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My Awakening to the Dark Side (NSFW)

BrookeSmitten

Meteorite
Joined
Dec 1, 2023
I have always hated the "L" near the south side of downtown. The panhandlers and bums always made me uncomfortable. My boyfriend and I made our transfer at the Roosevelt station to the Red line to head to Wrigley field for the Cubs' game. It was packed on the train and we didn't even manager to get a seat. My boyfriend and I cuddled together at the right side of the train. The right side doesn't open until it reaches the Chicago stop so we figured it would be the best to be out of the way.

The mistake we made was that I wasn't against the door; my boyfriend was. So basically, I was pinning him against the wall/door. My head turned as I watched people still cram in and out of the train and feeling them brush against my ass as people shifted. I rolled my eyes hearing someone ask for spare change and push his way through the crowd. At least he was away from us. The train moves and doesn't take long to stop abruptly. That tossed people around causing someone to make me the contents of a sandwich.

A stranger's hand pressed against my shoulders as I pressed into my boyfriend. His hands moved down and brushed against my ass. I didn't think too much of it until he leaned in and whispers into my ear. "Nice ass you got there." He cups it and I look at my boyfriend for help. Before I can say anything, I hear him say, "Sorry bro." and moves his hands from my ass and lifts his hand up in the air. I look at my molester in disbelief with my mouth agape. My head turn back to my boyfriend, and I just hear, "It's cool." I couldn't believe he said that it was "cool" that someone just did that to his girlfriend. I didn't tell him what the molester said to me, but still! The molester moves back to give me some room and I was like whatever happened, happened.

The train had started moving already and I turned to face my molester to give him the death stare. My boyfriend decided to be playful and grab my ass. I fumed angrily at him and slapped his hand and his body a few times. He chuckled and wrapped his arms around my waist.

At this point the train was going express after making an announcement and making it's last stop for awhile. I think it didn't stop until fullerton. Everyone who rides the L knows it has its slow points. With another sudden stopping of the train, my molester was upon me once again. My boyfriend lost his balance and tumbled back. It was like my molester waited for that moment. His hands on my chest. He grabbed them painfully before moving his hand away. As soon as I thought it was over he cupped my crotch and my eyes went wide. He rubbed me a few times and I still remember that smug look as he looked down at me. I don't remember what happened but I made my boyfriend stand in front of me. I feel my face flushed and heart beat quickly. I knew I was turned on and I stole glances at my molester. I wanted more but was too humiliated to do anything but fantasize.
 
Next Encounter:
It has been a while since I felt like this: a piece of meat, woman, prey, useless, helpless, and aroused. Since the groper incident, there wasn't any other heart racing event in my life. Sure my boyfriend was there but I was not longer excited by the vanilla play that we do. I am also too scared to ask him to be rougher with me and to treat me like a slut.

After a rough day at work, our coworker had suggested that we go to the nearby bar to get drinks. I can't hold my liquour where a beer would be my limit but I loved these girls that I work with and they help the day go by quickly. Even though I am sitting there nursing my one bottle at bars, I still go out with the girls and they don't seem to mind me not drinking alot. Probably not the best customer for the bartender though.

We spot an empty booth in the corner and I offer to get drinks while they go sit down.The bar was pretty crowded so it was also easier than 4 to 5 girls trying to get the attention of the bartender. The seats in front of the bartender were filled with people standing in groups behind the seats. I squeeze my way inbetween people as I make my way to the front. I can feel people's hand as I brush my ass on them. I admit I was aroused and turned on and sometimes lingered. I can see their annoyed looks turn to smiles as they saw that it was a young woman who had pushed them out the way.


I bent over slightly while leaning on the bartop asking for drinks from the bartender causing the moon to rise from under the oversized sweater I wore. I can hear the murmurs of men as they admire my behind and how my leggings shaped them. Sadly I had to bring the I.D. of all my friends before I can get drinks. As I got up to turn back to go back my friends empty handed, some men stood in my way and stopped me from going to my friends. They stared down at me without saying anything and I felt a hand on my ass and squeezed. I let out a gasp and stood there frozen in fear and excitement. They made a path for me and I got back to my friends without any other issue. I made my way back to my friends looking distrauht and they gave me flak for not being able to procure the drinks.

Now they were settled and comfortable, they didn't want to move and handed me their I.D.s I made my way trying to find a different way back to the bartender. This time I didn't encounter any wandering hands and I was a bit disappointed. I reached the front and one of the middle aged men looked at me up and down."Get me a Sloe Comfortable Screw Up Against the Wall."

