- Anything Goes -

Straight Female / 33

From 47546 - Sex With Son's Teachers

Not going to post a picture of myself…there are some out there, but no way I’m linking it to my episodes from the past couple of months…!

So lookalike…I’ll say sort of close to Whitney Port. She’s an inch taller, and I think prettier, longer and lighter color hair, but that’s the closest I can think of. Search for “Whitney Port Coachella”…I love that blue dress and could pull it off. …I didn’t say exact…just very close.

So I went right for it with the teacher on Saturday…I asked if I could give him a bj before we even got in the back seat. He was quick to say “sure” so I got in front of him and bent into a pretzel to suck him. He must not get many bj because he came after a couple of minutes. The only thing that surprised me was when he came he forced my head down on his shaft and I almost choked. I couldn’t swallow fast enough so about half ended up on the seat. The teacher is not into the drama so as soon as he was done he got dressed and thanked me, then drove off. I was so horny after that and all through exercising that as soon as I got home I jumped on my husband for sex. He was surprised, but we had a great session with me on top of him.

Getting ready for last night was exciting. I knew where to meet the specialist, but I didn’t know if it would just be him or if it would be him and his friends. I made sure to leave the house early before my husband even got home. Don’t worry, my son was taken care of! I decided to put on a white stretch cotton tube top and some high rise mom shorts (though my mom would never be caught dead in them). The shorts go deep between my ask cheeks and I get a little underbutt at the same time. No underwear.

I got to the hotel and the specialist was there with his two friends. The specialist even wrinkled his nose “No skirt?” he asked. He paid for the room this time, and I don’t know if that’s a good idea…it was sleazy and dirty. Not that the one I picked was great, but this one was rough…definitely a $30 special or something like that. We got in the room and the specialist smacked my ass pretty hard and said “Okay, get rid of the shorts!” One of his friends, the thicker one, said he liked the shorts and I thanked him. Within a couple of minutes we were all naked and stripped the bed to the sheets.

I started out sitting on the bed sucking on the specialist. As I did this, the other guys started rubbing my legs and slowly worked his way in between my thighs. It only last a minute or so and soon he was guiding me to stand up still bent over giving the specialist his bj. With a little bit of rubbing, I felt the head of the other guy enter me. Soon he was pounding into me like he did the other night, very fast. With him going so fast I quickly had an orgasm and it made him orgasm. The specialist pulled out of my mouth and as soon as the other guy finished, he turned me around and penetrated me. He went another minute then he came in me too. The thicker guy then led me onto the bed and laid on top of me. He took his time and seemed to hit the right spots. The specialist laughed a little and asked “What are you two, married?” I had two great orgasms, the second when he came in me.

There was a lot of kissing and they took turns sucking on my breasts for a few minutes while everyone recharged. We talked a little about double penetration and the specialist asked if I was ready for it. I said I was so we tried it…it was okay, but a little uncomfortable. The specialist laid down, I got on top of him, and the faster guy entered me from behind. I had the specialist deep in me and that felt great, but the angle of the guy behind me wasn’t that great…it felt like he was barely in one minute then jabbing too deep the next. We kept going and I was glad when the guy behind me came in my ass because at least he was done and I could focus on the specialist. We went for a while and finally the thicker guy said “Now look who’s acting like they’re married.” I laughed and leaned forward a little bit and start really riding his shaft with, lifting as high as I could and slapping down fast and hard. The specialist worked to meet me and he was soon lifting up off the bed to meet me. I almost felt sore by the time we were done, but we must have done that for a while before we were all done.

We had agreed on how long I would stay, so we were getting near the need of our time. I turned back to the thicker guy and gave him a bj while he stood in front of me. His cock tasted interesting because it was a little bit me and a little bit each of them from the first time. After I blew him the specialist and I took a shower together again. He particularly likes playing with my puss in the shower and as we were washing this time he even got down on his knees and sucked on me for a few minutes, eating out all of our combined juices. His friend had done that last time, but I was surprised he would. He sucked hard, so I’m sure he tasted everything, but it got him hard and soon he had me turn around and pushed his way into my ass one last time for the evening. He reached front to finger me while he pumped in my ass.

