So, this happened a few years back and I figured I’d post it since it’s still somewhat fresh in my mind. Names have obviously been changed and I hope y’all enjoyed.
To be honest, throughout high school I was so shy to start conversations with girls that it gave me mild anxiety problems. I had a few friends that were girls, but I guess when you don’t view them in that way they’re easy to talk to. I finally lost my virginity during this time to a good friend, but the anxiety still prevented me from talking to new women. I finally starting dating someone my senior year and I do believe that helped me become more relaxed and comfortable. After graduating high school, breaking up with who I was dating, and leaving my hometown, I finally began to tap into these uncharted waters. Since then, it’s been a blessing to be able to have this confidence. But, this story is about a certain encounter that was definitely one of my hottest experiences.
I was 20, almost 21, when one day I got a friend request on Facebook from a woman a few towns over from my hometown. We had mutual friends, so I accepted. Looking at her profile, her name is Cathy, she seemed like your typical small-town, innocent, the one you bring home to your mom, type of girl. 18, 5’5, 110 lbs soaking wet, beautiful green eyes, straight brunette hair, pale skin, perky B cups, and a tight ass that was small, yet looked so delicious. I didn’t want to message her right away since I thought it was one of those, “Hey I know some of your friends, I’m adding you,” type of things. I think I was at work one night and I heard my phone chirp, it was a message from Cathy.
It was one of those conversations about getting to know each other, we know this mutual person, what we like to do, etc. This was constant all night and I couldn’t get shit done at work. It was a slow night, so I didn’t mind. After a few hours of this, the conversation turned into that 20 questions game. It started innocently enough, but with each question it turned more and more sexual. I hadn’t been laid in months, so the tension made me hard at the most inconvenient time at work. Luckily no one noticed, but I was beginning to understand that this innocent looking 18 year old wasn’t so innocent. The questions got more and more raunchy and I took that as the green light to ask her if she wanted to meet up when I visit home next time. She immediately said yes and it sounded like a plan.
We continued to tease each other over the next few months and the tension was getting higher each day. I was planning on visiting my hometown around the holidays. But, my job prevented me to take time off. I also had to travel for business and I learned I would have no cell phone service at this location. I honestly forgot to tell her about this since it was short notice, so she basically took it as I wasn’t interested. When I get back to my home, I saw that she started dating someone. I confronted her about it and she told me that she thought I was ignoring her and decided to start dating again. At first I was mad, but I couldn’t blame her for it.
Even though she started dating someone, it lasted only a few months. I didn’t try to pounce on her since I was still somewhat conflicted if I should go after her again. Even through her short relationship, she kept in contact with me. Over the next few months we ended up becoming really great friends. We stayed up late talking to each other on the phone, constantly texting each other all day, give each other advice with life in general, etc. I’d give her advice about guys she was talking to and she would do the same when I was talking to a few girls. Even though our first conversation was sexual, she lost interest in fucking me and viewed me as just a friend. FRIENDZONE STRIKES AGAIN! Unfortunately, every time I visited home she would be on vacation with her family. Piss poor timing, but still remained great friends. The months go by and at the time I considered Cathy as my best friend.
After a year of this, I finally got time off to visit my hometown when I know she will not be traveling anywhere. I waited until I get there to call her and tell her. She seemed excited and we planned to meet up sometime before I go back. I spent my time there catching up with friends, family, and just enjoying not having to work. Between here late work hours and college, I felt I wasn’t going to see her this trip. The night before I was leaving, it finally happened.
At first, I was trying to get laid from some usual people I’ve casually talked to. No luck there, so I gave up on that. Around 10 that night I get a text from Cathy asking when I leave in the morning. I said at like around 9 A.M. and kind of thought she was busy with something.
“I’m almost done with work. If you want to meet me in the parking lot and we can go back to my house since it’s closer.” Cathy said.
“Sounds like a plan. What do you want to do?” I replied.
“I have something planned for us.”
Wondering what it was, I drove to where she worked and waited about 5 minutes until she clocked out. Even though we were comfortable with each other, my heart was pounding because it was our first time meeting. She finally walked out the front door and I literally froze and stared. Even after working for 8 hours she looked absolutely stunning. She gained a few pounds over the year, but in all the right places. Her B cups became C cups and that ass of hers went from delicious looking to “I need to bury my face in that right now.” She walked towards me with a big smile and a look in her eyes I’ll never forget. I knew right then and there what was about to happen. Out went this agreement of just being great friends, this was something I deep down wanted since talking to her. No words were said, as we finally embraced each other and our lips finally met for the first time.
Her lips were soft, yet to this day it was one of the most passionate makeout sessions I’ve experienced. Her tongue tasted so sweet and elegant as it intertwined with mine. I instantly got so hard that it became quite painful. I couldn’t believe it. This girl who friendzoned me, eventually becoming my best friend during that time, was blissfully clinging on to me forcing her tongue in my mouth. I finally broke away and said, “well hello to you too.” She just laughed and told me to get into her car. I was going crazy on the inside, but I kept my cool as she drove us to her house. We talked like we normally do on our way there. Everything about what’s going on in our lives, to even mutual people we know. Things seemed normal in the car, but I was exciting to see what was going to happen once we get to her place.
Fortunately, she had the house to herself as her family was out of town. We pull up to her house, walk inside, and as soon as she closed the door she attacked me again. I was pushed onto the couch and she pounced on top of me. Her kiss was more passionate and aggressive than the previous session. I finally grabbed ahold of that ass that I was dying to taste and pushed down hard. Even with clothes on, feeling her pressed against my rock hard cock was magical. She unlocked her lips and gave me that surprised look with her mouth open. She finally broke the silence…
“I know what I said earlier about just staying friends, but deep down I’ve always wanted you. It’s just I don’t want it to ruin us. But, I can’t hold it back anymore.”
