"Come on, let's just do it. It can't be that bad, people do it all the time," he always says to me.
I never really get turned on much anymore. After being in a relationship for a year and a half plus, it's hard to keep it spicy in bed. My boyfriend, Kyle, fantasizes about us doing anal constantly, he says it's his "fetish." I've always thought anal to be disgusting; how could it feel good to have something in my ass? We have sex about once or twice a week, but it's always per his request.
Recently, I've had my own fetish, showing off my body to strangers online. Being 5 foot tall, having blonde shoulder length hair, and crystal blue eyes; I've always been good at catching a man's attention. Not to mention I am a thin 110 lbs, and I carry most of my weight in my boobs and ass. Seeing their reaction to my body on their screen makes me so horny; something about being desired is one of my biggest turn-ons. I just love feeling naughty. Maybe that's secretly how all nineteen-year-olds feel.
***
I finish up putting on my mascara and look at myself in the mirror. "Damn," I think to myself. I'm wearing a revealing white tank top and a pair of pink cloth shorts that come just below my plump ass. I pulled my hair into a loose bun and pulled out my baby hairs to frame my face. A little jolt of excitement rushes through me as I turn to leave the bathroom. I jump on my bed and throw open my laptop, "here we go." I lay on my side and position the computer so only just under my chin is visible down to my thighs. I love to show off my curves, they look so good in my skimpy outfit.
After skipping a few strangers, I find the right one. His face drops when he looks up at his screen. I love it when they do that. We start to have a casual conversation, ignoring the elephant in the room. He looks to be in his early twenties, fit, and fairly attractive. He tells me more about himself and I can't stop staring at his shirtless chest.
Then finally, "You are so fucking sexy," the message pops up on my screen.
My heart skips a beat as I type my response, "Would you like to see more?" He smiles devilishly.
With built up confidence, I don't give him a chance to give me his obvious answer. I slip my thumb under the bottom of my shirt and slowly tease the fabric up, exposing my belly button ring. I watch his gaze as he notices my jewelry and I am pleased to find he is enjoying the show. Then all at once, I lift my shirt, exposing my cold nipples. At this point, he can't help but touch himself. I continue to show off my curves and eventually, I start to obey his orders to show what he needs. What can I say? I like to feel like a slut.
A short while later, he asks me one last favor, "Show me your asshole."
I pause. I'm not sure if I'm comfortable with that, but for some reason, I need for him to cum for me. I turn around and push my ass towards my webcam, swaying it back and forth. That was it. His video goes black and my computer notifies, "Call Ended." You're welcome.
***
I lay staring at the ceiling. I needed sex, but I couldn't have what I really craved. Why was thinking of anal making me so horny? Without realizing, I started slowly rubbing my inner thigh. Then suddenly Kyle comes home from work, and I hear him call my name. Panicked, I exited out of all of my tabs and closed my computer.
I pulled the blanket over me and put on my act. "Hey, baby!" I yelled as he walked into the room.
We continued to talk for a while, but I couldn't shake this feeling. I needed to be fucked, tonight. I really wanted to experiment but, no... I couldn't. I try to put negative thoughts into my head, "Its nasty," and "You'll regret it after." But it only works for so long. We're only halfway into our movie and my thoughts return due to a very arousing sex scene. Then I give in completely, and say without thinking, "Let's just do it."
"What?" Kyle says confused after a long pause.
Why did I say that? Now I have to do it! Shit. "I don't know, I've just been thinking.." I whisper, unknowingly.
"About what?"
How do I put this? "I want to do anal," I say quietly and stare at him.
"Shut up, that's not funny," he rolls his eyes and directs his focus back to the movie. Taken back by his response, I look down. I have told him for the entirety of our relationship that I would never do anal and I would get in a bad mood any time he brought it up, which was often.
"I really want to, I've been thinking about it a lot recently, and if you want to then I am willing to try," I lie, this is for me.
