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The Sex Student – Part 20

This part was about the only experience I had that didn't involve pain but still haunts my memories…

Part 20

Frank picked me up the next Saturday. He took me to his place and sent me to the bathroom. There was an enema kit there to use. I used the kit, showered and dried myself properly. Frank was waiting in the bedroom, and he wasn't alone. There was another man there, and a woman. The woman was naked except for a pair of red tall heal shoes, but even without she would be tall, her breasts were full and she had tattoos up and down her all over, nearly covering her skin except her hands and head. The man was wearing leather pants and had tattoos and piercings. Frank was sitting with him in his robe, the woman standing next to the bed, head down.

"Lilly, this is Roland, he is a dom in our circle, and this is his sub, Ariel"

Roland walked over to me "Hello my dear, nice to meet you finally" his accent was European, but I couldn't place it. He led me over to the chairs were Frank still was. Frank motioned me to kneel down so I complied. Read more »

How I became a guy who services other guys. [M/M/M/M]

A couple weeks ago I was in a position to advance my career by giving another man a blowjob. I did. I sucked his cock and swallowed his cum. I loved every second of servicing him while he told me what to do.

He eventually told two other guys at work that I had given him a blowjob, and they wanted the same from me.

I was hesitant at first, but decided that i should just go with it. I decided to give the first guy who knew, Carl we can call him, a blowjob in the bathroom. I didnt so much as give him a blow job so much as he fucked my mouth until he came. I was shocked by how he used my mouth. He came in my mouth and took a couple pictures of him in my mouth before he commanded me to swallow.

After I drank what he left in my mouth, Miguel swapped places with him and demanded I service him too. he went slower in my mouth and seemed to really enjoy me giving him head. Once he started to cum, he pushed in me as far as he could and moaned as he shot his load. Read more »

Reunions (M/F) (Long)

I met Liz at a party back when we were teenagers. She was notably overweight, but she had a pair of the most gorgeous eyes I have ever seen to this day and a smile that could light up a room. We met at a party which pretty much ended the way you'd think it would…..a couple of drunk teenagers ended up having drunk teenage sex.

I can't honestly say I remember much of the sex itself. I do remember her having absolutely amazing tits even taking the fact that she was overweight into account, and I remember her giving one hell of a blowjob. But other than that, I can honestly say that I don't remember much of the sex itself. That was pretty much all of our "relationship", and the rest of our teenage years were spent pretty much being in vaguely similar social circles that happened to attend the same party from time to time.

So about 20 years pass, and I get a facebook friend request from Liz. My first thoughts were "Holy shit, there's a name I haven't heard in decades". My second thoughts were looking at her profile picture and being amazed at how good she looked. Read more »

Hilly and Ben – Their First Date 4 [mf][Str8][oral][mast]

Click on my name for the previous story called The Choir Trip or the first three parts of this story.

"Oh look," Kaylee snarled. "It's Ashley and her mini-me."

Bailey laughed like the joke was funny. The two of them sat at the center of attention in the soprano section surrounded by their venue of vultures. Hilly had been similarly insulted by the pair when she arrived but chose to ignore them to get her music together for rehearsal.

Looking up, she did notice something different with Ashley and Madison. Hilly remembered that Ashley had driven Madison home after the student council meeting. Thinking of her own study session with Ben, she smirked and wondered if they made use of their time together as well.

Ashley looked over to gave Kaylee a snort and look of pity. "Is that all you got, Bi-Bitch?"

It made Hilly chuckle that she dropped their new name for the duo in front of the whole choir room.

"Bi-Bitch?" Bailey sputtered.

"Two bitches in one," Ashley explained as she passed them by.

"The only thing bi I see around here is you," Kaylee said with a wicked grin, like she was telling a deep, dark secret. Read more »

How Big Are You? [MF, exh, oral]

“Are you hard?” Wendy asked, sitting between my legs, both of us sitting on her dorm room bed.

I froze, my hands still holding her shoulders. Her plump ass was against my crotch, my erection pressing eagerly against her backside. Would she believe I was just holding onto a roll of quarters? “Oh, uh, sorry about that.” I pulled myself back slightly, but she followed, keeping her body pressed against mine.

