Diary of a Call Boy, Entry 1 & 2 [MMF][bi][rape]

Entry 1 – The Rules!
Follow these or pay the price:
-Keep your business and personal life separate.

-Everyone pays. No exceptions.

-Safe sex is more than a condom.

-Play to the clients fantasy, but NO is OK.

-Have an exit plan!

Good Luck!

Hale

Entry 2 – Where to Begin?

I was told it would be good for me to write what happened to me down. I think I understand the necessity as there aren’t really a lot of people I can or even should talk to about this. Additionally I need to get some of this off my chest. So I guess here I go, though I didn’t know it at the time this is my story of how I became a Call Boy.

Arriving at college I thought I had it all figured out. I was top of my class in high school and despite not playing any sports I was in decent shape. The thing is that things change and looking back I realize I was slow to keep up. I thought my old friendships would last, my study habits would keep up, and that I would coast to my college degree just like in high school. Despite excelling in my gen eds, half way through last semester I was failing all the classes within my major. All my old friends had moved on to new people, new girlfriends, or joined a frat. I’m not alone by any means, I’ve managed to make a few new friends. Interestingly enough I even have what I would consider a new best friend, but it’s not who I ever expected. That’s I guess where I’ll start with what I really need to get off my chest.

After most of my friends had abandoned me I ended up lonering it for a while. Eventually for some reason or another Shane took notice of me. We started studying together and eventually started hanging out outside of school and class. Now Shane was different than any other friend I’ve had before, the most obvious difference was that she is…well… a she. We came from similar backgrounds but everything I seemed to be doing wrong was going right for her. She was excelling in the classes I was failing, active in her sorority, and seemed to be dating a great guy. I guess I can say it here because I haven’t really said it anywhere else before; while Shane is certainly pretty (and very well endowed) I have never really been attracted to her as more than a friend. I think that may have been what allowed our friendship to mature.

By the end of last semester her friendship was about all I had left. I came back from winter break to 3 failed classes, a suspension letter from my scholarship, and a big fat bill for tuition and the dorm. By the end of my month grace period I was desperate and that’s when Shane came to me with an offer. Apparently her boyfriend was more akin to a sugar daddy, though she never used such words, and he had shared a particular fantasy with her some time ago. He wanted a three way with a virgin, Shane had always laughed it off but had recently started to warm to the idea if she could pick the person. He didn’t even care if it was a girl or guy as long as ‘he got to take them like he wanted.’ Shane new I was a virgin and I guess thought my situation was dire enough that I’d agree to the terms. The offer seemed simple enough at the time, for a thousand dollars I would join her and her boyfriend and do as I was told. I wasn’t in much of a mind to negotiate and ended up agreeing on the spot.

It was three days later on Saturday when Shane and I drove together over to her boyfriend’s house. I did as I was told and showered and shaved before meeting up with her, I was hesitant at first shaving my chest and privates but I knew the rule and didn’t want any issues off the bat. In the end when hard my five inch cock never looked so big, but soft I remained very self conscious of my barely two inches. I wore a plain grey T-shirt and jeans. She wore a short skirt with a tight vneck, showing more cleavage than normal. She spent the drive talking up Travis. I learned more in that ride than the previous semester. Though I guess an 18 year old dating a 30 year old divorced man was not a fact she was too keen to have gossiped around campus.

We arrived and walked right in with Shane announcing us. Travis was waiting in the living room and greeted us as we came in. He greeted Shane with a kiss and quick squeeze of her ass. He sent her to the kitchen to make us some drinks and took the opportunity to get to know me; or more so, question me. Apparently Shane had told him almost everything I ever told her about me, so he was more verifying the key details. That I really was a virgin. That I had never even seen a real naked girl. No I had never done any drugs. And that yes I understood the rule. He re-enforced that I would only be paid if I followed it completely. Shane’s return was telegraphed by the clicking of her heels on the tile floor. She handed me my drink before slipping into Travis’s lap. “I hope you haven’t been too tough with him yet” she teased him. We toasted and I proceeded to finish my drink a little faster than was probably polite. “Don’t be nervous, this will be fun for all of us, and you’ll walk out a little richer for it.” He sat down his drink, “Babe, why don’t you help your friend get a little more comfortable.” She hopped up with a “yes sir” and came over, kneeling down in front of me on the couch.

