[M]y amazing (but nearly busted) encounter with my best [F]riend | 2016

My best female friend in college (we'll call her Anne) was a year behind me. We met in class her first semester and she fell right into my group of friends. Throughout most of college she was a little rebellious, but also quite religious. Anne was smart, and in her own way, beautiful. She was 5'6 with flowing brown hair. She played soccer most of her life, and her body showed it. Her legs were toned, and she easily filled out the ass of any jeans she wore. Her breasts were proportional to her body, full Cs. She stayed in good shape too, I recall one day prior to this occurrence seeing her change her shirt. Her stomach was flat and her hips made a nice V going down under her pants. Perhaps her most striking feature, however, were her eyes, a unique grey-blue that adjusted to her mood.

Anne and I had drifted apart during my later college years. I started dating someone else and her newer group of friends her age were more "straight edge." A few days after graduation, I was still around town, when I got a text from her:

"Hey fool, whats up?"

I hadn't talked to Anne much so seeing a text from her ignited a little fire. The college girlfriend was gone, so maybe, just maybe, Anne had something on her mind.

After catching up over text for about an hour she texted me this:

"I gotta run...but I got invited out to a bar later by some couples friends...I don't like being a fifth wheel, if you're free you should join ;)"

I was able to get out of a prior obligation and met her outside the bar at 8. I knew one couple, and Anne introduced me to the other. We sat down and quickly began catching up and drinking. After a few hours, one couple had to depart, so we decided to go our separate ways. Anne slipped off to the bathroom while I, unbeknownst to her, paid for our drinks. When she returned to the bar, she asked the bartender for her tab, and he gestured at me.

"Hey! You didn't have to do that! I invited you out!" she said, playfully hitting my arm.

"Well I know you're a struggling college student," I retorted sarcastically.

Anne laughed and clutched my arm as we said good-bye to the remaining couple and walked out of the bar.

"Ummm, I'm kind of a light weight, how are you to drive?" Anne asked.

Luckily, I had anticipated this, having known Anne was a lightweight, I didn't go quite all out.

"Give me your keys," I said

"But what about your car?"

"I'll get it later, no worries, I can walk if I need to, your place is less than a mile from here"

She stopped whilst handing me her keys, and kissed me on the cheek.

"You've always been so sweet to me," she said as she got into her car.

We drove the few blocks back to the house she shared with two other girls.

I parked her car, and we got out. At this point, I was content in where the night had gone, although I obviously wanted more. We got to her front door and she turned towards me...

"So our dog will probably jump on you. She's totally friendly though"

I look up from what I thought was going to be a good night kiss and see a full grown golden retriever running full speed towards me.

"Charlie! Down!" Anne yelled.

"Its okay, he's...kissing me?"

"Charlie, NO! You know better than to kiss other boys. Now what if he was an intruder? Are you going to lick him to death? Some guard dog!"

I stood holding her door open while she corralled the dog and got him on a leash.

"You want to go for a walk?"

The night was gorgeous, it was still relatively early and the stars were out. Being mid-May, it was still warm enough to be comfortable but wasn't stiflingly hot like in August. Why would I not go for a walk with her?

We walked down and back a few blocks, with Anne pointing out different weird neighbors' houses. On the way back to her house she stopped and handed me the leash, as she knelt to tie her shoe. When she stood she seemed content to let me continue walking Charlie, and she grasped my free hand.

When we got back to her front porch, I again expected a good night kiss and to walk back to my car. I stopped as she pushed the dog in the door in front of us.

"Well, aren't you going to come in?" She asked, smiling.

"My roommates are gone for the night. You wanna chill and watch some TV? I have some beer if you want"

"Sure," I replied. I still didn't know where this was going.

"Ok, well the beer is in the fridge and just put on something good. I'll be right back," she said, walking up the stairs.

I went and got two beers and brought them back. I flipped on the TV and dimmed the lights in the room. I knew we had a mutual interest in the Simpsons, and reliably, some network was showing reruns.

I heard Anne come down the steps and turned to look. She was wearing sweatpants and a t-shirt, and obviously no bra, as her full breasts bounced with each step. She sat down on the couch next to me.

"Oh awesome! The Simpsons!" she exclaimed.

I wasn't sure where to go next. She was sitting mere inches from me but I knew I couldn't push too fast. I was pretty sure she was still a virgin, and I wasn't sure what she had in mind.

Before I could make my first move, she took a sip of beer, shifted closer to me, and leaned her head on my shoulder. I naturally let my arm drape around her and gently started caressing her opposite shoulder and neck.

"Wow. That feels amazing," she said, leaning forward.

"Would you like me to massage your back?" I asked.

"I can't say no to that..." she whispered.

She turned slightly so her back was towards me. I began by gently rubbing her neck and the back of her skull and worked my way to her shoulders. I moved down from there, until I reached the top of her sweatpants. I lifted her shirt lightly and massaged her lower back. Before I could go any farther, she leaned back into me, and grabbed my hand and put it on her stomach.

"Your hands are amazing. They're so strong, but yet so gentle" she whispered.

I looked down at her still clothed body and could make out two erect nipples poking through her shirt. She turned to face me, her eyes meeting mine. We kissed.

I had kissed many girls before, and many more since, but Anne by far remains the best. Her rhythm perfectly matched mine. Her tongue was nimble and she was quickly sucking on my lip. I was getting hard thinking about how her tongue would feel other places.

"I can't believe we're doing this," she said

I half expected her to stop but instead she grabbed my leg, mid-thigh, and started moving her way up.

"Your hands...touch me," she said

"Where?" I asked

"I don't give a fuck, just touch me!"

I slid my hand onto her stomach as she caressed my now throbbing cock through my pants. I cautiously slid my hand up her shirt and brushed against her left breast. Her nipple was already hard and she moaned slightly as I gently pinched it. By this time, her had had moved to my belt buckle, and she was struggling to work it while still kissing me.

"Here," I said, unbuckling my belt and unbuttoning my pants. I leaned back, "you can do the rest"

She unzipped my fly and stuck her hand down my boxers.

"Hold on," she said, as she sat up and removed her shirt, revealing her beautiful breasts, "hows this?" she asked.

She leaned into me and kissed me as I slid my hand down her pants.

"Sorry, I wasn't really expecting..." she started to say, in reference to her pubic hair.

"It's fine, I like it," I replied.

She moved down from my lips to my cock, and looked at it for a second before licking the tip.

"I've never done this before," she said nervously.

"It's okay, I'll guide you"

She slid her mouth onto my cock, thankfully knowing to keep her teeth out of the way. She tried taking all of me but nearly gagged. I couldn't help but to let out a little laugh.

She was sucking masterfully. I kept a hand on her tits and one on her now soaking pussy, which was, to this date, the tightest I've ever felt. Definitely still a virgin.

Her pace on my cock picked up, and she was doing an amazing job. All of the sudden, lights come in the front window.

"FUCK! My roommate! Shit, you have to get out of here! I'm so sorry!" she said, scrambling to find her shirt. "Back door, I'm so sorry, text me when you get to your car! Fuck, I'm so sorry, she wasn't supposed to come home!"

I quickly stole a kiss on her lips and ran out of the house still buttoning my pants. I asked her later if she ever got her shirt back on and all she replied with was ;)