He looked so beautiful to me that day. It was a hot Saturday afternoon on the final weekend before school was making its return, and all I could think about was finally going all the way with him. My friends told me that I’d know when I was ready to lose my virginity and they were right. However, they didn’t have to know that I was ready to lose it. They definitely weren’t going to know who my first was going to be because they had no idea he was already my boyfriend. I just hoped they wouldn’t notice anything different about me after the fact.
Kendrick Davis was one of the bad boys but he was never bad whenever he was at my house. My grandma wouldn’t have let him come over so much had she known about the things he got into with his homies. I’d lied to my friends about my relationship with Kendrick. I told them he was my cousin and we both had family members that lived over in the Little Haiti neighborhood. It was true that I had family in Little Haiti but Kendrick didn’t. Still, no one knew that he had been my boyfriend since tenth grade at Miami Northwestern Senior High.
“Walk me home, cuz,” I said to him as we stepped out of a corner store with some of our mutual friends.
“A’ight,” he said while looking into my eyes. He then turned and handed his friend a pack of Swisher Sweets he’d just stolen from the store. He did a special handshake with his friend and told him, “I’ll catch up with y’all niggas later.”
And with that, we were on our way to my grandma’s house. I’d been staying with my mama’s mom in the Liberty City neighborhood ever since I came out and my Haitian dad threw me out of the house. I made sure to check up on my little brothers and sisters whenever I could but I mostly stayed away because my dad told me he’d kill me if he ever caught me in his house again. I forgave him almost immediately because he’s still my dad and I knew he only said that stuff and made me leave because of cultural brainwashing. At the same time, I hated him.
“I wish you’d stop doing stuff like that,” I said to Kendrick as we walked to my grandma’s house.
“Stuff like what?” he asked.
“Kenny, don’t play with me. You know what I’m talking about.”
“I don’t care what it was! You keep it up and you’re gonna get locked up again. And this time they’re not gonna put you in a youth center. You’re old enough to get put in there with grown men.”
“If I get locked up then I get locked up. Damn, it’s not that big of a deal.”
I stopped walking and asked him, “I thought you were gonna try to finish this school year and graduate with me? Was that a lie?”
“You know I’ve never lied to you, Isaiah.”
“Say you promise that you’ll stay out of trouble and finish this school year.”
“Yo, why are you so fuckin’ serious right now? Shit, you was chill as fuck a lil’ while ago.”
“Kendrick Montrell Davis if you don’t…”
“I promise. Damn! Now can we go to your house?”
I rolled my eyes and continued walking alongside him. I hated how much trouble that boy stayed in. He was lucky to have gotten into alternative school to finish out the eleventh grade the previous school year after him and his friends got caught with switchblades in their backpacks. I had to beg our principal to drop the charges and I had to write countless letters to the school board to get Kendrick into the alternative school. Had I not been such a trustworthy and decent student, no one would have listened to me and Kendrick would have been in jail. I didn’t even want to think of where he’d be had I not kept up the lie that he and I were related. His mama was on drugs and didn’t care what happened to him and his dad was dead.
“Where’s your grandma?” he asked me as he cautiously stepped onto the porch.
“She’s out of town with her church,” I told him. “The choir is competing in a regional competition. She’ll be back tomorrow morning.”
“Cool. I didn’t wanna hear her go on about me not having a shirt.”
“Speaking of that, why the hell are you shirtless?”
“Because it’s hot as fuck out here. So, can we go inside where the AC is?”
I shook my head as I unlocked the door and entered the house with him. After closing it and locking it, he grabbed me and started kissing me. I placed my hands on his bare chest and kissed him back. When I started rubbing his left nipple, his dick grew hard in his jeans and poked my pierced navel. I giggle and reached down to grab it.
“You wanna suck on it?” he asked.
“Damn, why you teasin’ me, boo? You ain’t gave me head or nothin’ in like five days. I’ve been countin’ and I know for a fact that…”
“I want you to be my first.”
“Be your first?” He looked confused for a quick second before his eyes lit up and the biggest smile formed on his face. “Today? Right now?”
I laughed and said, “Yes.”
“But I don’t have any rubbers. Isaiah, you shoulda said somethin’ when we were at the store. I coulda took some while that old lady was distracted like I did with the Swisher Sweets.”
“Kenny, we don’t need condoms. It’s not like I can get pregnant.”
“Yeah, but I ain’t never done it without a rubber. I’m used to it. But you right, you can’t get pregnant like a girl can.”
“I ain’t never done this with another boy either. I don’t wanna hurt you, baby. I’m nervous now.” He dropped his head in embarrassment.
