Jump to content

Mikelll

Members
  • Content Count

    398
  • Joined

  • Last visited

  • Days Won

    7

Posts posted by Mikelll

  1. That night I decided that i would take my biggest athletic shorts that slipped down a little and cut out the drawstrings. Once I did i put them on and they slipped down to the bottom of my butt. I had to pull them up lots when i was not sitting  but i liked it and i did a good enough job that no one said anything. In my room that night i let them fall to the bottom of my butt often and would let them hang there. I went to sleep that night with them 3/4 the way down my butt. When I would roll over they would slip up and down more with I loved. It took longer to fall asleep but i did and it was an amazing day.

    • Love 1
  2. She said if this is how you are going to be with your cloths then you at least need to wear a belt and be considerate of contexts that I am in. Not wearing them showing my whole butt with no belt in front of girls but rather wearing a belt and only letting them fall some in that context. I agreed and we moved on.

    I put on a belt and let them slip 3/4 the way down my butt as I hung out in my room. When I went downstairs and outside to play around i pulled them up to just above half way down and let them slip down very slowly then tightened the belt when they got to  a certain level not letting them go to the end of my butt. Even though mu briefs still showed i didn't get in trouble since it was not as extreme and i could be told occasionally that they are a bit low and i would just pull them up a little and tighten my belt a little.

  3. At one point their mother took a video of me walking around with my jeans going from 3/4 the way down my butt to the bottom and me pulling them up to like half way down and them starting to slip down again. She sent it to my mom and it wasn't long after she must have sent it my mom showed up and told me it was time to go. i pulled them up to half way down and keep them around there around my mom so she wouldn't say anything. When we got to the car and i asked why we where going home she pulled out her phone and showed me the video of my jeans being so low. I was really turned on by how I looked in the video seeing my briefs on show and how when i pulled them up my briefs scrunched up and my jeans loosely sat on my hips and started sipping down again.

    She was really not happy and said she was mad at me for showing my whole butt and briefs around other kids, and especially girls along with influencing one of them to start. She said i would get punished once i got home. I told her it was an accident and that my jeans are not even that loose so i didn't need a belt. She got more mad and said they where way too loose. We argued about it and when we got home she brought me in and bent me over her knee. My jeans where pulled up and she said if they are not too loose then how can u pull them down easily and she grabbed the inseam of my jeans and easily pulled them down revealing my whole briefs and i apologies and got spanked.

  4. At one point his mom noticed I was wearing his shirt and letting my jeans stay super low. She got mad and made me take the shirt off and put my shirt back on. She made me pull my jeans up all the way and said to not let them show or she would have to put me in time out. 

    That happened multiple times since my briefs with pocodots would be showing. Because of mine showing it gave the others bravery and one of the other brothers pulled his shorts so that 1/4 of his dark green underwear was showing. 

  5. They eventually fell to the bottom of my butt and a little skin started showing. I grabbed my loose jeans and pulled them up to 3/4 the way down but they fell back to the bottom of my butt after only a short period of time. I told him they fall too fast if I don't pull them up more and he said i did it perfectly and it cool to see more of a struggle. He asked why I didn't like it and i just said showing lots of underwear is scary. He said he really liked it but i could also try wearing a longer shirt to help get used to it. He offered to let me try one of his shirts. I took mine off and put his one which completely covered my butt. He said to just keep letting them sit around the bottom of my butt and only pull them up here and there a little. 

    I started doing that and we where playing around the house and outside. Under the shirt there where multiple time skin would be showing but the shirt covered and it felt cool to not have them showing to help me feel better about it. Occasionally the shirt would lift and show the lower part of my briefs and his siblings saw and made fun. 

  6. I entered my friends house and we started hanging out in his room playing legos. My jeans started out not showing any underwear and being mostly pulled up but as we moved around and played flying airplanes around and such the slipped down to half way without me paying much attention to them. I made sure my friend say my underwear and i let them slip even further down. As they fell 3/4 the way down he commented saying "Are those new briefs? I said they where and how he knew. He said they looked new and a little loose which he liked. I pulled them up some and he said it was alright and that he liked seeing them but to watch out for his mom since she didn't let them do that.

