While on the road for work, I posted on Facebook about staying over in Philadelphia until Saturday. Surprisingly, a connection through a close friend reached out to grab a drink. We had met 2-3 times in college, when I would visit my friend. Since I always thought she was hot and always a fun time, I jumped at the chance.
After some texting back and forth, she said there were some great places near my hotel, and we could just meet there after work on Friday and figure out where to go.
I was coming straight from my last meeting, and was still in my “look good” outfit of a suit and no-tie. I’m normally a jeans & t-shirt guy, but liked to dress well when meeting with clients. Lucky for me, so did Rachel.
She walked into the bar wearing a white blouse, and dark grey pencil skirt, and a body that actually got better since school. She always had been a curvy, but now she had lost the extra weight that college drinking had packed on. Essentially, she was the sexy secretary fantasy come to life.
“Fuck me running, I need a drink,” were the first words out of her mouth. She may dress-up classy, but I remembered she was from rural Pennsylvania.
We hugged, said hello, and ordered. While I went for a beer, she went for a bourbon on the rocks. We talked about jobs and lives since graduation, and the normal catching-up that happens when you haven’t talked to someone in years. For only knowing each other through a mutual friend, the conversation went great.
“Okay, let’s grab dinner around the corner, and then I know a great dive bar.”
I was along for the ride. Dinner was oysters and steak, with multiple glasses of wine. We talked about ex’s and bad first dates. She loved the city, but hated “pussy city boys”. Apparently the inability to field-dress a doe really turned her off. She liked that I actually owned a gun.
At the dive bar, we played darts, and I finally had enough liquid courage to put my hand on her leg when sitting at the bar. She looked at my hand, looked at me, and shrugged. We did a few shots, and it got to midnight.
“Let’s grab a night cap at your hotel. It’s late.”
As we walked back, I put my arm around her, and she leaned in. When we got to the hotel, she walked right past the bar. I stopped in confusion.
“Fuck it, lets go to your room.”
In the elevator, our hands were all over each other. Her ass and tits felt amazing to squeeze; apparently CrossFit does a body good. She bit my neck. Not a nibble, a full chomp. It hurt, but was kinda hot.
In the room, I went for the make out, but she pushed me on the bed. Standing in front me, she stripped out of her business attire, and I was seeing her in black thigh-highs, and a matching pink lacy thong and bra.
“Pink?”, I asked with a smile.
“I’m girly, and I thought I might get laid tonight. Shut up.” She did a twirl, and it was awesome to see her ass, and the lower back tattoo I remembered was hot back in 2000. I was shocked to see she had added a nipple piercing, and small heart tattoo on her hip bone.
She kissed me, before getting to her knees on the floor. We worked together to get my cloths off, and she immediately stated stroking my cock, getting it from mostly hard to rock hard, and taking the head in her mouth. Then more, until she finally taking most of my cock, while stroking with her two hands. It was amazing.
I leaned back on the bed, staring at the ceiling, loving every second. I looked up when I felt her stop, to see her getting removing her bra and panties.
“Leave the thigh highs.”
She pushed me back on the bed, and started crawling on top of me. She leaned in for a kiss, and my cock was pressed between my stomach and hers. I could feel the warmth between her legs.
She placed both hands on my shoulders, and continued crawling, until her pussy was hovering above my face.
She simply said, “Do a good job”, and lowered herself on to me eager mouth. From a full day of work and a night of drinking, there was an intoxicating addition of sweat to her pussy, and I worked my tongue into her. My hands reached out to play with her massive tits, and I was in heaven. The smell, the taste, her moans, and the feeling of the thigh highs on the side of my head. This is how sex is supposed to be.
She leaned back, giving her the ability to rub her clit. Eventually, she leaned forward on both hands, and ground into my face, occasionally giving me a chance to breathe.
She raised her self from my face, sliding down my chest, leaving a snail trail down my body.
She grabbed the base of my cock, and with a few strokes it was back to full attention. With the head just touch her lips, she asked if I was clean, and told me she was on birth control. I nodded, and she lowered her self.
The first few minutes was grinding, until I sat up to really suck on her nipples. She wrapped her legs around me, until we were in the lotus position. Now she started bouncing, get the most out of the bed.
With one arm wrapped around her chest, my other reached down to grab her ass, and I decided to play with her asshole.
“Fuck yes. Finger my ass. I love it.” I licked my middle finger to get it as wet as possible, and pushed a little more every time her body came down, until I was as deep as the position would allow. Her motions started to become this combo of up & down, and back & forth. Nothing about this was for me.
She finally came down hard, and I felt her body tighten up and she screamed. Her body bucked a few more times, and she rolled off of me.
As she caught her breathe, I considered my next move, until she rolled over and said “Have at it. Nothing besides a finger in my ass though, I don’t have lube.”
With her ass in the air, I got behind her, but took one last opportunity to bury my face to get a full taste of her cum, as well as quick ass eating to get it wet with spit. I took aim and started fucking her soaked pussy from behind, as well as pushing my thumb in my ass.
I tried reaching around to play with her clit, but she said she too sensitive, so I grabbed on to her tits and went to town.
“God – you don’t stop. Cum for me. You tell me where.”
I thought about it, and simply wanted to cover her tits. I pulled out, she rolled over, and I knelt next to her as she start giving me encouragement.
“Stroke that hard cock. I bet it’s so wet from my pussy. You fucked me so good. Cover my tits in your cum.” One hand cupped my balls, and I came.
Sadly, it was one shot, then a lot of dribble. She laughed and said I needed to drink more water.
She got cleaned up, and called a cab to take her home. She leaned in for kiss, and I slid a hand up her skirt, and then a finger into her uncovered pussy.
“I want to smell you in the morning when I jerk-off thinking about this.”
“Send me a pic.”
And she left. I lived up to my promise the next day, and she responded with a pic of her tits. We Facebooked later, and it turns out she was just sick of the dating scene, but wanted to get laid. Last time she tried sleeping with a random guy, he got clingy. She knew I lived 600 miles away, and wouldn’t bet trying to get her out to dinner next week.
It was a few years until we saw each other again, at the wedding of our mutual friend. At this point, I was married and she had a boyfriend. We didn’t say anything about that night, but she was the hottest bridesmaid.
Source: reddit.com/r/gonewildstories/comments/60pdxn/mf_catching_up_with_an_old_friend_of_a_friend
Hot story!
Yes beautiful story