Tomboy trying to lose there virginity

I’m a just turned 18 high school senior not much of a looker I have always been a cubby sporty tomboy girl 5’5 155lbs not skinny not fat. I don’t wear makeup have a fair completion my black hair is always in a bun. I have thicker thighs round ass and 36 C cup hidden by a sports bra. Unfortunately for me being a tomboy I get along with guys my age I play 1st base on the boys baseball team but they just saw me as one of the guys. They were always asking me to hook them up with my more attractive friends. I didn’t mind much but I wanted to try having sex before I graduated high school. The opportunity presented it self not how I imagined…

I was taking out my trash from my room and saw my elderly neighbors oldest son sitting out on the curb next to my trash cans. I wrestled in my mind about talking to him but ultimately decided to see if he was ok. I tapped his shoulder and asked if he was ok. He was startled and look up at me almost dropping his bottle of whiskey “huh what?” I repeated myself “are you ok?” He took a deep sigh and answered “yeah. I’m sorry I just stepped out for some air. Do you live next door?” “ yes I live here with my dad and stepmom” he tells me that he is visiting form out of town about his father’s condition how hard it is on his family how he is happy to help but it’s rough. At this point I sit down next to him just to listen to him vent he hands me the bottle ask if I’d like to drink with him. I take the bottle and take a big swig. He continues to vent to me about everything as we pass the bottle back and forth. As he realizes he has been talking a lot about him self for a while I pass the bottle back he finally pauses and asks “hey you even old enough to drink this stuff ?” “I quickly answer vaguely “not quite but I won’t tell if you don’t “ with a shy smile we sit in silence for a bit until he asks“You going to school?” “Yes I’m in my last year” i reply I give a little shiver he finally realizes how long we have been sitting there in the cool October night “ how long have you lived here have you ever been inside my folks house before? He said earlier that he was staying in the garage converted into a bed room I was pretty sure that this was it my moment that maybe this man would a least fool around with me a little. So I tell him no I have never been in the house. He staggers up hold out his hand and asks “well you wanna take a look?” I take his hand and he leads me to the front door.

As we walk in to the house he flips on some lights I get a good look at him. Standing at about 5’10 foot broad with a small beer belly probably about 260 lbs. he is balding little longer the buzzed brown hair wrapped around the outside of his round head with sparse amount of small fuzzies on top. I would guess he’s 45-50. He tell me no one else is home his mother is at the hospital with his father. My stomach fills with butterflies at this statement. As he shows me the rooms I’m not super paying attention all I can think about was I was alone in this big house with a man probably 3 times my age. What could possibly and probably gonna happen. What will it be like? Will I be good? Will it hurt? I wonder what his cock would look like…And then he hands me the bottle and we are at the entrance to the garage guest room. I take a big swig as he leads me in. In the room there is a big queen bed that I can’t take my eyes off and can’t help but think this is where it’s gonna happen?

He step forward and turns around he is finally gonna get a look at me he looks me up and down and steps to me he breathes in loud and as he breathes out he tells me I’m beautiful and steps toward me. I can’t help but think that’s the whiskey talking. I look down at the ground shyly but right after his hand is on my chin lifting my face and pulling me into a kiss. His breath tastes of the whiskey but I kiss him back. He pulls me into him deepening the kiss his hands now on my hip and back. We continue to make out and now his hands are exploring my body and now are at the edge of my shirt he keeps telling me how beautiful and sexy I and this sends warm waves through my body as he lifts my shirt. I’m a little embarrassed that I’m just wearing a sports bra but he doesn’t seem to care. He now steps back and removes his shirt. He is so hairy with a mix of brown and white hair that follows down to his belly. He released my breast from there confinement my pink erect nipples exposed i look down again in embarrassment this time I can see is hard on in his swim trunks. I feel my self getting wet.

He notices me staring at his growing bulge “You see what you’re doing to me?” he asks as He gently leads me over to his bed. He leans his thighs on the edge of his bed. Not even thinking I instinctively kneel down and start undoing his shorts releasing his cock.it’s the first cock I have seen in person. It’s not quite fully hard so I lean forward and slip it my mouth. It’s so warm and pulsing in my mouth I can feel it growing harder the more I get in. He lets out a moaning grown. “Oh your mouth feels so good” he tells me and puts his hand gently on the back of my head giving it a little push of encouragement. I try to get as much of it in my throat as I can moving back and forth it grows to its full length. It’s about 6 inches in length but fills my mouth to capacity in girth.

