The phone was ringing as I entered the front door. It was a cooler day, perfect for jogging, and I had just done a 5-mile loop. The summer was rapidly coming to a close, and school would soon be back. Teaching at an all-girls school was perfect, I enjoyed the idea that a whole new set of hot, nubile teen girls would be in my classes, and looked forward to seeing what hot bodies would be on display for my eyes. I scooped up the phone, and the sultry voice took me back to that time 2 years ago, at the end of the school year, and the hot, former student that I had guided into discovering her sexuality.
“Hello Tony, you sound so wonderful, I hope you haven’t forgotten me” Lisa’s voice cooed at me.
Lisa Bowles, what a sexy body, taking her virginity had been like a dream come true. The fact that she enjoyed it as much as I did, and had come over every Friday that summer, for more fucking and sucking, assured me that I had gotten her started on a great sexual life.
“Lisa, no way could I forget about you, or the wonderful feel of you in my bed, and my arms,” I said softly, feeling my cock rising quickly.
“I just wanted to say thank you again, for the wonderful introduction to sexual pleasure you gave me. I’m coming home for the last 2 weeks of summer vacation before university resumes again. I want to thank you in person, and I want you to take my last virgin territory. With the gentle, loving way you took my pussy and mouth virginity, I wouldn’t want any other man to take my ass virginity. I’m 20, and I think I’ve held on to that last cherry long enough, don’t you?”, she finished, with a giggle.
My cock throbbed eagerly at the idea of sliding deep up the tight pucker of her asshole.
“Lisa, I would love to take your last cherry, and I promise you that I will be as gentle as I was on that glorious day 2 years ago,” I replied.
“Umm, that sounds wonderful, I masturbate every day, and every day I fantasize about that summer, having my virginity so gently opened, and discovering how wonderful a great sex life can be when I had the right man to take me there. I’ll be home the day after tomorrow, how would you like to relive our last time, and meet in the food court of Centertown Mall, I’ll be there at 11 AM again, 3 days from today”.
“Sounds wonderful, I’ll be waiting for you baby.”
“Ohh, it sounds fantastic, I can’t wait to give you my last cherry to pluck. I’ll see you Thursday then, Tony,” she cooed.
Thursday morning, and I was there at 10:30, no way was I going to be even a minute late. At five minutes to 11, she entered, looked around, and saw me, giving me a lust-filled smile. Oh my, she looked even hotter than I remembered, she looked to be a bit taller, maybe 5’10” or 5’11”, I am a sucker for tall ladies, and she had lost a little bit of her 145 pounds she carried two years ago, but she still had those great tits, the fabulous ass, and those curvy, wide hips that gave her a classic 60’s Marilyn Monroe sexiness. Her light copper-colored hair was cut in a pageboy style, the bottom curled inwards and framed her face perfectly. Those jade green eyes shone with sexual heat, I could feel it from across the court. She was wearing a white blouse, and a red skirt that was just above the knee, and long black stockings stretched up her tall legs. I noticed several male heads turn her way, taking in the great view, could feel my cock take serious notice, and Lisa was at the table quickly.
Lisa cooed “Hello Tony, mmmm, it’s so good to see you again, and to know what we will be doing soon.” She took a quick look, saw my pants tenting up, grinned, and continued, “And I can see that you’ve been thinking about it, too!”
I chuckled, and said, “Oh yeah, it’s been keeping me hard ever since I heard your sexy voice.”
“Good, I certainly need your loving. I want to make up for lost time, the last time I had sex was with you, 2 years ago. Remember our last Friday together, when we sucked and fucked until neither one of us could move? I was so horny, and the guys in college are still like stupid horndogs. I wasn’t letting anyone of those stupid boys near me. After you brought me to my sexual life, so skilfully, and made me feel like I always hoped I’d feel, you spoiled me for boys my age. And boys they are, jeez, it looks like they never grow up!”