Same as last time I put on a more normal outfit…one that looked appropriate for where I said I’d be rather than a summer party…and we went our separate ways. When I got home my husband was deeply engrossed in work and the football game. Without too much foreplay I went down on him and gave him a bj too. He loved it, but of course he was so distracted by everything else that as soon as he finished he pretty much went back to work and I went upstairs to get ready for bed. I felt good, but also very slutty by the time I went to bed. Now, though, I’m starting to think slutty feels sort of good. Still risky, but really good.

That's Juicy! 42
Remove It! 0

# 47991 - by Lessthanperfectmom / November 10, 2020

Comments

by Anonymous on Nov 11, 2020 at 5:06 AM

Thanks for starting a new post thread. And for the description of what you look like: would still love a blurred pic but will take it!

Quick question: knowing the specialist has a serious girlfriend and that you are the “other girl”, does that make your situation hotter or add a small twinge of guilt?

After being double penetrated, do you want to try it again or one and done?

Do you think you’ll start seeing either of the other two guys from the threesome or just in that context? And they more handsome than the specialist?

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by Anonymous on Nov 11, 2020 at 5:34 AM

Less than Perfect Mom,

I checked out the Whitney Port nudes that are readily available online. I obviously can make no statements one way or the other about faces, but if your body and hair are comparable, I can see why the guys would have so much enthusiasm for dropping a load in you. Hell, I'm 30+ years in with my relationship and if I had a no tell chance to wet my cock in one of your holes, I would.

In an odd way, it was reassuring to hear that the specialist let the speedy guy have your ass during the double penetration. You'll read here from time to time about men who share women and one will claim an exclusive right to fucking the woman's ass. Him sharing screams to me that he's not getting too emotionally invested in you and that the hugging and kissing is just part of the sex act for him - a trained means to an end.

You may mean at least a little more to him than an unpaid whore, so he "goes through the motions" he's been taught by every woman he's bed in a seduction. So, while it may mark you as a minor emotional investment, it sounds more like something he does because he enjoys it and expects you to.

You can count me as surprised as well that the specialist would eat you out with three cum loads from different men in your pussy. I like my pussy straight up and neat, but there are those that seem to take great pleasure in snacking on creampie.

The teacher, on the other hand, is in it for his weekly orgasm. As you put it, he doesn't do drama. He gets his dick wet, he cums, he goes. If you got an orgasm too, that's fine. If you didn't that's your problem.

One quick question to fill in the gaps on your sexual history. Was the teacher your first uncircumsized cock? Did he taste different than the four cut ones you've been writing about sucking? I was informed by an off duty whore at an after hours bar many, many years ago that she didn't like pulling uncut cock out of a man's pants because there would be unpleasant tasting things hiding under the foreskin.

Speaking of that fourth cock you regularly service, is it unusual for you to spring surprise head on your husband? Do you routinely take to your knees and service him for no discernable reason? If unreciprocated sex is the norm at your place, all well and good [and great for your husband, LOL]. If it's not, don't make a habit of doing it after your Monday evening meetings. If it breaks pattern, for good or bad, it will eventually raise suspicions. And all of us out here watching your adventures don't want that.

Has the specialist already asked about when the lunchtime nooner will be this week? Given how you described things, it sounds like the back seat of your SUV might be cleaner and more comfortable than the motel room he rented for the evening. Are you sure he wasn't being charged by the hour?

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by Anonymous on Nov 11, 2020 at 1:23 PM

At first I was going to say “Thanks!” that you think I’m attractive then I remembered I didn’t actually give you a picture of me – LOL! Oh well, you get the idea so thanks for that!

The specialist’s girlfriend doesn’t bother me at all. In fact I feel sorry for her. I know I enjoy the sex that’s happening, but I’m still doing this to make sure the specialist and teacher help my husband. This is like an adventure, except the risk is my marriage and my reputation, though some people already think I’m a slut anyhow. I feel sorry for her that her boyfriend is pretty sleazy to get it on with me the way he is. But I feel like I’m in the boat with her even if she won’t feel that way if she finds out.

