Sex With a Former Friend's Sister | 2016

STORY IS M/F! Forgot to put it in the title. Sorry guys.

I post this story with a heavy heart, because I was into this girl and still sorta am. A combination of the age difference and lack of interest in a relationship did it in for me. But I digress, nobody wants to read this for those reasons.

A little bit about me beforehand. I'm about 6'. 220 pounds. Mostly muscle. I would post a pic if I knew the proper place to do it. I've got brown-black hair. No tattoos. I prefer having a beard and I'm about 6.5/7 inches. Can get up to 7.25 when I'm really horny. Now, for real, let's get into this.

I call this "sex with a former friend's sister" kind of untruthfully. I wouldn't call us friends. I went to the same school as him and we were friends because I made fun of him the least. Once we went to high school, he started becoming a little more popular than me and we stopped talking.

I went to his house a couple of times in middle school. Back then, his sister wasn't attractive to me. I'm 21 and there's about a 4 year age difference, somewhere around 3 years and 9 months. To me, she was always my friend's annoying sister. I never dreamed in a million years I'd get hung up on her.

I frequent a lot of social media sites. Facebook, Meetme, Twitter, not so much instagram, I read a lot on here, but I don't post. Anyways, it was a combination of MeetMe and Facebook that I started talking to this girl on.

Now if anybody knows anything about Facebook and MeetMe, then they know that it always seems like there is always someone you see in the recommended friends thing, or someone who always posts on your friends' stuff and you have no idea who they are. She was this person.

It was about six months before I finally messaged her. It was on MeetMe. She just had an initial as a last name, so I didn't know who she was. I sent her some generic crap, like "hey, you're pretty cute, wanna talk?" And I guess she had the same feeling about me, as far as the constant commenting thing, because she replied with "I've expected you to message me forever, lol." or something to that extent (Whenever I'm in a relationship, I delete my MeetMe. Sends the right message).

To skip ahead, we hit it off pretty well, and eventually I find out she's my former friend's sister. Finding out her last name was never a huge priority until she added me on Facebook. Now, me and him weren't extremely close, so her last name didn't really ring any bells. Until she asked if I knew her brother.

After I told her that I did, she was even more receptive to me. We eventually met in person, and man, was I blown away. She's about 5'4, has curly brown hair, these amazing lips, solid C cup breasts and an AMAZING ass. Like, I didn't see her from the back until after we saw each other, and I almost got hit by a car checking her out.

We were flirty friends at that point, but I never thought that anything would happen. We met, and we talked for like ten minutes (I don't currently drive and her house was in the middle of my way to work). She walked with me part of the way, then we hugged, she turned around and she left. I looked back to yell text me, and then I saw it. BAM, 'dat ass.' After my ass-cinine near-death experience, I sent her a text that said "hey, next time, tell your ass not to stare at my eyes ;)". Easily the most sexual thing I have said to her at this point. She replied with "I can tell you to say the same thing to pretty much all of you ;)."

After a week or so, she started talking to her ex again, so we didn't text for like a month. As usual, exes don't usually work out, and they broke up again. Finally, she texted me out of the blue and asked if she could come over during a break she had in school, as her house was a twenty minute walk away and I lived about 5 minutes away. I was a little snobby with her (we hadn't talked in a MONTH!), but after a little deliberation, I told her I'd meet her at the Y.

Another week or so of her coming over 5 days a week happened before anything else happened. We smoked some weed a couple times (I don't smoke anymore, but I'll explain at the end), and I helped with her homework, but nothing really special happened to that point. After we started hanging out, there was sexual tension. She wore leggings to my house constantly, or really short shorts, and those titties would be right in my face. Finally, I told her I wanted to hang out with her on a Friday. She was babysitting, but she said yeah.

When I went to where she was babysitting, I was chased by a dog, hit by her kids she was watching and it took ten minutes for her to come out, but she finally did. We talked about her life, about my job and we just flirted. At this point, that sexual tension was through the ROOF, but neither of us wanted to acknowledge it.

I finally left, and she texted me. She said, "I saw you looking at my lips more than usual, wanna explain?" And I told her, honestly, I thought about kissing her a few times. She sent me a sad face and I was crushed, so I didn't reply. An hour later, she asked "why didn't you, dumbass???"

That was all I needed. I said I'd rectify it Monday. Here comes Monday. I woke up after a long night, looking fly in my Superfriends PJ's and two weeks past needing a haircut. She texted me and told me she was here. Despite what we said, this wasn't different than before, except she was wearing a bra that was too small for her. I saw her tits more than once, and her whole outfit was the type that would be easy to rip off.

