A night with my best friend’s sister [mf]

My best friend John and I grew up together. We were best friends since about the age of three or four. Our dad’s are best friends, our families went on vacation together often. If our parents went out of town my sister and I would stay with his family and he and his sisters with us if his parents travelled.

John had two older sisters, Beth that is six years older than me and Christine who is five years older than me. Both girls are pretty, and smart and kind but Christine was a goddess. She was one of the most popular girls in school and was a cheerleader, and played volleyball and ran track all through junior high and high school.

The girls used to babysit for us if our parents went out. I always preferred Christine to Beth. There was something special about her. As I got older and into girls, I figured out what it was. She basically became my favorite masturbation fantasy. Christine is about six inches shorter than me, I’m six feet tall, has dirty blonde/light brown hair, big brown eyes, full pouty lips, perfect little breasts, and a beautiful full round firm ass.

Fast forward to between my freshman and sophomore year in college and I was 19. Another family friend’s daughter was getting married. The wedding and reception was being held in a town 30 minutes away because it was bigger and had a suitable venue in a hotel where people could get rooms for the night and it was closer to an airport for out of town guests.

I hadn’t seen Christine for a couple of years after she had graduated from college and moved away. When I saw her at the wedding she looked even more beautiful than I remembered. She looked, to me, like a princess all made up and in a sexy but elegant dress. She came alone as she’d broken up with her boyfriend two months before. The wedding was fine but the reception was great. (Isn’t that always the case?) Christine spent some time at the beginning talking with family and friends she had not seen since she moved away then after dinner she hung out with John and me, dancing,drinking, singing and being fun and tipsy silly. It was great, really.

Towards the end of the evening, the DJ played a slow song and Christine grabbed my hand and said to come dance with her. How could I say no? It didn’t take long to feeling her incredible body against me before my dick was hard as steel abd pressing against her Embarrassed I moved back slightly so my hard on wouldn’t be pushing into her. She looked up at me and moved back against me then rested her head in me for the rest of the song. I was in heaven.

After the song, things carried on as before. At the end of the evening as the party broken up Christine asked what I was going to do. I told her since I couldn’t get I to the hotel bar with the others I was probably going back to my room. She said why don’t I come to her room. We can have a few drinks and talk there. Sounds great I told her and she gave me her room number. She went to talk to some people and for a few minutes and left.

I left shortly after too and went to my room, used the bathroom and looked forward to hanging out with her for a while as I made my way to her room. I knocked softly, almost shyly, and she opened the door and let me in. After closing it she said hi and was happy we could hang out. Then pulled my head down to hers and gave me the most passionate wonderful kiss I’d ever experienced. She broke the kiss and looked at me and said, we don’t have to do this if you think you don’t want to and it will be weird or something. I told her I did want to and pulled her close and kissed her again.

We made out as she guided me to the bed sitting me down on it. She looked up at me and smiled as she undid my pants and pulled my shoes and pants off kneeling between my legs. All I could think was I am going to get a blow job from a princess. She still looked so beautiful from the wedding.

I was already hard enough to break rocks with my cock when she started giving me the best head I’d ever had. Licking and sucking the head, tonguing my peehole and licking my balls before taking me all the way into her mouth and sucking me and using her hand on me. She stopped and looked at me and said Oh my God, Brian your cock is THICK! I said I that that ok and she said YES! Now I’m only a little over six inches long but my dick is FAT. Christine went back to sucking me and she was good at it. I probably only lasted five minutes before I felt the urge to squirt. I told her I was going to cum expecting her to pull off because I’d never had a girl let me cum in her mouth before. She just moaned and moved her mouth up to my big mushroom head and started stroking me as she sucked the head. I started squirting and she kept going. When I cum I squirt A LOT! Think porn movie cum shots. Christine was able to keep most of it in her mouth and swallow it. What leaked out on to her chin she wiped on the bedspread. After swallowing my huge load she took my hands and stood me up kissing me deeply letting me taste my cum on her tongue.

She then looked at me and said it was her turn. Telling me to finish undressing as she unzipped her dress and let it fall to the floor. Standing there in her bra and panties as she let her hair down she looked beautiful and sexy like when I used to stare at her in her bikini all the time, but better.

