Chapter 1. Professor Peterson
I teach at one of those fancy New England small colleges. It is a good gig, with enough money, nice scenery, no heavy lifting, etc. But, frankly, it has been a little lonely since my wife ran off with the Athletic Director. I’ll be honest, I love ogling the young female students, and I am a fan of the “less is more” trend in women’s clothing. But, you have to be careful with the students because you will get in big trouble when a student files an action against you because she reconsidered her life choices after leaving your office with a mouthful of your jizz. I’ve seen more than a couple of lives ruined over an ill-considered blowjob.
So, it is frustrating, as I get older every year and my students are always 18-22. I even find myself checking out their moms on parents’ weekend. But I have thrown myself into my work, and between some good porn, an overactive imagination, and copious amounts of self-love, I have managed to keep my baser instincts, if not in check, at least to myself. Of course, it’s not everything I wanted, but things could be much, much worse.
Then Emma arrived on campus. She was hired as a junior person in the Advancement Department, the office that hits up alumni and foundations for donations. I met her because I was chairing the faculty liaison committee on fundraising. We helped out with alumni calls, and I often accompanied the college president when he visited big donors, looking for them to build a new dorm or football field or whatever. I sat in on the department’s monthly staff meetings, and it was there that Emma introduced herself to me. I don’t remember what she said to me. I’m pretty sure I said nothing. All I remember from that first encounter was a fantastic smile and the softest hands I’d ever touched. Others noticed my reaction, and I heard some not-so-stifled giggles.
It is hard to describe just how stunning Emma is. Petite, snow-white skin, luscious lips, obviously works out, muscular legs, firm young tits, a rocking ass I cannot see enough of, a beautiful smile, and I’m guessing fantastic abs. And I am probably leaving something out. Oh, yes, blonde hair, blue eyes. I didn’t notice her eyes at first because I was checking out the cleavage showing between those heavenly tits. How she missed her calling as a supermodel, I will never know.
So, all that restraint I was talking about a minute ago? All that desire held in check? That satisfaction with my sexless life? Yep. Gone. When I was around Emma, I couldn’t take my eyes off of her. When I was in my office, I couldn’t stop thinking about her, imagining all the ways I wanted to make her my personal fucktoy. Thinking of her could give me such a massive boner, and I just couldn’t go teach a class with such distended pants. I took to jerking off before class every day, shooting a thick load across my desk (I didn’t always clean up well, and once I saw a female student in office hours set her problem set in a small puddle of my cum. I don’t know if she figured out what it was).
I don’t know if Emma knew then what she was doing to me, but it seemed to me she started tormenting me. Sometimes she sat next to me at the conference table. Her leg would bump mine, but she would leave it touching my thigh. I doubt she felt the electric shock I felt when she did this. She started wearing spandex pants on meeting days, being sure to bend over to retrieve something when she knew I was looking. Her ass in those tight pants made me crazy. One day in summer, she wore a spaghetti top with no bra. When she leaned over the table to tell me something, I got to see her magnificent tits. I almost came in my pants. When the meeting was over, I was walking across campus with Emma, trying to make small talk. Looking to give a compliment,
“Emma, you really look beautiful today. I just love your outfit.” Emma stopped, turned to face me, and looked straight at the bulge in my crotch.
“Yes, I can tell. You need to buy looser pants before you hurt something.” I was mortified; I wanted to vaporize right then. But Emma was just Emma. She locked my gaze with those ridiculously blue eyes, flashed her radiant smile, and winked at me. Then, she pecked me on the cheek and whispered in my ear, “You know, a stiff cock like that is the nicest compliment you could give me.” Then, she spun around and strutted off, smiling back over her shoulder to make sure I was watching her ass move.
Of course, I was…
So that is how the next few months went. I saw Emma at the Department meetings, but also around campus. A couple of times, she stopped by my office when she happened to be in the building. But aside from teasing me with glimpses of her tits and ass, we were just colleagues—one of us, a very horny and frustrated colleague. I knew an older nerd professor like me would never have a chance with a woman like Emma, but one thing was very clear to me.