Anyways, we parted. I saw her out, and as she walked away, I grabbed her hand. She turned around, and right there in public, I kissed her. She returned it. A lot of tongue.

She told me she forgot something in my apartment. So we went back in. As soon as we got in, she pulled my pants down and before I could even say a word, my dick was in her mouth. I stress that there was a LOT of sexual tension. But I still wasn't expecting this. Girl was great at it. She was hitting the back of her throat, she used her tongue and she licked my balls, sometimes all at the same time (admittedly, I was on cloud nine.)

After a solid five minutes (yeah I only lasted five minutes, but I swear to you, to her it must've felt like at least five and a half. At least), I warned her that I was gonna nut. She didn't stop. She felt me pulse and I blew down her throat. Two things happened that second. One, I realized that she gave me blue balls, and two, I realized just how sexual she was. Despite all the hints and flirting, I didn't peg this girl to be a freak.

She stood up, saw I was still hard and gave my dick a few kisses, but she had to get to class, she was already late, so she left. I probably whacked it at least four times to get that thing soft. It took at least an hour, and I was still horny when she texted me again.

We didn't really acknowledge what happened for a few hours, and she finally asked, a little sheepishly, "was it any good?" Now, I'm not too shabby in bed. But I've also been blessed with some really good partners. That blowjob was top 3. Easily. I told her that it was the best I've gotten in a while. She smiled and said she thinks she is gonna come down sick tomorrow. I asked, confused, if it was because of my cum. I wasn't expecting her to swallow, especially so expertly, and I was bummed that I may have gotten her sick.

That's when she said, "no, silly, because your dick is the only cure for me." She sent me a picture of her SOAKED thong and a picture of herself bent over, asking if I had the balls to hit it from the back. 24 hours never came so slowly.

I had a friend living with me at the time, and I sent him to his mom's for the day (he was at the library the day before, as my internet was down). It was likely he wouldn't have wanted to see or hear me have sex anyways. She woke me up that morning. She knocked on my door. I lived in a secure apartment complex, so this was a feat. I answered the door and there she was. I was half asleep, so I focused less on the fact that she was there, amazing lips and ass and all, and just asked how she got in. She replied with "your neighbor downstairs recognized me and let me in." We went to my bed, laid down and cuddled and I fell back asleep. Eventually, I was woken up to a very wet and familiar sensation on my dick, and I realized she had my dick in her mouth. I asked how long I was sleeping, and I heard what was to this day probably the sluttiest thing I've ever heard. She told me fifteen minutes, I couldn't feel this dick on my ass anymore without wanting it in me.

All the familiar signs of blue balls came back in full force. I egged her sucking on, telling her to take my dick. She did of course. I nutted in her mouth and she swallowed again. At this point, I took control. I got up and grabbed a condom, and as soon as I put it on, she took it right back off (I'm on the pill, dumbass!). I very rarely do this, as I'm not small, but I"m just big enough to hurt someone if I'm rough with them. I pushed my entire dick in her pussy. Well, I say I did, but really, it was just a whole-hearted attempt. Her pussy was and still is to this day the tightest pussy I've ever had. She was dripping wet and I still managed to only shove my head in. She was a moaner, but not a screamer. She SCREAMED when I rammed my head in.

I told her that she was the tightest I've ever had, and she reached up, grabbed my head and started kissing me, and I started thrusting in. If I haven't mentioned that she was tight, I will again. SHE WAS TIGHT. When I'm talking to girls and it turns sexual, I often ask how tight she is on the finger text (2 is tight, fist is like throwing a pencil into your backpack.), and she told me "1" (this was something that came up after she basically told me that she was coming down with the sickness and only Doctor [Silverbackjp]'s Peniscillen could cure up (My real name is obviously not silverbackjp, but I didn't want to put it up here, for privacy purposes)). Her fingers are TINY. I obviously didn't believe her and I thought she was just bragging. Now, head deep in this beautiful girls tight snatcher, I realized she was right. There's no way that anything more than one of her little fingers could fit into this. I persisted, and eventually, her pussy fit around my dick.

Three things in the world make a man's life worth living: when their favorite sports team wins, when they are eating a particularly good meal, and when an incredibly amazing pussy is clamped around their dick. I thrusted in, and she met my thrusts and eventually I was balls deep. I felt myself getting ready to bust and I lasted five minutes with my dick in this girl's mouth yesterday, and I wasn't sure if I was gonna be marathon man today, so I pulled out and thought of an old guy's wrinkly sack pushing up on a dead walrus. Of course, when I pulled out, she whimpered, because she was saying my name, meeting my thrusts and moaning in an incredibly sexy way. She looked me in the eyes, and I guess whatever she saw said that I wanted to hit it from the back, because she turned around.