It’s amazing where your mind can go in instances like this. Firstly, looking down I had a beautiful woman smiling between my legs and I was instantly hard. Looking up Travis just gave me a knowing smile before my gaze returned to the beautiful woman in front of me. Second, there is no sexy way to take off sneakers or socks… “Now just sit back and relax as we get this party started.” All I could do was nod as she deftly undid my pants, pulling them and my boxers off in one quick motion. She teased the tip off my cock with her tongue before looking back at Travis for permission to go farther. With just a slight nod, she pulled her long black hair over her shoulder giving him an unobstructed view as she started to give me the first blowjob of my life. I must have had the stupidest look on my face because I swear I heard Travis chuckle a little. It became apparent quite quickly that I was the only novice here. Shane started by teasing the head with her tongue, then slowly kissing down all five inches of my shaft while keeping eye contact with me the whole time. Once at the base she slowly started to stroke me as she sucked on my balls. Looking down she winked at me as worked my cock. Soon she traced her tongue up my cock and back to the head, swirling it before taking it in her mouth. Before I knew it she had gone from slowly jerking the base as she sucked the head to taking the whole thing down her throat. I could feel my cock start to twitch and apparently so did she. She slowly sucked back to the tip, squeezing the base. “I think he’s all primed babe,” she said to Travis. She let go of my cock and went back over to Travis, going behind his back and wrapping herself around his shoulders.

“Good job babe. Excellent work as expected,” he praised as he rubbed her head, almost like you would reward a dog. “Now it’s time for you to earn that money, just do exactly as your told and we’ll have a little fun.” He ordered me to stand and then took a long sip of his drink, finishing it. Standing I realized I was the only naked one in the room. “You’re going to come over here, kneel down and treat my cock exactly the same way that Shane treated yours.” I stood there dumbfounded, I’m not sure what I had really expected, I mean I certainly fantasized about how this would go, but I’m not gay and this was not what those fantasies had predicted. I guess I was taking a little longer than he was prepared to allow, “Shane dear, why don’t you help your friend find his place, before we have a problem.” I started to speak but that last part was definitely a threat and instead just stood there naked and silent. She let out a small sigh but obeyed. She came over to me, her heels still clicking across the floor, and took hold of my wrist. Tugging at my wrist I was pulled me down to my knees directly between Travis’s legs. She joined me on the floor slightly behind, then whispered in my ear “Don’t you dare make me look bad and ruin this for me!”

After a little pause, “Alright now just do as I say. Reach up and take out his cock.” I no longer felt in control of the situation or my body and just nodded. I think my mind really just switched to survival mode. I reached up and undid his jeans. I had to reach into his jeans to pull out his cock. Though he was still only simi-hard his cock was bigger than mine. Probably six inches and still growing and at least twice the girth, I could see why Shane had no trouble taking my cock. “Now kiss the head and thank Travis. Look him in the eyes.” I have never felt lower in my life as I leaned in. His cock smelled clean and was smooth like mine. I kissed the head. She jabbed me in the side with her elbow. “Thank you” I stammered out but that didn’t seem enough as Shane continued to dig into me. I kissed it again, “thank you…for letting me suck…your cock…” I paused but she kept pressing “…sir”.