I wanted to fuck Emma. I mean, really fuck Emma. Every hole, between her tits, cum on her face, everything you can imagine, and probably a few things that you can’t. I knew it would never happen. But it was the best fantasy ever.
In the spring, the college has the alumni drive, where alums gather in groups around the country and college staff try to talk them out of some money. As committee chair, I was expected to participate, and it was good to go to some civilized areas. We worked in pairs, a faculty committee member and an advancement staff member. I was pretty good at it, but I heard in staff meetings that Emma was breaking every fundraising rookie record in the state. And why not? Hell, I’d have written her a check if she would just smile at me.
In the next staff meeting, the VP was giving out assignments. I was given Boston, Chicago, and San Francisco. I got the plum cities due to seniority. I had done my time in Wichita and Indianapolis. But what came next was unexpected.
“Emma, this is your first alumni drive,” the Dean said, “and you are our top junior staffer. So I want you going to the cities where the money is, but I want you to go with someone experienced like Alejandro here,” he finished, pointing at me. Emma smiled and thanked the Dean for his confidence. She turned to me,
“You’ll help me prepare, right Alejandro?”
“I’ll give you whatever you want.” We were in a meeting, for God’s sake.
“Be careful what you offer. I can occupy a lot of your time.” Pretty much my entire blood supply was now in my cock. I could hear the blood rushing in my ears.
“Oh, I am used to enthusiastic youth. We’re good.” Everyone chuckled, and the meeting broke up. As I headed down the hall, I heard Emma call after me.
“Get lots of sleep! This is going to be intense!” Fucking tease, I thought to myself as I went through the building exit. But I knew that if I didn’t get out of these pants, stroke my cock, and drop this load pretty quickly, my balls were going to fucking explode.
We were to leave in a week.
Chapter 2. Emma
After graduating from a prominent college in Boston, I interviewed for many positions, including working for consulting firms in New York, Boston, and Chicago. My friend told me that those are burnout jobs, you are up or out, and you have to work 16 to 20 hour days. That wasn’t for me as I like to party and have a life, not just work.
When I was in college, because of my physical attractiveness, I always got higher grades than other girls in my class, even when the quality of my submissions are similar. Men and women always turned heads when I passed through their vicinity, which always made me feel confident, almost borderline narcissist. I used that to my advantage. For some reason, all the boys, girls, professors, personnel didn’t even have to be manipulated. They were volunteering to make my life easy, give high grades, accommodate anything I need. So life always has been good to me.
I always got stopped by men on the streets, who told me that they are talent scouts and are looking for the next supermodel, and I am that person. My dad warned me that those are predators trying to get into my pants, which is highly likely, so I always brushed them off. Maybe they were really representing Prada or something. I will never know, but what I know is that you don’t last long in that supermodel gig, and all the rich guys are trying to make you their mistress.
I talked to my dad, and he said it is better to be the big fish in a small pond, so I accepted the job offer from the small private college in New England in a fundraiser role. They were shocked how such a stunning woman with a top ivy league degree applied to their school. So I made up some grand vision that I always wanted to help small communities rather than being in an international company dealing with billions. They were happy to hear that and gave me a good salary plus bonus package, which I believe allows me to make even more than those my friends in Big 5, because so far, everyone was basically handing me whatever I want, almost getting hypnotized by me, and this fundraising gig will be no different, I thought.
On a nice warm summer day, I stepped into the beautiful campus of New England University. Theresa, the HR manager, met me, and we went over the paperwork. Then, she said the university president wants to meet me, and we headed to his office.
“Hi, Henry,” Theresa said to the president, “This is Emma, our new fundraiser!”
Henry was frozen, like a deer seeing a headlight, looking at me. He couldn’t speak for 5 seconds. I could tell he was struck by my well-formed boobs, accentuated by the belt I put on my flower-printed pink summer dress. This was a regular occurrence for me, so I waited until he comes back to earth from his fantasyland of whatever he was thinking of doing with me.
“Henry?” said Theresa, trying to wake him up from his trance.
“Yes, yes, hi Theresa, Hi Emma, welcome to New England University!” replied Henry.
“Nice to meet you, Mr. President!” I said, extending my hand.
