Naked with My Ex on the First Date

Hello. Here is yet another story about me and my ex, my girlfriend from university. I ended up dating her for two years, my junior and senior years. For reasons that are very painful and I don’t want to go into, I ended up breaking up with her when we went our separate ways after graduation. This is something I later regretted but then it was too late.

Anyway, here is the story about how she and I wound up getting naked on our first date. No joke.

It started with a Facebook message. I was the one who messaged. I had met Liz through a mutual friend of ours and she and I seemed to really hit it off. She was newly single, having broken up with a complete psycho on campus. It was about time. I would later remiss on how I should have actually asked her out much earlier when I had first met her instead of waiting those few months. I could have prevented her from suffering through that awful relationship.

Anyway. I Facebook messaged her to ask her out because I was too nervous to do it face to face. She ended up saying yes, inviting me to her dorm room to come and get her for the date. I was super excited for the date.

First of all, I found her gorgeous to look at. She had blue eyes, close to mine, dirty blonde hair that was about shoulder length, a sexy long neck, a long nose that I found entirely adorable, pouty lips, big boobs that I would later find out were 36 Ds, and a cute butt.

I’m a bit of a looker myself. I have blue eyes, dirty blonde hair, am in pretty good shape, have a trimmed brown beard, and am 6 ft 2 inches tall.

I came over to Liz’s room to come and get her. I had put on a button up shirt (I don’t remember the color, but it was probably blue) and a pair of khakis. I was in a boxer phase at the time, so I was wearing boxers underneath.

When I arrived I came to find her in her room with her friend Danielle. Danielle was cute, but I found her annoying. She immediately asked if she could come with us to dinner and I acquiesced. It was a good thing too, because Liz would later tell me, when we had been dating a few months, that she was the one who actually wanted Danielle to come along. I guess that is a thing women do sometimes? But I went along with it.

Liz was wearing a yellow vneck sweater that just about made my jaw drop with the epic amount of cleavage on display. It was sexy as hell but understated at the same time, which I thought was very hot. Underneath she wore a white vneck shirt and a bra, and jeans.

We all got in my car and I drove us to Applebees, which is what many of us university students considered fine dining. I ordered a burger and Liz and Danielle had burgers as well, and we all had alcohol too. Conversation flowed freely and I thought the date seemed to be going really well. That is, until the zillionth time or so of me looking down Liz’s top, and the gentle chastisement she sent my way. I forget what exactly she said, but it was flirty and a correction at the same time.

On the drive back to campus I started to get nervous. How had I come across? Had I actually blown this date? Should I tell Liz I like her? Would that help? Had I come across as boorish when I looked down Liz’s top? Would I get a second date?

When we got back in the dorms, tipsy and seemingly having a good time, I did something impulsive that I had never done before. I asked her to come back to my room with me. I don’t know exactly what I was thinking. Maybe I somehow felt I had blown it so I wanted to see what I could get? I don’t know.

Amazingly she said yes, and little did I know how ridiculously horny she actually was.

There weren’t that many places to sit in my dorm room, so we both sat on the bed. We looked at eachother.

“I really enjoyed our date tonight”, I said.

“Me too”, she said. “We should do it again.”

“Really?”, I asked

“Really”, she said back with a smile.

Conversation suddenly ceased. We just stared into eachothers eyes and it somehow just worked. We were both quite tipsy, so maybe that is how the next events happened, but we leaned toward eachother.

I was much to shy to kiss her. Maybe she would think that was too forward on the first date. What happened instead was plain animalistic lust.

“Can I touch them?”, I asked Liz, looking down at her boobs.

“Mmmhmmmmm”, she replied.

To a 22 year old virgin, this felt like the best day of my life. At least it was until the night I actually lost my virginity to her, but that is for another story.

I shyly reached over and gently grabbed her left breast with my right hand. It was everything I ever imagined it would be. It felt heavy, yet soft. It was squishy and I loved how it felt when I cupped it. Liz moaned as I played with it. I took my left hand to her right breast and fondled it as well.

“Here”, Liz said between moans. She pulled the sweater off over her head and immediately took her shirt off after, letting me gaze at her wondrous mounds in her bra. They looked massive. She took her bra off and I gazed at her bare breasts for the first time.

They were big and juicy. They sagged just a little, just enough to show me they were real. She had nickel sized areolas, that were dark, and her nipples were hard little pegs. I hungrily fondled her bare breasts for the first time and was getting very turned on.

“Well, I guess it only fair if you get to see me now”, I said when we both laid back for a break.

“Uh huh”, she said with a giant smile. I don’t know if she had noticed the hard on in my pants, but she hadn’t been obvious about looking. She certainly did though.

I pulled off my shirt and sheepishly showed her my body. She seemed to like it so far.

“I guess it is only fair if I show you more isn’t it. Since I’ve seen your boobs.”

“Yep”, she said again with a giant smile.

I sheepishly, and very awkwardly (now that I think back on it), pulled unzipped my jeans and pulled them off. I looked to see her reaction. She just smiled her huge grin.

Thinking back now what I should have done next is ask her to pull off my boxers as that would have been more intimate, but I was much too shy to do that at the time.

I quickly pulled them off, exposing my 7 inch dick. She gasped and her grin seemed to grow six sizes. “Wow”, is all she said for what seemed like whole minutes.

“Is it nice”, I asked her.

Yes, very nice”, is all she said as she stared hungrily at it.

And that is where we ended it on that night. I wish both of us had been more gutsy but I think the beers had worn off by then and maybe we were both realizing how fast things were going and thought it best to slow down.

For whatever reason we both just got dressed and called it a night. I wish I had asked her to touch my dick that night, but I was much too shy. She probably would have, but not to worry. There were many more nights over the next two years of sexcapades to enjoy.

I was pleasantly surprised to go out with Liz for a second date, and then a third. Fourth, fifth, sixth, and soon we were boyfriend and girlfriend, dating full time. It happened fairly quickly and for the next couple of weeks we were almost inseparable.

There was an intervention though, around the time of our second date. Our friend Lily brought us together to have a frank talk. She was shocked that we had already seen each other naked on the first date and that we really needed to slow down if we wanted a serious relationship. That would mean no hanky panky for the next few weeks as we really got to know eachother, which was alright by me.

Liz and I looked at eachother through all of this. We both knew that we wanted eachother. We were hungry for eachother, so the fact that we would be dating was a no-brainer. It would be a tough few weeks as we avoided sex and hanky panky, especially since we already knew what was underneath eachother’s clothes.

But we made it and would be having sex within about a month. I guess we took it real slow.

And yes, at around the second or third date I did finally kiss Liz. And it was everything I could have wanted.

Source: reddit.com/r/sexystories/comments/u4nu5e/naked_with_my_ex_on_the_first_date

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