The specialist’s friends are both decent looking. The one I called the “thick one” is very sweet and kind, I guess under the circumstances. The specialist would be the one I first noticed a the bar, but then the thick one is the one I’d probably want to talk to after I met all three guys.

The double penetration was okay, but not my favorite. It just feels awkward and I couldn’t move around enough to really enjoy the sex until after the guy behind me finished. I’ll probably do it again, but when they ask for it.

I’ve been with uncircumcised guys in college…a few anyhow. At the end of the night they do have a funny smell sometimes and do taste sour and salty I guess is how I’d describe it…she’s right! I gave the teacher a bj in the morning so the taste was okay…clean and maybe some soap…he was fresh.

My husband and I do things spontaneously all the time…mostly like that night I initiate it otherwise he’s sort of out there in his own mind. Different from how I describe the sex (on a sex site), I feel a lot of guilt doing this behind my husband’s back but also fear how he’d react. I don’t want him to leave…not because of the money...really, because I could do okay on my own (not as great, but okay). I just don’t want to screw my marriage up. I told myself the other day I’m feeding my wild side both with the sex and with writing about it. I’m like mostly sure no one I know would figure things out from what I wrote but at the same time if I was all hyper about it I would probably not write about it.

My next meeting with the specialist is Friday so it’ll be him Friday and the teacher Saturday.

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by Anonymous on Nov 11, 2020 at 7:19 PM

You said you didn't really go for the dp because it felt awkward and you couldn't move around. That's cool, but what about simply anal? Do any of the men especially like to do your backdoor and do you enjoy it when it's done right?
You sound like a helluva woman!

by nunya on Nov 12, 2020 at 2:14 PM

Yeah, I knew what you meant. Hey, you were the one that gave me the pointer to Whitney Port. You don't have to be an exact match, just reasonably close on the body and hair. I've been following and talking with you since the start of all this. If you ever get the urge to ley me know for sure, I'll happily take nudes or links to nudes at nunya001122 at g m a i l dot c o m. LOL

And I agree, the specialist is moral scum, but it sounds like he's a decent fuck. Given the small amount you've revealed about him and the girlfriend, I can't help but wonder if he feels like she has to be set up on the pedestal a little bit and very possibly she's not seeing his raw lust like you do. He likely "respects" her too much to crawl on top of her and give her a raw ass fucking without lube. You can bet your husband's last dollar that he hasn't shared her in his office or a cheap motel. And you can go double on the idea that he's never licked someone else's cum from her freshly fucked c**t.

That complaint you've voiced about the double penetration is one I've heard before from a porn actress. She said the guys had to be coordinated and like each other. In her words, her puss wasn't far enough from het ass for guys to get squeamish about how close they were to each other. If you get to pick, you might want to try it with the thick guy in your pussy and the specialist in your ass. They both seem inclined to a slower tempo and might take instruction better.

Glad to hear the teacher was clean. I'd think the worst would be for you to get stale second hand pussy juice from his wife's Friday night fuck.

I'm glad to hear you and your husband are still in the spontaneous phase with your sex lives. Again my only concern is that you not establish a pattern. It doesn't take much effort for a jealous man to go from "It's Monday, I'm supposed to get a blow job after the wife's meeting," to "Why do I get a blow job on Monday after the wife's meeting. Is the slut cheating?"

Seen it, and I don't want to hear it has happened to you. Keeping up with your sex life with five studs has been highly entertaining for the last month or so and I'd like to see it continue for as long as possible.

by Anonymous on Nov 14, 2020 at 10:00 AM

Wow, you are one hot woman! You obviously enjoy being used as a cumdump and those men are giving you what you need, using you like a hole for their raging dicks and blowing loads in you and on you. There's something exciting to you about being just a fuck hole for them. You crave that feeling of being just a toy for men to seed. Good for you but do be careful!

by nunya on Nov 16, 2020 at 8:17 AM

I hope that things went well Friday and Saturday. As always, details are appreciated.

Have you picked out your "I'm getting fucked" outfit for tonight's gangbang? Are you renting the room or is the specialist? If it's the specialist and all you have to do is go from your car to the room, might I suggest a short, short skirt or dress with no underwear? Makes the access easy and gives the guys the impression you want to be there and be their good little cum sponge, even if the hair and makeup implies you're out of their league.

