[M]y [F]raternity Sexcapades: When Good Girls Go Bad The First Time | 2016

One of the smartest decisions I ever made was to become an Orientation Leader my Junior and Senior year. My school, like many others, allowed the incoming Freshman to exclusively move in a full week prior ahead of everyone else. During that week called New Student Days, they then hosted several events and speakers catered specifically to allowing these Freshman to adapt to college life before classes began. The only upperclassmen allowed into these events were the orientation leaders... which made it the perfect one week job for a college male. Not only did I get paid handsomely for very easy work and enjoyed free food all week, I also was able to recruit for my Fraternity and even better I got the first look of Freshman girl enjoying their first time away from home.

I seriously cannot recall how many girls this allowed me to meet and later have a crack at.. but a few girls stood out more than most. One of those though for different reasons.

When I met Andie I was an incoming Junior and she obviously an 18 year old Freshman. I was fortunate to have my group be one of the All Female Dorms and my upper-classmen cohorts were both females who I knew well and were on very good terms with. This was important because now not only was I the only "Older Male", but all the girls in the group could see me acting confident and comfortable in front of them. On the First Day I ran an icebreaker and selected the cute, petite brunette on the front row.

Andie was average height, 5'4 or so.. she had her shoulder length brown hair pulled into a pony tail with a single strand hanging on the side of her face. She was wearing a tight fitting white cotton t-shirt and very short athletic shorts that showcased her athletic legs and tight ass. She was tan from the Summer and had perky B Cup Breasts. I wouldn't say she was the hottest girl that had came on campus, but she was pretty enough to stand out and her eyes were fixed on me from the second I called her up.

The icebreaker was very generic..something along the lines of making her stand in front of the group of about 85 people and state her name, where she was from, and the the most embarrassing thing she had did that Summer. She had reluctantly introduced herself then smiled at me and quietly said "I Hate You!" while walking away. Not only had this broke the ice for her with the group, but it broke it for me to talk to her as we walked to our first event.

She was very shy, but at the same time laughed at everything I said. She was from a very small town in Ohio and those sexy legs were the result of the fact she had planned to run cross country. She was very intelligent and very reserved in her answers, and in all honesty I wasn't sure there wasn't much more interest than a simple physical attraction. I disengaged as I had a hole pond to fish in by my lonesome and went about the rest of the day.

As the Week passed though it was always Andie on the front row every morning smiling and waiting back to walk with me to our first event. By Day 3 another girl was alongside her, prodding Andie in the side every time I would mouth something without words sarcastically as one of my colleagues spoke such as "Pay Attention" or "Shut Up.. Be Serious" . This was her roommate Julie. Lunch on Day 3 was a boxed lunch with sandwiches and chips and an "open" time for the group to eat outside and look for their class buildings. Andie and Julie rushed to me and asked me to guide them to their building and eat with them.

As we ate it was very clear that Julie was the antithesis of Andie. She was very outgoing and had no problem loudly burping after sucking down her Dr. Pepper. Andie was her normal smiling self, but seldom spoke. I asked her why she wasn't talking and said she was tired. Julie volunteered that the reason was "Little Miss Innocent here didn't sleep last night while I had company". Apparently Julie had taken advantage of the lack dorm policies to sneak a guy up and proceeded to mess around with him while Andie tried to sleep. She proceeded to feed us every detail and how she "Didn't fuck him, just EVERYTHING else" and "we tried to stay quite so she could sleep but I came really quick". Andie was obviously impacted by this, but it didn't seem she was necessarily uncomfortable... more unfamiliar.

As the week concluded my routine of having her be my "buddy" as we walked to the mandatory events stayed true. Always light flirting, never references to anything sexual. By night at the optional events such as the stand up comics and socials I would flirt with different girls and secure their numbers and on a couple different occasions convince them to come to my apartment. Some girls even commented to me about "that girl who is so in love with you that keeps me from flirting with you during the day". It was clear to me that Andie had a crush on me and when I told her to put her number in my phone on that final Friday so she could come over and watch a movie at my place she was so giddy she could barely type, in fact it was entered in my phone as "Andiie"

I could tell she arrived outside as her head lights were shining through the shades of my townhome. They lingered on for a good bit. My upstairs bedroom allowed me to peak out and I could see her re-applying lipstick and perfecting her appearance in the mirror. I watched her walk to the door and hesitate to catch her breathe before ringing the doorbell.