    I relaxed and let them fall even to the bottom of my butt before quickly pulling them all the way up. He asked "Do you alway pull your pants all the way up?" I said most of the time why? He said to give jump pulling them up a little bit instead so that the sag shows more often and doesn't disappear for a while. I agreed and we kept playing.

  7. I then walked down stairs and as i walked down the stairs my jeans started slipping down further showing some underwear from under my shirt till i reached the bottom of the stairs when they reached the bottom of my butt. I pulled them up a few inches and walked to the kitchen. Had breakfast and was heading to my friends house. Nothing unordinary happened till we got to his house. He had 2 sisters and 2 brothers. My mom dropped me off and I walked in and my mom yelled where is your belt?? seeing my new briefs showing and i just pulled my jeans up and said i forgot but i will pull them up more. 

  8. Day 6

    i work up and put on a pair of dark blue briefs with white trio a white waistband and white pocodots on them. They fit a bit loose since they where newer but the waistband was tight enough they didn’t slip down. I put on my loose jeans and pulled them up to half way up my butt and put on a somewhat short shirt that just covered my underwear when they where half way down my butt. 

  9. We then gave our belts back and I put them on. I pulled my jeans down half way down and tightened my belt so it was snug. She said that was a perfect level and I wore that for the rest of the day. 

    • Like 1
  10. I got the idea and said ok then it’s your turn. She nodded and grabbed on. Standing close by I started timing her then spotted her belt on her jeans as her shirt lifted. I said I guess we have to make it even. And I started undoing her belt. She squirmed and said no no that’s my way of making it even since you are a boy. I didn’t care and I finally got her belt loose. I pulled it off and I could tell her jeans loosened however, they did not much since they where more snug. After another 10 seconds I said it’s still not fair since mine where so loose so I reached and grabbed the bottom of her jeans pant legs and started tugging them down some. After I could tell I pulled them down a bit I looked and they where just above 1/4 the way down revealing some light pink panties with multicolored hearts on them saying fruit of the loom. She finally dropped and pulled them up fast that was mean. I said we where equal and that I won so I got to tickle her. She started to kinda run and I ran behind here a little watching her jeans slip down a little and some pink emerge. I tackled her and tickled her. I enjoyed that. 

    • Like 1
    • Love 1
  11. I said ok well how do I look? Soo good she replied. Love the stylist underwear. I blushed slightly and said cool! That’s good! She then challenged me to see who could hold on to the bar the longest. The loser had to let the other tickle them. I agreed. She wanted me to go first and timed me. I grabbed on and my shirt lifted. She noticed my jeans where pulled up and thought to make it hard on me. She said “you know what would make it even since you are a boy” I got nervous as I hung there. She came over and began to undo my belt. I kinda squirmed and said hey that’s no fair. She held me still and loosened my belt and removed it. My jeans began slipping down my butt. She said that’s much better. And you look hotter like that. They slipped to half way down, slowed down, then went faster till the brief lines started showing and I spread my legs and dropped. That was not fair I said as I was red and pulled my jeans up. Give me back my belt. She said nope because I looked better without it. She said she liked seeing me struggle to keep my jeans pulled up. And then commented saying my briefs looked super cool. 

    • Like 2
    • Love 1
  12. I arrived at the park and stated hanging around the playground. I decided to do some pull-ups since I wanted to get stronger. After a while the girl I liked (Carly) showed up. She came over to the monkey bars and we talked for a few mins. She commented that my cloths looks kinda bigger and jeans look a little saggy. I said it was because of hand me downs from my brother. She wanted to see me do some things on the monkey bars. I hopped on and my shirt lifted showing my green striped briefs saying sonoma. They where only 1/4 the way showing since I had my belt. She noticed and said “nice underwear” I kinda turned red and said sorry and dropped down and pulled them up. She said it was ok and that she kinda liked it. I hopped back up and my waistband became visible again. My jeans being loose they started slipping down as I did my pull-ups. They stopped just above 1/4 the way down and she giggled again. I dropped down again and said “sorry” I pulled them Back up again and she said. I actually think it’s hot seeing guys sag. Only if it’s done right though she winked. 