Speaking of hair and makeup, how long do those take you to refresh after the gangbang? I'm certain there have been "accidents" by now where you've ended up with cum on your face and in your hair. I'm also certain your husband will or would notice if his wife who normally sports immaculate makeup and carefully styled hair comes home with her face completely scrubbed clean from a shower and her hair straight and slightly damp.

by Anonymous on Nov 17, 2020 at 8:55 AM

Same crew as usual there to fuck you last night or has the specialist started mixing things up some to give you variety in the cocks you service?

Did you give your husband head or some sloppy pussy you passed off as extra wet because you wanted him so much?

Looking at the logistics for a moment, how long is your set session with the guys on Monday? Do they get to fuck any hole they want, as long as they want for say an hour and a half, and then they have to give you and the specialist some shower time?

Speaking of the shower, did any of the guys eat your c**t after they all came in it? Was it Mr. Thick's turn this week?

Did they try another DP? Did you line up the players like I suggested? If you did, was it better for you?

How did things go with the teacher Saturday? Did he want pussy and head or did he settle for one or the other? If it was a single pop, did he decide which of your holes he was cumming in?

by Anonymous on Nov 19, 2020 at 5:02 AM

Been about a week since your last post. Wondering if an uneventful week, or if you got caught or something. The plot thickens.

by nunya on Nov 19, 2020 at 12:22 PM

Yeah, I'm usually one to advise caution about reading too much into someone not posting, but she's been a regular with posts after all of her big encounters with the teacher and specialist. I hope she's just taking some time off, but it's been eight days without a peep. And I'm doubtful the week was uneventful. She was already looking forward in her last entry to a Friday meeting with the specialist, and Saturday with the teacher. We've passed both of those markers and what should have been another Monday at the motel with no comments on any of it.

I know that some of the regular posters simply burn out after so long and walk away without a word. I don't see that being the case here. She seemed to enjoy the compliments and notoriety she was accumulating with each new installment. She said writing about her adventures fed her wild side.

I fear she or the specialist has been found out. If it was the specialist, this could get spectacularly ugly, particularly if suspicions about him having more than one MILF on his string pan out.

I don't have any idea if she's even following this thread at this point. If you are out there and still following along, please stick up a quick note to let us know if you're on a break or if you're done but OK. If your reason for stopping isn't something you want to share with all drop me a note at
nunya001122 at g m a i l d o t c o m and I'll pass along what I can to your fans here.

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by Anonymous on Nov 22, 2020 at 4:10 PM

Thanks everyone for your comments. I am doing fine but I am going to stop posting for a while. I am still seeing the teacher on Saturdays and the specialist at a hotel on Monday with his friends (more on that in a second...) and then I'm seeing the specialist on Thursdays or Fridays (it was Thursday this week). This week we don't go to the hotel but I see the specialist in a parking lot on Monday and Thursday. But we plan to go back to the hotel next week. This is me getting things "back under control" after the last week or so...if this is control.

The first thing that happened outside of all my regular extra sex is that I was at a Dick's and started flirting with clerk. We kept flirting as he helped me and at one point he had to stand behind me to help balance me and he rubbed my ass through my leggings. I told him he had to make good on it...we met in the parking lot during his break and I rode him in the back seat of my SUV like I do the teacher. It was completely random...I was just horny. I went back on two separate days to have sex with him again.

Another day I hooked up with a donor related to something I was working on for a charity. I never met him before and don't know much about him other than he had a nice cock and his check didn't bounce. We did it in his office in the middle of the afternoon. He put me on his desk and his knees knocked on the desk loudly the whole time, but I didn't care. Later, his assistant (another guy) leered at me when I left...that's the best I can describe it. I think he would've r**ed me if I were in a dark alley...that's how creepy he looked at me.

I am also potentially seeing up to four guys on Monday nights now. The specialist's friend with the thick cock wasn't available so he brought along another friend. Both the new guy and the specialist gave me anal. I thought that would be the wildest it would get...two guys in my ass in one night...but then the new guy asked me to pee on him while I rode him. It felt great and I have lost control before but never have I had someone openly beg me to pee on him. It felt fantastic!

