Ambushed by my crush
Posted: Thu Jun 13, 2024 6:42 pm
This happened to me when I was 18. I changed the names of people for obvious reasons. I had a huge crush on this cute girl. I thought what it would feel like to have her “accidentally” catch me naked. I sometime would go outside in my underwear. I wore and still wear spandex and sometime speedos.
My crush (amber) and I would always hang out but shelived like 45 minutes away so if she came she would get a hotel or if I went I would get a hotel. Things were getting pretty serious the more we hung out.
I went to hang with her for a weekend. Amber wanted to play truth or dare with me and some of her girlfriends. It started out innocent enough but then it changed to more kinky and heavier. It was late and I had to work the next day. It was my turn and amber dared me to strip to my underwear. Some of the other girls had taken shirts off. I decided to leave to go to work.
The next weekend amber came. She got a hotel close by. This particular day I decided to wear a speedo. I would feel embarrassed wearing it but aroused. Amber invited me to her hotel room. When I got there she was alone and decided to just cuddle and watch tv on the bed. It was maybe 3pm at this point. Amber said she was hungry and asked me to get her something to eat. I left and when I returned 30 minutes later, i knocked on her door.
Amber opened the door and closed it behind. I set the food down on the table in the room. When I turned around I seen 3 of her friends open the door and walk in. I said hello. Amber looked at me and said she invited her friends back over to finish the truth or door game. Around now it was 5 pm. They decided to start where we left off last time and dared me to strip to my underwear.
My heart started pounding as I realized they wouldn’t let me leave. I said I didn’t feel comfortable?doin it. I’ve only undressed in front of one girl before amber and we didn’t have sex. Amber said “we can do it the easy way or hard way.”
All 4 of them had a grin on their faces. I slowly took off my shoes and socks. Then pulled my shirt over my head and off. I stopped after that. I was told to keep going but refused one girl took her belt and swatted my ass and told me not to move. Amber came over and unbuttoned my pants and looked at me in my eyes then pulled my pants down to my ankles leaving me standing there in my bright blue speedo. I tried to cover up my semi erect dick. I received another slap on my ass with the belt. I jumped from the pain of the belt.
The girls got pictures of me standing in embarrassment. Amber came over and said that I had to do things for them before I could leave with my clothes. I was told first to go to the front desk and get another room key. I was then drug out of the room and the door slammed behind me. I tried to cover myself but failed. I was fully erect and somewhat aroused. I covered my dick with my hands and walked to the front desk where I asked the girl behind the counter for a key to the room since I locked myself out. I heard people giggling and felt totally embarrassed. I then ran back to the room and got in.
I was immediately grabbed and dragged to the bed. I was forced to bend over onto the bed. They took my hands and stretched them out and tied them to the bed. I started wriggling and jerking trying to get free. I received another slap on my ass. I immediately stopped moving from the pain. I was bent over in my Speedo at the mercy of the girls. Amber said this was part of her rules of truth and dare. If someone refuses the dare then the other players could do whatever they wanted.
Amber touched my erect dick then my ass. Amber slid her fingers into my Speedo and squeezed my ass. Amber then kissed my cheek and pulled my Speedo down to my knees. Two girls spread my buttcheeks apart while amber’s friend said “ this will only hurt a little. I tried to look over my arms at amber. I seen her grab a bottle from her bag and something else. Amber then rubbed some gel on my butthole. I started jerking and yanking as hard as I could to get free. I received another slap on my ass and was told to hold still. I was scared because I knew something was going to happen and began panicking and breathing heavy. Amber finished and the told me to look up. I looked up and saw her holding a butt plug. My eyes were as wide as they could get. I shook my head no. A girl shoved a wash cloth in my mouth and told me to hold still. Amber then got back behind me and slowly started pushing the butt plug into my ass. I let out muffled screams. I never felt a paint like that before. It fucking hurt. I jerked again which made it hurt worse. The more she pushed it in the more it hurt. Eventually after an eternity she fully got it in. I was somewhat relieved and breathing heavily.
Amber then pulled my speedo back up and I was untied. I stood up and turned around facing them. Amber said I had one last thing to do. At this point I was totally embarrassed and felt like a slave to them. I was handed $10 and told to go across the street to the family dollar and buy snacks. My heart felt like it just went through the floor. I begged not to. But amber said I had to if I wanted it to end. With that, I was forced out of the room. The hotel room had a view of the store. I accepted my fate and began the walk of shame.
I thought about running but with each step I was reminded by the pain from the butt plug that it wouldn’t be possible. It was such a short distance but felt longer. Thankfully the sun had set a few hours ago so not many people would see. I got to the store and thankfully only an employee and one other customer was in there but the customer never saw me. I hurried the best I could to buy chips and get back. When I got to the register the cashier girl just looked at me and pretended like everything was normal. As I walked out after paying, I heard the employee girl giggle. I reached back and could feel the plug and instantly realized she saw. I dropped my head in shame and began the walk back.
I got to the room and all of ambers friends were gone. Amber told me to bend over again and pull my speedo down. As I pulled my Speedo down, amber pulled the buttplug out. It hurt just as bad and I tried not to scream. As I pulled my Speedo back up I looked at amber. Amber said I could leave or stay and cuddle. I said fuck it and decided to stay the night with her. I called in sick the next day.
