First Time, Camp Leader’s Sister

by smalltownguy

What’s your gender? Man
How old are you? 31
What’s your race/ethnicity? Hispanic / Latino/a
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: Some college (not currently in college)
What’s your occupation? unemployed when this story took place
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? inexperienced
How many sexual partners have you had in your life (including oral sex)? 4
How many hookup stories have you here posted before? 0

First Time, Camp Leader’s Sister

How long ago did this hookup happen? 15 years ago

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For less than a year

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? We’ll call her Michelle. She was about 5 feet 5, just below average build and a little chunky in places, with rather lengthy red hair and some seriously beautiful dark blue eyes.
I first met her in school as she used to work the cafeteria when school was in session, and her brother usually assumed the responsibility of summer camp for those under 16.
A lot of the boys in my age and grade lusted after her, but she was really only open with me, as far as I know, anyway. Like many of them, I was seriously attracted to her, and she knew it. She’d tease me every time I’d go for lunch. She had this funny game where she would see how quickly she could make me blush with bonus points if she could do it multiple times. As time went on, we became more flirtatious with each other, doing our best to keep it between us.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Two days before school ended, she gave me an invite to summer camp, since it was by invite only. Everybody in our age sector got an invite, though I was the oldest, just two weeks shy of turning 16. Some of my friends agreed to come to camp, though most didn’t. Of course, during all of this, Michelle was there secretly teasing me every chance she would get. I was doing my best to not flirt with her, as her brother was usually right behind her.

The second to last day, we had a bbq that went well into the late hours of the evening. It was about 11 at night when we started to wind down and settle into our tents. I woke up suddenly with a very strong urge to pee in the dark hours of the night. I got out of my tent as quietly as I could and started to look for a place to fix that problem. I accidentally bumped a tent as I was walking, but decided to just keep looking.
Finally, I found some bushes. As I was finishing up, I thought I could make out the sounds of a tent flap opening up. I knew that if I tried to hide in the bushes someone would eventually hear the noises or find me. I did the only logical thing I could think of at the time, move off very quietly and head off to my tent. I had left it open so I could crawl back in and get to sleep.
Laying back down I quickly discovered there was another body laying next to mine that wasn’t there before. It took only one touch for me to realize who it was. It was Michelle!

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? We laughed quietly to each other and she pulled me in, and I felt her lips on mine. My dick hardened and I could feel the tightness of my trousers pressing back at it soon after. She ran her tongue into my mouth and I eventually did the same, kissing like this for a while, just exploring each other as everyone around us was fast asleep.
She tugged at my clothes and we both helped get my shirt and my shorts off. Then I just kind of froze there, not sure what to do or say next. So she helped me help her get her own clothes off. She laid there, fully naked beside me, as I ran my hands gently down her body, not sure what I was really supposed to do. I took one of her large breasts into my hands, giving it a light squeeze and then did the same to the other one. She adjusted her self a bit and got comfortable, then we started kissing again.
After a while, she broke the kiss and in unison, we rolled over with her on her back and me on top. She then reached down between us. I felt her hands take hold of my penis as she put the head up to her opening. I will never forget that moment as the stars shone bright and she just lay there, her eyes practically glowing brightly, waiting for me to push into her. She whispered “come inside” when she felt I was frozen there. Gently I pushed into her tight pussy until I was completely inside her. I could feel her adjusting under me as I did so. She grabbed my hips and helped me set a pace and soon I was losing my virginity to her.
Then, I panicked. I had just remembered I didn’t put a condom on and I gasped and pulled out, probably ruining the mood. But it was okay, Michelle was very forgiving throughout this entire process. I asked her about protection and she laughed. I then learned she couldn’t have children.
She reached back down and held my penis up to her opening again and I pushed inside as a moan escaped her lips. Regaining my confidence, I smiled down at her. I told her to be quiet and she pouted. As we made love, she bit her cheeks to contain her moans, though a few escaped. I couldn’t hold back anymore and came in her, reaching my arms to hug her tightly as the last of my load went deep inside.
I unmounted her and kissed her, thanking her furiously for giving me an amazing first time. She smiled as she broke off, putting her clothes back on and I did the same. A few minutes later we fell asleep holding each other tightly.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? I don’t know

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? By the time I woke up, she was already gone. The first of the active campers were off cooking breakfast and I just laid there, thinking about the night before.
A few days later, camp ended and I was back home. I found a garment in my bag that wasn’t mine. Michelle had left me her panties. Holding them brought back intense memories of that night when I lost it to her, and they still do to this day.
A few weeks later my family moved and we lost contact, so that was the last I ever saw of her, until recently, though that is for another story.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, I don’t know if my partner was on any (other) method

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? A little bit

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? I didn’t tell anyone about this.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Her. She was extremely forgiving to me, helping me along with her body language. She helped me throughout this entire process and that’s something I could thank her for a thousand times over.
Also, she was my first and I can’t quite think of any better person for my first time having sex.

What was the WORST thing about this hookup? I did feel guilty for a while, but eventually, I learned from it and now the memory once again makes me smile.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

You have a hookup story to share? Submit it here!