Our outfits were polar opposites. I wore a simple t-shirt and a pair of basketball shorts.. I had showered and did not wear any underwear. She was dressed up like it was a night out. I had noticed she transitioned during the week from "relaxed" to "casual" and began doing her hair up... but tonight she went all out wearing a red spaghetti strap sun dress, a white cardigan over it, small heels, and her hair and makeup showed signs she had been getting ready for a while now. Her favorite movie was "Mean Girls" and I had never seen it so I told her to bring it and we sat side by side on the couch.

I made the first move about ten minutes in when I angled myself into the corner of the couch and pulled her shoulders toward me so I could wrap my arm around her and she could lean her head on my chest. I could feel her nervousness as she was was tense and rigid and grinning unknowingly. She slowly began cozying up to me to the point I adjusted to spoon her. She smiled and layed alongside from her torso up, but left her feet off the couch with heels still on. I laughed and sat up to take them off.. I them resumed my position and grabbed her hip and pulled her back into me so her ass pressed against groin.

She was still tense and nervous so I called her out about it. She said, "I don't usually do this. I am a good girl". I inquired,"What are we doing, watching a movie?" in response.

She then turned around to face me and placed her head and my chest and squeezed me near with a hug before smiling and looking up to say "You know.. be alone with a guy?"

I then asked, "Are you a virgin?". She gave a surprised face and said with a stark tone "No..if that is any of your concern!" before laughing and turning back away. She then pushed her ass back into me hard before saying.. "well technically at least".

She then proceeded to tell me that she had only dated two guys.. one of which was during her entire Junior and Senior year and the Summer leading up to leaving for college. In fact, she said technically they were still together just "taking a break until their lives settle down". Apparently her parents loved this guy who was still in Ohio, but were overprotective and the only time they ever spent time alone was when they had the limited minutes in his car before curfew when they would park behind a local church, with the exception of prom both their Junior and Senior year when they messed around before meeting their friends. Up until that Summer her "scandalous" rendezvous with him consisted of giving him quick blowjobs as they patiently watched the clock, sure to be home on time.

She proceeded to tell me that the Summer before coming to college he was allowed to go with them to the beach and one night they volunteered to run and pick up the breakfast supplies her dad needed. She bought them extra time saying she wanted to go have a t-shirt made and they used that for another one of their parking lot encounters. This time he convinced her to let him put it in just to see how it feels.. he proceeded to thrust and soon they were having unprotected sex. After realizing the time and then coming to grips of what was happening she made him stop. That was how she lost her virginity.

As she recalled her story I began massaging her shoulders and letting my hands roam a bit. I rubbed those tone legs and gently worked her dress up to her hips. As she recounted the end of the story I began deeply rubbing her neck with my left hand and moved my right arm under her so she could hold my hand. She waited for me to comment on her story but I refrained, continuing to rub deeper. She closed her eyes and responded by giving a subtle moan. "Feel good?" I said, "Mmmm hmm".

I removed my right hand and turned her face and began gently making out with her. As we continued I moved her dress a little high exposing her white cotton thong. Her eyes were closed as we kissed but I opened mine to look down and see how great it looked on her tan skin. I ran my hand back up her leg like before,, rubbing the smooth skin she had clearly shaven that night. This time I didn't hesitate at her hips, I went onto her stomach and down onto the front of her crotch and began softly rubbing her pussy through the fabric.

She immediately began to open her legs to accept what I was doing, and as a result I could feel her soft lips through the thin fabric and feel the heat and moisture. We said not a word..I just continued kissing her and teasing her twat and outlining her clit. Her kisses became heavier and then the she angled her body toward me. She trapped my hand on her clit between her legs and now our kissing was being broken my deep exhales and subtle moans.

I removed her dress and slid it down over my hand as she continued to grind back and forth as I rubbed her clit through her underwear. As it slipped over my hand I removed it long enough to let it pass then forcefully spread her thighs apart. I got up and moved her so she was facing out with legs spread and her back slightly angled sitting against the back of the couch. I got on my knees in front of her and smiled as I could see a large damp spot on her white fabric..I then placed my hands to slip her panties off and she responded by lifting her hips in approval.

I went down on her for what seemed like forever. Her body became an extension of my tongue grinding and contorting to every flick of her clit. As my jaw began to grow tired I scooped her up in some faux romantic hero way and carried her to the first surface that would comfortably support the angle needed for my 6'5 frame to have sex.... the drier in the laundry room.

