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39
Anonymous
@confessions
05 Sep 2012 6:48PM
• 33,192 views • 0 attachments
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Here is how I got to mess around with two of my friends during our senior year of college. Names have been changed to protect identities. I will also warn you - this will probably end up long.

SO I knew Ashley and Sara since our freshman year. They had been roommates since the first semester, and we all had History together. We had been the best of friends throughout college, although none of us had done anything sexual together. My parents lived not too far from college, and they decided to take a winter vacation to a tropical The house was empty, which meant a perfect studying place for exams. I invited Ashley and Sara to join, since I knew all of us liked studying together, even if it was for different classes.

I should take a moment to describe Ashley and Sara. They are really polar opposites of each other. Sara is tall and slender, white complexion, with (I would estimate) B cups, a flat ass, and blonde hair. Ashley is 6'2", a little chunkier, is a little darker (basically looks like she has a natural tan), has huge tits (they look like fucking watermelons), a huge ass, and brown hair.

We ate dinner at college first then drove to my parents house. We decided that it was a little late to start studying, so we decided to drink in my parents half finished basement (half finished as in my dad started to finish it, but got distracted and never completed the project). We had an old couch and a bean-bag like chair with a mini-fridge stocked with some of my dads beer. We broke out the beer and start drinking while talking about random topics. Ashley and Sara were on the couch and I was on the chair. Ashley and I were three beers in, Sara was still milking her second. This was on-pace for us, and based on past experiences, I knew we were all buzzed. I got up and went upstairs to pee. As I got to the top of the stairs, I heard Sara say that she was going to go pee too.

Now, my parents house has two bathrooms somewhat close to each other on the first floor. I figured I would be polite and went to the further bathroom, leaving the closer one for Sara. I partially close the bathroom door and pulled out my dick when I hear the door open and Sara say "OH MY GOD." I look over, and she is staring at my dick. I close the door in her face and finish peeing. After I finished, I opened the door and she was still standing there. She said "I AM SO SORRY. I thought you were in the other one, that door was closed. And holy shit you have a big dick."

Let me stop again and explain. I hate to brag, but I will anyway. Yes, girls are routinely impressed by my dick. That is because it is huge and long while soft, but does not get that much longer hard. It mostly just gets thicker.

Anyway, I didnt say anything and went back downstairs. Sara came running down a minute later saying "Oh my god Ash, you have to see his dick. It is huge." Ashley smiled and said that she has seen plenty of huge dicks. Sara said "Yeah I know. I mean, not to sound like a slut but I have seen a ton of dicks too, but it was really big even soft".

So they start talking about guys and their dicks for a while. I was starting to think they forgot about me when Ashley turned to me and said "well, now I am curious. You willing to show me?"

Ok, sorry for the interruption again. There really was no good time to mention this before. Sara and Ashley had both been single for a couple of months, and I had been single for about 5. I was pretty certain neither of them had gotten laid in that time span, since I would usually hear about it.

I laughed and said that I would feel a little uncomfortable just randomly taking it out, and that Sara only saw it because she accidently walked in on me peeing. Ashley said "So what, I have to wait until you have to pee again?" It sounded like she was waiting for an answer, so I said "yeah, I guess." She countered with "What if I showed you my boobs?"

Well that took me by surprise. And I think Sara was surprised by it too. I thought Ashley was talking out of her ass and would never flash, so I said "sure, why not." In one move she sat up and grabbed her shirt and lifted it up, showing her bra. Then she lifted her bra up and her boobs flopped out. Holy shit, they were big and perfect. I should point out that the couch and chair were only a few inches apart..we were sitting really close to each other. So they were almost in my face. She shook her shoulders and her tits swayed back and forth, then she pulled her bra back down, fixed her boobs, and pulled her shirt back down. Sara looked shocked (almost a little horrified).

Ashley looked at me and said "Ok, it's your turn." I really didnt want to, but I pulled my dick out of my pants. By this point, the conversation and staring at her tits had made my dick semi hard. I shook it a brief second, and Ashley said "that doesn't count, it is hard!"

I laughed and said "Well yeah, boobs will do that." Ashley said that she wanted to see it soft, so I told them to change the subject. So Ashley turned to Sara and started talking to her about some on-campus event later that week. All while I sat there on the chair with my dick out. And it only took a minute until it was soft. I saw Sara glancing at it out of the corner of her eye, and she turned and said "oh, it is probably soft again."

