Confessions tagged with 'dildo'.

#3023

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I'm 29 now and I nevertold anyone upto now, what I did with my math tutor or, better to say, what he did to me. I was 11-12 when I lost my good grades in school and my mom arranged the math tutoring by an old math teacher some of her friends knew. I went to him 2 times a week just after school. everything went fine until some weeks after we started. He has been a funny old man, must have been around his 70s and he was joking all the time. and he tried to tickle me from time to time. I am very ticklish and when he did it I rolled together like a hedgehog, just without spikes. So I did not realize it for me but the tutoring became more and more touchy. An I have to confess, I liked it. Yes, I was a young girl just discovering, I'm a girl and he made me feel beeing just like an adult. He did know well about everything and so we started to talk abou everything. and so we eventually also ended up on the subject of boys, puberty and sex. He absolutely was someone, who I could talk to about just these things, I could not talk about with my parents. I often wished I had a grandpa like him. He was cool about everything. We sometimes talked about boys genitalia and he asked If I ever had seen some and I answered, only on pictures in the Internet. He asked, if I want and when I nodded, he got up and pulled down his pants. His penis was hanging down, not a sign of erection but I felt like a match (the red head). He did not do anything he just stood therer for a while and then redressed and sit down again. But I think, with that action, a border was crossed. I did nott have a problem to put my shirt up when he some times asked if I already got Boobs. I did, he looked, all was ok. We aventually started touching each other. I think we both wanted even of him being an old man. But it was OK with me. For me it was no Boy I wanted to make out with, for me, he more was an object to study on. I just relize, my english is not very good, sorry for that. I've seen him as a friend with who I could learn about boys and, yes, that too, about sex. When he asked a while later If I everhad an orgasm when I touch myself and In told him, i did not, he asked if I want one. Sure I wanted and I was willing, when he asked me to take off my panties I did, he went between my legs and the I for the very first time felt a tongue at my vagina. everything aound me kind of exploded each time, when he licked at my clitoris. And I don't know how many, but it have been more than 3 that afternoon. I knew after the first one, I want more of it. And he did it. Each time I asked him for it, he did. He never ever forcrf me into anything. Never! It always has been my decision. And it has been me, who asked him a second time, to show me his Penis. But this time, I wanted to see it hard, erected. He told me, that's a problem, because he does not get erected any more. He told me, tahts because of his medication. But a week later, he told me, he has been with his doctor and he gave him pills who fix that and that he did take one of them, before I arrived and when I asked hin for showing he pulled his pants down and there it was. Long, hard looking and standing to the ceiling. I loved it at first view. But I still was a girl. I asked him to leave the pants off doing the tutoring and we did math, bit I all the time looked at it. I think, I was still too much girl, I did not dare to touch him. He old me, If I want to see it again, I have to aks and it would last about 30 minutes until the pill shows work. My curiousity grew more and more and by the way, he nearly licked me to an orgasm, when our tutoring was over and before I went home. So there was the day, I asked him, when I arrived, he should take a pill and that I want to feel and touch it. I was so excited all the time and did not have any concentration for math. So nearing the end of the lesson, I just put my trembling (!) hand on his pants where in between was a big bulge. He took his pants off and let me touch it. he never said a word, except I asked him. I took it in my hand and it felt hard like the bar we used at the stuff run (google translation, sorry). Today I know, he was uncut, so I could move his foreskin over the hard part. It lasted 2 more weeks until I asked him, how I could give him such feelings like the ones he gave me licking my clitoris. And again, he did not ask me for giving me a blowjob, he just told me, when I pulled the foreskin up and down fast and long enough, he woul get an orgasm too. and he "warned" me, that at that point something might come out of his penis. I've already heard something about it on the schoolyard. So I tried and it was so funny, seeing his face becoming red and he started to sweat. He got more and more restless and at the end he reared up and his sperm came out of the top of his penis. It did not shoot out, it just came out and ran down his penis and over my hand. The first feeling I had, when that happened, I felt kind of proud. The more when he told me, that it has been about 10 years ago that someone did that to him. OK, to short the story a bit. The time we used for tutoring became less and the time we made out became more and more (but my grades became much better!). He never put his cock inside ma vagina becase he told me he's to big for it and he did want to hurt me, but (when I asked!) he showed me how to take his cock in my mouth and teached me how to suck on it. He always told me, before he comes and I must confess, I asked an older Girl at school and she told me, that sperm is not poisonous. The next time I did not take it out, when he annonced him coming, he got big eyes when I let him cum in my mouth and even swallow it down. It some kind of tasted like some slime, nothing else. From then on I did it each time and I think he was happy with it. I asked him over some weeks to show me, how it feels, when a man puts his penis in the vagina aber he refused doing it. Then one day he conjured a small dildo out of his pocket. He had went to town and bought it just for me. It was much smaller than his own penis, but looked a bit like it. He licked me for a long time and put some of ma wetness all over the Dildo. When I reached my orgasm, he put it in me and when I came down, I just saw the end of it looking out of ma vagina. It did not hurt at all. and, believe me or not, I left it in my vagina on my way home and I was very proud to be a real woman now!