“Baby, you’re not gonna hurt me. I promise.” I placed my hand in his and told him, “I love you, Kendrick.”
He threw his arms around me and hugged me tightly as he declared in my ear, “I love you.”
After hugging and kissing in the living room for a while, I led him up the hall and into my room. We got completely naked together and then headed into my bathroom. I learned all about douching from my best friend Rico, so I knew what and what not to do when preparing for sex. I wanted Kendrick to not be in the bathroom during the process but he insisted on helping me with it. It wasn’t as messy as Rico told me it would be and Kendrick was extremely helpful and understanding. Afterwards, we took a long shower together and then helped each other put on lotion.
“Your body wash is too fruity,” he said to me as we went back into my room. “I smell like a female.”
“You smell better than you did earlier,” I joked while playfully hitting him. I then grabbed his soft dick and it started getting hard in my hand.
“Are you still sure about this?”
“Boy, I spent a chunk of my saved-up allowance on that Fleet stuff and that scented lubricant. I am ready.”
“Okay, so what you want me to do? How you wanna start?”
“First, I need you to relax, baby. I know it’s different than when you do it with girls but…”
“I haven’t done it with a girl since you started givin’ me hand jobs and suckin’ me last year. I’ve fucked a good bit of girls but I’ve only eaten pussy once and she told me I wasn’t doin’ it right. I wanna…eat you but I don’t wanna do it the wrong way.”
“Kenny, just be gentle with me the way you are when you rub on it or when you finger me whenever I give you hand jobs.”
“I know I need to chill but I can’t. I’ve been thinkin’ about this for a long time, bae. I don’t wanna fuck it up.”
“You won’t. Just do whatever you want to do and if I’m uncomfortable, I’ll tell you.”
“Okay.” He wrapped his arms around me and hugged me as his hard dick pressed against my stomach.
My own dick grew hard and when he felt it, he backed up and then made me sit down on my bed. He got down on his knees in front of me and without saying a word, began sucking my dick. Ever since we’d started doing sexual stuff, he’d never really done anything to me other than feeling on my ass or fingering me. I wasn’t expecting him to give me head and I definitely wasn’t expecting it to feel so good. My dick is nowhere near as big as his but it is long so whenever he sucked it deep, he gagged. Either he’d done it before or he’d been practicing because he was sucking me better than I usually sucked him. I placed my hand on the back of his head and guided his mouth.
“You make me feel so good, Kenny,” I told him while moaning.
He pulled his mouth off my dick briefly to tell me, “I wanna make you feel great, boo.”
The way he was sucking me and licking my balls showed me how dedicated he was to bringing me pleasure. He spent a lot of time sucking me and playing with my dick as if it was only the second—other than his own—he’d ever touched. He then stopped and made me move back further onto my bed. He climbed on and told me to lay on my back and pull my legs back. I took a few deep breaths and relaxed as he began kissing from my inner thighs down to my balls and then to the area between my balls and my asshole.
“Do you shave your bootyhole?” he asked with a laugh.
“No,” I answered with a giggle. “I use a little Nair.”
“Mmm, it looks so pretty.”
He gently touched my asshole with his index finger and I got goosebumps all over. He then put his nose to it and sniffed it before kissing it with his lips. When I felt his tongue licking on it and getting it wet, I felt this wave of pleasure come over me. My nipples got really hard and my dick stiffened. Each time he’d lick me and then suck on my ass, my dick would jump up and then slap down on my stomach. It was like an automatic reaction or something that I couldn’t control. And then he gently pushed his tongue inside of me and I felt like I was melting.
“Oh, Kendrick,” I moaned as I reached down to touch the top of his head. “Baby.”
“You taste so fuckin’ good,” he told me. “You better not ever give this good chocolate booty to another nigga. You hear me?”
“Say you promise you won’t give it up to nobody else.” He gripped my thighs and went back to kissing and licking on my ass.
I started shaking as I told him, “I promise I won’t, baby. Ooh, I promise, baby.”
I can’t even lie, he had me so horny and ready. He just looked so damn sexy while he was eating me. His upper arm and shoulder muscles would tighten and loosen each time he squeezed on my thighs, and the grunting noises he made combined with the wet sound of his tongue going in me just turned me on like nothing ever before. My friends all told me they hated the first time they had their asses licked but I was absolutely loving it.
“Mmm, I can do this all day,” he told me while sliding the tip of his thumb into me.
“I wanna suck you,” I told him.
