She was smiling brightly with her response so I gave her a thumbs up.

When the noise died down, the emcee said, "And now, let's hear it for Sally!" The roar for me was incredible as nearly everyone started chanting my name once again and the applause continued for several minutes. The woman with the envelope returned and handed the emcee two envelopes and a sheet of paper.

The emcee began explaining that the runner-up would receive a check for $1,000 and the winner would get a check for $5,000. We would also get additional prizes including cases of beer and gift certificates to the sponsor shops. He then thanked the sponsors which were a major beer brand, a couple of shops in town and a strip club.

Next, he looked at the sheet of paper and said, "The winner of this years contest is...SALLY!" A large roar went up from the crowd as I was handed my check and then Ashley was handed hers. I hugged Ashley again and whispered, "Let's walk up and down the stage a bit for our fans." She nodded so the two of us strolled along the front of the stage, me naked and her topless. We slapped hands with those reaching up to us and gave everyone a nice eyeful of our bodies before we went back stage.