Virgin Lesbian Samples a Man

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What does it feel like? Put it inside me.
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What does it feel like? Put it inside me.

Casey was a gal on our coed rec volleyball team. I had met her in a grocery store when we innocently enough struck up a conversation because we both were wearing t-shirts with volleyball themes. It seems she had played a little in college and since our group was always trying to find people who could actually play the game correctly I invited her onto our team.

She was a very good looking gal, just about to turn forty and very fit. Auburn red hair with a short bobbish-type cut made her just plain cute. She was a bit shorter than most volleyballers at maybe 5'5" but she was a jock with an athletic build, great legs, and a remarkable ass.

Early on she let it be known that she was a lesbian and not interested in all the approaches from the guys in the tavern we frequented after our league games. She wasn't a bitch about it but she told me that she's been girl-only since she graduated from high school at eighteen.

Casey had a great sense of humor and a spirited attitude so I liked to kid her and tease a bit but she could bring it right back. We became casual friends and since there was no sexual or romantic interest it was an honest and direct relationship. She was sassy but it was all in good fun.

For instance, she frequently wore thin white nylon shorts with a thong that visibly showed through. It was a bit of a showoff display as it was sexy as hell, but because of her gender preference it sent confusing messages. The guys loved it, of course. When I kidded her about cock-teasing all the men she had the attitude of "look but don't touch.....eat your heart out.....this pussy is off limits."

All said with a humorous tone and a great laugh, still Casey was clearly not looking for a man.

That was generally true, but Casey was actually in need of a male person one weekend when she was moving to a new residence and I was asked to help. She had a small truck rented but needed some "manpower" to handle the heavy stuff. No big deal as I had worked with moving companies while in college and was more than capable.

The job was an all-day event with lots of boxes, a few stairs, coupled with some pretty warm weather. We arranged the furniture, set up her bed, and connected few lamps before we sat down with a couple of cold beers she had stashed in the refrigerator. Actually, we killed a 6-pack in pretty short order.

Casey had chosen to wear one of her volleyball shorts outfits, maybe because of the warm temperatures. She also was sporting a light t-shirt without a bra. She was the sexiest looking workmate I have ever had the pleasure to be around.

Plopped side by side on her couch, I couldn't help but notice how attractive Casey was in this situation, how desirable she looked. I was taken by her natural beauty, a kind of female earthiness. Sitting in an unconcerned cross-legged manner, my eyes keenly watched her legs as they ran up the wide openings of her shorts.

But, this set off my arousal response. I got a boner and because I was also in shorts there was no hiding it. My bulge blossomed and, of course, she noticed.

"What's goin' on there, mister? How come you're getting big?"

"Sorry, Casey. I don't know what to say. You look so great, so female, so sexy. Maybe it's the beers."

"That's a compliment, I guess. Even though I'm not straight it's nice to be thought of that way."

"You don't look gay, you look hot."

There was a long moment of silence as Casey looked into my eyes. She then reached to touch my upper leg, just above the knee and said, "Dan, you're really a good guy and I like you. You worked you ass off today to help me out and I really appreciate it. Maybe I should reward you with something......something you might really like."

I didn't answer but my mind was racing. This couldn't mean what it sounded like. Could it mean what I was thinking?

Casey looked me straight in the eye and bluntly spoke. "Maybe I could give you a blowjob; I could suck your cock. I would do that for you. Men love that stuff, right?"

With that she ran her hand up my thigh a few inches to the bottom of my shorts just to make her point that she was serious. She held it there on my thigh awaiting my response.

I may have been momentarily dumbstruck but I was not speechless.

"Holy shit, Casey. Would you do that? What about the lesbian thing? You don't crossover. You shouldn't feel obligated to do something out of bounds."

"Listen, Dan. I think I want to. I've never done that, never had the chance and never though I missed anything, but here today, with you, I could reward you with sex and maybe get a little experience for myself. It doesn't seem too serious. We've not going to be lovers. I'm not switching over."

At that, she ran her hand up my leg and placed it gently around my very enlarged member. "See....we could play around without getting too serious. He sure is ready to play."

My answer came quickly: "He's yours, he can't wait."