I looked down and confirmed that yes, it was soft. Ashley said "bullshit" and leaned over and grabbed my dick with her hand. I heard Sara yell "ASH, WHAT ARE YOU DOING??" and Ashley laughed and said "oh man, that is large and soft. Jeez, how big does it get?" She then started stroking it.

I kinda gripped the sides of the chair, not too sure what to do. It got hard almost instantly, and Ashley said "oh, not that much longer, but pretty thick." She didnt stop stroking though, and only a few strokes after she said "Uhm, I dont know where I am going with this..." and then she laughed. I said "yeah, what are you doing?" and Sara yelled "ASH STOP THAT!!"

From someone standing in the room, it was probably a funny scene: Sara staring (with a horrified and uncomfortable look on her face) at Ashley's hand stroking my dick, Ashley staring at her hand stroking my dick, and me looking at my dick, then at Ashley, then at Sara, and then back at my dick, all in a loop.

Ashley then looked at Sara and said "here, feel this." Sara yelled "NO! It's Mark...I wont touch his dick! And you shouldn't be either." Ashley said "Shut up, just touch it." They bickered back and forth for a minute before Ashley grabbed Sara's hand and forced it on my dick. Either Sara was not expecting it and didnt have a chance to fight back, or she just didn't fight back at all.

So Sara's hand was on my dick. She squeezed it and the look on her face went from horrified to amazement. "Wow, that IS thick..." She then picked it up and gently started stroking. She took both hands and gently stroked with both hands for a few seconds, before going back to one hand. Meanwhile, Ashley was still staring at my dick. She pushed her hair to the side, and then leaned over and put her mouth around the top of my dick.

Sara pulled her hand back and said "Ash, what are you doing now???" Ashley took my dick out of her mouth and said "Shh, I am just doing this for a few seconds." She then proceeded to take my dick back in her mouth and bobbed her head up and down my shaft. She actually got it pretty far down her throat. She held her finger to the side of my dick to show how far it went. She turned to Sara and said "Ha, beat that."

Sara said "I probably could, but we shouldnt and your mouth was just all over his dick." Ashley said "who cares..bet you cant do it anyway." Sara looked at my dick for a few seconds, then leaned in and put her mouth around the head and slowly it went down her throat. And it went further than Ashley...it didnt seem like it wasnt even that difficult to her.

She pulled up, then sucked a few seconds, bobbing up and down, then took it out of her mouth and turned to Ashley and said "see, told ya."

Sara and I then realized that Ashley's hand was down her pants, playing with her pussy. Sara yelled "ASH! Really? Right here in front of us??" Ashley said "oh shut up, its not like we have not masturbated before when sharing a room." Sara said "YEAH, but we were each in our own beds, with the lights off." Meanwhile, without thinking, I was slowly stroking my dick. Sara sees me and says "MARK! Come on, we aren't supposed to be doing this stuff together.." I shrugged and said "Ash started it."

Ashley stood up and started to take off her pants. Sara started to say something, but Ashley said "Come on, we are all good friends, let's each just have a little fun." She took off all her clothes and sat back on the couch naked, with her finger in her pussy. Ashley could see that Sara looked uncomfortable, so Ashley said "It's not like we haven't seen each other naked. You can just close your eyes if you want." Ashley then fixated her eyes on my dick and continued to stroke her pussy. I stared at her pussy and tits, and glanced over to Sara from time to time. Sara sat on the couch, looking around the room and , from time to time, at Ashley and back over to me.

I saw she was looking at my dick a little longer, and slowly started to reach her hand down her pants. Ashley saw too, and said "you know Sara, it isnt really fair that you are still clothed."

Sara thought for a minute, then stood up and slid off her pants, but stopped and said "this stays a secret..." then continued to take off her underwear, shirt, and bra.

I should take a break here and say that this all happened within a few minutes, but it really seemed like much longer.