#2661

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Im 16F and i remember when i was staying home from school one day and i was bored so i went through some of my mom and das stuff.

I fould a virbrator, a vibratibg dildo, anal lube. And couole other male sex toys. Right then and there i used the vibrator. It felt amazing. Now anytime they arent home i go and look at the toys, i dont use them, but i get so turned on knowing theyre there. I mastyrbate thinking about it. Anyway, thats it.

#2171

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`I confess I tried to get her to put everything and any thing into her pussy. I would constantly be plating with her pussy and when we talked about an area she wasn't ready to do when I mentioned it I hit her total turn on spots. I continually had herwith out panties and new a lot of the guys that went to social parties. I would get atleast two of them tp try to fuck her by telling them what she was most turned on by. I would the other way tell her she mi9ght have a few hitting on her why not take it in the restooms for five minuteshow hot wouldthat be, she often wanted to be tied up and followed once she asked me to tie her up on the running trail she gotturned on when I camer back with a hair brush the size of two arms with all the prickly things I shoved it in and out of her pussy so many tiems. I sude to use my tennis racket handle remote controls, anything other guys had touched like pool sticks. I think the adult booths with all those men she slip her pussy on the arm rest im sure thousands hqad beat off on , when I told her that she really turned me on licking my naked ass just off the seat. I had her pull 7 guys coks as I fucked her pussy. I new one of the guys in the group knew her daughter from school and I was leaving maybe for good. I let him take all sorts of [pictures of her cocks in hands me fucking her. when I left the next week he contacted her about the pictures and she wanted to pay him he saidno fucking way get your ass over here 10 am sharp. he did more crazy satuff than me kepted muy olenty hot for her tell I came bak jhe ran her pussy

#2152

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I lived and played on palm beach and was accepted as a blue blood even though I had humble beginnings my college and pro tennis career opend many doors never to be seen if I had not ben gifted an develop the skill to compete nationally aaand internationally. I traveled out of ft Lauderdale for pro tennis, went to college in boca raton and became a professional instructor after graduating college. as a professional coach I managed protonate tennis facilities that many palm beaches enjoyed. I pretty much had 120 2 150 women 0n my ladies tennis team yearly program and hhad refrained from sleep wwwith members wives aaaaamd keeeeeeept3e mysellfin good shape.

I, like many took a big hit in stck market amoung other things and was just off a break up when a ladies im1uired about my availability to teach her three daughters at the tennis court on a private estate . I returned her call and confirmed the lessons. she showed up in a paaair og capred with a clear pleasant gaap and puffy lips telling me that her kids haddddddddbt learened very little at sea view. after just a few visits her and I both could feel the sexual tension and remember my hard line on that of not sleeping with a members wife. the owner of the house was getting a divorec ( his paying a whooping 54 million when all was done. it became a gossip spot the city wide elections around corner and the owners so to be next was grooming my millllfs husband to be on the cityt ccity council and they had a lot of private door neeting, staying late my milf esd done. that was a little back to hekp you enjoy thjis book it even got trup himself, and man scandlens around his place that none he directr of bl3ssed.

