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tiger85 · 2 years ago

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Omegle Chat

You're now chatting with a random stranger. Say STAND WITH THE CHINESE PEOPLE AGAINST THE CCP!

You both like Ask Me Anything.

You: hi

Stranger: Hi

You: How are you?

Stranger: Good n u

You: fine thanks

You: You prefer asking or answering

Stranger: Answering

You: Cool, anything off limits?

Stranger: Not really

Stranger: No fun that way

You: Very true

You: I'll start easy asl?

Stranger: Oh boy, ok im 18 f us but im mature for 18

You: Good to know

You: I like that

Stranger: Cool are you a guy? Just asking doesn't matter

You: yes I am

Stranger: Ok usually when i say 18 they leave

You: 18 is fine by me.

Stranger: Cool

You: I'm gonna get a bit dirty though now hope you don't mind

Stranger: I dont, at all

You: What age did you lose your virginity?

Stranger: 13

You: How old was the guy?

Stranger: 16

You: A bf from school?

Stranger: Well a boy i had a crush on, yes from school

You: Oh so he wasn't your boyfriend

Stranger: No he had a gf

You: Mind telling me how it happened then since he was dating a different girl?

You: Long response or something didn't show up

Stranger: He hit on me at a football game when she wasn't around and asked me if i wanted to pass by his house on the weekend

You: Oh, & of course since you had a crush on him you said yes

Stranger: Yes

Stranger: I asked about her he said she was going out of town

You: Did you spend all weekend with him?

Stranger: No just the day it happened his parents were out

You: Did he call you once they left & told you to come over?

Stranger: He texted me when to come

You: You knew you were going to lose your virginity as soon as you got to his house didn't you,

Stranger: Yea

Stranger: Part of why i went

You: How did it go down once you got there?

Stranger: He kissed me when i went inside and we made out, then he took me to his bedroom

You: How was the make out sess?

Stranger: Hot very i felt his cock rubbing me it was hard

You: what was he wearing?

Stranger: Jeans and a tee-shirt

You: same for you? Or something else?

Stranger: I had on leggings and a shirt

You: Not that its too relevent, but were did your parents think you had gone?

Stranger: I told them i was going to my gfs house and i talked my sister into taking me to his house she knew i was going to see him

You: Ah so older sis knew you were going to get laid

Stranger: Well she asked me any i said maybe she just said ok but use protection

You: Aw how cute.

Stranger: Shes super cool

You: Anyway he took you into his bedroom, then?

You: Thats good

Stranger: We made out more and then he stood up and took his jeans and shirt off asked me if i wanted to do the same and i did

Stranger: I kept my panties and bra on

You: He didn't have any underwear on?

Stranger: Yes he kept them on also

You: okay, was kissing him as good as you had always dreamt it would be?

Stranger: Yes

You: In a way you didn't want that to end did you

Stranger: No i wouldve been happy just making out lol

You: Even though you could see he was very hard inside those underwear?

Stranger: Yes very and ngl i was a little scared cause it looked really big

You: Oh okay, so there you are in your bra & panties and there's your 16 yo crush in just his underwear, now what?

Stranger: We made out some more then he got up grabbed my hand and sat me at the edge of the bed and he stood in front of me and lowered his underwear and put his hand on my head

Stranger: I knew what he wanted

Stranger: It was so big

You: He wanted you to give him head

Stranger: Yes

You: Was he cut or uncut?

Stranger: Cut

You: He had his hand on your head & moved it to his cock, or did you do it willingly?

Stranger: I grabbed it by the shaft and opened my mouth at the same time he gently pulled me towards his cock, i closed my eyes and felt it in my mouth

You: Just the tip at first I'm sure

Stranger: Yes

Stranger: I heard him moan

Stranger: So i guess it felt good lol

You: which had to make you feel good

Stranger: Yes it did

You: then you started taking more?