I replied, “Well, some of them will eventually grow up, although I know how frustrating it is, trying to find someone who knows what the meaning of maturity is.”
Lisa said, “Well, the ones that I know haven’t learned it yet. They want some dick action, they’re gonna have to do it themselves. Let’s do like we did last time, a light snack, then take me home Tony, take me to bed, and take my last cherry!”
Soon, we were in my bedroom. The shades were down, and the muted light in the room was perfect. Lisa pulled me close, her lips eagerly seeking mine, and the feel of her hot, wet lips, her tongue joining in the action, brought an immediate response from me, my cock rising accordingly as we shared deep, long slow kisses of tongue swirling passion. When I broke the kiss, her face was flushed, and her breathing had picked up.
I started to slide my fingers through the buttons of her blouse, until I could slip it over her shoulders, letting it drift to the floor. She was wearing a black lace bra, and that quickly joined her blouse on the floor. Her breasts stood up proudly, the nipples were reddened and swollen with excitement. My mouth ventured over the smooth skin, licking, kissing, and nibbling gently, nipping at her dark rose, swollen nipples, listening to her little gasps of pleasure. I then turned her around, and covered her naked back with the same oral action, she started to make little moans of passion. On my knees, I unzipped her skirt, letting it fall away. Oh yes, that ass, so perfect, she had on a black lacy garter belt, with those long black stockings, and no panties.
She growled, “I saw no reason to wear panties, as I knew you’d divest me of them very quickly!”
In front of her again, on my knees, her red pubic hair held my gaze, she’d shaved her opening completely bare, but her tuft above her opening had a minimum of trimming, just enough to keep it level, and that rich pelt drew my fingers. I trailed my fingers through those wonderful copper-colored curls, listening to her moans of pleasure increase, as I trailed my fingers lower, and ran my fingertips over her wet, syrupy opening, feeling the heat building. My mouth followed my fingers, I ran my tongue through her red pelt, trailing lower.
“Umm, you smell delicious baby, I can’t wait to taste you,” I growled huskily.
“Yes, oh yes Tony, taste my pussy, lick me, my pussy has been needing you so much,” she cooed.
I plastered my mouth against her dripping lips, eagerly licking up the rich, musky taste. The remembered taste brought my cock up to full extension, and I could feel her body shaking with pleasure. She pulled herself away before she could cum, grinned down at me, and turned her back. Her hands reached down, she pulled her ass cheeks apart, and I could see the tight, pink, rose-shaped pucker of her asshole.
“Lick me, lick my asshole, Tony, get my tight hole all ready for its virgin busting ride,” she cooed.
I eagerly dove in, enjoying her squeals of pleasure as she felt my tongue make contact. My face was nuzzling between the moons of her spread open ass cheeks. My tongue swept over the tight pucker, licking at that twitching, inviting opening, then my tongue pressed against her, tightly. The tip of my tongue pushed inside, probing, pressing slightly into the twitching pucker, making Lisa’s body shiver with pleasure.
“Oh my god, I never thought my ass could give me such pleasure! Lick it and finger it, get my ass ready for fucking Tony, I feel like my head’s gonna fly off!”
Sticking a finger in my mouth, I slobbered over it, then applied it, and pushed, slowly, slowly. She let out a grunt, of pleasure I hoped, and my finger glided slowly into the first knuckle.
I could hear her muttering softly, “Yeah, yeah, oh yeah.”
I pushed on until my finger was in to the second knuckle. I started to rotate my finger, pushing out just slightly, her asshole was clenching at my finger, and I was doing my best to loosen it up, even just a tiny bit. After a few minutes, she felt she was ready.
“Tony, let’s do it, I think I can handle it now, take my last bit of virginity.”
She took to her hands and knees, laying her head down on a pillow, she reached back, cupped her cheeks, spreading them apart, eager to get her ass fucked. I applied a generous coating of KY to my cock, and spread a large dollop around her tight rim, sliding my finger back inside to spread around the tight clutch of her virgin walls.