the place I taught privatively encouraged me to do the blommndr I was teacccch. nobody new we did it more and more things erotic in nature that was encourage by mr markin for sue but I believe her husband had to know oooor even help along. markins tennis court was first class and in the third lesson she was so wet she hardly worn panties and didn't like tennis bloomers amd during ball pick up[ her perfect gauge I did her over the net and on the tennis court. she came fucked a lot had way bigger orgaums and I am did to as long as she talked about during se as oy turmnsme on . the first three years I got her many more days all after 10xc . I am 6 foot 4 inches 215unds an do not nut right away when sticking it into a dinnerr hot milf. grinding ourselves up in the SUV she drove an supper heeo im not but I do lay dow nn34 pipe hard. we got scratches, vrrug burns and made the car smell ddue to her new joy. over the first 3 years every thing rampted up for better and better sexual liberation and passive aggressive stimulating key areas when curving a nonmainstream sex act to be of her most highest desire. if your ngood with hqands smell and observant and great daio .

we went hotel hunting for a hotel total out of anyone she new path a settled on one in lake worth due to high foot traffic and this has been true with most from there, the sluttier, dirty byr clean effect, and the texing or talking all the time be for we went to the designated place. I di some shameful things kind not sure if it was pay back for putting myself on hold for 6 years but four things stand out in this time frame early on in relationship but aaalready critical erotic heat factor. I have noticed the higher clllass ladies get so freaking off using remote controls i9n there pussy or getting it forcibly inserted mmmmmany times I call front desk kinda a room they handed keys out from to say the remote was misiing. it was by then deeply up her wet soaked pussy. I did the call on purpose so sssmy milf would get over the fear of the doorknock.. it wasn't long before I leftr the door ajar and many times the bell hope (crack head or pimp) the runner for that day would stand there as long as not noticed as I did my handy work. part of that was getting her ready to have more an more things by force or choice drive up her pussy to make her sso sexual, so combinative telling me what she masterbatied over that day or who she thought was hot or any thing that slightly turned her on. aaalways I mean always when I worked my way back to be in the sexual seen she had in her mind her pleasure jump off the charts. so the first asham was shoving remotes and letting guys watch.the next kinda came from her she said her husband like tying her up. I suspected when her brought home or when they went away to introduce another element in there sexual arsenal. ssssshe always need some one to blame ,for doing some sexual activates that maybe or clearly labled as sexual deviant. clearly she was. we had a deal she even squirted for the first time so much she ran not knowing what just happened. her teeth chattering past kid pick up at 2 pm . knees week she had trouble standing. we agreed she would tell me ooif she fucked before leaving home so I had the last say in on would I fuck her or not. coming with aa puffy and cumed in pussy. I found my cock like it not a little but way better. I like big fat pussies even as a youngster I would stick as much into the prechers daughter pussy as possible. she wasn't at all bad doing only sex with me a million times beauty queen saint. my next thing down south was closing the blinds tying her up and out the cheezy table in the hotel room that's always next to the window by the walk way outside. I further stimul;ated her facing her to the back of the room ass to the window ass on the window it was that small of a room. my milf had a world class ass, perfect fake tits, with 3 kids not a sretch mark on her, and yes a pretty big pussy going to be so gaped from the 2 finger dip to full on fisting and ass lips in yeqr 6. her turn on was hearing those blinds op[en and me shoving dildo remotes before long what the followers that appeared window side would had me. I let them know one or two of them who I was in dealing with me. I carried a aluminum baseball bat an d fixed problems for real men palm beachers not to get off subject but I told a couple of regulars how rich she was how much money her husband sold in property the road they lived on how white an proper she was to make them when the beat off to say hthose things. the tow key guys who kept a handle on outsiders worked uup to handing me personal objects sto shove up her pussy, to actually jercking on her ass, I would force her checks and ass hole open letting her cry no not there cum to months and builkt relationships and std test paid by us jacking ooff on her pussy and her haannnnnds hold her pussy so wide open a spec of cum with any velocity from 10- feet