He licked my ass for a little longer and massaged it with his thumb before coming up on his knees and grabbing his hard dick. I got on my hands and knees on the bed and let his dick enter my mouth. Unlike my dick, his was thick and long like a big sausage without any curves in it. The head of it wasn’t too big but I could tell it was going to be a challenge getting inside of me. I’d been sucking him for over a year but on that day, I needed to suck him better than I usually did. So, I gently grabbed his balls and sucked as much of his dick as I could. I gagged a few times but not so bad that I had to stop. My saliva covered his dick and began to roll down his balls and drip down onto the towel under us on my bed.
“Oh my God,” he moaned as placed a hand on the back of my head. “Is that your throat, baby? Ah, shit!”
I lightly tugged on his balls while sucking him nice and slow. He usually remained somewhat silent until he came whenever I sucked him, but that day he was moaning and shaking and making me stop every now and then so that he wouldn’t finish too fast. When I pulled his dick out of my mouth and saw how pretty and shiny it looked, I had to give it a kiss. He then bent forward and kissed my lips for a while. The way he looked into my eyes made a chill go up my spine. He’d never looked at me like that before.
“Baby, I wanna make love to you,” he said as he softly put his forehead to mine. “Are you ready?”
“I’m more than ready,” I answered as I laid back down and got comfortable on my pillow.
He got on top of me and kissed my lips again. He moved down to my neck and then my chest and then my navel. From there, he made his way back to my dick and sucked me again. He asked me to spread my legs again and he made his way back to my asshole, which he licked and fingered for a good while before reaching over to pick up the bottle of strawberry scented lubricant I’d bought from the store the day before. He put some on his dick and then put some around the outside of my asshole. After sitting the bottle back down, he slowly pushed his middle finger inside of me. A few minutes later, he started fingering me with both his index finger and middle finger. His fingers didn’t cause me any pain at all even though I was extremely tight. It wasn’t until he was trying to enter me with his dick that I had to stop him.
“Yes, a lot,” I said with a laugh. “Rico told me that I should try to ride first because it hurts less.”
“You want me to lay down then?”
He got from in between my legs and changed places with me. I climbed on top of him and reached under myself to position his dick under my ass. When I started coming down on it, I felt pain again but it wasn’t as bad as it was when he was in control. There were moments where I’d come down on his dick and it just felt completely wrong and hurt like hell. And then there were moments where I’d come down on him and it felt painful but slightly better, like I was releasing some built-up pressure in my ass onto his dick.
“Damn, you’re so tight,” he said to me. “That don’t hurt?”
“A little,” I replied. “I’m okay though.”
I went down further on his dick and the pain intensified but I could handle it. It helped that he was being completely still. After a good half-hour of me getting used to him inside me, he finally put his hands on my hips and pushed up into me. There was more pain but again, I could handle it. When he began pushing up into me deeper and deeper and a little faster, the pain became a little too much but I wanted him to feel good so I let him keep going. What happened next was crazy. He started shaking and moaning out loud and his eyes rolled back as he finally stopped pushing up into me. Instead, I started moving up and down on him again and he completely lost it.
“I’m gonna cum,” he told me. “You want me to pull it out?”
“No, cum inside me,” I told him as I lowered myself onto him and he wrapped his arms around me.
I continued slowly moving my ass up and down on his dick as he started to cum inside me. I’d never felt anything like that before in my life. It was like this warm stream of liquid was shooting inside me in these quick spurts that seemed to go on for a while. Each time I felt it shoot in me, his dick spasmed and my ass spasmed on his dick at the same time. He was jumping every few seconds and grunting like I was hurting him.
“I’m sorry, baby,” he managed to say through his grunts. “I thought I could last longer than that. I usually do with girls.”
“I don’t think I could’ve taken more,” I told him as I carefully climbed off of him. Some of his cum dripped from my ass and onto him as I hovered over his body.
He sat up and kissed my lips before telling me, “Lay back.”
I laid down again and he took my hard dick into his right hand and jacked me off while using his left hand to gently massage my sore asshole. It took a little while, but he made me have my first real orgasm. I grabbed onto him and shouted, “Kendrick!” I was surprised by how far my own cum shot from my dick. I’d never released that much nor shot that far before while masturbating by myself.
“Damn,” he said with a laugh. “You skeetin’ like crazy, baby.”
I kissed him again and then we cuddled and kissed for over an hour. After taking another shower together and getting dressed, he helped me clean up my room and we cuddled and listened to music until it turned dark. I wanted him to spend the night but he said he had to do some stuff with his friends. So, I kissed him goodnight and then went back into my room to think about everything. I couldn’t believe I was no longer a virgin. But I was glad I got to give it away to the one boy I knew deserved it. I couldn’t wait for the first day of school on Monday. I wondered if anyone would notice anything different about me from that summer.
[Disclaimer]: Pictures used do not reflect the sexuality or personality of people in the pictures. They only serve as visual examples of the characters.