With that she slipped over to my position and simple pulled down my shorts, underwear and all. She yanked off my tennis shoes, leaving the socks. My dick was swollen and throbbing and proudly pointed straight up in anticipation of what was going to happen.

Casey tentatively held my shaft and carefully sampled the first few drops of discharge that was present on my cockhead. She cautiously grazed on my offering but she seemed very unsure of her next move.

With a wash of her tongue and some more wet licks she then allowed me into her mouth but it was not all that pleasurable. Casey was a beginner at cocksucking. This was her first and she had no skills. Her teeth were very much in the way and I flinched.

"I'm not doing it right am I? I've seen the porno's but I've never done this. I'm so sorry."

"It's okay, Casey, you just need a few lessons. I'm just glad you don't have braces."

But my expression must have alerted her to my lack of pleasure.

"How about I give you a handjob? That's a surefire way to make you happy."

At that, she popped up and literally ran to the bath, returning with a small bottle of Baby Oil she had retrieved from her toiletries packing box.

Without any hesitation Casey spilled a few drops on my erection and lathered up her palms for her next act. This was easy for her and she went to work, probably mimicking some of the stuff she had seen in those porno's.

Up and down, changing pace, stopping to blow a hot breath on my shiny crown, this was indeed an appealing sex act. I was being pleasured, gay or straight, and she was going to bring me to climax.

But something else was happening. Casey was getting into it. She was very interested in my aroused dick. She repeatedly talked to me or my prick. There was no mistaking her outright curiosity.

"I've always wanted to know about these things. What the difference was between men, between cut and uncut, as they say. You've got that glorious pink head showing off which means you've been circumcised, right?"

"Yep, no skin blanket to hide in."

"God, that big prick looks so impressive. He feels so good in my hand. He's alive! Do you like this as much as I do, Dan? Is he gonna spit out your seed? How will I know if it's ready?"

I didn't answer any of these remarks. She was getting enthusiastic and I wanted her to be so absorbed. But Casey had yet another idea.

"Look, I am 39 years old and a practical virgin. Nothing but fingers, tongues, and vibrators have been in this pussy. I came close in the backseat of a Chevy when I was in high school but he never got it in before he blew his load and I went women-only from then on."

As she held onto my cock with both hands, "I want you to put this dick in me. You're all lubed-up. I want to feel a real cock for the first time."

With that she took action. Casey pulled off her shorts and bent herself across the thick upholstered arm of the couch in an unmistakable offer for intercourse. Her lower back was exposed as her t-shirt had ridden up and her butt was on full display. And, wow, did it look inviting.

Being no fool I was at her in seconds. I placed my cock at the thick, natural bush that guarded her entrance, pausing as I just parted her labia with my tip. Having been swabbed in the Baby Oil my dick was a lubricated missile aimed to burrow itself into this offering.

I slipped in only an inch or two as she was very, very tight. The virgin cunt needed time to take me so I paused as she opened to accept my size which was larger than any ladyfingers that might have been there before. Once more the oil was important as she wasn't self-lubricating in these circumstances.

Casey gave several quiet moans as I slipped into her. Every new advance got the same sensual gasp that acknowledged my headway. It was a positive response. Little mewls of pleasure came from her and it was very sexy.

After several slow advances I finally bottomed out and was buried inside this woman's pussy. She was impaled with her rump tilted up and my loins plastered against her marvelous ass. Casey the lesbian had been introduced to a man's cock.

Coupled like this, linked up tightly, I rocked her gently as an introduction to our union. I slowly picked up the pace but it was a tender rocking motion, no heavy thrusting, not something carnal. Kind of a "beginner's fuck".

A gasp from her, "Oh..My..God. I am so filled up. I never felt anything like that. Keep it up, keep fucking me, just don't cum in me. It wouldn't look too good for a confirmed lesbian to get pregnant."

"No worries there girl, I got snipped 20 years ago. I only shoot blanks now so you're safe."

"Jesus, this feels so good, your cock just fills me up. Since you had a vasectomy why don't you take me to my bed and really screw me. I want to feel what a man's ejaculation is like. Cum in me, Danny. I want to feel it. I do want it."