“Oh, it’s okay. I don’t mind. It’s kind of flattering,” she admitted, wiggling her butt, briefly grinding it against me.

I raised my eyebrows. That wasn’t the response I had expected… What should I say? What could I say? I elected to keep quiet and continued to massage her shoulders. A moan escaped her lips as she fell against my chest. Her hands rested on my upper thighs. She slowly began to graze her fingernails up and down, her hand coming within inches of the bulge in my jeans. I slid forward, hoping that she would come into contact with it.

“That feels good,” I said, stifling my own moan. Her shirt was thin. I could feel the contours of her body through the fabric, the unique geography of her body, the artistry of her form. “Have you started that Judge Dee book yet? What do you think of it?” Read more »

Mixing pleasure and business [m/m]

This is the sequel to http://www.reddit.com/r/gonewildstories/comments/1zclih/mixing_business_and_pleasure_mm/

tl;dr – I met someone at a business conference in another state and we found out that we were both curious about other guys, so we blew each other in my hotel room (as one does, I suppose).

After we both came into each other's mouths that night, we didn't end up doing anything else (yes I know I hinted at it at the end of the first story), as we were both quite spent and I had to leave the next morning on an early flight. We parted with a nice long kiss and made a promise to catch up again when I was back in town. This was six months ago.

As it so happened, work sent me back for another conference, but this time my one night stand (let's call him Jacob) wasn't required to attend this time. We exchanged numbers after our encounter last time, and so the week before I sent him a text to let him know I would be back. The reply was quick from Jacob – he still thought about that night, thanks to my 'amazing cock-sucking skills' (yay!), and that he would meet me after the conference to have 'dinner and more ;)' Read more »

[mM] my first time after gym [anal, oral]

it started at the gym showers, I noticed that late 20s guy looking at me and kinda staring. As rude as it is, I felt kinda flattered he then smiled and went to care with his business. After i finished and got dressed he approached me and asked if i want to get a drink or something and I said yes ( i didn't know i'm into guys too back then but thought it's a free drink why not). After getting our drinks and had a little chat he asked me if you want to join him at his place and complete our chat ( he was tall but not big so i thought it's fine if something happened.. don't know why i said yes this time).. Read more »

Worst prostitute ever! Part III [m/f]

Oral sex can at times be a fairly complicated process, whether it’s a man or woman you’re performing it on. It’s made harder if you were in a situation like I was, where I had a large butt plug sitting rather uncomfortably inside me.

As a prostitute there are a few key points to consider when you’ve got a client’s cock in your mouth. The key one is when to put the condom on him. It was entirely up to me when to put the condom on during oral sex. With my first few clients, I’d always put it on immediately but then quickly discovered that caused all sorts of problems. It was hard to get guys to cum, they’d lose their erection and decide they wanted to fuck you vaginally or anally instead. It was easier just to leave the condom off and either put it on towards the end, or let them finish by masturbating and ejaculating onto me.

The second point was whether to let a guy put his hands on your head to guide you. With some men (not just clients) this could be seen as an invitation to try and jam their cock down my throat. However by letting him guide me, they often ended up finishing a lot faster, and provided I kept both hands on the base of his cock I could usually stop men from getting carried away. Read more »

Testing [MM, exh, oral, reluc]

"Ready?" she asked.

I took a deep breath and swallowed. "Ready."

I felt a slight tug of pressure on my pants as my zipper was pulled down. A hand reached through my open fly, and quickly found its prize, gripping my flaccid cock, pulling it out of my boxers. Corina lightly gasped at the sight of it, thick and heavy. The hand stroked my shaft delicately, coaxing me to an erection, its fingertips gently grazing my shaft. Slowly, I grew harder, larger, my cock eager. I stared up at the ceiling as my manhood was engulfed by a warm, tight mouth.

Corina smiled as she watched me squirming on the bed. I gritted my teeth and gripped the sheets. "Are you okay, John?" she asked innocently.

"Y-yeah," I stammered.

She looked down at the young man sucking my cock, whose name I had no desire to learn. Her grin broadened, her eyes wide, as she watched. He held my cock with one hand as he bobbed his head up and down, his tongue swirling around my head with practiced talent. She smirked. "I thought you said a guy could never make you cum," she reminded me. "You're not worried, are you?" Read more »