He held my hand with both hands and said, “We are so lucky to have you here, Emma! I heard excellent things about you!” still holding my hands more than necessary.
I cupped my other hand on his hand, now we were both handshaking with both hands, which looked like a ritualistic handshake, and I said, “I heard excellent things about you too, Mr. President! That is why I chose to work with you!” as I lock my big blue eyes into his eyes.
He seemed to be charmed by my eyes, I was feeling he was almost going to have a heart attack, and faint because all his blood was now in his cock, pushing his pants, which was visible to me from my peripheral vision, as I still lock my eyes into his.
“Call me Henry, Emma!” Henry said. “We are not that formal around here!”
“Sure, Henry!” I replied as I try to pry away my hands from his hands.
“Ehem!” Theresa said, looking at Henry with a stern look, “We just stopped by to say hello and have a quick introduction, Henry. We have several more colleagues to visit, we can talk about details of your fundraising in another meeting.”
I knew that drill. Theresa tried to avoid any harassment situation and probably planned to speak with Henry later, so he would have behaved next time to avoid any misunderstanding and sexual harassment lawsuit.
We stepped out of President’s office. Theresa did some damage control. “President was star struck by your charm Emma, I hope you don’t misunderstand. He is a good person.”
“Don’t worry, Theresa,” I replied, “he is not the first guy who went speechless at first sight” I laughed as we stepped out of the building, heading to VP’s office, where I will work as part of his team.
“Hi, Kirk!” Theresa said, “Emma started today, and you met with her on the Zoom interview before, I believe, right?”
“Hi Theresa,” Kirk replied, “thanks for guiding Emma’s first day!”, he then turned to me, “Welcome to the team Emma!” he said, with a big smile, and added, “I must tell you that you look stunning in real life, which is hard to tell on a blurry video call!”
“Ehem,” Theresa interjected, with her body language and stern facial expression reminding Kirk that he is now exceeding his boundaries in the “me too” environment and what was considered a compliment several years ago may now be considered harassment. “Yes, we completed her paperwork, and let’s take her to her office,” she added.
They gave me a nice office, right across from the VPs room, and both offices had glass walls facing the hallway; in a way, I would see the VP, and he would see me as we sit at our desks. I smiled, thinking he wanted to have an eye treatment watching me all day long, and who knows what he will do under the desk. I knew he will not get much done when I am at my desk, sitting across from him.
“You gave me a nice office, and it is across from Kirk’s office, so we can collaborate better. Nice thinking!” I said.
Kirk was happy with my reasoning for my office placement. “Yes, that’s what we thought!” he said, with a voice tone as if he just discovered something, and of course, he had a boner too, as we spoke.
I put my bag on the desk, but there was no laptop around. “where is my computer?” I asked, and I leaned down with my ass up and my head under the table, “I can’t see any desktop or laptop around here.”
“Let me see,” Kirk said, coming behind the desk. I raised my head up, looking at him, my boobs without a bra showing from the top of my single-piece summer dress. He froze like he was struck by lightning, mumbled something that I couldn’t understand.
“I will call the IT guy George and have him take care of it, don’t worry, Emma, and I apologize. This should already have been taken care of,” Theresa said.
Moments later, a long-bearded George the IT guy showed up with a laptop, monitor, keyboard on a rolling cart. When he entered the room, I was looking out the window, talking with Theresa, and Kirk was back in his office.
“Where do you want me to set this up?” George asked. I turned around, but nothing happened to George, no shock. He must be interested in men, not women, I thought.
“Here is good”, I said, pointing to the corner of the table. George plugged everything in, set up my emails, showed me how things work, and left.
While George was setting up my computer, Kirk and Theresa were in Kirk’s office across, and they came to my office when they saw him gone.
“All set?” Kirk asked, “Yep,” I answered, making a thumbs-up gesture.
“We have a staff meeting today, and I would like to introduce you to the rest of the staff,” Kirk said.
We walked into a big conference room, with maybe 50 people sitting in chairs around a huge desk and chairs across the walls.
Henry was at the head of the table, Kirk and I sat next to him.
They introduced me to the staff. I thanked everyone for having me as part of the team and talked about my background and fundraising success in college as part of a foundation that feeds the hungry in Africa. I felt a warm welcome from all staff, which felt good.
