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When I Was A Kid
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Straight Male / 27
This happened in the second semester when I was in Grade 11. The Science teacher I ended up with was of Greek descent late 30's, killer body with the largest and nicest set of tits I had seen up until then. Oh and recently divorced with a 16 year old daughter. All the guys in the class loved her as she wore light blouses which were always undone to expose a maximum amount of cleavage so when she bent down her tits would hang. Yep we thought she was an exhibitionist of sorts as she knew we looked down at her swaying tits while she peered in to our lab microscopes. There was also a rumour she wore no panties on days she wore skirts or those short light summer dresses. We ended up calling her "Mean Tits" which was a combo of her last name and of course her tits.
A month or so in to school I thought what the hell if she can play the game why can't I. The class before hers was Phys. Ed and after showering I went commando in shorts just for her. The plan was to take a front row seat right in front of her desk as it wasn't a lab day so we would be seated the entire time. I never sat at the front of the class but today was a test. I sat making sure my shorts rode up slightly on the right side for her to get the best possible view of my dick. At 16 I already had a larger than average dick at just over 9" and nearly 7" around.
I didn't care if other students saw my dick either so long as the teacher got some looks in. Sitting at her desk she immediately realized I was seated in the front row which I never did. My plan worked minutes in to class and I caught her looking so many times I lost count. At the end of the class I was held back as she wanted to speak to me so I thought I was done. I ran possible scenarios through my head and soon determined what could she do anyway?? Go to the Principal and explain my dick was hanging out the entire class and couldn't take her eyes of it! There was no way that was going to happen. The end of the class and day arrived and I continued to remain seated cock still out as everyone left the room. She shuffled papers getting them ready for her bag and continued looking at my cock. She then told me that she has noticed a recent change in me and asked that I keep UP the good work. I thanked her for the compliment and expressed to her I would have zero problem keeping it UP for her class. She acknowledged this with a grin.
I kept this up for the entire semester and I would wear shorts at least twice a week. To test her on the days that I wore those shorts I would purposely sit at the back of the class. She would walk the class and look at what I was wearing when she walked by but then find a reason to move me front and centre. Usually she blamed me for talking or what have you so I'd be moved. On the days there no shorts worn I wasn't in trouble but of course no cock gawk for her.
For repayment I got extra attention in the form of of an extra button undone on her blouse. She routinely checked my lab work while I checked out her tits. On many days she would get close to brush her tits against me or step back from the microscope knowingly backing in to my groin. Soon the semester and therefore the game was coming to a close with final exams. On that day as a parting gift for me during finals she wore a short skirt with no panties and I wore my shorts for her. It was incredibly hard to focus that day with a shaved vagina staring you in the face as she sat on her desk. I took my time to make sure I was the last to finish the test but in reality I was done 20 minutes earlier. the last student left leaving us alone so I handed in my paper and thanked her being a great teacher and making me a better student. She thanked me for being so attentive and that she would miss me and my shorts. This is the only time she even hinted at my cock as we both had an unwritten understanding about what transpired. I moved towards her and hugged her tightly for 30 seconds or so knowing she could feel my cock on her belly and I her big tits. After this we said our good byes and see you next year as summer was here. I never told a soul not even my best friend. This was the only class I wish I had failed.
Summer was here and I was working PT at a home improvement store when "Mean Tits"came in to pick up a BBQ. She knew I worked there from a previous discussion and apparently been there the day before looking for me so I was told by a co worker. We talked about the summer so far, school and then selected a BBQ. Luck was on my side when she asked if I would be willing to assemble the BBQ for her at her home which was nearby. I agreed and she gave me her info.
I finished up at work at 4pm and drove over to her house and when I arrived was greeted by her in a bikini. I got wood immediately. I grabbed the BBQ and began to put it together by her pool. I watched her tanning almost the entire time which added assembly time to the BBQ but who cares right. An hour or so later I was done, checked for propane leaks and lit it. It was close to dinner time when she invited me to stay for her inaugural BBQ but remembered we were having family over for dinner. I called home and told my mom I was asked to stay until we closed the store because someone never showed. She was mad but hey I couldn't pass this up.
We ate on the deck and after we finished cleaning up she wanted to take a swim. She even asked if I had my shorts somewhere and then laughed loudly. I told her no but I wish I did so i could jump in the pool. It was then she suggested that I just strip down and jump in the pool. So off came everything and in to the pool I went. I made my way over to her to find that she had removed her bikini top so the game was now on. She grabbed my dick and leaned in to kiss me and from there it progressed. We exited the pool and headed to her bedroom where I bagged my first MILF and only teacher. She took my cock in her mouth but she readily admitted it was a challenge as she never had a dick so large before. I fingered her in preparation for my cock and which I thought she'd have a hard time with but didn't. What did I know as a 16 year old who's previous sex experience entailed BJ's from cheerleaders and only screwed one girl 1/2 dozen times.
I was pumping away in her vagina when she asked if I would stick it in her ass. I had zero experience in this department so she rubbed some KY on to my dick and also on her burnt cheerio. She got in to a funky yoga position (yes a MILF, teacher, anal and yoga) so I could begin to push my dick in. She told me she loved anal and always asked her husband to finish in her ass. I was ploughing deeper and soon like sitting at a Poker table with the best hand I was now all in with my balls slapping off her ass.
