The Extraction
Copyright© 2025 by Canairs90s
Chapter 6: The Night Before
Coming of Age Sex Story: Chapter 6: The Night Before - With one week until they graduate from college, two long time friends need to finally confront their feelings for one another and figure out what comes next.
Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/Fa Consensual Heterosexual True Story Slow
Once we got back to our respective parents’ houses after graduation Madison and I quickly began plotting when we could visit each other. My schedule was largely dictated by whether the Paw Sox (My internship was with the Pawtucket Red Sox, not their more famous major league affiliate. Madison did not totally understand this difference and I was not above allowing her to think my internship was slightly more high profile than reality.) were at home or on the road. Interns basically weren’t allowed to miss game days, but when the team was on the road we worked half days and got the weekend off. I was able to get the ‘ok’ to miss one Friday when the team was away, giving me three and half days free to spend if Madison could visit. I texted her the dates and she sent back a flight reservation within the hour. She was as excited as I was.
I was living at my parents’ house in a well-to-do Boston suburb for the summer. Not ideal for the privacy I hoped I would need with Madison. My parents were not weird about barging in but I suspected Madison would be nervous about it. I knew some safe spots to do things in the back of my Jeep without the cops noticing that I had used in high school. I did not really want my first time with Madison to be in the back of a car though.
There were plenty of inexpensive hotels in the suburbs, including the one I had taken my date to after senior prom. That had some ironic potential to me, but just getting a hotel in a boring suburb seemed a bit classless. I was pretty sure Madison was interested in continuing down the road to being much more than friends, but there was some chance that what we had felt in the last week of college was just a mirage brought on by all the swirling emotions. My plan was to approach her visit as being friends first and seeing what naturally grew from that - so I did not want to plan a weekend without some legitimate entertainment, of which there was none in the suburbs.
A hotel in the city could have made more sense, there’s plenty to do in downtown Boston, but the prices were rough. I had some cash saved up from the part time job I had in college, but not a lot, and I was not making much as an intern. To my surprise, getting a room at a Bed and Breakfast on Nantucket was actually a viable option. I had spent a decent amount of time camping and vacationing on Nantucket during my youth and generally liked the place. This was before it became the high dollar tourist trap it is today - that was still Martha’s Vineyard - and last I had visited it maintained a quaint charm. It was early enough in the season it would most likely be too cold for the beaches, at least for swimming, hence the lower prices. Still, I knew the island well enough I was confident I could entertain Madison for the three days we would spend there.
I texted her about the idea and she readily agreed. She had never been to New England and was more than happy to go with my recommendations. I made the reservation for Friday through Sunday.
In some ways the next three weeks crawled by as I anticipated seeing Madison again, but they went faster than I expected. The Paw Sox were home for 15 of 21 days leading up to the Thursday Madison arrived. For us interns, that meant 11- or 12-hour days. Some of the interns had rented an apartment in Providence they shared but I wanted to save money so did the 45 minute commute home daily. I was beyond mentally exhausted. Our GM was a good guy so to my relief he gave the whole staff the Thursday when Madison was scheduled to arrive off. I slept in to catch up on my rest and eagerly awaited it being time for me to go pick her up from the airport.
Madison had gotten a flight into Manchester, New Hampshire rather than Boston’s Logan Airport. That actually made my life easier since hopping over the border into New Hampshire was simpler than driving into downtown Boston, particularly since we would be leaving at rush hour. Really though, I probably would have driven all the way to New York if that’s what it took to see Madison.
Her flight arrived mid-afternoon and I was sure to be waiting just outside the arrivals door with plenty of time to spare. I had not thought too hard about what Madison would wear, but when I saw her I felt like my eyes went wide. A short denim skirt, sun-warmed legs, a faded red Coke tee that hugged her in just the right way. It was casual, but also eye-catching, the epitome of Madison. Her hair was loose but glowed in the afternoon sunlight streaming through the huge floor-to-ceiling windows. Her makeup was minimal, if she wore any at all. Madison was naturally pale, but the Dallas sun had brought out a soft glow in her skin, and there was a nervous excitement in the way she walked toward me, flip-flops slapping the tile. She gave me the most wonderful smile when we made eye contact. From that day forward, whenever I heard someone use the expression ‘college coed,’ that image of Madison came to mind.