The name made me giggle but the man didn't react. I felt surrounded all of a sudden. The bartender was over at the other end of the bar. I look around to see all middle aged guys surrounding me. "Girl's night out?" Asks a voice behind me while I feel hands grip my arms and a body against my back. Looking back and around me I nervously answer. "Yea.."

I felt a bulge against my ass grinding into me. All I heard was "Mmmm." as he takes a sniff of my hair. "Smells like a dirty girl." and then a smack on my ass. It caused me to stumble forward and had to catch myself on the bar.I heard giggles from the men around me and felt scared. I didn't look back but it was probably the same guy whose hand I felt on my ass once more. He rubs my cheeks through my tights before sliding underneath me. My eyes went wide as I clamped down. He ignored my attempt to stop him and ran his fingers back and forth, tracing my slit. I slowly released my grip and he went to find my clit through my tights. My face felt flushed and I was breathing heavily. The man sitting at the bar to my right grabbed my hand causing me to jerk towards his side. I felt the hot, hard veiny piece of meat on my hand. The sensation burned into my mind even though it seemed only like a moment before I pulled my hand away. I felt the hand rubbing my crotch move from its position and to the elastic of my tights. My hands shot down quickly to stop him. He let out a grunt of disappointment and pulled my hips back. His cock had to be out. I felt the hot rod trace against my ass and then under me. He started to hump my still clothed ass. Looking around trying not to be caught I dared not make a noise. The men around would try to grab my hands to jerk them off but I would not participate and jerk my hand back everytime. Not wanting to be caught either, they didn't force me to. The thrusting of the man behind me became faster and eventually stopped. I let out a sigh of relief behind I felt a finger slid down the back of my tights. He pulled down exposing my ass and slid between the crack. He didn't penetrate me but just remained sandwiched between my gap. I felt his dick throb as he came onto my panties. Some got onto my thigh as I felt the hot seed on my skin.

The bartender slammed a few drinks in front of us and that caused me to come back to reality. He looked at the men with disapproving looks and then at me. I hear my friends calling for me. I feel my tights being fixed by the man and then scattering. The friends seeing the drinks in front offered to help bring it back. I sat at the booth uncomfortably with the sticky cum on my panties. I looked at the bartender and the men who was at a different section of the bar. I wondered if the bartender was their look out. I can feel their stares at me but I was too much of a scaredy cat to continue out adventure together and stuck to my friends for security.
 
A Friend I thought I can trust: Halloween New
I am an only child I have one friend that I would call a sister. So, when she hit me up to go on a Halloween trip to Salem, I was so excited that I booked my flight and got PTO approved in the same day. I didn't ask my boyfriend if he wanted to go or if he was available to go and when I talked to my boyfriend of course he wasn't able to go on such short notice. He asked who was going and I told him as far as I knew her husband was going with her for sure. As an introvert, I could never handle a lot of friendships to this girl and my boyfriend. Through her I was introduced to her close friend group. The group consisted of her husband and her husband's best friend. I would call her husband and his best friend as acquaintance at worst or friends at best. The best friend of the husband was like the typical guy friend who made bad jokes and tried to hit on me. Whenever my boyfriend is around, he doesn't act out.

We got together one day to discuss plans about our trip and to my horror, the best friend was coming along also. My boyfriend isn't going to be there to protect me. I was hoping that we would have separate rooms so I can cuddle my sister/girl love of my life but that was not the case as it is just going to be one room and two double sized beds. When they weren't looking, the guy which I'll call Colin, licked his lips at me. I shuddered and hoped my sister would speak up but nobody said anything. Don't they see that having a girl be in bed with another man as a problem? It was too late to change my mind now and I didn't want to rock the boat in our friend group. I didn't know why but I didn't want to seem like I was trying to steal my friend away from her husband.

On the day of we got to the airport, and I had to sit next to Colin and my friend was next to her husband all cuddled up. Surprisingly Colin did not attempt to touch me, hit on me or anything else on the plane. I hoped he would stay this demure for the rest of the trip. We got to the hotel room to discover that it was tiny as hell. There was a nightstand between the two beds and a bathroom. We around $281 each for the room so that was about $1200 almost for the 3 days 3 nights. I pretended to play dumb and placed my luggage on the bed with my girl, but she went and asked, "Do you mind sharing a bed with Colin?"

I blinked and mouth gaped open and stared at all three of them. Like you can't be serious right now. Jokingly I asked, "Why can't I sleep with Erika? You guys aren't going to have sex with us right here, right?" Erika assured me they weren't going to have sex with us in the room or they would have booked another room. Well since we're in the same room, I can't see Colin trying to act out. That would be foolish for him to do and probably get him kicked out of the friend group. I begrudgingly agreed and we headed out towards the pier to take a ferry to Salem from Boston. We didn't dress up as we were lazy, and we weren't going to be able to trick or treat at our age. I wore a black track jacket with my matching yoga tights and red top out.

