Ashleigh's First date

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Ashleigh's first date experience.
1.9k words
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Part 1 of the 3 part series

Updated 06/08/2023
Created 11/14/2017
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The date has been going quite well so far, Chris picked me up at 7 and we headed to the restaurant. I think I caught him a few times checking out my legs. I think they look incredibly good in my dress, thin long and well toned. We both ordered and while we were waiting for our food we chatted about life in general and there has been some footsy, hand holding, laughing and some sexual innuendo. After dinner we left the restaurant and Chris held my hand as we walked back to the car, once we were under way I caught him looking at my legs again.

"They look so soft" he said.

"They are" I replied and took his right hand off the wheel and placed it on my thigh.

Chris started to squeeze my thigh and to move his hand up and down my leg as he drove us back to his place. He slowly over time moved his hand higher and higher as it pushed up my skirt to expose more thigh, eventually he is able to run his hand over my panties. Once he hit the panties he ran his hand over my crotch, he finds the magic spot and slowly circles the head of my cock with a finger sending chills through my body. I looked up wantingly at Chris as he drove, feeling his finger rubbing my ever so wet dick.

When we arrive at his apartment complex Chris parks I lean over bracing myself on the console and kiss him squarely on the lips, he allows my tongue to enter his mouth and kisses me back. We hold the kiss for several minutes and then I sit back down.

"Do you want to come up?" he asks.

"I would love to" I reply.

We get out of the car and I straighten out my skirt, pulling it back down over my thighs and we head up to his apartment. I can feel his hand on my back and then ass as we walk into the building, he squeezes my cheek with his very large hands. As we enter the elevator and I back into him I realize that even in my high heels I barely reach his chest, he seems to be at least a foot taller than me. We exit the elevator and head down the hall.

When we reach his floor and exit the elevator he says "I am in the last room on the left." We walk down the hall towards his apartment holding hands.

He opens the door and we enter the apartment, which is surprisingly well kept for a college kid from my experiences.

"Do you want something to drink?" he asks "I have some wine if you would like some."

"That sounds good" I reply as I walk over and sit down on the couch.

He is in the kitchen which is behind the couch so I turn around to watch him as he pours two glasses of wine, I then turn further and kneel on the couch with my arms rested on the back. He walks over to hand me the glass, I cannot help but see that his crotch is about head high as I take the glass. I can only imagine what lies inside his pants, and I hope to be able to play with it.

"Come around here and have a seat" I say.

Chris walks around the couch to sit down and I turn to snuggle up to him, we sit together on the couch and sip our wine. We discuss little things about ourselves, continuing the small talk from dinner. I lean forward to set my glass on the coffee table, making sure to lift my ass off the couch so he can see it and I then feel his hand as he slips his hand up my skirt and squeezes my cheek. I turn to give him a look and he has a big smile on his face.

"It is what you wanted isn't it?" he asks.

"Yes, I had hoped you would find me attractive and make a move" I reply.

I can see him reaching into his pants pocked, I am thinking he is adjusting his cock but he asks "Do you mind if I film this?"

I have to think about the question as nobody has ever asked to film us together, but they apparently have done so without my knowledge. I am also a bit taken aback that he would think we are going to be doing something worth filming, but I am so horny that I agree he can film our encounter.

He starts the camera on his phone and sets it to the side in a little phone holder so that the camera is on us, I can see him on the couch through the phone screen.

I return to the couch and place myself down in his lap, legs together leaning around and wrapping my arm around his neck. We begin to kiss again and his arm reaches around me and starts to explore my ass. After a few minutes he slowly uses the other hand to rub across my chest, over my blouse and bra, I can feel his hand as it brushes across my now hard nipples, it feels so good. After a few minutes of cuddling I can feel his member as it moves and hardens beneath me, it is starting to stir so I feel like he is enjoying the foreplay. He uses his hand to unbutton my blouse and before he can undo the last one I lean back and undo it then pull the blouse out of my skirt and take it off throwing it beyond the couch behind him. He then uses his hand to play with my nipples, under my bra. I can now feel that his cock is at full attention and so I reach down and begin to squeeze it through his pants, stroking along the outline of his dick. Eventually I slide off his lap down between his legs, looking up into his eyes I reach up and begin to unbutton and unzip his pants. I slide his pants down as he lifts his ass off the couch to make it easier to pull them down around his ankles and then off. His member is at full attention, causing a tent to form in his underwear. I look up at his big brown eyes, bite my lip and grasp his boxers and slowly pull them down exposing his rather large cock.

He reaches over and takes the phone off the holder so that he can get a better shot of his crotch area.

I take his boxers off and toss them onto the couch with my blouse, I then reach up and encircle the base of his cock with my hand. Slowly I stroke up and down his dick, allowing my fingers to rub across the tip of his very wet cock. His pre-cum is helping to lubricate my hand as I stroke up and down until his cock is full, and it is a very big, long and thick cock. I then lean in and kiss the tip covering my lips with his sweet and salty juices . I slowly encircle the head of his cock with my lips, pressing down and allowing it to part my lips and enter my mouth. My lips can feel all of the contours, muscles and vanes as I lower myself onto his dick, the head guided by my tongue along the roof of my mouth. I begin to bob up and down his cock as it presses against the entrance to my throat, I relax the muscles and allow it to enter, with a few gags at first I begin to get over the reflex and allow it to press into my throat further and further each time I lower myself. To my surprise I get to the point where my nose is pressing into his abdomen, his balls pressed against my chin. With the gag reflex suppressed and throat relaxed I am able to completely pull his cock out of my throat and then allow it to re-enter all the way back in feeling my throat stretch to accept it again and again it enters withdraws and enters again. After a few minutes of deep-throating his cock I am lured by the musk smell of his balls so I pull back and let his cock pop out of my mouth and take his sack into my mouth and take time to suck each ball, sucking and pulling them with my mouth until the pop free. Back and forth between his huge balls, sucking the sack while continuing to stroke his cock with my hand.

I again raise myself up to take the head of his cock into my mouth, using my tongue to lick around the rim using his cock to make love to my mouth. I can feel him start to become more erratic in his motion, which from my experience usually means he is close to cumming but I hope not it has not been long enough and I still want him to penetrate me. I look up at him with his cock in my mouth and can see his has his eyes closed head raised to the ceiling.

"Don't stop" he says "I am going to cum!"

I leave the head of his cock in my mouth and continue to move my lips up and down the shaft as the head slides around my mouth. His hand on my head helping to guide me as he fucks my mouth. I can feel his his dick begin to contract as he groans, thrusts his cock deeper and then shoot load after load of warm cum into my mouth. As he is cumming I reach up my own skirt and into my panties to play with my little wet dick, quickly trying to satisfy myself. He continues to ejaculate in my mouth each squirt slamming into the roof of my mouth and I try to take it all in but I have never taken this much cum and it begins to leak from my mouth, down my chin and onto my chest and bra. He continues to cum pumping my mouth with more and more cum, and more and more leakage down my chin.

He groans as the last few convulsions shoot their loads into my mouth, and I pull his cock out to swallow the cum but he says "hold on, open your mouth and let me see!" I open my mouth to show it full of his cum as I use my tongue to move it around causing more to leak out. I then close my mouth and swallow the cum that remains in my mouth opening it to show that it is now empty. His cum is sweet and salty tasting, very yummy, I rub some into my chest with one hand and tickle myself with the other as I look up at Chris.

"Don't worry baby, I will be ready to go again in a few minutes" he says "why don't you stand up and strip for me."

He stops the recording on the phone and places it on a charger to get ready for the next encounter.

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