My Boy

The Date and aftermath

⚠️ CAUTION ⚠️ (DING) I look at my phone to see a notification from Antonio. (Hey! You ready? I'm here.) (yes I'm ready on my way out right now.) I reply. I walk outside and see him holding the door open for me. I get in and he starts driving to a coffee shop near the dorms.

We get there and he lets me out. "After you." He says. "Thank you," I reply walking in the door. We sit down and order our food and coffee. We start talking and laughing for what felt like hours. I never wanted to stop. He was so sweet and kind. He sounded so comfortable and it made me overloaded with joy. He offers to take me to his house for a little while after. I agree and we start to leave, tipping the waitress. We get back into the car and he starts driving to his house. "I do live alone. I hope that doesn't bother you." He says, breaking the silence. "No that's fine." I say smiling. He unlocks his door and we walk in. We eventually decide to sit in his room and watch a movie. He lets me borrow his T-shirt and some shorts because my dress started feeling a little too much. I politely asked him if I could lay my head on his chest. By all means my intentions are not making him uncomfortable. He's sweet and I really like him. He lets me know that he doesn't mind cuddling or anything so I do what I asked. I could feel his heart beat raising and it gave me butterflies in my stomach. We end up looking at each other not breaking eye contact for a while until he gets really close to my face. "May I?" He says. I nod my head fast and we kiss. I felt sparks. It felt like lightning shot through my body yet I wasent in any pain at all. It was so passionate. It started getting heated and I felt our bodies getting closer and closer. "I know this might be too soon but please, Lily. I think I need you." His words made my face go as red as a tomato and I starred at him. He looked away in embarrassment. "We need to establish some things first, Andy." I sit up and straddle his clothed lap. I'm a switch. What are you?" "I-I'm a sub.."
This shocked me considering most men are Doms. "Okay. Do you mind if I-" he cuts me off with a quick shutter. "Let out everything on me Lilly. I don't care how much pain it is or how heated it gets all I know is that I want you. Ever since I layed my eyes on you at that party your all I could think about. Please I'm begging you Lilliana." He whines. "Are you sure you want this, Antonio?" I say. "Yes! Please Lilly!" I could feel hardness against my thigh and I look down. He was aroused already. I move down sitting on his legs as I rub an up and down motion on his crotch. I look up at him to see his lustful eyes staring at my hand. I stop and stand up. "Why did you stoppp?" He whines. "Do you really think your worthy of getting all the pleasure? On your knees baby." He looks shocked but he minds what I say. He gets on his knees infront of me while looking up so innocently. I take off my shorts slowly. Suddenly I feel him yank on my underwear. "Ah, ah, ahh. Impatient are we? Wait just a second baby boy." I slowly take off my underwear. I sit on the edge of the bed and let him eat me out. I could feel his tongue teasing every bit of flesh I have down there. I throw my head back rolling my eyes. I look down and find that he was starring up at me this whole time. His eyes were watery with tears. "Stop." I demand. He stopped and looked at me confused. "I want to save my cum for later. You'll see. Stand up." He stands up wobbly with neediness. "Aww is my baby needy? How needy are you?" "Please mommy it's starting to hurt. Please!" I scoff. " sit on the bed baby boy." He does what he's asked. I unzip his pants and take out his member. Jesus. I didn't expect it to be small but I didn't expect it to be huge either. I lick the tip and feel him shiver. I feel him grab my hair and shove my head down, making me gag. I rip his hand off my head and glare at him angrily. He's tearing up. Almost crying from the pain of not getting what he wants. Such a brat. "You brat. You know better than that." I start sucking and going as hard as I can. "Ahh..AHH...mommy I'm gonna cum! Ngh keep going mistress please!" I feel his hips bucking and just as he was about to his climax, I stopped. I feel his body go loose. "M-mommy?.. why did you stop? Please keep going! Please!" He begs. "Your a bad boy. You know better than controlling what mommy does." Just as I said that I begin to suck. Just as he was about to his climax again, I stopped all over again. I look up and there's tears streaming down his face. I push him more up on the bed. I straddle him and look into his tear filled eyes. "If you can't handle it, say red. If you need me to be more gentle, say yellow." I sternly say. "Yes ma'am." He replies. I aim his tip into my hole. Sitting all the way down on it. We both gasp not breaking eye contact. We both start bucking our hips and end up cumming together. Letting out huge moans and sighs in the mist of it all. I get off. "One more thing Lilly," he says "There's a bag in my closet with a strap. Can we do that too?" "Sure" I reply putting it on. "On all fours. NOW." I demand. He hands me lube and obeys me. I coat the pink silicone member with sticky lube and slide it in. "AHH!" He screams in unbearable pain and intimate pleasure. I wait and let him adjust before moving slowly. He grabs my thigh. "Bad boy. I say while grabbing rope that was laying on his desk. I tied him up and he was surprised. "I know my knots honey." I held his tied hands back while pounding into him. Eventually he finishes one more time and falls loosely on the bed. I undo the strap and lay next to him. After a minute I grab a warm towel and clean everything. I dress him because his body is too sore to do it himself. Poor baby. We both lay down and he cuddles my chest. "I love you." He says. I'm shocked because of how soon all of this was but I couldn't help but feel the same. "I love you too." I reply