Before I met my now wife a bunch of my college friends and I all happened to move to the same nearby big city to work after graduation. One of which was a girl, Claire, that I had known and been great friends with since the dorms freshman year. I always had a thing for her but nothing came of it so we were just friends. And good friends at that. We would hang out, watch movies, shoot the shit, etc. I always found her petite southern sorority girl self to be so damn attractive. But I had to learn to and I successfully got rid of those feelings towards her. She never saw me as more than a friend. As I mentioned in my losing my virginity story, Senior year I finally whipped my ass into shape and got some confidence and sealed the deal with a sexy MILF. Claire found this out and was “extremely disappointed in me.” I thought this was weird for a multitude of reasons.
We remained great friends in the big city a few months after school ended to the point we almost got an apartment together. Instead we just lived down the hall from one another. This was pre Tinder or any dating app so I’d meet most of the girls I dated/hooked up with through friends, at the bar, or at the apartment pool. I met a friend of a friend at Claire’s pregame one night before the bars. Me and this girl hit it off and ended up leaving the club early to go mess around. This girl had no gag reflex and deep throated me when I came. That was life changing! Her name… Deep Throat Debbie. Her blowjob skills got my drunk dick to cum hard at like 3am in probably like 5 minutes.
Claire saw me and ol deep throat Debbie and I leave. I got shit from Claire for taking some random “slut” home. I told her it’s none of her business and that’s the end of it. A few weekends later Claire and her roommate Jen (who also went to school with us) had another pregame. Jen was a big titted blonde who was wild. She’s the kind of girl that would just take her top off at a party to show you her new nipple piercing or showed us her clit piercing all while sober. We all went out to the clubs and Jen and I started dancing. It got more sexual and sexual with each song until we were those drunk 22 year olds making out on the dance floor. A bunch of us all went back to the apartment to keep the party going after the bar closed. There were about 10 of us and Jen and I snuck off down to my apartment. Jen fingered her pussy in the hallway and made me suck her fingers. I grabbed a condom out of my wallet and we fucked on my kitchen counter. It was exactly what I thought it was going to be. A dirty, fun quickie with absolutely no strings attached.
We got dressed when we were done went back to the after party. Claire gave us and me especially a dirty look. The next morning I got a text from her saying that she can’t believe I fucked her roommate. Once again I told her to stay out of it.
Fast forward a few weeks later, deep throat Debbie is at our pool for a party. Our pool was always out of control. Kegs, DJs, you name it! Now, Deb wasn’t really my type but we had been texting off and on and hooked up one other time but nothing serious. I started talking to her in person and it was the first time I had seen her in months. She was handsy with me and hanging on me like we were an item. I wasn’t really interested. Claire could see this from her balcony I later found out. Next thing I know there was Claire the sexiest I had ever seen her. She was completely done up (makeup/hair) and in the skimpiest bikini I’d ever seen her in. It must’ve been one from college spring break because I had not seen her in anything like this. The pink glittery top tightly covered her small but perky tits and the bottoms covered hardly any of her tanned ass. I knew at that moment she was waxed too because there was nothing to be seen.
Claire made her entrance and turned some heads. She started chatting with some guys and took shots with them. She was being extra flirty. She hadn’t even come up to me yet. I guess finally her liquid courage kicked in and she finally came over to sat her wet ass on my lap while I was sitting on the edge of a pool bed. She sat on my lap like we were a couple. She was very flirtatious which she wasn’t normally like this. “What do you think of this bikini?” she asked. I told her she looked great, because she did. She then put her ass right on my dick and started slowly and in a very sneak fashion grinding it. Deb walked by, saw this, gave me a bad look and left. I didn’t see or hear from her for months after that.
Claire points out that my “friend” just left. I asked her what was up and she was acting odd. She says in a drunken confession that she doesn’t like seeing me go home with other girls. I drunkenly respond “too bad!” I tell her let’s not talk about this right now, let’s have fun.
The sun starts to go down so we all head our separate ways to get ready to go out that night. As I mentioned, Claire and I live on the same floor so we walk back together. Jen had gone off with some guy so no one was home. Claire suggests I stop in real quick so we can plan out where we are going tonight. We go in her apartment and she heads back to her room. I’m standing in the entry way when she says for me to come here. I walk in her room and she’s laying on the bed with only her bottoms on and her legs spread. Her tiny nipples are hard and with a pouty but sexy face and tone she says “I just want you to fuck me.”
I’m frozen but I’m also getting hard from what I’m seeing. “Ummm are you sure? What’s going on?!” I ask. She says she’s jealous of the girls I take home and she just for once wants me to take her home. Im at a loss for words. My 18yr old self would’ve loved this opportunity. My 22 year old self had his mind blown by the offer.
I thought to myself, fuck it, take a chance here. This used to be your dream girl. I told her ok but we laid some ground rules. No getting attached and we aren’t telling anyone. I sat on the bed, she scooted over next to me. She agreed and in our typical fashion we took a shot of vodka together, chased it and started making out as she straddled me.
Next thing I know she’s opening her bedside table and pulls out a glass dildo. She slides into her skimpy bikini bottoms and starts rubbing it against her clit. She then drops to her knees and pulls down my swimsuit and starts sucking my cock as she is fucking herself with the dildo. Her pussy sounds like water with each stroke of her dildo. I’m incredibly hard and I know I can’t take too much of this or else I’ll cum. I pull her back up kiss her and tell her to get on all 4s. She arches her ass up in the air in preparation for my cock. But as a surprise stick my tongue on her dripping wet plump pussy.
I begin to make out with her pussy from behind. She’s moaning in pleasure as my face is buried in her ass. I flip her over and start eating her out so she can see it. I remember looking up to seeing her pinch and rub her nipples. She tells me she’s getting close. “Look me in the eyes, look me in the eyes, look me in the eyes” she says in sexy, breathy voice. As soon as we lock eyes she holds my head with both hands into her soaking wet pussy as she begins to shake and cum. She pulls me up and we kiss some more, and as we start kissing I slide my cock in her warm, wet and inviting pussy. It was so soft and was like silk. I started pounding slowly and gradually speeding up each thrust. I knew I wasn’t going to last much longer but she kept saying harder. A few minutes went by and she had another orgasm. This one sent me over the top. I moaned in pleasure as I pulled out and came on her stomach.
We had finally done the deed. We both felt amazing. We decided to take a shower together and enjoy this secret love affair for a few more minutes. We made out in the shower and held each other like we weren’t ever going to be the same. We knew our relationship had changed drastically. It was far and away the most passionate sex I had ever had (granted I had only been with like 6 now 7 women at this point but all of those were fun hookups). I left to go get ready for the night out.
We went out that night but things were clearly different. They continued to be different for the next several months until I moved out. After that we didn’t really speak or hangout as much. Then it went to not speaking for 6 months as we drifted further apart. She started talking to someone during that time I found out via Facebook. I was still single having fun.
Fast forward to the summer of 2011 when I get a text message from Claire “Hey, haven’t seen or heard from you in a while. Do you want to go out with me and some friends tonight?”
To be continued… (if you’re interested)
Source: reddit.com/r/gonewildstories/comments/jj83uy/mf_finally_escaping_the_friendzone_part_1
Absolutely, more please.
Nice
Thumbs way up.
Nice story but I cant find the virginity story on your profile?
That kind of passionate romantic sex is unmatched. Did you get to cum inside her next time around?