After she said that, she threw her shirt and bra off revealing her magnificent tits. They looked better than I imagined them. Mesmerized, I went in to start licking on them. Her nipples here already hard, so I decided to suck on them. She let out a sigh of approval and giggled and little bit. Then, her sighs turned into soft moans. After about a minute of this, she pushed my head back onto the couch and said, “there’s something I’ve wanted to do for so long.” With a devilish grin, she pulled the front of my basketball shorts down and my rock hard dick sprang out. Her eyes widened as she looked at it. I’m not big or anything, I’m around 6 inches hard. Without saying a word, she smiled, leaned down and started licking the tip. She continued this for a few seconds and in an instant she swallowed me whole. I let out a groan of both satisfaction and in disbelief. I can’t believe this is actually happening.
She started slowly going up and down on my shaft, while simultaneously keeping eye contact with me. I got lost in her eyes as this woman I’ve wanted for so long is finally sucking my cock. Then, she got sloppy and aggressive as she picked up the pace. Within a few minutes, I started thrusting into her mouth. She started gagging, but I could tell she was enjoying getting throat fucked by me. I couldn’t take it anymore; I told her to stop. With a confused look on her face, I told her, “there’s something I’ve been wanting to do for awhile.” I commanded her to get up and get on all fours on the couch. With an excited face, she complied. When she got on the couch I proceeded to take off her work pants and the lacy black thong underneath. I’ve always wanted to see what that pussy of her’s looked like. FUCK!!!! I wasn’t disappointed. Her pussy was well trimmed and glistening from her wetness. To this day, one of the most beautiful pussies I’ve ever been inside. I couldn’t take it anymore… I buried my face right into her.
She screamed out “fuck!!!!” as I started to lick her slit. Going up and down and teasing her clit with my tongue. After a minute I finally started to tongue fuck her. Her pussy was tight around my tongue and her soft moans became louder with every thrust of my tongue. She then started rubbing her clit and demanded me not to stop. I’m sweating bullets at this point, trying to make her cum. Within a few minutes she let out a giant scream as she begun to cum. Her pussy pushed my tongue out, she collapsed, and she came hard. I let her recover for a minute with a smile on my face. While laying down, I decided to do something she’s told me before that she’s never had done to her. I noticed this beautiful looking asshole of her’s while I tongue fucked her. I swear if I didn’t know her better, I would of thought she had it bleached. So innocent looking, yet so delicious. I thought, “why not?” spread her cheeks, and began massaging her asshole with my tongue. Even after working for 8 hours, she tasted so fresh. Her head popped up and she let out a moan of approval. I continue to lick her ass for the few minutes and all of a sudden she tells me to stop. Confused I ask why and that’s when she gets up, grabs my hand, and leads me to her room.
We enter her room, she takes me shirt off and pushes me onto her bed. With a raging look of lust on her face, she gets on top of me. She then reaches down and guides me into her soaked pussy. I thought she was tight around my tongue, but my cock is a whole different story. I let her go slowly to stretch her out so she can take all of me. After a brief 30 seconds I feel her pussy entirely engulf my raging hard cock. Finally she starts picking up the pace and riding me aggressively. I let her do this because I can tell she’s trying to cum once again. A few minutes of hard riding she’s so close to cumming and I grab her ass, push down, and thrust into her hard. This sends her over the edge and she collapses on me while cumming. I feel her entire body spasm on top of me. She finally calms down and I’m loving the feeling of her smooth skin and sweat against me. After a few moments of letting her melt into me, she gets up and then lays down. With that devilish look again, she demands me to fuck her.
I get up, kneel down, and thrust into her again. Her wetness and tightness felt so amazing after she came. I look down and she that this woman has creamed on my dick. I’m feeling accomplished and then proceed to try and cum. A few minutes of hard thrusts, kissing, her moans, I finally find my rhythm to cum. I moaned out that I was cumming and she then wraps her legs around me and says, “cum inside me, baby.” Knowing she’s on the pill, that was all I needed. I came hard… and what felt like buckets. I look down and she’s smiling while her pussy milks every last drop of cum into her. I collapse on top of her, exhausted. It literally felt like we were melting into each other. I finally get up and pull out. She gets up to go to the bathroom and I can see my cum dripping down her leg. Laying there still high off my nut, she joins me in her bed and we cuddle. After sex cuddles are the best.
I ended up staying the night with her. I remember waking up in the middle of the night to her sucking my cock and wanting round 2. It wasn’t as intense as the first go, but I again filled her up with my cum. I wake up at around 7 in the morning and started to fuck her again. She loved being woke up with my dick in her. That time was a more slow and passionate. Again, used her and filled her up like she was my little cum dumpster. After that, we got dressed and she dropped me off at my truck. We couldn’t let go of each other as we said goodbye. I had to drive across the country and Cathy had to go to work. Sucks, but adulting can be a bitch. After 11 hours of driving, I finally make it back to my house. I look at my phone and see a text from Cathy. It said, “your cum is still dripping out of me ;)” With a smile on my face, I knock out after my long drive.
After that we tried the whole long distance thing. It didn’t work as we both had different goals in life. We tried to make it work a second time, but the breakup was worse than the first. Sad to say, it actually did ruin our friendship. Today, I think she’s married and has a kid now. But, I just look at it as we had a great time and we just moved on. But, I still remember that wonderful night.
Hope you enjoyed.
Source: reddit.com/r/gonewildstories/comments/5dp9hk/at_first_she_was_interested_then_she_friendzoned
Great story! The hottest sex I’ve ever had was a week long fling with a friend of a friend, so you just helped me relive it :)