Back in my seat, I could still smell Kristen’s faint musk from our encounter. I quickly moved the blankets over me and tried to act innocent.
The flight attendant came over and smiled. “Is this your first time?” she asked me, quietly.
I thought she asked me that question before. “Yes,” I repeated.
The flight attendant looked around and then leaned down over me and whispered, “Welcome to the Mile High Club.” She then kissed me on the cheek, and quickly moved on.
I was quite confused, and Kristen returned a minute or so later. She noticed my look of confusion. “What’s up, honey?”
I told Kristen about the flight attendant, omitting only her kiss, and Kristen thought it so funny that she laughed outright.
“What’s the joke?” I asked.
“I’ll explain it in a bit,” Kristen replied, and she got out of her seat and walked toward the area where the flight attendants were preparing a meal. Our flight attendant noticed her and pulled her aside. There was a quick whispered conversation between the two of them, and Kristen came back to our seat, still smiling.
“What’s this all about?”
Kristen looked at me and then whispered, “The Mile High Club is just a name they give for people who ‘do it’ on an airplane.”
I was a bit surprised that this happened so often that there was actually a name for it.
“In addition,” Kristen continued, “our stewardess won the pool. The five stews have a pool, five dollars each per flight, on who they think will join. They didn’t have any winners on the last three flights, so the kitty is up to a hundred dollars!”
I was amused, and then a bit stunned as I realized that our actions hadn’t been as private as we thought.
The flight attendant was very friendly with Kristen and me after that exchange. She kept smiling at us knowingly all through the trip, which was making me more and more embarrassed each time she did so. Kristen thought my embarrassment was cute, of course.
The two of us played around a few times after that first encounter. Since she was still without panties, I was able to rub her to a small orgasm, which I could only detect by the sudden change in her breathing. Another time, she laid her head in my lap with my cock in close proximity. She gave me a slow and pleasant suckle for about twenty minutes, during which the flight attendant walked by and gave me a knowing wink. I simply shrugged, reveling in the sensations that Kristen’s talented mouth were able to elicit.
Later on, the flight attendant warned Kristen that the seat belt light would be on in about five minutes. Kristen thanked her, took her purse, and left for the bathroom.
I was curious about what Kristen was doing, and when she came back, she explained, “I asked for the warning. I needed to get proper.”
My confusion ended when I noticed that Kristen was now wearing a bra, and presumably her panties as well. I smiled in understanding.
As we left the plane, Kristen discreetly handed our flight attendant an envelope, which she later told me contained two hundred dollars.
At Boston’s Logan Airport, we met Will at the gate.
Kristen showed me some pictures of Will, but none of them were recent. I hadn’t expected the tall, brown haired hunk that met us at the gate. Will was about six foot, three inches tall. His head was full of wavy brown hair that fell down to his shoulders. His shoulders were broad, and when he greeted Kristen, he picked her up off her feet and kissed her full on the lips.
Once he let Kristen down, Kristen introduced me, and he greeted me with a warm and very firm handshake. I looked into his brown eyes, and he did the same to me; our eyes locked for a few moments as we sized each other up.
“He seems to be a good man, Krissie,” Will said.
Kristen, who I knew hated that nickname, except when the two of us were playing “dress-up,” playfully hit Will on the shoulder.
There was another man with us. Will introduced us to his roommate, Robert. Robert wasn’t as tall as Will was, but he was a bit taller than my five feet, eleven-and-a-half inches (on tiptoes). His brown hair was cut shorter than the current style at the time. I shook his hand as well.
“You guys hungry?” Will asked.
“Think we can make it to Legal?” Kristen asked.
Will frowned. “Legal doesn’t take reservations, but most people are probably getting ready to cook a big meal and may not be out tonight. What do you think, Jim?”
I was clueless as to what they were talking about, but I noticed that Kristen was excited so I went along. “That sounds good to me. What kind of food?”
The three others stared at me.
Kristen scrunched her nose, giggled, and explained, “This is Jim’s first trip to Boston.” She turned to me and said, “The name is Legal Seafood. It’s a fish place with great lobster.”
I realized that we were on the proper coast for a Maine lobster, and I grinned. “Sounds even gooder to me.”
“Gooder?” Kristen asked.
“’Legal’ sounded good,” I explained. “’Legal Seafood’ sounds gooder. Don’t correct me.”
Kristen scrunched her nose and giggled again.
Will shook his head and asked Kristen. “Where did you get that tic?”
“What tic?” Kristen asked.
“You did it when you giggled,” Will explained. “You never did that before.”
“Huh?” Kristen asked, totally bewildered.
It finally dawned on me. “Kristen, I told you how you scrunch your nose when you giggle.”
“I do not!” Kristen said, giggling, and most definitely scrunching her nose.
After a burst of laughter from everybody, Kristen finally gave in. “All right. I do, but only when Jim’s around. He… um… expects it.”
“I think it’s cute,” Will said.
“I think she’s adorable,” I said, agreeing one hundred percent with Will.
During the evening, I found Will to be a genuinely pleasant person. He didn’t seem like a phony, and if you said something funny, his laugh was infectious.
I could see love in Kristen’s eyes when she looked at her brother. One thing I noticed, though, was that it was different from the emotion I saw when Kristen looked at me. I also noticed that Will had the same look in his eyes when he looked at Kristen. Somehow, this made me feel more secure.
On the other hand, I found it difficult trying to figure out Robert. He didn’t seem as sure of himself as Will was, and didn’t offer much into the conversation.
Near the end of the meal, I remembered Kristen telling me that Will’s apartment had two bedrooms. I now realized that if Will and his roommate each had a separate bedroom, Kristen and I might not have a bed to share. It didn’t really matter to me, though. Kristen promised me that we’d have reservations at a hotel sometime during our trip, and I trusted her.
Robert left the table to use the men’s room, and Kristen started talking to Will about him. I saw this same behavior before with my other female friends; when one leaves, the others start talking about the person who just left.
“Robert seems shy,” Kristen observed.
“Sometimes, he’s such a flirt,” Will said.
That was an odd statement from Will. I hadn’t noticed Robert looking at any of the girls—or even Kristen, for that matter—in the restaurant.
“How are Mom and Dad?” Will asked.
“Doing fine,” Kristen said, smiling. “Dad’s working his ass off, as usual. Mom’s the queen socialite the way she always was.”
Will nodded. He looked at me. “Kristen was right about you, Jim. I don’t want to embarrass you, but I want you to know that I’m protective of my little sister. I can tell, now that I have met you, that you are everything she told me about you. I’m sure you will make her a happy woman.”