We stopped at a Notch, a brewery before the crowd came. We walked around for hours and was hoping to stay for fireworks, but we were tired and decided to end the night after taking an 8mile walk. Back at the hotel, I was too nervous and feeling awkward to shower as the wall was paper thin. I could hear them take shits and farting through them thin walls. Thankfully everyone was feeling the same way and didn't shower that night. Like a bunch of old people, we left a horror movie on and slowly each of us drifted to sleep. I remember my last thoughts being that Colin wasn't trying to feel me up.

In the middle of the night, I woke up to a body rolling over and pressing against me. His arms wrapped around my waist and pressed his bulge against my ass. I panicked and wasn't sure what I should do. I pretended to be asleep, but my heart was racing. I am not sure if he can hear my heart pound as he pressed his face into my back. Then it happened, his hand snaked down my belly and between my legs. He didn't sneak under them, but just above my clothes and started to rub me. I continued to pretend to be asleep as he forced his hand between my legs. I didn't clamp down on him to stop him or anything. He stopped and propped himself up and leaned over me. I think it was to check if the two were awake next to us. "Psst...you guys awake?" he asks. Nothing but snoring echoed the room. I should have said something or did something like shift my posture.

"I know you are awake, Brooke." He says and he sticks his tongue into my ear. My eyes opened wide as he did that to me as a shot of pleasure shot through my body. He kissed and licked my ear until he heard a creak of the bed, and it seemed like Erika's husband got up. He quickly pulled back and rolled to face the wall. My face became hot and flushed from that. I laid in bed feeling scared, horny, and disgusted. Needless to say, I didn't sleep for the next few hours, but Colin didn't touch me and soon I saw the light of the rising sun. Feeling safe as it was morning, I dozed off.

I woke to the sound of the 3 of them talking. Erika was going to take a shower; the husband was going to go downstairs to take a shit, and Colin was going to wait his turn in the room. I wanted to sleep more and that was my mistake. As soon as the husband left the room and Erika closed the door to the shower, I stretched, and Colin pins my hands above my head. "You enjoy last night?" He asks looking into my eyes like a predator to prey.

No words escaped my lips and I watched as he moved his face closer to my face. "You liked what I did didn't you? That's why you didn't make a sound?" he asks as he began to kiss my neck. My god damn fucking weak spot! I closed my eyes and gritted my teeth but instinctively moved my neck to let him do as he wanted. He kept my hands pinned with one hand and the other went for my crotch rubbing me. I don't know how much time has passed but the click of the door opening forced him to get off of me. I laid there aroused and close to cumming. This is the second time I got edged on this trip. I also sat up with Colin and Erika gave us a weird look. "Everything okay?" she asks us and I dryly say yea. I watch as Colin goes into the shower and sat there dumbfounded staring at his direction.

Erika asks me once again if I was okay. I nod and lie, " just surprised he wasn't perving me last night."

As he came out with a grin, "Your turn Brooke." He says just staring at me and sitting down on the bed. I gathered a white Cami top, same type of yoga pants and panties and headed in. The horrid bathroom was like 6ft long by 4 feet wide. I put the clothes on the toilet cover and slid the foggy glass door open to the shower. I wanted to get off in the shower but felt like it would be cheating on my boyfriend if I was masturbating to this creep Colin. My head couldn't get him out of my thoughts though. I stripped down and noticed my panties were slimey and wet on the crotch. Embarrassed I tossed it in my dirty laundry bag along with my moist tights from the night. I got in the shower and used water to wash away the remaining soap on the wall that Colin left behind and I noticed something sticking to the black tile. It was phlegm like and there was no way it can be what I think it is. I don't know what possessed me, but I turned off the water afraid that it'll get washed away. I took a sniff, and it became clear what it was; it was cum. I imagined Colin in front of me. I lowered myself to the level of the slob of cum. Sniffing it and rubbing my clit and fingering myself. I then licked it off the wall and stopped myself. I swirl and swashed it in my mouth reminding myself whose cum it was in my mouth. Disgusted with myself, I spat it out onto the shower floor and got out to dry myself. I dug into my dirty laundry bag and put on the dirty panties and yoga tights but put on the new shirt.

