How my [M18] first kiss turned into a night I’ll never forget with an older woman [F42] [LONGGG]

(Before I start I just want to say sorry for my English lol. It’s never been too good >.<)
I’m an 18 year old, tall, skinny Indian who’s never had my first kiss (obviously a virgin as well) before and got made fun of by my friends quite a bit for it. The reason why I never got my first kiss was because I’m a really shy person. I would always make a bunch of friends that were girls and get really close to them but I’d never go the extra step, even with some of my friends I had a crush on. About 2 weeks ago I was feeling quite horny at around 4am and upset at how my love life was going so I decided to post on craigslist, telling people I was looking for my first kiss. I eventually fell asleep because I had class the same day at 11am. During class, my phone vibrated in my pocket and I took it out to check what it was about. It was an email from a 42 year old really close to me in my area telling me that she could give me my first kiss “and more.” She supplied her phone number and right when class ended, I went home and instantly texted her. I was quite suspicious because this was my first time doing this type of thing so I thought it may have been a bot, but we ended up having a normal conversation. I asked her for a picture if she was comfortable with it and she supplied. She sent me 3 pictures, each at different angles. One from her front, one from the side, and one from the back. She was gorgeous. She was wearing these tight red yoga pants with a black tank top. Her body was incredibly curvy and slim, she had a pretty big ass, and her tits were pretty big with a lot of cleavage showing. Her face looked so young I almost couldn’t believe she was 42. She had greenish eyes with bright blonde hair. I knew she was getting me excited, which worked, so I sent her a picture of myself shortly after and she was very pleased. We talked for about 3 more days until we decided where to meet up (at the Harvey’s inside of a Home Depot near our houses). A day goes past and I arrived at the Harvey’s. I was pretty shy and hoping that not too many people would be in the restaurant and thankfully it was almost completely empty. I walked around a bit until I saw her. She was sitting at one of the tables in with her legs crossed in tight blue jeans, a thin white t-shirt with a bunch of cleavage, and a black sweater on top. I walked up to her and she instantly hugged me very tight. We did a little bit of small talk until she told me to come with her. I was very excited and horny because I knew where this was going. She held me hand and took me to the back of the Home Depot.

There’s nothing really behind the Home Depot except for a few garbage boxes place next to the wall, and a face with a bunch of plants on the other side. She took me next to the wall and lightly pushed me so my back was on it. She put her mouth next to my right ear, breathed heavily, and then placed both my hands onto her huge squishy ass. “Squeeze is and follow my lead” she whispered into my ear as I tightly grasped her ass and looked down at her lips. My heart was racing faster than Usain Bolt as she softly pressed her lips against mine without kissing me. She stared at me and I stared at her back. I saw her lightly smile as she put her lips around my upper lip and then pulled back a bit. I swear my dick was so hard that it could break the great wall of china. I grabbed her ass tighter. “Want to continue?” She said as she smiled at me while rubbing my back. I smiled back and she kissed me again but this time used her tongue around my lips and inside my mouth. At first I didn’t know what I was doing but I just followed her moves and began to make out with her. I kept grabbing her ass so tight she would let out a few moans while we made out. She eventually removed one of her hands from behind my back and started stroking my dick lightly through my sweatpants. We made out harder and faster with her stroking me and me grabbing her ass tightly for about 20 more minutes until she grabbed my hand again and took me to her car. I know my parents told me not to trust strangers but sometimes my dick thinks for my mind and I entered her car. The whole car ride my dick was so fucking hard and she would even stroke it a few times at red lights. We made it to her house and then started making out some more at the hood of her car. We went inside pushed me back onto the door lightly and then started to grind on my dick that was pointing horizontally through my sweatpants. She moaned a bit as we made out some more. I’m surprised I didn’t cum while she was grinding me. We did this for about 5 minutes until she took me to her bedroom. I wasn’t expecting what happened next to happened so soon but she pushed me back onto the bed, took down my sweatpants and boxers and started to lick the tip of my dick. It was covered with so much pre cum that it looked like someone squished a doughnut with filling inside. She licked all of it up and then started to blow the tip of my dick slowly. Slowly turned into fast and that turned into me cumming all inside her mouth. I came so much that I’m surprised she didn’t choke on my cum, but she then opened her mouth, smiled, and then swallowed it all. I was very turned on, but always after I masturbate and cum, my hornyness dies down and I don’t feel turned on at all any more. That didn’t happen this time.