After this incident me and amber started dating. She would even say I was cute in my speedo. To this date we still are dating each other. This happened about a year and a half ago. I was embarrassed by her and I realized that I was also turned on.
My crush (amber) and I would always hang out but shelived like 45 minutes away so if she came she would get a hotel or if I went I would get a hotel. Things were getting pretty serious the more we hung out.
I went to hang with her for a weekend. Amber wanted to play truth or dare with me and some of her girlfriends. It started out innocent enough but then it changed to more kinky and heavier. It was late and I had to work the next day. It was my turn and amber dared me to strip to my underwear. Some of the other girls had taken shirts off. I decided to leave to go to work.
The next weekend amber came. She got a hotel close by. This particular day I decided to wear a speedo. I would feel embarrassed wearing it but aroused. Amber invited me to her hotel room. When I got there she was alone and decided to just cuddle and watch tv on the bed. It was maybe 3pm at this point. Amber said she was hungry and asked me to get her something to eat. I left and when I returned 30 minutes later, i knocked on her door.
Amber opened the door and closed it behind. I set the food down on the table in the room. When I turned around I seen 3 of her friends open the door and walk in. I said hello. Amber looked at me and said she invited her friends back over to finish the truth or door game. Around now it was 5 pm. They decided to start where we left off last time and dared me to strip to my underwear.
My heart started pounding as I realized they wouldn’t let me leave. I said I didn’t feel comfortable?doin it. I’ve only undressed in front of one girl before amber and we didn’t have sex. Amber said “we can do it the easy way or hard way.”
All 4 of them had a grin on their faces. I slowly took off my shoes and socks. Then pulled my shirt over my head and off. I stopped after that. I was told to keep going but refused one girl took her belt and swatted my ass and told me not to move. Amber came over and unbuttoned my pants and looked at me in my eyes then pulled my pants down to my ankles leaving me standing there in my bright blue speedo. I tried to cover up my semi erect dick. I received another slap on my ass with the belt. I jumped from the pain of the belt.
The girls got pictures of me standing in embarrassment. Amber came over and said that I had to do things for them before I could leave with my clothes. I was told first to go to the front desk and get another room key. I was then drug out of the room and the door slammed behind me. I tried to cover myself but failed. I was fully erect and somewhat aroused. I covered my dick with my hands and walked to the front desk where I asked the girl behind the counter for a key to the room since I locked myself out. I heard people giggling and felt totally embarrassed. I then ran back to the room and got in.
I was immediately grabbed and dragged to the bed. I was forced to bend over onto the bed. They took my hands and stretched them out and tied them to the bed. I started wriggling and jerking trying to get free. I received another slap on my ass. I immediately stopped moving from the pain. I was bent over in my Speedo at the mercy of the girls. Amber said this was part of her rules of truth and dare. If someone refuses the dare then the other players could do whatever they wanted.
Amber touched my erect dick then my ass. Amber slid her fingers into my Speedo and squeezed my ass. Amber then kissed my cheek and pulled my Speedo down to my knees. Two girls spread my buttcheeks apart while amber’s friend said “ this will only hurt a little. I tried to look over my arms at amber. I seen her grab a bottle from her bag and something else. Amber then rubbed some gel on my butthole. I started jerking and yanking as hard as I could to get free. I received another slap on my ass and was told to hold still. I was scared because I knew something was going to happen and began panicking and breathing heavy. Amber finished and the told me to look up. I looked up and saw her holding a butt plug. My eyes were as wide as they could get. I shook my head no. A girl shoved a wash cloth in my mouth and told me to hold still. Amber then got back behind me and slowly started pushing the butt plug into my ass. I let out muffled screams. I never felt a paint like that before. It fucking hurt. I jerked again which made it hurt worse. The more she pushed it in the more it hurt. Eventually after an eternity she fully got it in. I was somewhat relieved and breathing heavily.
Amber then pulled my speedo back up and I was untied. I stood up and turned around facing them. Amber said I had one last thing to do. At this point I was totally embarrassed and felt like a slave to them. I was handed $10 and told to go across the street to the family dollar and buy snacks. My heart felt like it just went through the floor. I begged not to. But amber said I had to if I wanted it to end. With that, I was forced out of the room. The hotel room had a view of the store. I accepted my fate and began the walk of shame.
I thought about running but with each step I was reminded by the pain from the butt plug that it wouldn’t be possible. It was such a short distance but felt longer. Thankfully the sun had set a few hours ago so not many people would see. I got to the store and thankfully only an employee and one other customer was in there but the customer never saw me. I hurried the best I could to buy chips and get back. When I got to the register the cashier girl just looked at me and pretended like everything was normal. As I walked out after paying, I heard the employee girl giggle. I reached back and could feel the plug and instantly realized she saw. I dropped my head in shame and began the walk back.
I got to the room and all of ambers friends were gone. Amber told me to bend over again and pull my speedo down. As I pulled my Speedo down, amber pulled the buttplug out. It hurt just as bad and I tried not to scream. As I pulled my Speedo back up I looked at amber. Amber said I could leave or stay and cuddle. I said fuck it and decided to stay the night with her. I called in sick the next day.
After this incident me and amber started dating. She would even say I was cute in my speedo. To this date we still are dating each other. This happened about a year and a half ago. I was embarrassed by her and I realized that I was also turned on.