She undid her bra exposing her fantastic little perky round breasts and dusky brown little nipples. We started kissing again, my hands all over her tits. I started kissing and sucking them while she took her panties off. She brought my hand down to her pussy. It was smooth. This surprised me as shaving wasn’t nearly as popular then as it is now and I’d never seen a shaved pussy in person. Feeling the smooth slickness turned me on incredibly. We moved back to the bed. She layed down with her legs open and up a little and pushed my face down. I started licking and kissing her smooth firm thighs working my way towards my dream girl’s pussy. When I got close I inhaled deeply taking in her scent. She smelled STRONG, very strong, a little stinky even but to me it was the best pussy I’d ever smelled.

I started licking and kissing her labia, sucking her clit dipping my tongue into her tunnel to taste every bit of her. She opened her legs more and pulled them up and said eat my ass out Brian. I’d never done it before but I didn’t hesitate. Her sexy little brown butthole smelled and tasted like, well ass, and I fucking loved it. I licked kissed and tongue fucked Christine’s asshole before going back to her pussy and eating her until she orgasmed.

I moved up and wrapped her in my arms. We kissed and cuddled and explored each other’s bodies with our hands. After a short while she asked Brian will you fuck me? Yes!! Of course I would. I told her I didn’t have a condom. She said it was ok because she was on the pill. She asked if I’d ever had sex without a condom. I told her no. She said I’d love it. It was amazing. It was/is.

Kissing I moved between her thighs, she took my thick cock in her hand and lined me up to her slick bare pussy and guided me into her. She moaned LOUD! I stopped and asked if she was ok. She said better than ok she’d never had a cock this thick in her before. I kept pushing slowly in feeling her hot, tight, sticky wet pussy give way to me until I was in all the way.

I held it there before we started making slow sweet love while we made out. After a few minutes she told me to fuck the shit out of her. I lifted and spread her legs and started pumping her hard and fast with my fat dick. My balls, wet from her pussy, bumping against her slick ass. Looking down I noticed “pussy cream” all over my dick as I watched it going in and out. That as new and very hot to me.

I alternated between slow and then fast making her beautiful little tits bounce while we fucked. Slowing to allow me to try and keep control. I couldn’t control it anymore and told Christine I was going to cum soon. Do it baby, she told me. I want your cum so bad!

I fucked her hard and fast a few more strokes before burying my dick deep as I could and let it throb and pulse, shooting a giant load of hot, sticky cum inside her as we kissed both of us moaning. I stayed inside her as we kissed and softly touched each other until my cock slipped out.

She had move so she could adjust herself and look at her pussy in the mirror. Whoa! She said. What I asked? She said she’d never seen it so stretched out looking with so much cum leaking out then giggled. We cuddled more and kissed and talked. I told her I loved her and always had. She said she knew that and she cared for me like a brother but obviously more than that.

We stayed together all night, and fucked with her on top regular and reverse cowgirl and me behind her so I could see and play with her perfect phat ass and sexy little brown asshole. We did more oral and 69. She made me love eating ass. I left late in the night/early in the morning so she could get ready to go to the airport.

I didn’t see her again for ten years. She moved further away got married and divorced to military officer that cheated on her repeatedly (idiot). Married and divorced again to a guy that was emotionally abusive to her (asshole) and finally met a guy and had a kid.

When I did see her again we got together for lunch. Talked and laughed and caught up. Neither of us mentioning the most fantastic night of my life. When we were leaving I was hard as we hugged. She didn’t pull away again kissed me on the cheek. I haven’t seen her since.

I changed our names in the story. Obviously, we talked a lot that night and I can’t remember verbatim everything we said. The things I included I do remember vividly and have used it when I masturbate many many times since then like calling me baby and telling me she wanted my cum. I hope you enjoyed my sharing of the hottest sex I’ve ever had. I don’t know if anyone has questions but if you want to DM me I’d be happy to answer them. I’ve never shared this before but it is hot to think about talking about it with others.

Source: reddit.com/r/gonewildstories/comments/8pqbns/a_night_with_my_best_friends_sister_mf