“Good boy, now keep going.” Both their eyes stared into me as started to work my way down the shaft like Shane had done to mine. He lifted his ass and Shane helped me pull his jeans down a little, fully exposing him to me. A hand was rubbing my head as I reached his balls. Apparently it wasn’t Shane as her hands had moved from my shoulders to caressing my body. One hand was fondling my chest, the other making its way to my now flaccid cock. I wrapped my hand around the base of his now rock hard eight inches and started to kiss his balls. She reached from behind and pushed the cock against my forehead as I began to suck on the balls. Her free hand was trying to jerk my cock back to life. His balls quickly filled my mouth as I spent time sucking each of them. “You’re doing very good,” she complimented me. “Now I want you to suck his cock, make sure it’s good and wet, it’s the only lube you’re going to get,” as she said that her hand slipped from my cock and started to probe my asshole. I instinctively clinched and tried to pull away from his crotch, but his powerful hand held me by the hair in place. I started to struggle but he held fast, pushing my face onto his cock even. He held me there as he reached down an pulled out his cellphone, I was pinned between them as I heard a click and then heard Shane’s phone cherp behind us. “No getting cold feet now; besides,, I told Shane exactly what I expected.” I followed his eyes to her and she just kind of shrugged and smirked.

“Well…” she started, “it was certainly implied. I mean I told him you wanted to fuck a virgin. I assume he knew that you wanted to fuck him…Though I guess…if his grades were any indication I should have put it a little more plainly.” It was at that moment that I felt a shift in Shane’s personality from the shy but firm girl I thought I knew to a person of absolute authority. Shane took me by the hair, pulling my head back so that she was towering over me, “Now you listen to me, you are going to let Travis here fuck that nice tight ass of yours, then you can take your money like a good little whore, say thank you, and be on your way. We’ll never speak of this again if that’s what you want. But this is going to happen. Now nod if you understand!” I nodded but it wasn’t by my own free will. Next she pushed my head to the head of his cock, “Now suck.”

I sucked. I tried to just tease the head like Shane had done at first to me but I quickly felt him trying to push his cock farther into me. I tried to resist but felt a firm hand on the back of my head holding me down and then slowly pushing me deeper. I soon felt my gag reflex kick in and started to struggle. Shane pulled my arms behind my back forcing me to stay on his cock as Travis continued to assault my throat. I think he was getting off on my struggle. He eventually pulled my head back. It left me coughing with spit covering my chin and his cock. All I got was a breath though before he pushed me back down. He filled my mouth and then pushed farther. I could feel myself trying to swallow to accommodate his cock, but with no prior experience all I could do was strain my throat to try and take the intruder. This continued as he would push me down, hold me there as I gagged, let me up to breath, and then repeat. After what felt like hours, Travis let go and I came off his cock gasping. My throat burned, tears streamed down my cheeks, and my face and chest were covered in spit. “That’ll do. That’ll do. Now why don’t you take our guest into the bedroom and we can get onto the main event,” Travis directed at Shane.

Still chicken winging one arm behind my back Shane pulled me up from the floor and led me past Travis, stopping for a deep kiss, before directing me into a nearby bedroom. Those damn heels clicked with every step. She pushed me onto the bed and started into me as she began to strip, “I cannot believe you. Embarrassing me like this. If you ruin this for me I’ll kill you.” She reached down slipped off her shoes. “What did you expect, someone was just going to pay you a grand to fuck their girlfriend in a threesome?!” She pulled her shirt off over her head as I just lay dumbfounded on the bed. Her big tits were now only hidden by a black lace bra. “God, you must really be a dumb whore. If that’s all we wanted we could pick any guy on Earth.” She shimmied out of the skirt before unhooking her bra. Her massive tits hung down now freed yet still holding their shape. Regardless of the situation those were the first real tits I’d ever seen and it was hard not to be impressed. “I took one look at you. Alone during all those classes, abandoned by his friends, obviously different. I figured you would be a fagget, that eventually you’d open up to me.” Down to only a lace thong, she left it in place, but the sheer fabric did nothing to hide her smooth pussy. “Then you agreed to my offer, and basically confirmed all my suspicions, but Nooo, you’re just that freaking stupid.” She huffed for a few seconds before joining me on the bed, sitting near my hips with her back to me. “Baby we’re ready!” She called out. Looking back to me she continued, “Well now you are here and you’re GOING to play your part and I’ll play mine.” She pushed my head into the bed and pulled my ass up, even pushing my back down to pop my ass up. What next surprised me almost as much as everything else that had happened so far. She parted my ass and started licking my asshole.