Stranger: Yes as much as i could, i had seen a few how to vids on youtube and i saw a real bj instructional vid on a adult web site

You: ah nice, so you were semi- prepared, just didn't expect him to be so big

Stranger: But i couldnt go that far down his shaft cause it made me gag

Stranger: Exactly

Stranger: I had the basics lol

You: Did he try to make you go down further?

Stranger: Yes but i gaged

You: I'm sure he liked hearing that though as well

Stranger: Im sure lol

Stranger: He did it a few more times and id gag and push away but he would say its ok just keep sucking me it feels so good

You: Nice

Stranger: My eyes would tear up

You: Did you look up at him as you sucked it?

Stranger: A few times yes but mostly i kept my eyes closed

You: He did that for a bit, then?

Stranger: Yes

You: Then what happened next? He have you take off your bra & panties?

Stranger: Basically yes after a while he stopped me and got in bed with me and pulled my panties off and told me to take my bra off

You: He didn't cum I'm sure from the bj

Stranger: No he didnt idk if i wasnt good enough yet or if he didnt want to yet

You: May have been a little bit of both

Stranger: Maybe

You: Now you are both naked in his bed together

Stranger: Yes

Stranger: Hes on top making out

You: Was he also feeling you up at all?

Stranger: Yes fingering me, more like rubbing me then i felt his legs push my legs open and i felt like this was it

You: okay

Stranger: But instead he went down on me

You: He ate out your pussy, I am surprised

Stranger: Yes he said oh wow, i guess since i had shaven smooth lol

You: nice, good on you,

Stranger: It felt amazing

You: His tongue felt great?

Stranger: 100 times better than i thought

Stranger: Yes

You: He probably had plenty of experience with his gf and maybe other girls

Stranger: Yes im sure but at that moment it was just him i didnt even think about his gf or anything

You: I would imagine not, sorry please continue from him eating out your pussy & it feeling so amazing

Stranger: He did it for a long time too, and i came for the first time in a guys mouth

You: Damn he must have been really good then

Stranger: I think he wanted me to cum

You: probably

Stranger: He didnt stop until i came

You: I bet you were shaking quite a bit by then

Stranger: Then he came up and kissed me which ngl kinda yuked me a little i never tasted my own pussy before lol

You: Still having it be him do it, must have felt somewhat good

Stranger: Yes it did

You: and then?

Stranger: Then it happened, he got between my legs and i saw him reach down and grab his cock and put it at the entrance and i took a deep breath and i felt him push

You: Had he put on a condom?

Stranger: Nope!

You: oh okay, please continue

Stranger: The pressure was intense and then the pain hit me, and i pulled away a little but he grabbed me and shhhh me and kept pushing the burning feeling intensified and then i felt him pop in i screamed a little and he stood still

You: He had popped your cherry

Stranger: Yes that was the burning i felt

You: right

Stranger: He asked me if i was ok should he go on, i just nodded my head

You: good girl

Stranger: He started fucking me

You: slow?

Stranger: The pain was incredible but it was also pleasurable at the same time

Stranger: Yes he went very slow because i was gasping when he would thrust

You: Did he eventually pick up the pace though?

Stranger: Yes after a few minutes he started to go faster and thats when it really started to feel really good

Stranger: I was moan and he was grunting

You: He was just laying on top of you?

Stranger: He went faster and faster and he was moaning louder and louder and then he all of a sudden pulled out and jerked his cock and he came all over my stomach

You: What did that feel like

Stranger: I looked down and omg his cock was covered in blood and his hand also from his cock and it was pools and pools of his cum on me

You: But yet you felt so good as well

Stranger: Yes like i had accomplished a feat lol

Stranger: Then he got up and said dont move !

You: oh

Stranger: He ran to the bathroom and came back with the roll of toilet paper and he gave it to me and said here so you can clean up and he took some of it and helped me clean also and he cleaned his cock too

You: Very sweet of him

Stranger: Yes and his sheets omg his sheets got so dirty lol

You: I bet they were

Stranger: We got dressed and i helped him take his sheets off and we took them to his laundry room and i was the one who put then to wash lol he didnt know how to do laundry lol

You: It happens

You: He didn't offer to let you shower?