Anyway, Ashley is slouched spread eagle on the couch while Sara's legs are conservatively spread. Both are looking at my dick, but Ashley is also glancing over at Sara. I think Ashley was getting bored, because she whispered "you have a condom?" Sara's hands stopped moving, and she just stared at Ashley. I said "yeah, probably in my bag," and I reached over and looked through the front pocket. I had a few, and pulled one out. Ashley got up, snatched it from my hand and ripped the packaging open. Before I could even move, Ashley had the condom on my dick and she was standing over me, rubbing my dick on her pussy lips.

Sara started to get up and said "I should probably leave you guys down here..." Ashley said "No, just stay. I dont care," and I just shrugged my shoulders. Ashley's tits were swinging in my face, and I grabbed her boobs and sucked on her nipples. I looked up, and she started making out with me. I could see Sara out of the corner of my eye, and she was looking at us and masturbating slowly.

She got up off me, and I thought the fucking was over. But she turned around and sat on my dick backwards, facing the couch. I reached around and grabbed her tits as they bounced. She grabbed Sara's leg and pulled her closer. Before Sara could say anything, Ashley was bent over and her tongue was between Sara's legs. Sara's eyes closed, her mouth opened, and for once she looked like she was enjoying herself.

Holy fuck, this seems much longer written out. My fingers legit hurt. I will come back later to finish. If you have reached this far, CONGRATS. I doubt many will actually make it this far though.

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19
Anonymous
@confessions
29 Oct 2014 4:30AM
• 11,654 views • 0 attachments
[ − ] thread [ 28 replies ]

When i had my first girlfrien i had her stay over once when my parents were out of town. She told her parents she was going to a friends house and she came over and we had sex for the first time.
The morning after i woke up and my girlfriend was already up. I heard her in the shower so i thought i would go join her.
I went in the bathroom and pulled the shower curtain back. she was washing her hair so i got in behind her. Her head was down and she was scrubbing away and i put my hard dick between her legs and pushed it up to her pussy from behing her. I reached around and put my hand on her tit and pulled her agaisnt me and said ready for more? She kinda laughed and bent forward and put one hamd agaiant the wall to hold herself up and the other went down between her legs and grabbed my dick. She put it agaisnt her pussy and pushed back agaisnt me until i was deep inside her. We started fucking until someone knocked. My girlfriend said say your in here so they go away. I assumedit was my sister so I stuck my head out through the shower curtain so i could hear her. I felt my dick come out of my girlfriend then felt it go in her mouth. I yelled out to my sister asking what she needed. She said my name and i said ya what. Then the door openned and she said just making sure it was you and she walked in. Only it wasnt my sister that walked in. It was my girlfriend. She started to undress and said il join you. I just stared at her in confusion for a while then thinking wtf i put my head back in the shower.
I looked down and saw my sister sucking my dick. A million different things were going through my head at this point i had no idea what to do. I stuck my head back out the curtain to talk to my girlfriend and pulled my dick away from my suster so she would stop sucking it. My girlfriend was already almost undressed. I felt my sister grab my dick again and she put it back to her pussy and started fucking me again. My girlfriend took her panties off and was about to get in. I said wait im almost done. Then i heard my sister saiy its ok you can cum in me. My girlfriend said wtf was that? And pulled back the curtain. My sister looked up at her and said wtf? And jumped up to cover herself then she looked at me and said omg what the hell are you doing? My girlfriend said i can ask you the same. Arent you his sister? I just stood there not saying anything. My sister said i need to go and ran out. My girlfriend said ya me too dont ever talk to me and she got her clothes and started getting dressed. I finally said sorry i thought she was you i just got in with her i didnt know it was my sister. My girlfriend said yea right like i believe that perv.
I got out of tue shower and said really i was trying to suprse you but it was her i didnt know until you came in just now. She just grabbed the rest of her clothes and walked out. She left my house pretty fast. I havnt heard crom her since. Its a good thing she went to a different school then me. That would have been kinda awkward lol.
Later on i found out my sister had some guy over that night too and thought i was him in the shower. And i gave her my explanation too.
Things are kinda wierd between us niw but i think in a good way. And we always joke about what happened. Also i have seen my sister naked a couple times since then. She doesnt really care what i see. The first time i saw her naked after what happened she was changing in front of me and i said you know im here right? And she just said ya its not like you havnt been with me naked before and laughed.
I think i might try to fuck her again. Iv never been attracted to my sister and it was so wierd knowing i fucked her but i have to admit she is kinda hot and i kinda like the wierdness that comes from knowing i fucked her.
I probably wont try to do anything but if the opportunity is there i will dedinitally do something.

