Been married 8 years. Got caught going to escorts but stayed with me. Anyway recently was sitting on couch going through my secret NSFW twitter account and struck up a convo with a horny "findom" type. Slut looked great, great body and had lots of pics of her in lingerie and stockings, just my thing. Wife doesn't wear since now she's fat and feels unsexy. Anyway wife comes and lies on my lap and falls asleep. I continue sexting this whore with my phone above my wife's head which is resting on my lap for 2 hours. I then had to move to the other couch as my boner was getting too strong. Carried on sexting the girl and we shared pics of each of us leaking cum. She told me she's bi, a squirter and even divulged that she's been into beastiality and severe age gap fantasies. Sounded too good to be true. I told her I'd meet her the next day for a car meet where she has to come wearing just stockings, boots and nothing else beneath her overcoat. She said no to sex but would be up for 69. She only agrees but for a fee even though "that's not something she normally does". At this point I didn't care and said yes. We agreed lunchtime the next day to meet even though we only finished sexting at 3am. Come next day and I'm on my way to her when wife calls and says come meet me for lunch. In a panic I ask whore to wait an hour in a coffee shop while I drove to my wife, had lunch with her in the car I had just cleaned for the slut whose pussy I was about to lick and then went back to pick her up. Drove to a secluded spot and she was wearing a corset, black pantyhose with no panties and boots. I made her ride my face and she spat on my shaft and rubbed me till we both came. Was amazing. Bitch wants to meet again. Not sure how ill find an excuse next time! This time I had genuine reason to be available and had the cash to pay. 

Mostly to the Female members/contributors, tell us about the first time you had anal sex. Please tells us how old you were, did you enjoy it, was it forced, and how painful it was?

I will most likely bypass any gay/bi experiences posted by men, but if any men want to share any M on F anal dalliances feel free.

First time I gave it to a woman up the arse was a black hooker who i paid 50$ to, she really did not want to do it, and I offered her the 50$ and she said ok, honestly thought she was going to try and get more out of me. She truly did not enjoy the experience, and i think she kept her asshole clinched the whole time which made it worse for her and better for me.
The next few times were random one night standers where i would just try and stick it in after getting my dick all wet in their puss. One girl I was just fucking hard doggy style and it slipped out of the puss and into the ass she screamed like i stabbed her with a knife(that was hot).
The one that sticks out the most was this little freak who begged for it in the ass, she licked and played with mine too. The only squirter i have ever been with, I was giving it to her up the ass in the missionary position and was finger banging her pussy at the same time and the cum just came puring out of her like her water broke if she were pregnant. she was such a freak i came like four times in 2 hours, never done that b4 or since.
Now I just get to give it to my wife, she reluctantly allows me to do it every once in awhile. She Does not enjoy it at all, and finds it mostly painful, which is part of the enjoyment for me, but i do love my wife and would rather it was some random slut i was giving the pain to.

Forbidden Desires (4)
There I was in the bathroom with my aunt. She pins me up against the closed door and we kiss again, she runs her hand down my cheek and says. “We’ll do some coke them you can cum on Mommy’s leggings.” I knew she could feel my uncontrollable, raging erection. She put the toilet seat down and places her handbag on it. She lights a cigarette. I break free from the shame and embrace the moment. “Could you dangle it, please, while you’re…” She turns with a devilish look. “You like that?” She adds. “Oh God yes. Or double pump. So erotic.” “Mmm, aren’t you the expert.” Sharon adds as she gets closer and sucks on her ciggy. Her cheeks depress like a pro. She takes it out then in again. Rhythmically. In and out, in and out… the tip glowing red-er than lava. A constant, steady stream of smoke soared, flowed from her nose. My heart was racing. She knew I was close, could see it, could feel it. Hard. She starts to gyrate her hips against my crotch. She pops the ciggy into her mouth and tilts her head so I had the right view. Then I could no longer last. I came so hard. I was thrusting on Mommy’s leggings at this stage.

Sharon takes the finished cigarette out of her mouth. We kiss. “How was it?” “Thank you Mommy, that was fan-fucking-tastic.” I blurt. “Good boy, Mommy’s good boy.” She laughs and lights another cigarette. So do I. She opens her handbag and takes out a clear plastic bag of white powder. She spills some out on her box of cigarettes. “Could do smoke the longer ones.” I ask her. “100s.” She replies. “Yes.” I add. “Sure, sweetie.” She begins to chop the coke in 2 long lines. The cigarette in her mouth, with more nose exhales. I get hard again as I watch, anxious and nervous but so turned on. She hands me a crisp 20. “Here, roll this. Tight.” I slowly begin trying to roll the note. I hand it to her. She tightens it a bit more. “Watch what I do, sweetie. Oh, and could you hold Mommy’s hair back.”

My aunt bends and runs the note along the long white line. It flies into her nose. The sound of the snort echoes in the small run. She throws her head back. Pinching and twitching her nose. “Fuck that was so sexy.” I add. She hands me the note. I take it. Looking at the coke then my aunt. “Go on, sweetie, it’ll be our little secret.” Without hesitation I bend and snort my first line of coke. A surge explodes through my body, I drop the note. “Good, now tilt your head back. Pinch your nose and sniff. That’ll put fuel in your rocket” I do. “Mmm, Mommy’s coke whore.” She adds. “Feel the burn, feel the drip.” I light a cigarette and rub my nose. “Now, while we wait for you to refresh. It’s my turn to cum.”

Sharon lights ciggy. “So, tell me how it started and what you did.” She then takes my hand and places down into the leggings. She adds as a big plume of smoke exhales from her coked up nose. “Mommy’s a squirter, so make it rain.” The leggings were tight so they push my fingers deeper into her. I began to work them as I explain how it happened and all the naughty forbidden things I’d done. Sharon suddenly rips open her white blouse, and drags down her lace bra. “Hand me the coke.” She orders. I comply. She sniffs a few bumps off her finger then spills some out onto her beautiful breasts. She buries my head deep as I sniff coke from my aunt’s tits. She grabs my head back and instructs. “When I say so, nibble Mommy’s nipples. Ok sweetie.” I nod. She continues to suck on her ciggy. About a minute late she scrams. “Nowwww!!!!” I nash her nipples. She pushes my head deeper. “Harder.” She adds then cums. Squirts, unleashes a gush of onto my hand and soaking Mommy’s leather leggings. “Keep going” She moans. I gladly indulge.

This goes on for a while. At one point I looked down and saw her cum flowing out the down of the leggings and onto her black heels. Covering her feet with her cum. Then she pushes me away and collapses onto the toilet seat. Panting and drained she could barely speak. She lights a cigarette. She grabs me in close and we kiss. “Oh… you’re Mommy’s good boy.” “I’m all yours Mommy.” “Good boy, we’ll have lots of naughty fun together.” She eventually stands and begins to cut more lines of coke. She quickly snorts 2 then cuts 2 more and snorts them as well. While cutting more lines I drop my pants and place my erect, raging erection up against Mommy’s leather leggings. Snorting more lines, Sharon moans. “Mmm, Mommy’s good boy.” I run my hands up her smooth body. I grab a hold of her breasts for better grip. I push and grind, thrust my cock with such intensity. Sharon does more coke. And knows well what to do. She dangles a cigarette and nose exhales. Harder and faster. “Cum for Mommy”. She repeats. In total crazed frenzy I ejaculate on Mommy’s leather leggings… Adding to the gallons on cum already soaked into the material. Sharon hands me the note. “One in each nostril.” She adds. My forbidden desires realised. I wanted more. More of Mommy and more coke.