Stranger: He said listen you know i have a gf, are we cool? And i said yeah we're cool

You: Of course you were cool with it, you got what you wanted lol

Stranger: No but looking back idk if i would of lol

Stranger: I think we both got something we wanted

You: What exactly do you think he wanted? Just to be the one to pop your cherry?

Stranger: He asked if he could give me a ride but i said its ok and called my sister

You: Told your sister about it all on the way home didn't you

Stranger: Yeah most likely add another notch to his belt lol

Stranger: Yeah i had to do my first walk of shame lol

You: But was it so much of a walk of shame to her?

You: since she already knew pretty much

Stranger: And of course my sister being my sister was fist pumping and wooop woopp as i walked to the car all i could do was lower my head i was so embarrassed lol

You: lol

You: Was she disappointed that you didn't use protection?

Stranger: I kinda lied to her and said i did

You: Shame on you

Stranger: Lol yeah i know but oh well lol

You: At least he pulled out though

Stranger: Yes!!!!

You: Did you ever make any more advances towards him or ever talk to him about it again?

Stranger: You know at that very moment i actually freaked out for a second thinking omg hes gonna cum in me and im gonna get pregnant all those thoughts in like 3 sec lol

You: I bet you did

You: Especially only being 13

Stranger: But i think he knew also thats why he pulled out

You: Well he probably didn't want any kids at 16 either

Stranger: I did see him at school a lot but kept my distance i think we both knew it was best

You: Part of you had to want to talk to him at least a little at times though

Stranger: Until the next time she went out of town lol

You: Wait, then what?

Stranger: We fucked again lol

You: How much later was that?

Stranger: I was his official side piece

Stranger: Like close to summer she went on fam vac

Stranger: We fucked a lot lol

You: What'd he do just text you the next time she was out of town & asked you to come over for a fuck?

Stranger: Yes pretty much

You: He fucked you a lot that summer as she was out of town?

You: Or that was just before summer

Stranger: We fucked, yes we fucked a lot and i did anal for the first time also with him

You: Everytime bareback?

Stranger: Yes but by then i was on the pill but he would still pull out

You: why were you on the pill? Had you told your parents?

Stranger: Only time he didnt pull out was during anal

You: Bet that was an odd sensation

Stranger: No at school the school nurse could give pills

You: oh okay

Stranger has disconnected.

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tiger85 · 2 years ago

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Storytime with Xavier

You're now chatting with a random stranger. Say STAND WITH THE CHINESE PEOPLE AGAINST THE CCP!

You both like Bi.

You: hi

Stranger: M21

You: m 37

You: How are you?

Stranger: Nice what's your darkest sexual secret

You: It wasn't full on sex, but growing up my younger sister & I did some sexual things together

Stranger: How much younger is she

You: 2 years

Stranger: That's hot me and my younger brother of 2 years have had sex since I was 10 and he was 8

You: Very hot

Stranger: My dick was just big enough for penetration

Stranger: What's your darkest sexual desire / fantasy / kink

You: I wish I had a brother to do stuff with. How often do you fuck him now?

Stranger: Basically anytime we stay the night in the same place and we can

You: Quite often then?

Stranger: Not right now but used to every weekend like a year ago

You: Well I kind of fantasize about actually fucking my sis

Stranger: That's hot

You: Why not right now?

Stranger: Live too far away

You: You moved or he did?

Stranger: Both

You: That sucks. You have someone else you fuck since he's too far away now?

Stranger: My fiance

You: Oh, I bet she doesn't know you & your bro have fucked

Stranger: Absolutely not lol

You: Probably nobody really does other than who you tell on here

Stranger: Yeah pretty much me and him didn't even talk about it until like 2 weeks ago for the first time

You: How did you manage to hide it from your parents when growing up?

You: Oh really?

Stranger: See I would just go in there while he was sleeping and start sucking him off then he would wake up and then we would f***

Stranger: And when we had bu

Stranger: When we had bunk beds we did it every night

You: very nice

Stranger: But the reason we were able to hide it from our mom was that we only did it at like 3:00 a.m.