As I exited the bathroom, Erika noted that I took a long time and Colin eyed me. He got said he was going to use the bathroom now that I'm done. Damn, I'm horny and need release but my friends are around. A few seconds later I get a text from Colin. "Did you like what I left you?" he asked. I left it on read and avoided his gaze as he came out.

Today as the second day we went on the freedom trail hike through Boston. It was a 10-mile track and once again we were tired. Tonight, the Office was streaming as we laid in bed after having our dinner. Snores came from the bed next to us and I looked at Colin. He was scooting around and finally settled down to sleep after airing the blanket. I saw his hard cock and he had on no bottom. He turned around not saying anything to me. I saw him writing a text and then I got it. "If you want it from the source." he says and puts down his phone. I laid down next to him and turned my back to him. I dozed off with him not even touching me. The noise of the TV woke me up and I looked around. Hearing snores from Colin, Erika and her husband. I looked down to see the tent and felt dirty. I wanted to get under the blanket and blow him. It's not something I even did for my boyfriend. I got up and stared at Colin from the end of the bed. I licked my dry lips before picking up the covers and going underneath. I traced his legs on both sides to guide me to his cock. The funky smelly cock from not showering tonight was before my face. I took a deep breathe as the smell turned me on and wrapped my lips around the tip. Colin jerked and grabbed my head. He lifted the covers to see my lips around the tip of his cock. He give me a smile and his eyes seem to call me a good girl. He leaned his head back, adjusted his posture and spread his legs. He guided my head and began to face fuck me. The sound of the TV drowning out my gagging and sucking noises. He blew his load into my mouth not too long into the session and I was trying to decide to swallow or not. I was surprised not a sound escaped his mouth as I was blowing him. I didn't know what I was expecting but I was thinking it was my turn to cum but he pushed me away and I got off and looked at this stupid face. He pulled his phone to him and was probably texting. My phone buzzed and I looked. "Be a good girl and swallow." he texted. Angrily I head towards the bathroom to spit it out. I hear footsteps behind me and then i was pushed over the sink. The door closes and I get turned around. He kisses me with his load still in my mouth. He forces his saliva into my mouth and I have no choice but to swallow. Some leaked out the corner but I got most of it down. He forces me around again and at this point I'm dizzy. I feel my tights and panties get pulled down. He sticks his face up between me and starts to lick. I thought to myself I was finally going to get off. I gripped the sink with a smile as he dug in me. As I began to shake and convulse, moaning a bit, he stopped. I look back confused. He just got up smugly and left the bathroom. Disgusted with myself I stayed there with my tights and panties around my ankles for a good minute or two. I didn't get to cum again.

I went back out to find all the lights and TV off. I climbed into bed and didn't sleep until morning once again. I hear Erika's voice, "Brooke must be tired from all that walking. She still isn't up yet."

I blink and look around as the three look down on me. I wipe my eyes and get up. I shower and was about to head out. Colin grabbed my arms and handed me a brand new vibrator. One that gave him control of it from a distance. The multiple days of not cumming got to me. I told them I would use the bathroom first and went in to slip that toy into me. I jumped as he turned it on for a quick second before shutting it off. Today we were to go shopping for things we saw on our walks the last two days. Through out the fucker would tease and edge me. He was so good at reading me that he didn't let me cum. I was determined that I was going to fuck him.

I stopped in my steps and announced that I was tired and I got everything I wanted. I wanted to go back to the hotel because my legs and foot hurt. Colin took that and told them he would help me back to the hotel. On the way back he didn't turn on the toy once. We got in the room and I was expecting him to jump me but he didn't. I look confused as he sat on the bed.

"Fuck you.." I remember myself saying and pouncing on him. I looked into his eyes and began to kiss him. With my eyes closed, I remembered sucking his tongue and biting hips lips. He pretended to be the victim and was crying stop. I was so horny I couldn't stop for long. I started stripping but he didn't do anything. I ripped at his clothes and tore his pants down. I straddled him realizing what I have done. I didn't care...I need this. I lifted myself up and lined up his cock to my pussy and slid down without any protection. I fucking raped Colin with a smile on my face. Pleasure filled my body as I started to move. I'm not sure what triggered it but he grabbed my hips. Bounced up and balanced me before thrusting up. I moaned loudly and let him do his thing before he shot his load in me. He laid down like he was done and I looked confused like what about me? He was still hard so I rode him the best I could and got a mediocre orgasm. A phone call from Erika brought me back to the world making me realize what I had done.

Nothing really exciting happened after that event. Colin did nothing as he seemed to have gotten what he wanted from me and we headed home. I can't help but want Colin more now...Maybe sex with my boyfriend will make me forget all that happened.
 
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