Before you think I am going to go Varsity Blues and have some hokie sex, remember we hadn't even taken her bra off. This was simply all about showing that pristine little cunt of hers what it meant to have sex. I pulled down my shorts and unleashed my rock hard cock with pre-cum dripping in anticipation.... CONDOM! DAMNIT! I grabbed her hand and placed it on her dripping slit I folded all but her first two fingers down I then demonstrated how to softly lap the inside of her lips. Her viscous juices swished with every touch. I let her go for about 30 seconds then removed my hand from hers and literally sprint up stairs to grab a couple condoms (the free Lifestyle Condoms didn't really fit a guy of my size that well and I had a couple "pops" before so I always got a second to be safe).

When I returned she was continuing what I started but had decided to begin penetrating herself deeper. I later found out this was her first time actually masturbating, it would not be her last. I ripped the wrapper open and rolled it down quickly. The infirmary condoms were never very lubricated so when I withdrew her fingers I took one last pass with mine to collect her juices like honey and smeared them onto the tip.

I didn't think I was going to fit and at first I didn't. It took several small thrusts and continued pressure to even get the first inch of my shaft into her , and even then it wasn't going further.Finally I diagnosed my issue and elevated her hips with my hand and stood on my tippy toes until it slowly eased into her. Her entire body was shaking from shear adenaline and she said not a word. I started nice and slow. I whispered "Look down" and made her watch all of 8" as I very slowlily retracted to my tip and eased in just as slowly. She looked at me with lusftful eyes grabbed my arm that I was bracing with using both hands. Each thrust was matched by her grip..the deeper I went the harder she squeezed. I sped up.. faster and faster. Her head began to hit the board with the dials and though she didn't protest, I still grabbed a towel from above and placed it behind as a pillow because it was going to get rougher... never breaking stride. Her panting and slight moans had turned into rhythmic screams. Her nails dug into my arm and she pulled my hand onto her chest pushing her own back down. As she began to cum I hunched over her using my off hand to lift her hips more while pressing her down with the other. Her hands removed from my wrist and she clinched my sides... her fingers digging deep as her first ever orgasm began. Her screams now more resembled a form of whimpering and crying, her beautiful face contorting to an ugly almost painful look.

As I felt her vagina contracting I slowed to deep long thrusts again..shaking her body with the violence of my hips at it's deepest points. She caught her breathe and tried to push me out but I refused, whispering "You're not finished yet". With my penis still fully engorged a positioned her on her side in almost a fetal position I squeezed her legs closed making her "almost" virginal pussy even tighter and supported my balance by locking arms with her. Pulling her body back toward me as I was inside. Once again I sped up and I was rewarded by seeing her eyes literally roll back in appreciation.

She was putty in my hands and my own personal sex doll. She trusted anything I wanted to do. It was time to make the good girl bad. My free left hand would give her experience. I spanked her... I leaned forward and pulled her hair... I grabbed her by the back of the neck. Never a word of admonishment. I flipped her over onto her stomach..she thought I wanted doggy style and tried to rise on all fours but I pushed her down and forcefully slid her until her pussy was hovering in the air and her legs scissored around my hips. She grabbed the lint trap and I slammed into her until my legs became sore.

I picked her up and slowly rotated her to face me whispering "DO NOT let it slip out" and with my dick inside her carried her into the kitchen and set her on my counter. At this point it was clear I was never going to cum..a problem I have when I wear a condom and get too excited. This was all about her. I lightly placed my hand around her neck and pounded heavy..for the first time I could see her open her eyes and nervously glare..but still yet never protesting. I never squeezed..just left it placed there and it regained her trust and she began to reach her second climax. Finally she spoke "Oh...my....shittttttt! Don't fucking stoppppp! It's happ..." Then she went silent as she held her breathe before whimpering and screaming. She nearly punched me as she pushed me out and her entire body seized.. her hips and arms twitching. I sent her home and the next day she woke me at 8:00 AM telling me how it was too sore to wipe still and that she wanted me to cum that night.

Andie became my personal sex canvas after then. It was an unspoken trust that I could do anything I wanted without going to far and took advantage of that. She used to love when her boyfriend in Ohio would call her and I would start playing with or eating her pussy before she could hang up. For about the first three weeks of school she was my little guilty pleasure before she became too jealous I would not commit. She still volunteered as a booty call a few times before eventually realizing as much as she loved the sex and how I broadened her horizons that she couldn't settle for just that. Don't feel bad for "Andie" though, last I heard she became a somebody in the NASCAR world and was engaged to a driver.