    • Like 1
    • Love 1
  13. Woke the next day and put on a pair of briefs. They where green striped with a whit waistband and white trim. They where a new pair so they fit kinda loose in the butt but I liked the relaxed look. I put on my jeans and  I tugged at the waistband and loosens my jeans so they fit loose around my hips. I figured it would be good to wear a belt so I put it on and tightened it so it was snug allowing my jeans to sit 1/4 the way down. I decided to go to the park again since I had enjoyed sagging and hanging out there. I decided to tell the girl I liked I was going since she lived in the neighborhood. It was the weekend which is when I got to see her more. She agreed to come. I rode my skateboard there and my jeans stayed in place with my bel. I liked that I didn’t have to pull them up much.

    • Like 2
  14. When she came in after a few mins she told me to lift my shirt. As I did she grabbed my belt and started undoing it. I said “no mom why are you loosening it? I told you it wasn’t me and she said I don’t care” it came loose and she pulled my jeans off my butt and bent me over. The spanking hurt more then with pants on but I kinda still liked that they where visible. 
     

    For the rest of the day I wore my belt loosen enough that they would fall 1/4 the way down and I would pull them up occasionally. I didn’t get in trouble but was scared to let them fall more.

    • Like 2
  15. With my jeans looser they started to fall down even more. They more willingly fell passed half way down. I protested and said it was unfair that I was the only one they where picking on. My sister said fine and went to my little sister and started loosening her belt. She said that’s not fair I thought we where on a team??. Her belt came loose but her jeans where not very loose. My sister unbuttoned her jeans and unzipped them a little and her panties began to show. They where pink with berries on them if I remember correctly. Shortly after my sister lost. She pulled her pants up and rebuttoned her jeans and right then my mom looked in and saw my jeans at the end of my butt and a little brief line showing with my full underwear showing. She yelled “hey! What did I tell you?” I tried to explain but she said no excuses and told me to go the the bedroom and wait. I took my belt from my sister and put it back on and tightened it high and tight.

    • Like 2
  16. As I mentioned my jeans where not particularly loose and they only fell like 1/4 the way down my butt after a few mins. With only my little sister left I was not going to lose to her. That would be the most embarrassing thing of all my older sister came over and said “I thought your jeans where normally looser than this” and pulled on the waistband of my jeans to loosen them more. She also said “are these new? They are super cute” as she pinched my briefs. 

    • Like 1
    • Love 1
  17. My siblings overheard and thought of a way to get me in trouble. After breakfast they recommended we play twister. They made the rule that you cannot take your hand off the pad unless it was your turn. I have 3 sisters1 older and 2 younger. 1 older brother and 1 younger. The sisters where the ones wanting to get me in trouble so they had my younger sisters, younger brother and I play. My older brother did not want to play so he left. We started and I feel like it was planned but my youngest brother and sister got out shortly. After all my hands where on the pad I was face up in crab position my oldest sister commented. “Why you wearing a belt today mike? I liked it better when you didn’t” then while I was stuck my other younger sister walked over and started to undo my belt. I was stuck and helpless as the belt came loose and she pulled it off. My jeans loosened and I liked it but was nervous my mom would see. My sister kept my belt though.

    • Like 1
    • Love 1
  18. Day 5

    i woke the next day and opened the package of new briefs I bought the day before. I pulled out a pair or briefs and put them on. They where white with little robots on them. I put on some jeans which where not particularly loose and I put my belt on. I pulled them down half way down my butt and tightened the belt so it was snug. I came out of my room and walked in to the kitchen. My mom is my head looking a little low and even though no underwear was visible yet she said “if I see your underwear today I am going to spank you. You need to wear your pants right” I immediately pulled my jeans up and tightened my belt so no underwear was showing. She nodded and walked away.

    • Like 3
  19. I enjoyed the rest of the day with my sibling playing Lego’s, running around and doing kid stuff while wearing my jeans with a belt knowing my brief where still showing often. My sibling didn’t judge since they got used to seeing them and in my optimism they liked the look. 

    • Like 1
×
×
  • Create New...

Important Information

Welcome to Saggerworld.com and thanks for popping by. It would be great for you to create a FREE account, However by using this site as a guest, you must still agree to our Terms of Use.