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Category: First Time Stories

Author: R.E.

I just turned 20, and back a year ago when I was 19 I was starting to thinking about how dating girls in school when I was growing up never got me really hard, and I started thinking maybe it was cuz I needed someone with bigger breasts and more mature, and the girls I knew weren’t like that. I mean I used to get all hard thinking about one of my teacher from high school, mrs bowers, because her tits were huge. Everyone in the school talked about how heavy she was, and I didn’t hear any of my friends saying they ever wanted to fuck her, but I came a lot at night in my bed thinking about her huge tits. Whenever I stroked my throbbing dick all it took was thinking about her heavy tits and I was spurting cum right away. There was one night I had a dream about her where her huge tits were out but she was also all naked and she pushed her huge ass against my dick and it made me cum between her big ass cheeks while she moaned and I woke up cumming from it. But anyway that was all just my fantasy and not reality. So I found myself on xxx dating sites late at night and looking at profiles of older women that seemed to live near me and looking for profiles of women who had huge tits, and one night I found a profile of someone living close by me. She didn’t show her face in the profile, but her tits were huge, with really huge nipples and also they were really veiny and that made me really hard because I never saw anything like that before. She said in her profile she wanted someone younger too. I was shaking and nervous but I filled out my whole profile better to show her I lived near her and to show my face so I could show that I was really only 19, and my dick was so hard from the picture of her tits that I took pictures of it and put those up too. So it was late at night but I saw she was online so I sent a message and kept rubbing my hard dick after I hit send. And I saw she opened the message, and I was shaking even more. And then I saw a message appear from her, and my heart started pounding really hard. I opened it and she wrote that she loved my profile and that I was so cute and that she said she loved my dick, she said it was beautiful and she needed to sit down on it. I was so shaking but I wrote back I want you to sit down on it and I told her I know I can only see that one profile pic of hers because we aren’t friends on the site, but I said her picture of her huge beautiful tits make me cum so hard. And she wrote back and said we live near each other so we could make it happen tonight, she said she wants to sit on my dick so bad and her pussy’s already all wet, but she said to me that she wants to make sure I see that she’s 47 and also that she’s a Ssbbw. And I said I knew she was 47 and I liked that and I said what’s Ssbbw. And she said she sent me a friend request and if I accept I can see more of her body and I’ll understand what Ssbbw means. So I accepted the friend request and I opened her other pictures and my dick was suddenly throbbing harder than ever before because now I was seeing her big legs and hips and her huge ass. Still no face but I was so hard I was gonna explode, and a big gush of precum spilled out of my dick. And I wrote to her and I said oh fuck I just looked at your other pictures and my dicks so hard a whole thing of precum just throbbed out of it. And she wrote back mmmmmm and she said have you ever had a Ssbbw before? And I said I still don’t know what it means. And she said she had an assignment for me, and she said one is a question and one is something for me to do. So she asked me the question first, she said have you ever known any women who have such a big body and really big tits that you had to stroke your dick thinking about it. And I said well back in high school I had a teacher mrs bowers and every night in bed thinking about her huge tits made me spurt, and one night I had a dream that she used her giant ass to make me cum too and I came hard. And she said good, so you’re learning big women make your spurt hard huh. And she said, go to the video part of this dating site and search for Ssbbw videos. Watch a few minutes of a huge breasted Ssbbw getting fucked so you can see what it’s gonna be like with us, and get your webcam ready because if you started spurting i wanna see a video of it on your profile. So I found a Ssbbw video and women with really huge tits was moaning while she sat on some guy and used her big body to ride him while her huge tits slapped and she came, and I came and I got it all on video I uploaded it. I sent a message back saying it was uploaded and that I came and was already hard again, and she wrote back and said she was rubbing her pussy watching my dick expose, and she said, now you understand was Ssbbw is, super sized big beautiful women make your dick cum so hard sweetie. And said she knows it’s late but why don’t I come over, I’m only like a ten minute walk from her house. She said she lives alone because she and her husband are getting a divorce, and she said she was gonna be all naked when I get there so to go around back so she could answer the door naked. So I went even though I was nervous and it was like 2 in the morning. When I went around back, she opened the door, and standing there big and sexy and naked was mrs bowers my teacher from high school. I couldn’t speak, I was so confused and my dick was so hard, and for a minute she didn’t say anything either. Then she just said we both need this to happen, and walked right up to me and hugged me with my face deep in her huge hanging heavy tits. She put one hand down my front and felt over my jeans how hard I was and she said oh baby. She said I’m gonna teach a lot about Ssbbw tonight. And she lift one huge tit to my mouth and I just automatically put my mouth on the huge nipple and she said ohhhhhhhhhhh and she pulled me inside and closed the door. And I just sucked and she said you don’t know how much my big thighs started shaking when I saw the video of your big dick spurting, I knew right then I needed you spurting deep in my big body tonight. I was whimpering while I sucked because I needed to just suck that nipple as much as I could. She said when she saw the message from me and knew she knew from when I was her student, she got wet. She said she remembered when I turned 18 and how my body started looking ready for sex, and how she started masturbating about me back then too, having fantasies we would meet up over a summer once I was in college, and she said, now it’s happening. And she brought me to her bed room and had me lie down naked and she got on and positioned her self over me and slowly slid down on my cock, with her huge tits hanging out and she went OHHHHHHHHHHHH while she slide down and she said to me IM SLIDING DOWN ON YOUR DICK WITH MY HUGE HEAVY ASSSSSSS and I looked at her sliding down and I said fuck I’m gonna cum, and she said ITS TOO MUCH FOR YOU IM TOO BIG AND SEXY and she said DONT TOUCH MY TITS RIGHT NOW WHEN YOU FEEL HOW HEAVY THEY ARE ITS GONNA MAKE YOU CUM! And I was pumping while she started to bounce and I said I can’t help it and I was touching her huge thighs and her ass and her huge tits, and she shouted at me OK FEEL THE HEAVY TITS AND CUMMMMMBABYYYYY and I felt how heavy they were and I said fuck they’re huge mrs bowers and I came inside her