I returned her smile and took a few steps toward her, arms spread. Madison accepted my implied offer and stepped into the hug, wrapping her arms around me. We stood like that, arms around each other, for longer than was probably appropriate. I bet we got some looks from other travelers, but I did not care at all. I leaned down and kissed Madison on the forehead. She looked up at me and smiled, then cocked her eyebrow. She didn’t want just a chaste kiss on the forehead. I brought one of my hands to the back of her neck and our lips locked in a sensuous kiss that left me tingling. I felt Madison tremble slightly herself. It seemed like the passion we had was undiminished despite the weeks apart.
“Hi,” Madison said in a quiet, shy voice barely above a whisper once we broke our kiss. She was gazing up at me with the most adoring, excited expression. My heart melted.
“Hey, missed you,” I replied in an equally quiet voice. We kissed again. Eventually we realized we were causing a small scene and got moving. I offered to carry Madison’s bag and we walked toward where I had parked my car. Another nice thing about Manchester - you can park in a lot across the street from the terminal.
“Just the one bag?” I confirmed. I thought the idea of checking a bag for a three day stay was nuts, but you never know.
“Yep! Not trying to be high maintenance, you know I’m not a fancy girl,” Madison said. This was another thing I really liked about Madison. I knew she had grown up pretty well off and her mom had been a prominent local politician, but you would never know it by her demeanor or the way she dressed. She had a very ‘girl next door’ appeal in that sense.
It was about an hour-long drive from the airport to my parents’ house. Madison and I spent the time catching up on our respective summer internships - new people we had met, what our jobs were like, and how we were liking things. It was a good talk, very natural and free flowing. I liked hearing about Madison’s day to day and fantasized about being a part of it. I did have to come clean that I worked for the Pawtucket Red Sox rather than the Boston Red Sox but she took that in stride and joked it made sense for me to start in the minor leagues.
We made a quick pit stop to let Madison use the bathroom and freshen up. I gave a quick tour of my parents’ house, then I suggested a nickel tour of town. There really was not that much to see. The small shopping district with local businesses, the bank where I worked part time in high school, the high school itself. We joked about the size of the football stadium compared to her high school. High school football is a slightly bigger deal in Texas than Massachusetts.
We went back to my house after less than an hour and my family was home from work. They were friendly and polite to Madison, whom they had met at graduation. Madison turned on her charm, which I thought was a little funny because to me it was very much an affected personality, but she made a good impression. She was pretty impressive in the areas parents care about. She had just graduated with her bachelor’s in accounting. In the fall she would start a one year program to get her MBA and then sit for the CPA exam next spring. Already had a job lined up with one of the biggest accounting firms in the country. I respected it and I knew my parents would too.
Once dinner was over we took our leave and went upstairs to a room that was normally our rec room but that my parents had reconfigured to be a guest room for Madison to stay in. I would have much preferred Madison stay in my room, but I had also told them she was just a friend. Playing it safe in case things went sideways and all.
The big screen TV was still set up and we put on a movie to watch. I was tempted to close the door, and try what in future years would be referred to as ‘Netflix and chill’ but I knew my parents went to bed early so I restrained myself from trying anything untoward and was content to just watch the movie snuggled up on the couch. I got the sense from Madison’s affections that she was on the same page; keep up appearances for now and wait until my parents were asleep downstairs. My parents swung by about ten minutes before our movie ended to bid us good night. I gave them good natured ribbing about interrupting the climax of the movie and they apologetically decamped to their room on the ground floor.
Once the movie was finished I turned off the TV and we walked to my room holding hands.
What took place over the next ten minutes is hard for me to explain. I felt possessed. Madison felt it too it seemed. When we entered my room we immediately locked lips in another sensuous kiss that had been building since that first moment we made eye contact at the airport, or perhaps since we had spent that last night of college together. It went on for several minutes with our arms around each other, our bodies pressed tightly together. There was a hunger in our kissing - it bore no resemblance to our first drunk, sloppy kiss - this was all about our desire for one another.
I couldn’t help myself, after a few minutes one of my hands dropped to Madison’s waist and began to toy with the hem of her shirt, sneaking a few inches up her side and exploring the exposed flesh. To my surprise she broke our kiss and raised her arms above her head, encouraging me to pull her shirt off. I did not hesitate. As soon as her shirt was off Madison’s arms went back around my shoulders and the kissing resumed, with even more fervor than before if possible. After a few moments she began to grab the hem of my shirt, I felt the gentlemanly thing to do was reciprocate her gesture and raise my arms above my head to make it easier to take off. Like me, Madison had no hesitation.
I attempted to reprise my trick from our previous encounter and unhook Madison’s bra as we made out, but found no clasp in the back.
“Front clasp,” Madison said, giggling slightly.
“Oh, don’t know how to work those I guess,” I said dumbly.
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