What finally "slowed me down" was that on Friday evening my husband made a comment that I've been dressing particularly trampy (his word) lately. Everything as tight as possible, short skirts more often (than usual...I do wear short skirts but I didn't think about how many days in a row). He said, "Don't get me wrong, I love when you dress up. But, you are the one always complaining that people think you are a slut or a bimbo. Your outfits probably aren't helping." I thought that if only he knew what I had been doing...then I thought about everything I had done in just the past week at that point plus how much sex I have had in the last couple of months alone...I realized how risky it's all getting.

So, I'm avoiding Dick's. I called the donor to apologize for my behavior and he said "No problem, but I'd like to see you again." I haven't committed to him yet, but I know I'll be seeing him again. He's married, so I figure he is safe enough...but I can't handle seeing him often at all. As it is I would like to back off seeing the specialist but I know we're pretty much set at twice per week now.

I saw the teacher yesterday before the gym for our usual meeting. He hadn't had sex at home all week so he was particularly juicy and left a big load in me. At the gym a squatted and I squirted out a lot of him into my leggings. They were light purple and made a very visible stain that I actually stopped exercising early so no one would notice. I never did that before either...this has been too wild of a week and half in total.

I don't know how to get out of any of this right now, but for now I am going to stop posting. The more I do the more I fantasize about more sex. I had sex every day straight including today and often more than one guy per day if you count my husband. I'm going to try to focus on the specialist and the teacher and try to get the specialist back to one day a week, even if that means the hotel.

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by Anonymous on Nov 23, 2020 at 9:59 AM

I'm happy to hear you're doing well and sorry to hear you won't be posting anything more for a while.

Starting with the obvious, there are three new dicks this week with no descriptions. So, for when you eventually come back [if you do] was the sales clerk long? Thick? Circumsized? Or simply good enough of a ride to get you to go back that many times in a week?

The new friend the specialist brought into the group; would he be a keeper on his own as a random fuck buddy or is he acceptable only because he's with the group? [Sort of like fucking the bass guitarist because "he's with the band" even though he only plays a dozen notes per song.] Now that he knows about Monday nights, do you think he'll try to shoehorn his way in to become a regular?

And as usual, length, girth, foreskin, color, cum volume? Where did he ask you to pee on him? Bed? Bathtub? Did he ask for a shaft cleaning after?

If I've been following the recitation of your gangbangs correctly the thick friend hasn't had a shot at your ass yet. Do you think you let him have a go too in spite of his thickness? I know the jackrabbit had you there during the double penetration, so Mr. Thick is the only one to have passed on that hole so far. Maybe you could lube up real well and take on all four anally in a session. You seem to enjoy it once you get started. You might not sit too comfortably the day after, but during the event I imagine you'll have a lot of fun and gain numerous freak points with the specialist. You keep going and his engagement may take years to complete. ;-)

Speaking of cum, did the specialist or one of the others eat your creampie until you were clean and cumming?

The donor is another matter entirely. Being straight up honest with you, that act is the one that comes closest to actual whoring of anything you've done, even if the money isn't going into your pocket. I'm wondering how you were dressed that day. Did the donor have to remove your pants and panties or were you commando in a short skirt that day. Were I the donor, I'd be questioning how much I have to donate to bend you over my desk again. Did you take to your knees and give his shaft a silky tongue bath after he fucked you?

Is the donor some older than you? Much older? How well hung?

I've no doubt his assistant knew exactly what was going on from the desk sounds. Was he also grabbing his crotch in a suggestive manner? If he was, and he was obviously grabbing something big, do you think you would have taken him on with the way your week was going and your horniness cranked to '11'?

I'll also suspect his boss gave him all the details about fucking that smoke show that was in his office. If he barges in on your next meeting with the donor, will you let him have some pussy to insure his silence?

That's all the loose commentary for now. Again, if you want to say something in private, my email is in the post above.

by nunya on Nov 23, 2020 at 10:57 AM

Hmm...

