[M24/F18] Had sex with my best friends little sister. | 2016

Okay, about a week ago I posted in /r/advice and /r/casualconversation about how I was caught checking out my friends little sister. Let's call her Jessica and my best friend Ben cause I am not posting their real names, even though I am on a throwaway. I got some good advice from some dope redditors and I made my decision.

So a TL;DR up to this point is that Jess caught me checking her out after a shower, called me out on it and told me I should've made a move and followed her into her bedroom.

So my mind was racing, I messaged her here and there throughout this week, three times in total. Nothing crazy, just things like, "you gonna be home this weekend?" I call her place home cause I am there pretty much every weekend. This was on Tuesday.

She said, "ya."

One word. I said, "oh, cool, I'll probably see you around."

"K."

WTF. I was getting one worded by an 18 year old girl! I felt so stupid and little. So I just said, "KAyyyyyyyyyyy" and that got an angry face back from her.

Anyways fast forward to Thursday of that week and Ben and I are working out. He is new to the gym and not exactly the strongest guy so I have been showing him the ropes. This may be a good time to describe what I look like.

Myself I am 6'3" and have a big frame at about 250 pounds. I've got a lot of muscle on me, but not like a physique model or bodybuilder. More like a powerlifters body, so big chest and there is an outline of my abs. Not to sound like a douche, but think of the Mountain from GoT, just less body fat and definitely not as much muscle. That dude is jacked, but that's another topic.

So we get back to his house and lo and behold, the parents are home, his dads friend is there and of course, small and petite little Jessica is too.

Small and petite at 5'1", with a very well defined ass and calves, mid sized c cups, shoulder blade length chestnut brown hair and her beautiful blue eyes surrounded by her slightly freckled cheeks. She is the epitome of cute and petite. If she was an animal she would be a chipmunk, that is how cute I would describe her.

So I say hi to everyone and I am feeling good. I hit a squat PR and I am showing it. We are all having a good time and I go to grab some stuff I left in the basement. Which happens to be adjacent from her room.

As I go down there I hear footsteps coming down the stairs into the basement and I figure it's my bro so I call out asking where I left my phone charger. But it isn't Ben. It's Jessica. I turned around and said that I thought you were Ben and she gives me this awkward, nervous and kinda scared look. She doesn't say anything and tries to rush past me.

I know that she is not necessarily uncomfortable with the situation at hand, but definitely nervous. 1000% nervous. So I kinda stuck my hand out, not touching her saying, "hey, you don't need to feel weird or nervous about last Saturday. If anything I am the one who should feel like that." She kinda just said, "yeah... I guess." I put my hand on her arm and rubbed it and said, "alright?" She smiled and I asked her if she had seen my charger and she said she had it in her room.

"Oh, okay."

"Come get it."

She was inviting me into her room. I didn't need anyone to tell me twice, but I knew nothing was gonna happen tonight, so I followed her in and she gave me the charger. Then she asked how much I lifted today and asked about the gym. Told her 365 for my PR and she then said, "I like how strong you are." I said, "oh you have no idea!" Being the cocky bastard I am.

"Show me."

GAME ON. I walked up to her and got my hands between her arms and her sides and lightly tickled up and down her sides. Then I slide my hands down her sides and onto the back of her legs. I just lifted her straight up in the air and then above my head. Bringing her back down I kissed her stomach just above her waistline, her chest about her breasts, and finally a quick peck on the lips, with a little feel of her ass.

She was taken aback but she was breathing heavier and all she could say was, "...wow..."

I kissed her again. She isn't an innocent girl, but she is a virgin for going all the way (later confirmed it). I could tell because she didn't have the best rhythm kissing and she didn't know what to do with her hands. I kissed her for about 30 seconds and I was rock hard. Now I didn't wanna just go super fast and press my throbbing member against her, so I left it at that and said, "see you upstairs." Gave her a little peck on the forehead and went upstairs. Flexing the entire way obviously to kill my raging hard on.

So Thursday passes and then Friday comes. Last night. Ben and his cousins are going to a concert that night and are staying downtown in the city. As much as I love Ben, that dude and I do not agree on musical tastes, asides from a few songs here and there. I wasn't gonna go out. My plan was, gym, groceries, dinner and then see what was going on that night, or just go home and relax. It has been crazy hot this week, so relaxing didn't sound like a bad idea.

Then she texted me.

"Hey, are you doing anything tonight?"

I knew what I was doing that night.

"No, I don't have any concrete plans, just gonna go to the gym then head home and see what's going on from there. Hbu :)?"

"I don't either... and I wanna see you again."

I couldn't exactly just go over there and take her out because as far as her parents were concerned, we were just friendly towards each other and I liked her as a friend. About a week ago, that' what I thought too, but I knew there was something more than that involved. So I told her, I absolutely would want to see you tonight, but you need to find a way out of the house.

As it turns out the mom and dad were making a fire pit, but needed a hole dug. The dad was doing it but he was pretty tired and he is an older fella who has had it rough. So she suggested I come over and do it and he said to her, get him here and I will buy him a case of beer.

"She told me that I would legit have to dig a hole, but she had a plan for going out that night." I asked her what and she said she wanted to hang out. So she was going to get dressed in a nice little summer dress and say she was going to a friends house, but I would just give her a ride so the parents could relax.

We did exactly that.

I dug the damn hole and she came out wearing this cute grey top, and a skirt exposing her midriff, a long skirt, but damn she was looking super fine. She told her parents that she will update them as the night goes on and with that we were off.