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Anonymous
@confessions
26 Jun 2014 11:20AM
• 4,234 views • 0 attachments
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So I had this wonderfull girlfriend, she was 18 when I met her and I was 19.
Still a virgin she asked for me to be patient, to give her some time before all the action started to happen.

At first she gave me a handjob, and i made her cum using my hands.
When the first blowjob came it was awesome, and after a few times she suprised me by not stopping to suck my dick when i told her i was cumming.
She sucked it gently while i filled her mouth with my hot cum and before i could say 'you dont have to swallow it' it was allready gone.
As a proud slutty girl she raised her head and opened her empty mouth.

After a few months it went bad.. I didn't got the attention i wanted to have, the sex was almost none and above all the blowjobs with happy ending were also gone.


So.. I found this other girl on a chat website by pure luck.
She was having a bad time at home.. Probably a bit physical problematic there..
And we decided to date, on one condition that she would listen to me and do as i say.

At the first date we weren't planning a lot to do but just talk.
At the end i wanted to bring her home, but she wasn't in a hurry so i decided to test her willingness.

I took her to a forest, and when we were in the middle of nowhere i asked her to undress herself.
Without hesitation her clothes came of untill she stood in her underwear.
I waited and crossed my arms, to let her see i wasnt satisfied.
She understood it and undressed further untill she was naked.
She was 18, and stood there.. Slim figure but with nice tits and a cute ass.
Hard nipples because it was a bit breezy.

I walked up to her, touched her thighs and then her pussy.
She was practically on fire at that moment as my hand touched her hot and wet pussy.
I told her to get on her knees and let her open my belt and pull my pants down.
With my hard cock still in my boxers i told her to kiss it, and she gently and passionatly kissed the cotton surrounding my dick..
Then i took it out, and forced her mouth open.

She pulled her toungue out, trying to lick it.
Gently i pushed it in, and let her head out of my hands.
She started to suck it, first gently then a bit rougher.
Following my directions if to take it as deep as possible, or just lick it.
Her saliva mixed with my precum ran down her chin onto her chest, forming a stream over her body.

I instucted her that when i was to come, she wouldn't stop and let me cum in her mouth, with her lips sealed around it sucking everything out.
It was the best blowjob i'd ever had, wich resulted in masses of cum on wich she gagged a bit when i shot it against her troath.
She couldn't keep it in completely and let some cum down her chin, and chest towards her pussy.

When i pulled out she showed her full mouth to me, even i was amazed by the load i shot.
She then swallowed it at once and licked my dick clean.

After that i told her to dress up again and brought her to her home and said goodbye.

During my relationship i'd met her about 100 times over 2 years.. practically every week we had sex.
I tought her how to suck the best way so every guy would like it.
I deflowerd her pussy and ass, and now she would be every mans dream.

Then i got caugt in the act.. It changed everything.
Now i have a new girlfriend, and i still meet my little cumslut now and then.
But without the sex.

Were still pretty close and talking about it though, and everytime we meet when her friend is away, my dick is always eager to come out of my pants.
And her eyes, are always on my bulge.

We think the same things, the things we did.
But keeping it safe at the moment.

Do i regret it? not by a mile!

(the legal age in the netherlands to have sex is 18)

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Anonymous
@confessions
05 Feb 2008 7:43PM
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my husband has always thought that I was very inexperienced when we first met and that I was only with one or two guys before we met, mainly cause thats what I told him. and thats what I will always make sure that he believes.

but the truth is that I was pretty wild when I was younger, long before me and him ever met, I drank and did some drugs and I had kind of a "reputation" with some of the guys in my neighborhood and in college sexually. I did stuff with them that I would never even dare tell him, cause I know it would have put him off, and I really likd being with him. and as we got closer, overtime I just never bothered to bring it up.

since we have been married for awhile, and he has gotten busy with work and the sex has kind of gotten less and less, those sexual urges that I use to have back when I was younger have started to come back big time.

if my husband ever found out the thingss that I do now while he is at work, he would divorce me for sure. and although I feel bad about what I do after Im done, while its happening, I really couldnt give a fuck.
it was along time since I had been fucked that good. too long. I forgot how great it felt to get it from guys who know what their doing, and I dont have any plans on stopping.

