Sorry, another long one. Sexy stuff separated out. Again, on mobile. Yada yada yada
Graduation had come and gone. Summer vacation had begun. Emmy was preparing to go to a state college an hour away to major in nursing. I was headed to a technical college to become a mechanic. That summer was kind of like a last hurrah before entering the real world, as it is for many high school graduates.
Our parents were well off, but they lived well below their means. For our graduation present, though, our parents planned a week long Mediterranean cruise. Vacations are still about the only thing they splurge on, and even then they like joint vacations where they split the cost. They aren’t stingy by any means but ended up making sure Emmy and I weren’t spoiled and that we knew the value of a dollar.
Emmy and I got a scare, though, when our parents announced that we’d have our own balcony room. For a brief moment, we shared a look of “do they know?” until they explained that somehow her grandparents managed to have their room transferred to us and that we were adults and they weren’t wanting to deal with us coming and going. They were pretty liberal in that sense.
Emmy’s grandfather had a heart attack shortly after our graduation and was unable to travel. It was sad for both of us because Emmy was close them and they adopted my parents and me as family. My mom was r/raisedbynarcissists and my dad’s parents died when I was young. But at the same time, the freedom of our own balcony room was exciting.
The Saturday before we left, Emmy went out shopping for the trip. I had been mowing yards all morning and shortly before lunch time settled into my room to relax. Then the text came in.
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“What do you think of this?” Followed by a picture of Emmy in a dressing room wearing a skimpy bikini.
Despite having carnal knowledge of Emmy, I had never in 18 years of friendship seen the girl who tried so hard to detract any and all attention from her body wearing less than a one piece or her dance leotard.
“Maybe you’d prefer this!” Followed by a full body nude and a devilish smirk on her face. My dick grew hard and I responded with a picture of my own.
“This says number two.”
I watched anxiously as the typing bubbles appeared, afraid I was about to get chewed out for sending a dick pic.
“Lol awww. Wanna go get lunch and you can help me pick out a suit for our trip?”
“Hell yeah.”
“Be there in 5.”
I used the opportunity to take care of myself. I stroked my cock staring at the picture of her body, imagining being in that room with her and feeling her pussy wrapped around my dick. I finished just as she pulled up. I threw my clothes back on and met her outside.
“You drive.” She said, and got in the passenger side of her car.
“Ok. Why?”
“That pic you sent me turned me on so much. I can’t focus on driving.”
“I could say the same but I already took care of myself. Let me help you.”
I slid my hand into her shorts and began rubbing as we drove. Her hips rocked back and forth in the seat, she moaned. I got her off as we drove.
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At lunch, Emmy explained she had some plans for us on the trip. She had been doing some reading and wanted to try some stuff, but wouldn’t tell me what. Emmy did say we should condoms and be safer. She mentioned that our escapades had her more comfortable with her body. We found her a bikini that fit her modest mentality and grabbed some Trojan Ultra Thins.
The next day at church, Emmy leaned over and whispered “I may go to hell for it, but I can’t stop thinking about you touching me. You’re going to make some girl *very* happy.”
“You just wait. You can already get any man you want.” I whispered back. “The guy you pick will be the luckiest.”
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The day of the cruise finally arrived. When Emmy and I finally had access to our room, the tension could finally be broken. She took me into a deep embrace and kissed me.
“You know you’re sleeping with me, not on the pull out couch, right?”
“I do now.”
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Emmy removed her sundress in one swift move. She unhooked her bra and removed her panties. I followed suit as she beckoned me towards the balcony, grabbing a pillow on the way. I took a seat in the chair and Emmy knelt in front of me. As she grabbed my dick and begin stroking it to make me hard. I grabbed my phone from the table and snapped a picture. Her dark green eyes looking at the camera, a sensual smile on her face.
When I was fully hard, Emmy took my dick in her mouth and began to slowly suck on it. She used her tongue to swirl across it as she went up and down. I moaned. She cupped my balls and played with them as she licked around the tip.
Even though I’m average if not below average, Emmy couldn’t fit all of me in her mouth. She would only go about 3/4 down if even that.
“Oh shit. I’m going to cum!”
Emmy began to stroke my dick until I came all over her face.
Panting, I knew I had to return the favor. I picked Emmy up and set her on the table. I grabbed the pillow to put under me and began to feverishly eat her out. Emmy tried her not to scream and draw attention to us, but she had some moans she couldn’t control. As she came, her thighs squeezed my head.
We got our use of the condoms that week, though we didn’t have sex every night. But the last night, Emmy had another surprise for me. She got onto the bed on her hands and knees after another foreplay session.
“I want you to do me this way.”
I climbed behind her, tried to enter her but the angle was weird. I pulled her legs back and adjusted her body to a comfortable position and thrusted into her.
“Oh!” She moaned.
As I thrusted into her as best I could, I smacked her ass.
“Ow!” She said, followed by another moan.
Emmy reached back and began to rub her clit as I set a rhythm. I could feel an orgasm building and I pulled out.
“What’s wrong?” Emmy asked.
“I want to see your face when you cum on my dick.”
She pushed me down and climbed on top of me. My own orgasm was also building from the new sensation. She rode me hard and shouted as her pussy tightened around me.
“Oh, Steven. I’m cumming.”
“Me, too! Unnngggghhhhh.”
She collapsed on top of me. As we cuddled in post orgasmic bliss, she explained that her reading taught her how to give a blow job and that she had read on other positions, hence trying doggy.
“I think this is going to be a fun summer. I definitely think I’ll be more open with this new side of me. Obviously when I meet someone I’m comfortable enough with to show it to.” Emmy told me.
“Same. I definitely feel more confident in myself. It’s weird in a way to grow up with sex is for marriage, but grow into adults who realize it’s natural but just for someone special. Thanks, Emmy, for this. What we’ve done and what we might do, if anything in the future. I stand by what I said. You’re going to make some guy or guys very happy in college.”
She kissed me and we fell asleep.
Source: reddit.com/r/gonewildstories/comments/gomzpy/my_best_friend_part_3_summer_vacation_long
Wait, you are gonna continue writing this right? Eager to know what happens next