away would not miss. did I fuck her so rough and hard those days to encourage her more and more . yes shamefully yes.... now things begain to clearly lean to things that could be with you hurt you diseases. I knew in her world swapping swinging sex with husbands guest normal and believed they policed themselves. I wanted her to do crazier things like for my birthday in the street walking area we kinda called the south wing I wanted her to do a complete stranger pulling into a gas station on your worest night mare would not pie in not even from that standing position. ha I staged it but made it appear so horrible she cried for three daaays finally watching the tape when her husband left forwork kids away at school I dove through her window sat on her mad eher watch the interview. a young college soon to be doctor male modle escort to elites. I had him play the worest dirities guy to just walk up. I blocked the door with the suv an and filming began. he acted like he just fucke a street walking whore . how did my hot milf end up in this part of town, tyinig her up screaming , I had told her I wouldn't let any ungly or druggy in , or no clients of the area, ha I had him play them all the terror he even took out a totally clea needle talking about stuff , actually gave her some meth. then she strip down totally naked even they acting all the things she pumped fucked let both of us cum had other guys jacking off pissing she lloked worse than a road rat aaaaand when she kinda came out of it wouldn't leave home for three days. she told me later after fucking 4 hoours straight came home her husband didn't see her before swhe showerd but he wanted sexxxx. she pitched a fit made hime go out not to find aaaaaaa women for him to fuck away but to bring home a friend. when she said that she emnt stranger. she said she was still fucking when her husband went to work. I said what do you mean the guy he brought home. yes she said a geeky computer guy . posted my pussy not my face getting vagddp. so the jokes on me she said because she promised that to me. spshmaeful I was having drugs once put into a person who never did, doing two guys but it sounds like that might be there normal, letting guys jack off to her open pussy and asshole. now this I kinda rationalize , I was fucking her , plannis , interviewing , scouting I was working less and less. she liked masked , to think it was or wasn't not or who or you think you know but for sure. so I got her wwith the help of the new doctor masked up ready to go and yes I did slip her a go go go faster drink I slid two paying guys in that day with mask that saw some of the footage I p[osted about fucking this supper hot milf during the day or really during lunch. some like me like the live feed leading right uo to them getti9ng there rock hard , like flipping tables this helped them get in and out in 15 minutes. now she never new I charged and I did charge a lot more than street walker =s but less because nobody stayed nmore than 15 minutes. a lot of guys sent me how many time s they jacked off already so not to cum to fast. after a month alor of returing guys tripled paid to bare back her. six guys cumming in a day in one hole impoosible to cover up its leaking out. I mixed the guys who did anal and the guys who di vag . I fucked her so many times during this three months . I broke the first double anal iiiii even got her unwillingly to have a bog niger dick no test no condom the biggest thug. hhe sent me the three bitches walking he fucked on the way I mean cum from other guys one cum bath he fucked them talking about the rich palm beach whore was going to be blind folded lick him cleam. whe tape it all sent it over seas my milf hidden camera at home her fucking her husband so clean and prestrine getting the dirtiest nigger dickkk ever three black crack whore slim them he fucked mmy millllllllf made her drink the cum out of her ass hole tole her he snaped pictures that she best go home and fuck her husbgand aqnd his brother dave would give her the pictures tomorrow after she fucks him. she said how will I know its dave. your brothetr . he will be black. she ripped the blindfold oooff. now she will fuck any cock I put her infront of. she did fuck the first black guy she saw it happened to be her first black neighbor. hthe black guy had bought ifthe house a week earlier form my milfs husband none ooof them new each other until a few days after anne my milf fucked the blacjk thug and then fooled into fucking the next black guy was a season ending party foir new home owners. akward when jeff introduced them

#546

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He was really good at it. He could tie me up, spank me, flog me, put clothespins on me, order me down on all fours and make me back up into a dildo attached to a walking stick, push an anal plug into me, and then make me beg for more. Personally, I hate his guts, but I miss the hot sex.