All thoughts of holding my cum in left me. I came as soon as I saw her naked ass bent over in front of me. This chick was seriously sexy. I don't know if I've mentioned that enough. I grabbed my blanket, which was the closest thing to me, and after she sucked on my dick for a minute to make sure I was still hard, I realized another two things (three actually). First of all, I was going to last even longer than my marathon fapping session of the day before. Secondly, her ass is so out of this world that I just came at the sight of it. Lastly, and this was the coup de grace, I just wiped my own sperm off with my treasured Eagles blanket. Yeah, this chick was hot. She turned around and I shoved my dick into her pussy. She was sopping wet and my dick had an abundance of saliva on it, so this time, I got a little more than the head in. She is TIGHT. Even tighter from the back. I hit that from the back for at least ten minutes, with her pushing back, grinding on it and whimpering for me to "fuck her hard, daddy."

After about ten minutes, I took her knees out from under her, and I started fucking that shit missionary style except from the back. I was thrusting in, and she was grinding on that dick hard, since I wasn't letting her match my thrusts. We did that for at least twenty minutes, and she came like three times, and I never stopped.

Her pussy loosened up a little bit. And this girl's pussy was so tight, that even after it loosened up, it was still probably tighter than anyone I've ever been with. We proceeded to do it all over my apartment. I fucked her on my dresser. I fucked her in the kitchen (funny story I actually made myself a sandwich while we were fucking by the fridge. Ham and cheese FTW). I fucked her in my living room. I fucked her in my doorway. And we fucked in the shower. I came about five times, and legitimately, she came at least thirty. She was one of those marathon girls, who came one after another. Of those thirty, at least eight of them were squirts.

Finally, I felt myself getting tired. There was a knock on the door, and I got up, put some boxers on (with her trying as hard as she could to make me ignore it) and I answered it. It was my friend! I got pissed and told him I expected him to be back at like 4. He told me he actually stayed out an extra hour. So, this girl came around 9, we started fucking at 9:30 and here it was five o clock. I did what any good friend would do. I made him go to the corner store and I had him buy me some pizza and gatorade. I threw the keys to him and slammed the door in his face.

I went back into the room and she already knew. I guess her mom called several times, and we were so busy fucking that nobody heard. She told me that she had to get home. She got her bra and t shirt on, and I did the exact opposite. I took my boxers off. That's when she realized that I was still hard. She grabbed me, threw me on the bed and she rode me. HARD. She was screaming my name at this point. I grabbed her, and switched with her. We had fucked for about 7 and a half hours at this point, so we were both pretty sore, but I SLAMMED into that tight snatch. I fucked her harder than I've ever fucked anybody in my life, and I unleashed the beast in her HARD. I had come like four or five times to that point (honestly, I lost count at like four. It was probably more.) I felt like I would never stop cumming. And she put her panties back on. She stole a pair of my shorts in case there was drippage, and she put them on over some leggings she packed. And she left.

My best friend is a virgin and he's a year older than me. I am going to dedicate a story to him eventually about the stuff he's told me to do that I've done and it's worked. Seriously, dude is like the Rain Man of sexual positions. He did not want to hear about it, but I didn't stop talking about it.

Me and my friend's sister kept hooking up for about two months after that. She smoked a LOT of weed. I wasn't really into it, but when I'm dating or fucking someone who did, I used to try it. I finally told myself that I'd never smoke again after a month of me and her hooking up. I was blowing money hardcore on it, to smoke by myself and I realized once I skipped a month's rent to buy it, it was time to quit.

Two things about this girl. She was not a cuddler. She does not like to cuddle. During this sex session (after the pretense) and for the next two months, she cuddled twice. And this chick LOVES weed. She was usually blazed by the time I saw her. I am a cuddler. I crave affection. I'm a very romantic guy. And after I quit smoking weed, the writing was on the wall. She stopped mid blowjob one day and told me she was thinking about dating this other kid, that she wasn't really developing romantic feelings for me like she wanted to and that we didn't have too much in common. Of course she was right, but that pussy had me in a trance. She finished the blowjob and she left, and she never came back.

We are still sort of friends. She's dating this 23 year old loser with a joint hanging out of his mouth on Facebook. He lives with his mom in her basement still. I bought an X-Box off of her in September. I will probably write more about her, but this was our best encounter, so I thought I'd start with this and see how it's received.