“Oh yeah, that feels nice. Tony, take my last bit of virginity, I’m so glad I saved it for you,” she cooed.
I nudged my cockhead against the rose-shaped pucker, and pushed, slowly, slowly, suddenly the head popped in. Lisa let out a sharp gasp.
“Unnh, unhh, unhh” she moaned, “Hold up just a minute Tony, I’m going to need time to adjust,” she whispered.
“Take all the time you need baby, it’s not a race, your pleasure is what’s important. I’ll only go on at your request.”
I could see the side of her face, she smiled as my words told her she would not be forced. I brought my hands up, and ran them up and down her back, stroking her awesome 20-year-old body, eager to help her relax in every way. After a few minutes, she urged me on.
“Ok Tony, a bit more, slowly please.”
I pushed, slowly, slowly, I was now halfway in, Lisa was making grunts, as I reached 5, then 6 inches.
“Another stop, please.”
I froze, waiting for her ass to adjust, fuck, the sensation of her tight virgin ass around my cock was something else. Never had I been in such a tight hole.
Lisa took less time, and took a deep breath and told me what to do.
“Now, bury it, let me have the rest,” she gasped, her hands gripping the sheets tightly.
I grasped her hips, and with a push forward, I was in, right to the balls, Lisa let out a small yelp, and I again stopped.
“Oh my god, my ass is so full. It’s kinda painful, but I guess losing my virginity was gonna hurt anyway. And Tony, you’re such a sweet man, any Joe College that I gave my ass to would probably end up raping my ass. Now, just a little bit more time” she cooed.
After a minute, she whispered huskily, “Umm, mmm, oh yeah, it’s starting to feel good, give me a slow, loving ride Tony, now that my ass virginity is gone, take it some more.”
I pulled back an inch and pressed forward slowly, getting a slow, gentle rhythm going. Lisa’s sounds were changing over to little gasps and what sounded like cries of passion.
“Umm, yes, oh yes, now that I’m loosened up, it feels better,” she cooed, “keep going Tony, it’s starting to feel real good!”
Encouraged, I started to pull out a bit further, 2 inches then 3, burying it deep, speeding up just a little bit. Lisa was starting to make moans and louder cries of passion, she urged me on to fuck her ass. I was happy to do so, the tight vice grip of her ass was clutching at my cock, working me up to another load. Her hand was cupped against her pussy, masturbating furiously, I reached around and gently removed her hand.
“Let me do that for you baby,” I whispered.
I cupped my hand around her mound, her pink, hard clit straining for my fingers, her juices coated my fingers, and I grasped her hand clit, and stroked it up and down, her grunts and cries of pleasure increased, and I could feel a massive load gather. I could feel her clit twitching wildly between my fingers, then Lisa hit her peak.
“Fuck, fuck, fuck, cumming, oh my god cumming, fill my ass, Tony, fill me, fuck, fuck FUUUUCCCCCKKK!”
She let out a scream, her ass clamped even tighter around my cock, her orgasm making her asshole clench and unclench, and that took me over. I grabbed her hips, drove into the balls, and my cock erupted. My growls of orgasm joined her sounds, as my cock jerked over and over, throbbing wildly and pumping a flood of cum, painting her dark cavern white with my load, both of us shuddering through body wracking orgasms. When I had unloaded the last gush, I pulled out and flopped down, Lisa joined me and her eyes were close to mine, her smile told me all I needed to know.
“Perfect, so perfect”, she whispered, “just as loving and caring as when you took my pussy virginity. Speaking of which, my pussy is eager to welcome you back, let’s take a shower, Tony, then my pussy can get what she needs!”