I think this was the first time she ever called me "Danny". Of course, it was the first time I ever had my cock in her so maybe she was feeling a bit chummy.

As we parted from our connection I leaned down and kissed her butt cheek. "I am going to fuck you, Casey. Get your ass into that bed."

She stripped completely naked and dashed off to her bedroom. When I followed she had taken a position on her knees on her mattress which was still without sheets as she was not really moved in. She was looking for the same rear entry as we had been doing before. The doggy style was perfect as we were not lovers and maybe the face to face intercourse would be too much to ask of her. This way she just got dick and no eye contact to send messages that might be confused.

It was quite a sight as I crawled to her in the semi-dark room. She had tilted down on her elbows with her rear end presented perfectly for access and entry. Casey was certainly ready to get fucked. I placed my hands on her fine rump and plowed into her tunnel with ease as she was expanded and lubricated.

When I bottomed out Casey exclaimed, "Holy shit, that thing seems huge."

I am only a bit larger than normal with a somewhat chunky seven incher but this was the biggest thing she had ever had inside her and the bulk surprised her, I guess.

We got going immediately with no fooling around. I slapped against Casey with my hands on her hips for a good ten minutes before I grunted my release, spasming a full load of my spunk into her. We both got what we wanted; I climaxed into this tight, virgin pussy and she got the experience she asked for.

I remained hard as stone so I stayed in her for a few minutes of really sensual, very slow fucking. I stroked her back with my prick still held tightly in this woman's wonderful cunt. It was very erotic for me but I don't know what Casey was thinking as she was receiving this cock wordlessly.

When that played out, I kept us coupled, joined like that for a time in a spoon position before we separated. The continuation of the physical connection just seemed appropriate for this intimacy between us and my dick was still excited about being inside her. I stayed there, "filling her up", as she had said more than once.

There was no talking; it was like we were both reflecting on what had just happened.

Then, as we sprawled side by side with my oil and jism covered cock still in a semi-erect state, I got a chuckle from my bedmate.

"Wow, how in the hell did that happen?", she teased.

Casey was talkative after that. "Well....that was special. I was impressed. Of course I've seen the sex act all over the internet but feeling what it was like to have a man up inside like that was, well, enlightening, to say the least. Yeah, and certainly personal."

"I felt very stimulated. It was pleasurable, it was incredibly exciting, but I didn't orgasm. You are a man and I just don't get hot over men. Feeling your climax was amazing though. It was almost animalistic in a way. Primal. I liked that. That was a rush."

"This was a wonderful intimate thing we just did and I thank you for screwing me. My curiosity has been fulfilled but this is a one-time thing. I'm gay and we won't do this again."

"Plus.....this is pretty messy. I've got goo running down my leg. God, it's probably staining my mattress. I suppose a condom would catch all that stuff but this is what I wanted to experience, right?"

At that, I couldn't help but take a look at her crotch and sure enough, she was a bit messy. A mixture of oil and what I had unloaded into her was smeared into her pubic hairs.

Ever the wise-ass, I offered, "I guess you're not a virgin anymore, you've been soiled."

And I finally got a word in to confirm that I wasn't expecting that we would have sex again, that this was a special event, an extraordinary happening between us.

Casey: "Yep, this won't be happening again. You can look a my butt during our volleyball games and think about how you were once up to your nuts inside me but don't you tell anybody about this. We had this unexpected sex but I don't want it spread around. It's is our secret, right? Right?"

"Right. No one will hear of this but I will never, ever forget it."

"Me neither. I guess when you only get fucked once in your life you probably won't forget it."

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5 Comments
AnonymousAnonymous5 months ago

Thank you for sharing your amazing sexy story. It is so erotic. New on Literotica so will definitely read more of your work.

Winchester3030Winchester30305 months ago

Great story! Very real sounding! I’d like to read more maybe she would like to try it again??

AnonymousAnonymous5 months ago

Too bad she doesn't want it again, but I bet in real life she would. Once you have a fuckbuddy you trust, why not do it again.

AnonymousAnonymous5 months ago

Some of the best memories are of fucking a lesbian. There's something special about it.

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