Where it happened: Their hosues
Langauge: English
Sex: Female
Rating: 8
Category: Straight
Prior to what I’m about to tell you, I’ve been in plenty of sexual encounters before, only with girls too. If you count lesbian sex and tribbing, then I lost my virginity when I was like, 11. However, what I’m about to tell you about is my first time with a boy… Boys actually.
When I was 14 or so in the late summer of 2012, I went to my god sister’s birthday party. I had known their family for a very long time along with my god sister’s cousin, Mark. Since we were little, I’ve always though he was cute but since I hadn’t seen him in a while, it was a major shock. He was 13 and two grades below me. Anyway, when we were in the bounce house and everything, he would not stop flirting. He would jump around me and try to touch me as much as possible. When we were at the top of the slide he kissed my cheek. Later throughout the night, I think he got the notion that I was liking the attention he was giving me and I didn’t want him to stop. It was nearly midnight and we were sitting next to each other on the couch when the rest of the family was in bed. He asked me if I had ever kissed a boy and I told him I hadn’t. He offered to be my first. “Do you wanna kiss me?” he said. And I said yes, but I was too nervous and giggly to make the first move. He waited for me patiently. I finally leaned in and kissed him and wowwy. His lips were so incredibly soft and wet. After the first kiss, we started frenching a little bit and I seemed to be a natural at it. We had to stop though since my god mother got out of bed and was getting ready to take me home. So I we exchanged numbers and I left.
For the next few months or so, we were pretty much going out. We sent each other nudes all the time and we told each other “I love you”. Now I look back and realize how naive I was, because all he really wanted me for was sex. Anyway, his birthday was coming up in September and his family invited me to go to the party. Of course I was coming!
When I arrived at his house, I didn’t see him when I stepped through the door but within a few seconds he came down the staircase. I can remember how hot he was looking. He was wearing shorts and was buttoning up his orange shirt when he was half way down. He called me up and immediately turned back around and headed to his bedroom but I waited behind because I was so nervous. I sat on his couch with my iPod and he appeared by me so I asked him for the wifi password. He said if I came upstairs he would give it to me so I finally gave in and followed him into his parents room. When I sat down in front of the computer, out of no where he squeezed my boob. I gave a you-caught-me-off-guard-but-i-liked-it face. He left me alone for the next few minutes.
He eventually invited me into his bedroom where the other kids were and we were all hanging out in there, playing video games, talking and what not. Everyone including me went into his step-sister’s room so play truth or dare which I thought was kinda lame but I just followed along. I remember his step-sister asking him who he thought the prettiest girl in the room was and he said me. I saw it coming but I couldn’t help but blush.
Skipping all the normal birthday party stuff we did, we eventually got some alone time in his room when the other kids went outside to go play hide-and-go seek. I went to get something, but when I came back in the room, he was laying on his bed with his arms behind his head and eyes closed. I walked up to him and he opened his eyes. I asked him if I could get on the bed with him and he said yeah. I snuggled next to him and none of us wanted to make the first move, so I did. I got on top of him, straddling him and felt over his bulge. I asked him if I could take them off and he said sure. I undid his belt and slid down his shorts and underwear exposing his cock. Take note, I’ve never been in this type of situation before so I didn’t know what I was doing, I just did what I saw people in porn do.
I leaned down and put his cock in my mouth and attempted to give him a blow job. He sounded like he was enjoying it for about 2 seconds before he pushed my head off. He had foreskin, and I didn’t know what the hell to do so I felt really bad that I was hurting him. “Oh my god, I’m so sorry.” I kept apologizing but he reassured me that it was okay and even though I tried it again, he didn’t seem to like it. I kept thinking to myself, “Wow. You just ruined your first time with a boy. It sucks to have braces…” He had me get off of him and while I was laying on the bed he stood up and smiled at me. Let me tell you his smile is cute and hot at the same time. He had these faded freckles and amazing dimples and the prettiest eyes ever. Anyway, he took my hips and turned me so that my legs were hanging off the bed and he was in between. “Can I?” he said to me reaching for my pants button. I nodded and he shimmied my pants down to show my blue panties. He admired them for a moment and then got on his knees and I smiled. I was afraid for him to go down there because that place is so, private of course but I was so excited to see what it felt like. He carefully pulled down my panties and put his mouth up to my pussy. He started kissing it and licking it and practically fucking me with his tongue. It felt INCREDIBLE. I couldn’t control myself. I ran my hands through his curly hair while he was in there and the more excited I got, the more he used his tongue. I was so wet. After a good 3 minutes he got back up on his feet and started to take down his pants. I was so scared, I instantly tensed up. He got his dick out again and put one hand next to me so he could hover over me and used one hand to hold it to tease my clit. He then started adding more pressure and I turned my head to the side preparing for the pain, it wouldn’t go in though and I told him “I’m so scared I’m sorry.” And I lightly pushed him off. He told me again it was okay, and he was really comforting about it. He understood and I’m happy he didn’t try to push it in too hard. Right after that we heard footsteps coming up the stairs so we quickly put our pants back on and acted “casually” waiting for someone to come in through the door but no one came in.
After a little while when we were still alone in his room, he was sitting on his computer chair and I sat on top of him, straddling him again. We began making out and dry humping each other on the chair and he was rubbing my back and holding my hips. It once again, felt so good. He started getting up so I was gonna get off. But he was still holding me by the thighs and lifted me up onto him while he stood up. Sooooo hot. He was squeezing my ass and we were still making out and he eventually put me down. I pulled down my shirt for him and he gave me a big grin when he saw my tits. I’m around a 34 B btw. He started licking and sucking and playing with my boobs. I loved it when he flicked his tongue on my nipples and pinched them a little, too. While he was doing that I was feeling him up and down. We somehow ended up on the other side of the room and I voluntarily got down on my knees and pulled down his shorts. He was so hard. I can honestly say he was good 6 and a half inches. He and I were so in the moment, he didn’t seem as sensitive to pain this time so I went right away and sucked his cock. It was so warm in my mouth and prior to this, I thought people were over exaggerated when they said that dicks “pulsed” but I definitely believed in then. I felt it in my mouth and I even grabbed him but his ass and forced him into my mouth farther and farther. It was so good to hear him moan (and to this day, moaning is like the biggest turn on EVER). He felt bad and he wanted to pleasure me as much as I was him so I laid down on the floor and pulled my pants down and he leaned over, put his face in my pussy and did his thing. It felt even better this time since I wasn’t as nervous or tense. I ran my fingers through his hair again and this time I held his head still by holding it there with my thighs. He used his great making out skills on my pussy and I was dripping wet. He really hit the spot when he was sucking and licking my clit and I came. It was the most incredible feeling. Unfortunately, as soon as we stopped, his dad was coming up the stairs but we were able to get our clothes on in time.
After I left we couldn’t stop texting and talking about how good it felt and everything. It sucks because that December his mom saw that we had been sending nudes to each other and she told my mom. Is wasn’t as big a deal with my mom thank goodness but he got in a lot of trouble. Anyway, I have a boyfriend now, and no matter how much we do, there will always be a part of me longing for him.
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