I had an experience back in my college days that I wanted to share, for my own recollection if no other reason, as a 50 year-old married man looking back fondly on those years of sexual adventures.
My senior year my buddy and I had corner rooms at the end of a short hall in one of the older dorms on campus. We were both pretty popular, and as seniors, were at the top of an active college sex scene. If I'm honest he was a bit more of a stud than I was. He was a total jerk to women, and of course they fucking ate that up, while I always tried to be the nice guy.
Our college had coed dormitories so our two corner rooms shared a bathroom with the only other room at that end of the hall which that year had three freshman girls assigned to it. Now that might sound exciting but let me be clear, the girls in that room were not hot. One was quite fat and one was a very shy, nerdy redhead, but the worst was a loud obnoxiously self-assured chick we called Lucy because she looked and sounded like the Peanuts cartoon character. We really had no interaction with them except occasionally passing in the hall.
Early on in the semester "Lucy" started hanging out with some guys from the other school in our little college town, a move that was definitely not cool as we were proud to be the "better" school. One night Lucy had some of his friends over and they were all hanging out with Lucy loudly holding court, her nasally voice and irritating laugh driving my buddy and me nuts. We headed out to the campus bar and when we got back thankfully the guys were gone and the hall was quiet.
The next day we were lounging in my room when we heard the girls coming down the hall led by the grating voice of Lucy. "Come on! I'm going to ask them!" they stopped in front of the open door to my room, Lucy in front, the chubby one and Wendy blushing and giggling nervously behind her.
"Hey, can we ask you guys a question?" Lucy asked, my skin crawling at the sound.
"Umm, sure" I said, not looking up.
"Ok, so, umm.. the girls and I were hanging with some guys last night and afterwards we were talking about things, and, so, ya know, we were wondering if you guys, like, care, if a girl spits or swallows?"
Woah! I hadn't expected that!
Frankly the idea of anyone having sex with Lucy was pretty revolting but my buddy, always ready to play the jerk, jumped right in "I don't really care. I mean, once a chick has made me blow my load I'm just looking to get the fuck out of there." He shot me a "heh heh, am I right or what?" look that I chose to ignore. I was feeling weirded-out by it all and just couldn't play along.
"Well, I don't know. I mean, a blowjob is great no matter what, but I definitely think it's better when a girl swallows. I mean, I want her to be into it and spitting makes it seem like it's gross."
"Yeah.. I guess it is better." My buddy agreed "Unless they want you to shoot it on their face!" He couldn't fucking help but to push it.
"See!" Lucy sneered as she turned to her roommates who were both blushing and tittering behind her, "I told you girls!" Turning back to us she said, "Wendy says she doesn't swallow, and Kim," she said gesturing dismissively to the chubby one, "has never even been with a guy!" she rolled her eyes like she was so much cooler than they were, but I felt for them both as they were clearly embarrassed but also a little titillated by the subject as they giggled and clutched each others arms.
"Well.. Good luck with that!" My buddy said dismissively.
"Ah, yeah, umm," I was feeling for the two poor girls being dragged into this, but they were obviously a bit excited by it too. "Well... I hope that helps..." I trailed off awkwardly.
"Oh yeah! You proved my point! Thanks guys. Let's go girls!" she turned on her heels to lead her roommates back down the hall.
As they turned to go, Molly glanced back over her shoulder and her eyes caught mine for a split second. Her cheeks were rosy with embarrassment and a strand of curly red hair fell across her face as she bit her lip nervously but I registered for the first time that she was kind of cute in a sweetly innocent way.
"Buh-Bye!" my buddy said and we both looked at each other as if to say "that was awkward", and that was that.
A couple days later I went to the bathroom across the hall to clean up for a party later that night. As I walked in I noticed the water was running in the shower which wasn't uncommon so didn't think anything of it. The bathroom door had a sliding bolt lock but no one ever used it because the shower itself had a private area to hang a robe and towel off, allowing for people use the bathroom at the same time.
I decided to shave while I waited. After a few strokes I knocked my razor on the sink to clean it and a startled women's voice came from the shower.
"Is someone out there?"
"Hey" I said casually, "it's me, I just need the shower when you're done."
I waited for a response but none came so I went back to shaving. After a few more strokes I wiped the fogged-up mirror and was surprised to see Wendy's face reflected there, peeking out from behind the shower curtain.
I turned around and she blushed and looked away. "Oh, sorry!" She said quietly.
"It's ok. Is it cool if I am in here?" I was a little annoyed sensing something was up and just wanting to get in the shower and go.
"Sure.. I mean, definitely, yeah.." she trailed off. "I just kind of wondered..."
"Wondered what?" I tried not to sound annoyed.
"I just," she looked up shyly "I wondered if you wanted to get in here with me?"
I had not seen that coming but in a hundredth of a second my mind raced through the possibilities. One: I was a 21 year-old horn dog so almost any opportunity with a chick had to be considered, but two, my buddy would mock me mercilessly for hooking up with one of Lucy's friends. Thirdly the "nice guy" in me did not want to give her any wrong ideas, so for a moment I thought I should probably just let her down easy.
Of course horn-dog won out. What I did next however was way out of character. Emboldened by the moment and not caring about the outcome with a girl I had no ego invested in I answered flatly, "Well.... I don't know. Let me see what I'd be getting in there with..."
Molly shrank a bit trying to make herself small behind the curtain. "Come on..." I gave her a little nod, "let me see you."
Molly's cheeks flushed but fueled by her own excitement at instigating this moment she pulled back the curtain and stood there naked but with one arm over her tits and the other covering her pussy but I could see she had a nice little body.
"Not bad" I said to encourage her. "Not bad at all...let me really see you" I gestured that she should move her arms. She took a deep breath and bravely threw me a cute little ta-da pose fully revealing her nakedness.
She had cutely perky little milk-white tits with light pink nipples that were enticingly erect, and between her legs was something I had never seen before: a little bright red bush. Emboldened by the sense of power she was giving me I continued to take control. "Let me see it all. Turn around for me."
Molly turned a bit clumsily on the wet floor and I noticed there wasn't even a hint of tan line which added to her adorable innocence. As she turned her back to me, she arched a bit cheating her surprisingly shapely ass towards me. She may have been innocent but she knew exactly what she was doing trying to lure me in and my cock was taking notice.
"So...if I do get in the shower with you," and this is where I really went boldly out of character, "what's in it for me?"
"I dunno..." she replied looking at me with a bit of a coquettish gleam in her eye, "why don't you just get in and we'll see?"
I just had a kind of "fuck it" moment and said the most straightforward, honest thing I had perhaps ever said at that point in my life: "The only way I am getting in there with you is if you give me a blowjob."
Wendy giggled nervously but I could tell she was excited.