I came back to look and see if anyone else had posted and discovered that the system kicked me loose before it posted my longish message right below yours.

In case it does it again, I'm nunya and the address is nunya001122 at gm ail d ot co m

by Anonymous on Nov 24, 2020 at 5:06 PM

Appreciate the update as well. Would say even if you post less some type of cadence (ex weekly) would help us following along. Seems like the week you didn’t post was the craziest yet, so not sure if posting is what is driving the crazy behavior.

Regardless wish you the best as you try to get this manageable. One question is what has been your favorite tryst in the past month? Does one stand out over others?

And last time you met at the hotel you mentioned connecting with the specialist in particular during your sex with him. Is that still happening?

Wish you the best!

by Anonymous on Dec 5, 2020 at 5:29 AM

Been a couple weeks. Any updates or changes? Wondering if the thrill of posting wore off or if just got caught.

by nunya on Dec 5, 2020 at 6:08 AM

In her last post she said she hadn't been caught but was pulling back for a while and not posting. She detailed encounters with a couple more men who weren't part of the teacher group - a sporting goods clerk and an executive donor to some charity she works for. The later of whom has made noises about seeing her again and who has a male assistant who was openly leering [her word] at her as she left the executive's office. In her words those two newcomers to the mix were there simply because she was feeling horny.

Anyway, she said she needed some space to get things back under control and that part of that process was cutting out writing about what she was doing. Who knows, she may be back. I'll keep a tab open for a while longer in case she comes back here.

And, as before, if Less than Perfect Mom wants to drop off a quick note to let her audience here know she's OK but doesn't want to come to the board, my email is nunya001122 at g m a i l do tco m

I'll pass along whatever she wants me to.

by Anonymous on Dec 10, 2020 at 12:03 PM

So reading over the original post (47546) loved some of the early comments and discussion that is now not available due to only 50 comments showing up. Anybody know any hacks or ways to access those?

by nunya on Dec 18, 2020 at 5:32 AM

I know the holidays are getting close, your son is likely out of school for Christmas break and things around your house are probably getting busy. But I was hoping you might consider giving us fans of your writing and infidelities an update on how things have gone since you pulled back around Thanksgiving as a fucked up kind of X-mas g*ft. Any chance?

by Anonymous on Dec 25, 2020 at 7:38 AM

Guess no Christmas present of a update. The thread just ran out of steam. Best wishes to you in the new year and hope the thread was enjoyable while it lasted.

by nunya on Dec 27, 2020 at 11:31 AM

It was wishful thinking on my part I suppose. I'll keep a bookmark to the thread active for a few more weeks at least. She may not have any writing time right now with the kid and possibly the husband being underfoot until after New Year's Day.

by Anonymous on Dec 30, 2020 at 12:17 PM

Omg, love these stories. So hard from this. I gotta know what you look like dang. Start a onlyfans from this shit. So hot. Keep it up... email me for a pen pal ;)

Homunculus420 at G mail. Com

by Anonymous on Jan 5, 2021 at 6:24 AM

Love, love, love this confession. Please keep us updated when you get a chance. I hope all is well with you and Happy New Year!

by nunya on Jan 5, 2021 at 8:03 AM

I hope your holidays went well.

I've enjoyed your story from the beginning and probably asked more questions than you cared to answer along the way. Now that we're past the seasonal rush, is there any chance of a continuation of your story? I'm certain I'm not the only perv waiting for the next installment.

And if you want to sound someone out in private, I remain nunya001122 at g mail. com.

by nunya on Jan 16, 2021 at 9:30 AM

Hi Less Than Perfect,

It has been over a month since your post. I'd still love to hear the continuation of your story and how things are going. I guess though, at this point, I'd be satisfied to hear you're still checking in here occasionally and physically OK.

If you want to do it in private, I remain nunya001122 at g mail. com.

by Anonymous on Feb 18, 2021 at 8:23 PM

Hi Less Than Perfect,

It has been a long time since your post. I'd still love to hear the continuation of your story and how things are going. I guess though, at this point, I'd be satisfied to hear you're still checking in here occasionally and physically OK.

If you want to do it in private, I remain nunya001122 at g mail. com.

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