After she swallowed, she INSTANTLY, started giving me such a fast blowjob. She didn’t let the boner die down and I was surprisingly still incredibly horny. She pumped the bottom and sucked what was left of my dick. Eventually, she took off her shirt and I sat up to touch some titties for the first time with my lengthy arms. They felt so good under her bra. So soft, and her nipples were incredibly pointy. I took off her black lingerie bra and started to grope her tits some more and began to flick her nipples. Just I started doing that, she took my dick whole and stayed in that position for about 5 or 6 seconds. I swear I was about to cum again until she took my dick out of her mouth and stood up. My dick was soaking wet. I looked up at her and she began to unbutton her tight jeans. I got up as well and instantly started to suck on her perfect nipples. She moaned and moaned as I kept switching tits and flicking the opposite one. I swear I could have done that all day. She took off her jeans and underwear and light held the back of my head as I kept going at it at her tits. I eventually came up for air, grabbed her bare ass tightly, and made out with her vigorously as she took off my shirt. She stroked my dick with one hand and used her other hand to place my hand at her pussy. She bent all of my fingers back down except for two and then slowly inserted my fingers into her pussy. It was fucking drenched. She kept guiding me with her hand until she began to rub her clit. I started fingering her pretty hard until she couldn’t even jerk me off as fast. We did this for a while wit her moaning sort of loud until she stopped kissing me and pushed me back onto the bed. I laid there on my back, with my dick sticking up at a 90 degree angle and looked at her perfect body standing in front of me. I knew what was coming next.

She got on the bed and sat next to me with her legs open as she fingered herself and started to stroke my dick. This gave me time to think about something… WHAT ABOUT THE CONDOM?? She began to give me a blowjob for a little bit and made my decision harder. I was so turned on that I just said fuck it and decided I’ll fuck her without a condom (if you’re a virgin or anyone in that case, ALWAYS USE A CONDOM, I JUST GOT LUCKY IN THE END). The moment finally came as she stopped sucking my dick, got up, and put both my legs in between her legs. She knelt down and put her shins on the bed. The tip of my dick was so close to her pussy but my heart was pumping so hard it didn’t feel like it was anywhere inside of my chest. I grabbed her tits and started to grope them as she moaned and gave me a little bit of a smile. She grabbed my dick and positioned it right under her pussy and slowly went down. First the tip went in, it felt so slimy and warm. She slowly went down more and began to moan louder every inch she went. My whole dick was inside of her and she sat still for a second. She was breathing hard, and then put her hands onto the front of my hips. She went up again and then slowly down. It started off slowly until she went faster and faster. She put her hands in her hair and started riding me hard as I just stared at her perfectly curved body. She kept going fast until she slowed down a bit and bent all the way down to my face and started to kiss me. She kept fucking me hard as we made out. She had her moments where she had to breathe and slowly rode me but I let her fuck me until I knew I was somewhat close to cumming. I realized that for this whole experience, she was the one in control and I thought I’d show her that I could be in control too. I put my hands on the bed, got up a bit with my dick still inside her, and told her to turn the other way. She turned around and I then managed to get on my knees. I then turned her around again but this time my feet were on the floor. I pushed her back down and started to fuck her doggy style. It felt so good. I felt like I was dominating her as I grabbed her hips and rammed her pussy. I’ve seen in porn where the guy slaps the girls ass so I thought I’d try it. Her ass jiggled when I slapped her and I then kept sending ripples through it by pounding her. She was moaning incredibly loud at this moment and I was about to cum. I told myself that I need to pull out at the right time or else I might be fucked. She was moaning so loud that it turned me on even more. I kept going at it and knew I was going to cum any second. I pulled my dick out of her and shot my cum every where on her back. My aim was surprisingly good and I was happy because I didn’t want to get her bed too dirty. She came too and I was about to try and eat her out because I wanted to know what it’s like back she turned around, cum still on her back, and gave me a nice slow blowjob. She cleaned up my dick and then came up to make out with me a bit more. It felt so nice and warm kissing her. We walked to her bathroom and took a shower together as well. We did a bit of stuff in there as well but it was just mainly making out. I then got dressed again and she even drove me home :D We kissed a bit in her car as well and I then went inside to my house. It’s an experience I’ll never forget and hopefully more to come because I’m still talking to her!

Source: reddit.com/r/gonewildstories/comments/455n26/how_my_m18_first_kiss_turned_into_a_night_ill

4 comments

  1. I want to say fake…no one who is virgin is that experienced at sex, and it sounds like you fucked her like a pornstar with all those positions. Also, rarely does a craigslist woman look like a model..

  2. Nice story well written I hope it was real turned me on. I also lost my virginity to an older woman but I was not anywhere good as you have. Are you from Canada.

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