There was one faculty, professor Alejandro Peterson, who seemed to be most dumbstruck by me. After the staff meeting, everyone came to me, shook hands, welcoming me, but Alejandro shook my hands but talk gibberish no one could understand because of his excitement. People around us were amused by this.
I have a soft spot for shy guys, and as a matter of fact, I like fucking them, so I decided to play with Alejandro, built his excitement, and make a grand finale fuck at the crescendo point.
Moreover, a guy named Alejandro always makes a good lover, Lady Gaga said, and I believe her.
After that, I always sat next to Alejandro, touch my legs to his, and amused myself as the poor guy turned red and have a boner under the table.
As I explained things, I leaned over to him, showing my cleavage, which was almost making him pass out right there and there.
When we talk or walk together, I was slightly touching his arm and hand accidentally as I explain something as if I was trying to make a point, which of course, ended up in more boners.
One day he complimented me. I pointed out his boner and said, “this is the best compliment you can give to me,” and gave him a pecking kiss. I thought he was going to die right then and there.
In the next staff meeting, Alejandro and I were assigned to a fundraising drive in Boston, Chicago, and San Francisco, which made me happy because I was getting closer to achieve my mission of making Alejandro my fuckboy.
As I was toying with Alejandro for the past couple of months, getting him excited, making him think I am a proper church girl, marriage material, hard to get, I was on bumble picking guys and fucking their brains out.
I even ran into some students from the school, and if they were over 21, I used them to the maximum extent.
I always had someone in my house eating my pussy, giving me foot massages, back rubs. I didn’t let them fuck me. I told them they have to earn it.
This let me get my daily narcissistic supply; flowers, compliments, foot worship, pussy worship, massages, gifts. I had hundreds of messages from social media sites, Tinder, Bumble, and a place called xnxx, where the kinkiest people like me hang out.
When I ran into someone who really connects with me and good looking, I let them fuck me, gently or rough, depending on my mood that day.
I always liked men and women, and lots of girls were into me as well. They wanted to be seen with me, talk with me, and some wanted to sleep with me. So I always had my pick with in my pool of girlfriends and invited the girls I like to my place, making love for hours.
While I was getting all my holes filled and all my body crevices fondled by girls and boys, poor Alejandro was dreaming about me, having boners, but his time was about to come.
Chapter 3. Professor Peterson
The College rented us a car for the three hour or so drive to Boston. A travel day, I was wearing jeans and a polo shirt, total Dad look. Emma had on a sun dress with a plunging back that plunged almost to her ass crack. When the wind blew the dress up tight against her skin, I could see she wasn’t wearing any underwear. Another day, another boner for me.
We made some small talk about the event, but I was totally distracted because Emma was messing with me. She smiled sweetly at me each time I had to adjust my aching cock. The top of her dress fell loose when she was sitting, so if she sat just right I could get a clear look at her perfect breasts. Emma always sat just right. The effect was enhanced by her hard nipples jutting out in the cool air conditioning. She put on some big sunglasses and propped her right leg up on the dash. Her dress flounced down around her hips, she casually adjusted it so her shaved pussy was clearly visible. I was miserable.
The Boston function was booked in the Boston Harbor Hotel, a posh establishment overlooking the harbor as the name implies. Emma and I were each given harborview suites (comped by the hotel which made a fortune on these functions). Our balconies were at right angles to each other. I was on the 5th floor, Emma on the 4th. The balconies were about ten yards apart. After we checked in, we were both out on our balconies taking in the view. We waved at each other.
“Not bad!” Emma called out to me. I already noticed that every man in the outdoor restaurant was looking in Emma’s direction.
“Not bad at all! What a country, eh?”
“I love this job more every day!” We both retreated inside our rooms to unwind and get dressed for the evening’s function. After an hour or so, my phone buzzed with an incoming text message. It was from Emma.
“I am going to shower now. I love how big these showers are! It will feel good to soap up and scrub clean.” Bitch. Tease. My dick is going to fall off with all the wanking I was going to do this trip.