As we were driving home I commented on how good she looks and she kinda blushed. We talked about Thursday and I learned that she has had a crush on me for quite a while and that she likes the way I treat her. I told her that I have been attracted to her and that Thursday was something I wanted to happen for a while.

Anyways we kept talking and I found out she has never gone all the way, she has given head, never received it but has been fingered. After finding that out I knew I was gonna take her that night. But I figured that this rather shy and sheltered girl should be taken care of. So I took her to a restaurant for dinner and then out to a mountain lookout. There things started getting a little more taboo.

I pressed up against and got hard against her ass. I started grinding my hips into her and she responded in kind. I started to rub my hands around her hips, pushing her into me. She let out a little sigh, but I could see that her eyes were closed. So I turned her around and started kissing her. Slowly at first, light tongue, running my hands alongside her face, stroking the small of her back. I could her heartbeat at this point, but I knew what to do next.

I took her and placed her on the hood of my car, and started kissing her there, a little more aggressively, but not too much. Then she started to push a bit, so I responded by pressing throbbing cock up against her split legs. She audibly gasped and moaned and instantly started to get aggressive. She was developing rhythm, which was good, so I let my hand drop between her legs. She whispered, "yes baby. do it." I started to rub her clit over her panties and she was so wet. She started grinding into me and I decided right then and there, she was gonna cum. She wouldn't have a choice, I was gonna make her cum. Once she was done, it would be back to my apartment. So I laid her on my good up against the windshield and started lovebiting her neck, while I was fingering her. She was getting pretty loud at this point. We were all alone and nobody was gonna drive past us, so I told her, "cum for me baby, I want to feel your body cum."

She tensed up so hard and just buried her face into my neck, almost tearing my back with how hard she grabbed me. Good gawd, I was so fucking hard. I picked her up and told her we are going back to my place.

I would like to think that this was her first orgasm, but that would be kind of a unrealistic fantasy, so I just took it as, that she hasn't had a man do that to her before. I didn't mind not getting finished off because I wanted to save my load for her.

So we get back to my apartment and she tells me to hold on. She goes into my room and closes the door. I figured she was either cleaning herself up for whatever reason, or she was changing into something sexy. So I decided to get down to my boxers and a tank I had laying around.

She comes out in half girl boxers (like half way down her round ass), and a crop top. WTF, I didn't even know she had those with her. She looks at me and asked if I liked it. I didn't even need to answer. My throbbing cock did that for me. I was wearing these Calvin Klein cotton boxers, so you could see my cock pulsing, trying to get out of those boxers and into her.

Then she said 4 words that drove me nuts. "We have all night."

She told her parents she wouldn't be coming home and that she was at a friends house.

I ripped her off the floor and we started going at it. Lots of passion, lots of grinding. She was wet through her underwear and it was making mine wet. I remembered that this beautiful girl hadn't been eaten out before, and I love to do it. I didn't care if she sucked me off, I wanted to eat her out.

So I took her and placed her on her back. She tried to get up but I told her to lay down, I was taking care of her. I slid off her underwear and started rubbing her pussy. I started kissing her and I slid a finger in and she started clenching against my back again. I began that all too familiar descent down her body. I kissed every part of her body and made my way to her legs. It took about 3 minutes but I finally plunged my tongue into her sweet pussy. She responded very vocally. It wasn't long before those hips were grinding against my face and her hands were pushing my head into her. The way I like to eat is with strong long licks, all the from the back to the clit, about 1 every 2 seconds or so. Her legs were over my shoulders and clenching my head. I didn't let her cum. I was gonna do that with cock. You can imagine how sexually frustrated she became when I pulled away, lightly teasing her pussy.

Then I entered her. Slowly at first, and oh my god, her pussy is literally gold. She was so tight and wet so it took a little bit to enter her. But when I did it literally was the tightest and wettest pussy I've been in. I wanna say I pumped her for an hour, but I barely lasted 15 minutes. I started soft in missionary, having her wrap her legs around me as I she bucked her hips and I shallow fucked her. Then I pulled her on top and showed her how to ride. Not necessarily bounce, but to grind her hips into me. She did this and good god she got off. She came. HARD. She fell over but I caught her. I let her recuperate for maybe all of a minute. I grabbed her and flipped her over. I fucked her doggystyle pretty hard and she liked it.

I felt like I was about to cum any second then, so I put her on her back and grabbed the sides of her head and told her, "I am going to cum all over your body." She only moaned in response. I moved my hands around the back and sides of her neck and started fucking her as deep and... strongly? It wasn't a hard fuck, but long, deep, slow strokes with a big push at the end. Eventually I picked up speed. I was gonna cum. When I did, she came too. My cock exploded. I hit the headboard, literally. I got some on her face. I got some on her tits, but mostly covered her neck in my cum.

I quickly grabbed a towel and cleaned her, and we just spooned and fell asleep after a while. We didn't say anything till this morning. I wokeup and she was still asleep, so I ate her out to wake her up. She reciprocated the favour, and I guided her lips over my cock, again and again. She didn't care that I came on her tits again, because she took a shower.

I dropped her 2 hours ago and she told me very quickly that she was really glad I was her first real time. I told her that I was glad to completely take her virginity. I don't know where this will go from here, but I suspect I am going to be seeing her again. I don't wanna one night stand this girl at all. I think I am going to be fucking that sweet golden pussy again.