She continued to lick and probe my hole with her tongue as Travis entered the room. I felt the bed shift as someone climbed on. I dared not look at him and instead just started at Shane’s backside. The back of her thong didn’t even completely cover her asshole. I soon felt a finger start to poke into my ass. I instinctively clinched. “Just breath and try to relax or this is really going to hurt.” I tried to comply, but she didn’t make it easy as she continued to work a finger into my ass. I heard someone spit and then felt a second finger start to stretch me. I gripped the sheets and tried to stay strong or at least not freak out. Then it happened. Her fingers left my ass and her hand wrapped around my cock, which I hadn’t realized was completely hard again. Her grip was not in a loving or gentle way but to make sure I couldn’t move anywhere. “Alright babe, he’s ready. One virgin ass just like you requested. I hope you enjoy all the trouble I went to for your divorcery gift.” I could almost feel the pride in her voice. And that’s when it hit me. That all I was to her was a hole for her boyfriend to fuck as part of twisted divorce-anniversary present-thing, and maybe that’s all our relationship had ever been for.

My mind quickly changed gears though when I felt the pressure of something much larger press against my ass. Shane held me both by the cock and around the waste as the pressure intensified. I’m sure I screamed, I know I cried, but that did nothing to deter my hosts. My ass burned as the head pushed in. They seemed to be whispering or maybe even talking between themselves but all I heard was the rush of blood in my ears. He rocked his cock at the entrance for a while, slowly working deeper. Occasionally I could feel one of them spit on my ass or his cock. I have no idea how long it was but eventually he started to press forward. The initial pain had subsided and while it hurt it was at least bearable. The discomfort was intermittently interrupted with what felt like intense pressure deep in my balls. I hate to think but eventually a moan must of escaped my lip, because I saw Shane turn around smiling and her hand reach down between my legs and start to jerk my rock hard cock. It bothers me to admit but I don’t think I’d ever been harder. Shane starts to jerk me off in unison with Travis’s pumps. I don’t think it was but a minute or two from that point that I felt his cock slam into me and start to twitch. Shane picked up her pace and soon took me to the edge. He continued with hard deep slams, taking his cock out almost to the head and then ramming it back into me. The pain was intense, I begged him to stop but he just laughed and fucked my ass harder. With one especially deep thrust he buried his cock all the way in, his balls pressing against mine as he started to cum inside me. As my ass started to fill with her boyfriend’s load, Shane let go of my cock leaving me right at the edge. Travis started to give me slow deep thrusts, my cock twitching at the growing pressure deep in my balls. Eventually that pressure became too great and I felt myself start to squirt, my dangling cock cumming onto the sheets underneath me. It was unlike any orgasm I’d ever had, intense but not satisfying. Exhausted I collapsed on the bed, Travis’s softening cock slipping out of my ass, leaving behind an empty feeling and a mess between my legs. He even used my ass to wipe off his cock

“Good little whore, the perfect gift,” I watched over my shoulder as they kissed. “You’re welcome to clean up in the shower, Shane and I have some more ‘celebrating’ to do. Call yourself a ride when your done. Your money‘s by the door.” And with that they were done with me, no longer relevant to their fantasy.

The rest of the details don’t feel as relevant. I think I ran Travis out of hot water before i stopped crying in the shower. Thankfully they had taken their party to another part of the room and I didn’t have to see anyone as I gathered my clothes and then waited by the street for the car. I got home a thousand dollars richer, but otherwise poorer for the experience. I would probably still be that way if not for Hale and what happened today.

You know, I didn’t really expect this to help but I think writing everything out has been quite cathartic. I wish I could keep going now, but it’s getting late and I have class to get to tomorrow!

—FF

Source: reddit.com/r/sexystories/comments/7qn06a/diary_of_a_call_boy_entry_1_2_mmfbirape

1 comment

  1. This is both my first post to reddit and my first time writing out one of my fantasies. Please feel free to PM me any feedback. I hope to continue this a a series going forward.

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