I went back on the balcony to breathe a bit. I heard a faint knocking. I looked and Emma was knocking on her window. She was in her bedroom, I could see. She waved and I waved back, then she pulled the sheer curtains closed. I couldn’t see anything, but then Emma turned on the bedside lamps, silhouetting her trim body against the sheer drapes. I watched in awe at the shadow of Emma undressing. I could see her kick off her shoes and unfasten her skirt. The skirt fell to the floor. Her arms raised over her head and it was clear her top was coming off. Now I could imagine Emma standing there in her bra and panties. Next was the unmistakable shimmy as she wiggled out of her panties. Finally her elbows raised as she unhooked her bra and she dropped it to the floor. I was picturing Emma standing naked in her room, checking out her perfect body in the full length mirror when the curtain moved slightly. There was about a four inch gap in the curtain where it didn’t quite closer. I see Emma standing by the gap, raising her arm to pull it closed. I get a glimpse of the edge of a perfect breast, a beautiful hip and smooth white legs. Jesus.
While I really hate the hold this girl has on me, I haven’t felt this alive in years…
Emma and I met for dinner in the hotel bar and went over the guest list. It was a custom, but not a requirement, that we not drink before and during the event, which was probably a good idea. Emma was dressed totally business like; sensible suit, pumps, minimal makeup, hair pulled back. Didn’t matter. I still wanted to bend her over the table and ass fuck her.
“How was your shower? Thanks for letting me know, but it really wasn’t necessary.” I wanted to see what Emma revealed.
“I texted you in case you tried to reach me while I was in the shower.”
“Makes sense.” She got me again.
“Did you know they have an indoor pool here? We should go for a swim after the event,” Emma suggested. And my head spins yet again.
“Good idea, but I didn’t bring a bathing suit.”
“I always pack one, you never know. Besides, it doesn’t take up much room.”
“I can only imagine.” Emma winked at me.
In Boston there are a lot of alums, given how close it is to the college. So the alumni events are split up into three groups by age. Tonight is the oldest. And wealthiest. My first experience seeing Emma in action, and she wins them over instantly. She does her introduction and show about plans for campus and introduces me. I look like a clod by comparison. But then the buffet and open bar begins and we mingle. I notice Emma is surrounded by maybe 20 men. I also notice that a number of the wives seem none too pleased. I try to visit with them, talk about the old days, but Emma is clearly the focus of attention.
The function breaks up about 11:00. This older group has more stamina than I would have predicted. Emma and I retreat to the bar for a couple much needed drinks.
“That is exhausting!” Emma exclaimed as she pounded her first mojito.
“For you it was. I couldn’t get anyone to talk to me.”
“Yeah they were pretty into me for a bunch of old guys. Not as bad as you, though.”
“Thanks sweetie. Love being lumped in with the extreme elderly.”
“Oh you know what I mean. You are sweet, some of these guys were just dicks.”
“How so?”
“Well, Sam Miller offered to pledge $500,000 tonight if I’d sleep with him. Totally dick move.” I was stunned. I talked to Sam’s wife. That would have been awkward.
“Damn. What did you do?”
“What I always do. Laugh and change the subject. He let it go after a bit.”
“Damn. You would have been a hero back at school bringing in a half mil.”
“Fuck that. If I am going to fuck someone for half a million the fucking check better be made out to me!”
“You should have suggested that.”
“I did, as a joke. He said, seriously, that he couldn’t do that.”
“Why?”
“Interesting. He is an ass. First, he said it wouldn’t be tax deductible and second his wife would find out.” Emma laughed. She was on her third mojito and I think they were strong. Just then the bartender called last call. I asked for the check.
“Are you and your daughter enjoying your stay sir?” Arturo the bartender was leering at me.
“Suck my dick Arturo,” I thought but didn’t say. Emma laughed.
“He’s my boss, not my Dad!” I signed the bill and Arturo slinked off. Emma may have called me her boss, but she was the one in charge. And we both knew it.
In the elevator, Emma checked herself out in the reflection in the polished door. I know this because I was checking Emma out in that same reflection.
“Still going for a swim?” I asked in conversation.
“Absolutely. It will help me unwind. Sure you can’t come?” The double entendre hung in the air for a second and we both laughed.