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Anonymous
@confessions
31 Jul 2012 6:19PM
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i confess i just smashed my laptop after i 256 bit encrypted it i am a changed person now motherless this is the last ull hear from me you turned me into a monster i dont want to spend my life in jail for others having trouble with sex addiction honestly just work on stopping it i am proud of myself i am a changed person and with god by my side i can achive it, people look at what your doing you dont want to be that guy on datline please change stick to legal porn its not hard to

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Anonymous
@confessions
17 Oct 2016 2:11PM
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II confess i read my moms journal when i shouldnt of. ill tell you about it now

am looking for some advice from a bunch of random people as i feel you might be more honest.
Im 28, i barely get by in life and live on my own. I see my mother all the time, but she is real real poor.
shes incapable of working a job and heavily in debt. She lost her husband and he left us with all these bills.
My mom has been depressed for awhile and hasnt eaten out or gone out in awhile. I have tried helping but theres just no way i can make her happy.

A few months ago, my mom met this guy she was seeing and she told me how excited she was to see him. She was truly in love and was so happy and i liked seeing her like that. i met the guy and was happy when i noticed how sucessful the guy is. He is super rich, clean etc, and i was proud of my mother for meeting a man who seemed nice and was taking care of her. My mom was happier, was dressing super nice, had bought a new laptob etc, gone out to nice dinners and everything was ok.... but in the back of my mind i was really wondering "why is this guy being so nice to my mom,hes younger and can clearly spoil any model and get interest" I dont mean to sound rude toward my mom she looks fine i guess but he can do better, but thats not what this isabout, its just gone past my mind thinking what he sees in her. MY suspicions were correct finally when i came across my moms journal.

I shouldnt of read it, but my moms always been a writer. She always expresses her feelings and writes her thoughts down. Very outsoken. So i read the 1st page where she started talking about her new boyfriend, basically it started out with her saying she thought she found the right guy etc and loves him, he treats her so good blabla.... and at the end of it she said something about withholding sex to find out if shes feeling it a few dates later after finding out what kinda guy he is. I read by a few pages and she confesses that she is heads over heals for him and decided to just give him "oral sex" she claims that he said it was the best he ever had and everythign was ok.. I kept reading and one of the latest pages expained what i thought all along and it makes me sad, and i dont know what to do.

The page stated with"i feel like a sexslave" it starts where she talked about"i just wanted to make him happy" to "he wants it all the time". My mother wrote about how the guy will just sit and watch a football game, or stay on the computer for 2-3 hours and call her over to suck his cock. He never wants sex, he just works online alot and watches movies, and tv and sports and just wants to sit back and get his dick sucked. My mother wrote that she blew him for 3 hours before, then ate dinner and blew him another few hours. She said she feels worthless. She said she tried telling him that she wanted to tone it down but the guy said"you are my toy you do what i say" and told her if she stops then hes leaving . My mother wrote, besides the blowjob thing, when we're out and stuff everything is fine its just his constant need for wanting her to blow him is way too much and he doesnt care she doesnt want to. Sheclaims she wants to stop but doesnt want to lose the godo moneyfree life.

i dont know what to do? the guy is a blowjob maniac i guess but hes not abusive or anything physically. he/along with myself enjoy a good cockworshipper but shes just not into it so often.

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Anonymous
@confessions
02 Jun 2022 11:00AM
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My wife doesn't know I know she's showed/shared my cock with her sister. Only happened twice and nothing ever happened beyond what I'm saying here, so don't tell me I should have a threesome, or fuck the sister in law, or ask for pictures.

First time - we were staying at her sisters house and my wife and I were in bed. She was awake and I was just waking up and still had my eyes closed but could hear her and her sister talking about breakfast. They stopped talking for a minute and I felt the sheet being pulled down enough I was exposed. They started whispering and I barely heard one of them say something like he's really big.