Stranger: One time I had him on his back in a recliner with his legs around my head and f***** him so hard I miss it so much

You: On school nights you'd wake up during the night just to fuck him?

Stranger: Yes it was so hot I miss it

You: I bet you do, it sounds so hot.

Stranger: It was

You: What was the riskiest time you two ever touched or did anything?

Stranger: One time I f***** him so hard he just came while I was f****** hi

You: Damn that is hot

Stranger: For one time like 2 years ago I was 19 he was 17 he was staying the night because at the time he didn't live the same house we did. Anyway we were in the living room and I had started sucking him he just woke up and pulled off his pants when my mom walked out her room so I ran down the hallway and just stood quietly in the dark while he stayed there sleeping she grab something out of the fridge went back in her room and then we f***** and then I ran back in my room

You: Oh fuck, so close to getting caught, must have turned you on even more

Stranger: It did.

Stranger: I got another one for you

You: He must have covered up with a blanket so mom wouldn't see his cock

Stranger: He did

You: Whats the other story, this is turning me on so much

Stranger: Well one time. Back like 4 years ago I was 17 he was 15. He was staying the night and I convinced him to sleep in my room and he slept on the floor. Next to the door. Well I was sitting there eating his ass and my sister walked in My youngest sister she was probably like 10. And she was like what are you doing. And I just said that he had peed his pants and I was helping him take off his pants she believed us

You: Then when she left?

You: You fucked him, right

Stranger: Well he went to the bathroom and then put his pants in the washer like he actually had peed himself then he came back into my room and 3 hours later at like 4:00 a.m. I made sure everybody was asleep and then woke him up and f***** him again

You: Do you always fuck him raw? Or use a condom?

Stranger: Always raw

You: Cum in his ass or somewhere else?

Stranger: Always in his ass

You: You liked sucking his cock, does he have a big one?

Stranger: Yeah mine's about 9 his is like probably seven and a half but very girthy but he's a total bottom

You: He's never been inside your ass then?

Stranger: I tried one time but he didn't want to

Stranger: He's complete bottom he just likes getting f***** in the ass

You: Has he at least ate out your ass?

Stranger: Oh yeah he likes to do that he likes me to put my feet in the air so he can suck my cock and balls and eat my ass

You: Very hot.

Stranger: But both of those stories were times that we didn't even know it was risky I do have a story one time that we did it knowing it was risky

You: oh please do share, I'd love to keep in contact somewhere to hear more too if possible

Stranger: Ok

You: Did you send something besides "Ok"? I've seen it say you were typing and then stop a couple of times & then start again

Stranger: So this was probably when I was 15 he was 13 My cock was probably 7 in long. Anyway, we were watching Avatar The last Airbender in our room. It was in the middle of the day and we had family over. But I got really horny so I locked the door unfortunately made him suck my cock. This was the one and only time that we did it during the day and he was fully awake. Anyway I f***** the s*** out of him came in him and then sucked him until he came and unlocked the door and act like nothing happenede

Stranger: Forcefully not unfortunately

You: Oh wow that is so hot, I wanted to say something besides hot, but not sure anything else fits lol

Stranger: Believe me I get it. Also to give some context

Stranger: I am a tall man's man closeted straight guy

You: He really didn't want to suck you off at that time of day knowing people were home

You: I like it

Stranger: He is also tall but he is super slender and kind of has the body of a woman and is completely out of the closet so it's like I'm f****** a thin boy and it is amazing

Stranger: Femboy not thin boy

You: Oh so he is gay?

Stranger: Well he just straight up is a femboy

Stranger: Yeah

Stranger: Fem boys turn me on so much

You: Where can you keep in contact besides here?

You: Very nice

Stranger: Snap reddead1000

Stranger: Do you have any good stories like this I'd love to hear one

You: I mean my sis & I never had sex, but I do have some stories I can share.

Stranger: Plsss

You: mind if I copy & paste one I have posted on xhamster