“My loss,” I offered. “Maybe I’ll get a bather for the next stop.” Emma and I parted and I went to my room to raid the minibar. I got out of my suit, changed into my lounging uniform of scrub pants and t-shirt, no underwear because I knew I would be stroking my cock later, thinking about Emma’s silhouette on the sheer curtain. It was late, the hotel was quiet and the night was warm. I got a double scotch out of the minibar, decided to lose my scrubs and give my dick some air. I shut the lights and went out on the porch, pantless and sat down, sipping my scotch and playing with my cock and balls.
Through the railing, I saw the lights come on in Emma’s room. She must be back from the pool, I thought. I’m not proud, but I kept watching, hoping for a peek at her rocking body. Soon Emma came out onto the porch, still in her bikini, lighted from behind. She set a glass of wine on the side table and leaned onto the railing. I was going to call out a greeting, but I frankly liked being a peeper for the moment.
After a few sips of wine, I saw Emma slip her hand into her bikini bottom. In the light from the room, I could see her head back and her eyes closed. Her hips gyrated slightly. Then she straightened up, hooked her thumbs into her bikini and slid it off her hips to the ground. She sat in the chair, put one leg up on the chair arm and began massaging her clit. Her chest rose and fell as she began breathing more rapidly. Even at this distance, I could hear Emma moaning softly.
“Mmmm…ahhhh…” She sucked in her breath between her teeth. Her back arched, and she came quietly in the night. “Ooooooohhh…yeah…” I was transfixed, watching Emma rub out a couple more while finishing her wine. I couldn’t make a sound, but I came hard, my cum shooting straight up in the air, dropping back down, coating my hand and my throbbing cock, creating a puddle of cum on the patio. When I opened my eyes again, Emma was kneeling on the chair, elbows on the back, her beautiful pale ass pointing in my direction. The fingers of one hand were fucking her asshole. Her hips were moving, taking her fingers deep. Her eyes were closed and her back was arched again.
“Fuck me…yeah…fuck my ass…oooohh…cum in my ass…” I could hear her moaning softly and cumming. She definitely had more than one finger fucking her little butthole. I got hard again just thinking of sliding my tongue into what I knew must be a sweet, tight, pink asshole. I could imagine Emma moaning and pushing her ass back onto my tongue, loving being tongue fucked in her tight little shithole…
I was roused from my fantasy by the feeling of warm cum flowing over my hand. Dreaming about Emma’s cute hole made me cum again. Emma still had a finger in her ass as I wiped the cum on my hand off onto my shirt. Damn that girl made me cum hard! I heard a rustling as Emma was picking up her wine glass and heading inside. Her bikini bottom was still on the concrete floor.
Totally spent, I showered quickly and went to bed.
The next morning, Emma’s bikini bottom was still on her porch. We were meeting for breakfast at 9:30, as we had a day of courtesy calls to make on prospective donors. Emma was quite happy and bubbly. I guess rubbing a few out in one’s pussy and asshole makes for a happy girl.
“Morning Alejandro! Did you sleep well?”
“Like a rock. I was beat. Did you have a good swim?”
“It was refreshing. I didn’t stay long, there were a bunch of drunk bros there giving me trouble. I left pretty quickly.”
I wondered how Emma would react. “I was still up when you got back. I happened to see the light in your room come on.” Emma didn’t miss a beat.
“It was a lovely evening. Were you out on your porch? I didn’t notice you.”
“I was sitting sipping a drink on the porch when you got back.”
“Really? Why didn’t you say hi?” She was cool but I blushed.
“I was going to, but you looked…uh…busy!” Emma put down her coffee cup and glared at me.
“Were you spying on me Alejandro? Were you?” Emma hissed at me under her breath.
“I wasn’t spying, I…I…was just sitting…”
“I thought we were friends Alejandro, but friends don’t spy on friends. I am so disappointed.” My heart was sinking to my toes.
“Emma, I’m so sorry, really, I didn’t mean…” Emma grabbed my arm roughly and pulled me closer.
“I am fucking with you Alejandro. I like to be watched. I knew you were watching. I wanted you to see.” She released my arm and sat back, grinning broadly. “I got you, didn’t I?”