It felt amazing as she seemed to be massaging my cock with her ass muscles. My legs trembled beneath and seconds later I blew my entire load inside her ass. I was now tired after our hour long session but five minutes later I was at it again where she schooled me in the art of pleasuring a woman with my tongue.
Why the fuck her husband would leave this I don't know. Looks, brains, personality and an earner at almost 100k a year. We kept at it right through H.S and College before she moved away. It was a sad day.
A month or so in to school I thought what the hell if she can play the game why can't I. The class before hers was Phys. Ed and after showering I went commando in shorts just for her. The plan was to take a front row seat right in front of her desk as it wasn't a lab day so we would be seated the entire time. I never sat at the front of the class but today was a test. I sat making sure my shorts rode up slightly on the right side for her to get the best possible view of my dick. At 16 I already had a larger than average dick at just over 9" and nearly 7" around.
I didn't care if other students saw my dick either so long as the teacher got some looks in. Sitting at her desk she immediately realized I was seated in the front row which I never did. My plan worked minutes in to class and I caught her looking so many times I lost count. At the end of the class I was held back as she wanted to speak to me so I thought I was done. I ran possible scenarios through my head and soon determined what could she do anyway?? Go to the Principal and explain my dick was hanging out the entire class and couldn't take her eyes of it! There was no way that was going to happen. The end of the class and day arrived and I continued to remain seated cock still out as everyone left the room. She shuffled papers getting them ready for her bag and continued looking at my cock. She then told me that she has noticed a recent change in me and asked that I keep UP the good work. I thanked her for the compliment and expressed to her I would have zero problem keeping it UP for her class. She acknowledged this with a grin.
I kept this up for the entire semester and I would wear shorts at least twice a week. To test her on the days that I wore those shorts I would purposely sit at the back of the class. She would walk the class and look at what I was wearing when she walked by but then find a reason to move me front and centre. Usually she blamed me for talking or what have you so I'd be moved. On the days there no shorts worn I wasn't in trouble but of course no cock gawk for her.
For repayment I got extra attention in the form of of an extra button undone on her blouse. She routinely checked my lab work while I checked out her tits. On many days she would get close to brush her tits against me or step back from the microscope knowingly backing in to my groin. Soon the semester and therefore the game was coming to a close with final exams. On that day as a parting gift for me during finals she wore a short skirt with no panties and I wore my shorts for her. It was incredibly hard to focus that day with a shaved vagina staring you in the face as she sat on her desk. I took my time to make sure I was the last to finish the test but in reality I was done 20 minutes earlier. the last student left leaving us alone so I handed in my paper and thanked her being a great teacher and making me a better student. She thanked me for being so attentive and that she would miss me and my shorts. This is the only time she even hinted at my cock as we both had an unwritten understanding about what transpired. I moved towards her and hugged her tightly for 30 seconds or so knowing she could feel my cock on her belly and I her big tits. After this we said our good byes and see you next year as summer was here. I never told a soul not even my best friend. This was the only class I wish I had failed.
Summer was here and I was working PT at a home improvement store when "Mean Tits"came in to pick up a BBQ. She knew I worked there from a previous discussion and apparently been there the day before looking for me so I was told by a co worker. We talked about the summer so far, school and then selected a BBQ. Luck was on my side when she asked if I would be willing to assemble the BBQ for her at her home which was nearby. I agreed and she gave me her info.
I finished up at work at 4pm and drove over to her house and when I arrived was greeted by her in a bikini. I got wood immediately. I grabbed the BBQ and began to put it together by her pool. I watched her tanning almost the entire time which added assembly time to the BBQ but who cares right. An hour or so later I was done, checked for propane leaks and lit it. It was close to dinner time when she invited me to stay for her inaugural BBQ but remembered we were having family over for dinner. I called home and told my mom I was asked to stay until we closed the store because someone never showed. She was mad but hey I couldn't pass this up.
We ate on the deck and after we finished cleaning up she wanted to take a swim. She even asked if I had my shorts somewhere and then laughed loudly. I told her no but I wish I did so i could jump in the pool. It was then she suggested that I just strip down and jump in the pool. So off came everything and in to the pool I went. I made my way over to her to find that she had removed her bikini top so the game was now on. She grabbed my dick and leaned in to kiss me and from there it progressed. We exited the pool and headed to her bedroom where I bagged my first MILF and only teacher. She took my cock in her mouth but she readily admitted it was a challenge as she never had a dick so large before. I fingered her in preparation for my cock and which I thought she'd have a hard time with but didn't. What did I know as a 16 year old who's previous sex experience entailed BJ's from cheerleaders and only screwed one girl 1/2 dozen times.
I was pumping away in her vagina when she asked if I would stick it in her ass. I had zero experience in this department so she rubbed some KY on to my dick and also on her burnt cheerio. She got in to a funky yoga position (yes a MILF, teacher, anal and yoga) so I could begin to push my dick in. She told me she loved anal and always asked her husband to finish in her ass. I was ploughing deeper and soon like sitting at a Poker table with the best hand I was now all in with my balls slapping off her ass.
It felt amazing as she seemed to be massaging my cock with her ass muscles. My legs trembled beneath and seconds later I blew my entire load inside her ass. I was now tired after our hour long session but five minutes later I was at it again where she schooled me in the art of pleasuring a woman with my tongue.
Why the fuck her husband would leave this I don't know. Looks, brains, personality and an earner at almost 100k a year. We kept at it right through H.S and College before she moved away. It was a sad day.
- That's Juicy! 35
- Remove It! 0