She led the way, and I eagerly followed her sexy shape. Under the hot spray, we passed the soap back and forth, I enjoyed listening to her soft growl of pleasure as my soapy fingers slid along the tight rim of her newly deflowered asshole. The remembrance of plunging deep inside that tight clutch made my cock start to stir. Lisa grinned, and with her hands full of rich lather, she soon had my cock surging in her hands, bringing me back up to a hard and ready state.
“Right here, right in the shower, fuck me here Tony,” she cooed.
I pulled her sexy body to mine, and I plunged my mouth down onto Lisa’s, savoring the feel of her pouty rosebud lips pressed tightly against mine. Our tongues raced out, to wrestle against each other. The feel of her hot panting breath, and our tongues gently exploring each other’s mouth, made my cock steel hard, throbbing with need. I had her pressed against the shower stall wall, I reached down, and cupped her ass cheeks tightly, lifting her up. She brought her legs up around my waist, ready for me to open her up. I lined her pussy up with my cock head and nudged it gently against her entrance.
“Oh yes, yes, I’ve waited so long for you, don’t make me wait another second, give me that stiff cock!” Lisa growled huskily.
I was happy to comply, I brought her down. She let out a drawn-out wall of pleasure as I slid in, penetrating that tight heat. I growled with pleasure as my cock impaled her, spreading open the walls of her sweet no longer teen cunt, stretched wide around my hard cock. That tight hug of her around my shaft was something else, she was still virgin tight. The steamy furnace of her fiery hot fuck hole wrapped tightly around my aching prick, drawing a loud grunt of pleasure from me as my cock was enveloped, and it drove me wild with desire. With her inner warmth molded so tightly around me, it made me remember plucking her sexy cherry.
That fired me up, even more, I pinned her against the shower wall, clutching her ass cheeks tightly, and I started to ram my steely shaft into her, my cock withdrawing almost all the way, and then I’d power thrust it back into her, my excitement spurring me on, power fucking her tight cleft. She gasped and made wordless sounds of passion as I fucked her wildly. Every plunge into the exquisite tightness of her burning fuck-hole made me grunt with pleasure, her tightness was out of this world. My balls were aching, working up a massive load to spew into her burning core. I could hear the squelchy sound of her juicy cunt being pounded towards orgasm, her cries and moans of desire, and I could feel the rush, my cock jerked, swelling tight with a massive urgency to steely hardness, I was at the boiling point, ready to explode.
“Oh my God, I’m cumming!” Lisa squealed, “Yes, oh fuck I’m cumming, fuck me, fuck me, shoot it, squirt it, yes, yes, yes! YES!!”
As her voice rose to a shriek, her cunt clamped down tightly around my cock, virtually sucking at my shaft, urging me to explode my burning load. Seeing Lisa’s beautiful face in the throes of orgasmic ecstasy, the tight hug of her around my throbbing shaft, and the wild spasming of her pussy, milking at my aching cock greedily, became too much, and it took me over the edge.
My balls let go, and I could feel the hot spunk sizzling up my shaft. My wild groan of pure pleasure joined her cries of orgasmic delight as my cock erupted, pulsing and squirting wildly, and I slammed as deep as possible inside her, my spurting cock jerking and throbbing and pumping a flood, gushing thick ropes of cum deep into her delightful tightness.
I grunted and groaned, squirting a thick volley of spunk deep into her tight gripping receptacle, splattering my load against her cervix, emptying my cock deep into her womb. She squirmed around wildly on my prick, her body shuddering in orgasm, her pussy quivering and spasming wildly, sucking and milking greedily at my throbbing cock, draining my balls into her eager, hungry tightness.
After we toweled off, I watched as she walked slowly, her hips rolling in a delightful cadence, making her backside shimmy, towards the bed. She stretched out, on her side, giving me the full view of her nudity, she grinned and beckoned me back to bed.
“I’ve got two weeks before classes start, and I don’t want to waste a minute,” she cooed softly.
Source: reddit.com/r/Erotica/comments/ygus11/lisa_loses_her_virginity_part_02