He stares at me for a long while. But after confirming my seriousness, he starts to get excited. "Well, we don't have any lube." Shit. I didn't think of that.
"I have coconut oil for my hair, would that work?" I hoped.
"Yeah, that would work!" He said, unconvinced. Obviously, he didn't mind though.
***
It started out as normal sex, but we had some more fire in us than usual, ready for what was in store. At this point, he was fucking me doggy style, hard, as I like it. Then, when I was not expecting it, he sank his thumb into my ass. The feeling of his finger, while he was fucking me, was amazing. He teased my asshole for a few minutes until he had an amazing idea. "Let's get the face brush," he smirked. We recently bought a vibrating brush for washing your face, it was about 4 inches long and wide in the middle, and we had used it occasionally to spice things up. He ran to the bathroom and came back with the brush attachment taken off. He repositioned himself behind me and turned on the at-home vibrator. He then touched it against my asshole, and I couldn't help but jump. I was so sensitive. He swirled the tip around my tight hole until I couldn't take it anymore. I needed it inside me.
"Please baby," I begged.
Kyle moaned and did as I asked. He lathered the vibrator in oil and pushed his dick into my pussy in one stroke.
"Fuuuck Kyle, oh my God." I gasped and moaned.
Then he slowly pushed the vibrator into my ass and I felt it constrict against the foreign object. As he started moving the vibrator in and out of my tight ass, I could tell his cock was going to hurt. I asked him to go slow, and I all of a sudden felt a rush of ecstasy. I had never felt this full. His cock filled up my pussy and he moved the vibrator rhythmically with his deep thrusts. I started rubbing my clit and I couldn't hold on for very long after that. I felt my body go numb and all at once I felt myself come with each wave of pleasure getting stronger. Kyle didn't slow down, watching me squirm almost sent him over the edge. But, he needed to have his dick in my sweet asshole, so he stopped before he ruined his chances.
His hands were all over my body and he couldn't seem to get close enough to me. He wanted me so bad, and I loved it. His tongue flicked over my nipples and he kissed down my naval. His mouth went to work on my clit, but it wasn't what I needed. "I want you to fuck my tight ass baby, please," I said, aching.
"You're fucking perfect," He looked down at me and kissed me gently on the lips. "I'm going to finger you while I fuck your little ass."
I moaned and stuck my ass out further for him. At this point, I was still nervous, but I wanted it too badly to stop. He put the head of his cock against my opening and teased me more. Finally, he grabbed the coconut oil and started rubbing his cock. "I can't believe I'm about to fuck your ass," he smiled.
He put the head of his dick in slowly and rested it there for a while so I could adjust. I could feel him stretching out my asshole and it hurt me. To ease my pain, he used two fingers and started fingering my pussy. It was a lot to take at first, but I couldn't help notice the pain going away. Then the pain was replaced with complete pleasure, and I order him to add another finger. He rolled his eyes and moaned at the idea and did as I asked. Then he started working his cock back and forth in my ass. I cried out in pain as he went deeper, so he slowed down and we slowly let my asshole stretch to fit his huge member. His fingers were still working in my pussy which was making me squirm and moan, "I'm going cum again, soon. "
After only a few minutes he was again pounding my tight ass. His hands were gripping my hips as he's pulled them onto his cock with each thrust. I couldn't believe I was doing anal, and I loved it. Kyle pulled out and flipped me over in one swift movement. I looked up and saw the fire in his eyes. He positioned himself between my legs, and I lift them for easier access. He slipped his cock into my pussy and cupped my shoulders in his hands. Then he started fucking me wildly while I cussed uncontrollably. I felt it again, the tingles crept up my legs and I screamed his name as I came. He moved from my pussy to my ass again and fucked me until my orgasm subsided.
"Fuck baby I'm gonna fucking come." He panted between breaths. After a few hard thrusts, I felt his cock twitch in my ass and a warm load shot inside me. He fell on the bed and sighed in disbelief.
"So when are we going to do that again?"