I just stared for a second. I had no idea what to say. “Uh, yes, you got me. I don’t…”
“I have a present for you.” She picked up her bag and pulled out her bikini bottom. It was a thong, of course. She slipped it into my lap. “I got it nice and wet before I took it off last night. You can smell my pussy and ass on it. But you have to cum in it before you give it back.”
My head was spinning. Emma wasn’t done.
“One more thing. Tonight after the event, I am going to be on my porch. I want to watch you jerk off on your porch. It’s only fair.”
“Damn.” I thought my cock was going to burst through my pants.
The rest of the day is a blur. We met with a number of donors, and luckily Emma did most of the talking, I was pretty worthless. I was trying to get my head around Emma fucking her pussy and asshole so I could watch! And now she wanted to watch me jerk off on my patio! What a country…
Emma was having a great deal of fun with my confusion. A couple of times in the taxi to the next meeting, she put her hand on my hard cock and squeezed. The last time I had to tell her to stop (I still can’t believe that I stopped her) or I was going to cum in my pants. Not a good look for a donor’s meeting.
That evening we had the next event with the middle-aged crowd and it went about the same. Lots of men crowded around Emma, their wives and girlfriends crowded around the free bar and groused about Emma. We met in the bar afterwards.
“I have been so fucking wet today thinking about you watching me finger my pussy and ass. You naughty boy.” Emma was smiling, trying to reassure me in my confusion. “What have you been thinking about Professor?” I wasn’t holding back.
“I have been wondering whether I could get my tongue up your ass, or is it too damn tight?”
Emma laughed. “Oh it is definitely too tight for your tongue, but it can be loosened up with a couple of fingers—or a hard cock.” I laughed now.
“I wouldn’t know. Yet.”
“Ooooh Professor, gaining some confidence, no? Good. I have to meet a friend at the Marriott for a quick drink, but then I want to watch your…demonstration?”
“I’ll be there,” I said. I was going to drink a lot more before she got back.
I went back to my room and changed into my scrubs and t-shirt. I opened my laptop and went to my porn collection. Pretty soon I had my pants off and was tasting the precum oozing from my cock. My phone buzzed. It was a text message from Emma.
“On my way back. Look how wet I am!” Attached was a picture, taken somewhere, of a wet pink pussy with fingers spreading the labia. I recognized Emma’s ring in the picture. I got the rest of the scotch from the minibar, and kept edging my cock. My balls were aching from being denied like all day. I retrieved Emma’s bikini from my suitcase and stuck my nose in the pad. Emma’s pussy! It smelled amazing. I sucked on the pad and got a small taste of her cunt. Oh my God. I ran the strap across my nose and inhaled the scent of her ass, where her fingers had been. I was so fucking ready to cum.
I was crazed. I spent some time admiring my hard dick in the full length mirror. It was not a porn star cock, but it was a solid 7” and pretty thick. It was so engorged with blood I wouldn’t have been surprised if it was 8” tonight. I shaved my shaft and balls and was about to take a picture to send to Emma when the phone buzzed again.
“I’m here. On my porch. Naked. Let me see you cum.” I went out on my porch wearing only a t-shirt. Emma was sitting in the chair again, leg propped on the arm, fingers in her pussy. My cock was throbbing with my pulse. I had rubbed the hotel’s skin cream on my shaft so it slid easily in my palm. I cupped my hanging balls with my other hand. I stroked my cock, twisting my hand with each stroke.
“Uhhh…fuck…mmmm…fuuucckk,” I was stroking hard, I was going to cum quickly. I stepped to the rail and hung my cock and balls over the edge just as the first jet of semen erupted from my cock. It flew so far, it cleared the first rooftop I was aiming for and spattered on the next rooftop four floors below. The next few streams did the same. I stayed quiet, but I heard Emma gasp softly.
“Jesus…” My body relaxed as my dick softened. I made a show of scraping a fingerful of cum from the head of my cock and putting it in my mouth.
“Ohhhh damn,” I heard Emma whisper. I was shaking my cock over the railing, shaking off the last of my cum. I heard my phone buzz inside the room. I was going to ignore it when I heard Emma’s voice from below.