#443

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It all started when I got very drunk at a party a year and a half ago. I ended up sleeping with Debbie who I have never had sexual interest in. 1, she isn't very pretty, 2, she is very demanding and 3, she has strange sexual desires. I spent the whole day after the party having sex with her and she is the one who started all the things we did to each other. She gave me oral sex several times and continually played with my penis and scrotum. I have never been with a girl who insited on penitrating my anus with her finger but must admit how fully satisfied I was when I went home. I did give her oral sex also and had intercouse several times but she seemed more intent on arousing and satisfying me. So much so she often embarrassed me by the way she would position me naked and intently look at my body. She seemed overly anxious to display me and spent much time touching my penis and scrotum. She often had my legs apart and rub her fingers and tongue along the bottom of my scrotum and actually lick my anus. As much as I thought it strange I did like how it aroused me. At one point she almost demanded that I let her spank me which I did let her do. I began going to her house once or twice a week just for the sex and was satisfied each time. The more I went there the more kinky she got and before I knew it I had no control and she was the dominant one in our sex play. It soon occurred to me that she got satisfaction by humiliating me. The spankings were the start but she soon was shaving my pubic hair all the way up the crack of my ass and without asking my permission began using a dildo to penatrate my anus. The first few times she used the dildo she inserted it while either jerking me off or giving me oral sex. I was so aroused by the time I realized what she was doing I said nothing about it. I never had felt anything like that before but did like the feeling of it. A month or two went by and I became submissive to anything she wanted of me. I continued having oral sex, anal and vaginal sex with her but she always concentrated on exploring and touching my body. I am by no means an adonis and my penis is barely normal size so I don't quite understand why she likes to have me displayed naked to her. It is embarrassing sometimes just by the ways she positions me and began using even a vibrator to penatrate my rectum aside from the dildo she also uses. About 5 months into this relationship she began insisting on tying me to the bed. She often blindfolded me and I never knew what was coming next. She would spank me, although never hurting me badly but I was always satisfied by the end of the night. Then one night she blindfolded me and began giving me oral sex and at the same time penatrating me with the vibrator. She always allowed me to cum in her mouth and she did the same this time. When she took the blindfold off me I could see her girlfriends Ilene and Cheryl standing there smiling at me. I knew Ilene was gay but never knew both Debbie and Cheryl were bisexual. They just joked around with me for a long time, Debbie refusing to untie me and a few times Cheryl smacked my penis. I realy was embarrassed just laying naked there but at the same time it was stimulating to me that the three girls liked seeing me naked. They did make a few remarks about my genitals and lack of pubic hair but it was all said in jest. From that night until now I have become sort of a submissive slave to the three of them. I have sex with Debbie and Cheryl but never with Ilene although I do see her naked each time she is there. I have watch the girls pleasure each other but when I come over their attention turns to me. I can't believe what I let these girls do to me and even though it is humiliating to admit it, I enjoy it. Debbie and Cheryl are the ones that satisfy me even though they have spanked me often and began fucking me with a strap-on dildo. Ilene never jerks me off or gives me oral sex. She likes spanking me and of the three, she hits me hardest. The one thing Ilene loves is to degrade me by wearing the strap on and penatrating me doggy style. She is so aggressive about it sometimes my anus is sore for a day or two. Debbie and Cheryl just laugh about it and I still don't know why I put up it the way Ilene fucks my ass. I quess because she is gay has a lot to do with it. She won't ever let me touch her body but has no problem with me seeing her naked. Cheryl is the best looking of them all but even she is not very attractive. I often think I am just using them but when I think about the things they do to me and how they try to embarrass me it is I who is being used and they know it. I go to Debbies house mostly twice a week. Cheryl is there most of the time and Ilene is there at least three or four times a month. As kinky as Debbie is, Cheryl also has her quirky things and undressing me and shaving my pubic hair is only two of them. Lots of times she has me kneel on the bed bent over while she jerks me off and sticks the dildo or vibrator in me. I don't know if it makes them feel more in control or if they just like seeing me in a vulnerable position. Many times one of them will jerk me off as another fucks me with the strap-on. I don't mind it as much when they are jerking me off or giving me oral sex and it never seems to hurt that way. Actually the only one that hurts me sometimes with the stap-on is Ilene. Overall it is a combination of punishment by the spankings and degradation by the way they abuse my anus. I put up with it because I am always content when they are finished with me. I have known Debbie for ten years and never thought I would ever be in any knd of relatiuonship with her. Let alone the two other girls.