It’s not long until he gets me up tells me to get on the bed and lay back. I diligently followed his orders. He moves to me and slips my nipple into his mouth while he fondles my other brest. He hummus and asks if I’m wet while his hand creeps down the front of my shorts and panties. I’m sopping his discovery of this makes him extremely excited as he starts to rubs my clit electric waves surge through my body. It feels so good to have someone else touching me I didn’t even hear his question so he repeated “You want me inside you baby? You want this dick in ur wet pussy?” I reply with a shy nod.

He sits up and grabs a pillow and tells me to put it under my ass tell me to spread my legs. He then positioned his cock head on my clit and tells me he doesn’t have a condom but if I’m ok with it he has had vasectomy and can’t get me pregnant he’s shooting blanks. I was nervous about doing it raw but here we were. I just wanted to know how it would feel to his cock inside me. My fingers felt good I bet his raw cock would be better. He asks again if it’s ok again all I do is nod yes. His smile was a little sinister and starts rubbing his head up and down my young slit. my legs shudder when he hits my clit. The sounds of the wetness of my pussy is fills the room while he rubs his soft head on me then he slaps cock in my clit “oh baby you’re so hot and wet for my cock hear it comes baby are u ready?”before I answer he puts his warm head at the entrance of my inexperienced opening and starts pushing forward. He get the head into my warm hole. It feels not painful I popped my own cherry a few years before but I does feel tight and a little sore. he lets out a moan “ oh baby you are so tight “ as he pushes a little more into me. Oh sooo warm and wet. I can feel every inch of his warm pulsating cock sliding in and out pushing a little more of his shaft every time he pushes back In never removing past the head until I feel his testicals resting on my ass.

He stops at this point. I open my eyes to see if something is wrong he reassures me “it’s ok baby I’m just savoring your sweet pussy.” His cock is so warm I feel it pulsing I could cum now if I wasn’t overwhelmed about the feeling of my first dick inside me. He starts pulling out my pussy tightens up as if to try and keep him inside me. He is almost all the way out until he slowly slides back in. He does this a few times until he has found a steady rhythm. I’m so wet even though he’s not using his full length his balls slightly stick to my ass. It feels so incredibly good as he quickens his pace and uses more of his shaft. All that can be heard is light slapping of his balls his occasionally telling me how good I feel letting out a groan.

He reaches down grabbing my ankles an hold my legs up and starts pumping strongly I feel like I’m gonna pee and my legs start to shake in his strong hands. The base of his belly feels like it’s smashing my clit. “Oh baby don’t hold back cum on my cock. Please cum on my cock. I still hold back I don’t want it to be over but in my attempt to hold back my pussy is clamping down on his thick pole. “Oh baby you’re squeezing me so hard you feel so good you want me to cum inside your little pussy?” Before I know it I beg him “ yes I want to feel you cum in me please give me your cum. He now is giving me long strong strokes balls slap my ass I can feel liquid pushing around his cock leeking out of me. Just when I think he’s going to cum in me he slow his pumps back to a slow strokes. Looks down at me as if to say not yet.

All of a sudden he pulls all the way out starts teasing me rubs my clit with his head. “please …put it back inside. I requested sheepishly He smiles “ yeah? you want this old man’s cock back inside your sweet cunt?”Before I can answer he slips back in. “This what you want? “All I can do is wince a little when he slams it. I’m getting fucked now. His quick pace hurts a little but I still let out little moans. Oh baby im gonna cum soon He pounds me with long strong thrusts. Slap… slap…slap…slap “ your pussy is gripping me so good I’m gonna fill it! then with two strong thrusts his warm liquid fills me. Ohhhhhhhh fuuuuck! He yells as I feel like I’m exploding a warm wave crashing through my body I feel my pulsating pussy around his shift. We stay like this until He softens and slips out. He rolls over and catches his breath. As I’m thinking about what I had just done my pussy feels a little sore but is in the back of my mind. I get up kiss him and tell him thanks but I’m going to go home to take a shower. as I gather my things and him his breath he says we will have to do this again sometime. I turn and look and him and tell him definitely. I head home hop in the shower I feel his hot load dripping out of me I reach down to feel it and start rubbing myself using his seed as my lubricant. I cum quick and think to myself how much I can’t wait for next time.