Second time - Her sister was staying at our house and we have a large blackout shade on our bedroom window. Just after we went to bed my wife said she was getting a glass of water and would be right back. After she got in bed we were talking for a couple minutes and she asked if I wanted a hand job. Felt a hand on my cock but it felt different because my wife is right handed and she was on the left side of the bed, so her hand would have been under my cock with her fingers up. The hand I felt was the opposite with knuckles on top. She asked me how that felt and I told her good keep going, but I was thinking to myself somethings up.
As she "supposedly" stroked my cock she kept asking how it felt and if I was close. I reached down and felt the arm of whomever was rubbing me and I felt the arm coming from my side of the bed not hers. As I touched the arm the person flinched a little not expecting to be touched and I ran my hand up the arm and could tell someone was kneeling by the side of the bed jerking me off. I decided to have a little fun, and told my wife I wanted to feel her boobs. Reached over with my left hand and was feeling her and I reached over with my right hand and started feeling the other woman which now I knew was her sister because I could feel a necklace around her neck and my wife doesn't wear jewelry to bed.
I felt her sisters breasts for a few minutes and started playing with her nipples and suddenly I felt her pull away and then resume, but now I didnt feel her shirt anymore which she had pulled off. Next thing I know I feel a boob in my face and I started sucking it. I decided to see how far I could take this and reached behind her sister and was grabbing and squeezing her ass. For the next couple minutes she let me play with her pussy and ass. I started using my fingers in her and was surprised at how wet she was and even pulled my fingers out and was able to lick them. The whole time my wife is still asking me if I'm close to blowing my load and if she should speed up more. I told her keep going that's a good pace. This whole thing had been going on for maybe 10 minutes and I had to finish, so I told my wife, I'm almost there, dont stop. I felt the hand speed up and just before I was ready I said right now right now, but I wasnt there yet except I felt a mouth replace the hand. At that moment I unloaded in her sisters mouth. Had to be the most satisfying cum load I ever delivered. I felt the mouth gulp a couple times swallowing whatever I had and then move away from the bed. My wife leaned over and said she was going to get a washcloth and would be right back. I heard some fumbling around as she tried to find her way to the bathroom. When she came back with the washcloth and was trying to wipe down my abdomen I was laughing a little and she asked what was funny. I was thinking to myself, there's nothing to clean up because your sister swallowed it all,but instead I just said that was fun we should do that more often. Never happened again and neither of them brought it up.

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@confessions
07 Sep 2012 2:55PM
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A about a week or so ago me and my girlfriend did something I never thought about.We have got into toys and had a great time but she ordered a strap-on and told me she wanted to use it on me.At first I was reluctant though she loves blowing me as she fingers my ass,yea we a couple of freaks,lol. so I said ok. She puts this thing on and it is bigger than my own cock a good 9 inches long and thick we start messing around kissing foreplay while the whole time she has it on I was eating her sweet pussy and she was stroking he new cock,she was really getting into it. When I set up she say it is my turn she sucked me liked there was no tomorrow licking sucking my cock and balls until I thought I was going to explode. Then she started on my asshole tonging me and using her fingers I was in sexual bliss. When I saw her grab the lube and knew it was coming,she pulled me to the edge of the bed and put my legs on her shoulders. She went slow and first it hurt like hell but after I relaxed it felt pretty fucking good. It was odd for the role reversal having her in complete control of me but it felt good and a major turn on. I was hard as a brick she was bye now all the way long stroking me as she toyed with my cock.She was talking to me,asking me how I liked it the only thing I could do or say yes dont stop.It did not take long for me to blow my load it was the largest most powerful orgasm I have ever had in my life.She seemed to come from just doing me.After words she told me she been reading off this sight and found it a major turn on and just to try it. We have sex about 3 to 4 times a week and at least one of them is her fucking me.My thing is I am not gay but really starting to enjoy be fucked by my girl with a strap on does this mean I have gayish thoughts or am I just a freak.

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@confessions
22 Nov 2024 12:17AM
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I have my fapfile set up the way i want it, scroll pic to pic and dont care what i cum to, well.... my son got into my files and moved stuff around,  he been JO to his sister, problem is when i was fappin away i kept scrolling and about the time i reached climax i landed on her pic unexpectedly,  i tried just stopping and gettin out of the mood but it was too late, stoppin and gripping my dick tightly  only made me cum that much harder, i feel bad now , i came to my lil princess 

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Dont Stop Me Now / 13. 03. 2022

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18+ STEPSISTER BEGS ME TO DONT STOP AND SPUNK INSIDE HER NOW!

04:19 13.9K

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