“Answer it.” I went inside and found my phone in the scrubs pocket on the floor. It was a text from Emma.
“That was fucking hottt! If you want to try to stick your tongue up my ass, come to 426. NOW!!!”
I threw on my scrubs and shirt, didn’t bother with shoes, barely remembered my key card. I flew down the flight of stairs and ran to 426. After catching my breath for a moment I was about to knock. It was then I noticed the door was propped open.
The ante room was dark, but a dim light was on in the living room beyond. I stepped in the room and my heart just stopped. Emma was kneeling in a chair, back to me, only a reading light illuminating her pale skin. The shadows from the light perfectly defined her soft shoulders and smooth curves. Emma said nothing until she heard me lock the door.
”Alejandro, here’s the deal. You get my asshole for your tongue. That’s all. No fingers, no pussy and definitely no cock anywhere on my body. I still have to decide if your cock is worthy of my holes. A man offered half a million dollars last night for this pussy and I said no. Why would you think your nerd dick is worthy of such fresh pussy?
So tongue fuck my shithole Alejandro. It is all you deserve. Take as long as you want but you better get your tongue all the way up my ass if you want a chance at this pussy. Oh and lose the pants. I want to see your dick up close. Maybe I’ll want to watch you jerk off again up close. We’ll see.”
I stood behind Emma and ran my palms down her smooth back. I fondled her perfect ass. I kissed her bum. If I had all night, I was going to worship this goddess ass. I knelt behind Emma and ran my tongue along her crack. Emma sighed. I slowly spread her ass, revealing her beautiful asshole. Like I expected, it was perfect: a tiny puckered pink spot surrounded by lily white skin. It flexed when my tongue grazed it. Emma didn’t know it, but eating ass is about my favorite thing. I’ve been eating butthole since I was 15. This was the most beautiful hole ever.
I reached into my scrubs to adjust my now throbbing dick. Emma looked over her shoulder.
“Pants. Lose the pants. Rules.” I stood and pushed the scrubs off my hips and my hard cock bounced free. “Mmm. You just might get to use that someday.”
I slapped Emma’s ass hard. “Ahhhh!” she startled. I slapped her other cheek. “Uhhhhh!” Emma flinched. But she didn’t tell me to stop. Her pure white skin was glowing bright red under my lash. Her ass cheeks were now hot to the touch with the rush of blood. I stepped closer and slapped Emma’s ass with my boner. Precum spattered across the raw red flesh.
“No dick! Rules!”
I spread her ass again and contemplated the most perfect back hole ever. I was going to enjoy this gorgeous girl’s butthole. I started rimming her ass, feeling her anus flex under my touch. I could do this all night.
“You’re not tonguefucking me yet. Get inside!” Emma bossing me like that just got me harder. I pulled her ass open harder, causing her asshole to open just a bit, so I could work the tip of my tongue inside Emma. I wiggled and pushed, Emma pushed her ass back onto my tongue, but it was still tight. I wanted to push a couple of fingers up her ass to make way for my tongue, but rules are rules. Still, I needed help.
“Relax your ass Emma. Let me in.” Emma grunted as my tongue slid a bit farther up her ass.
“Ahhhh...get inside me Alejandro. Work inside me.” Emma was also stroking her clit while I pushed.
“Gape for me Emma. You’ve had dick in your ass before. Big thick dicks, no? You know how to gape.” Emma looked back over her shoulder and smiled.
“Rookie. Watch.” Like magic, Emma’s anus began to soften and open slightly. I grabbed her hips, pulled her towards me and pushed my tongue all the way up her beautiful asshole. “Uuuuffff...yeah. You’re my ass bitch now. Make me cum, ass bitch.” Emma and I got in a rhythm of her hips and my face, tonguefucking that tight ass. Emma played with her clit and I snuck a finger inside her pussy. Rules are made to be broken, I guess.
Emma’s breathing became more rapid as she gave herself up to her coming orgasm. “Bitch,” she murmured, “Eat my nasty asshole, bitch. Get up in there...Fuck! Fuck! Fuck!” Emma came hard, her anal sphincter tightening on my tongue as her body wreathed with pleasure. She reached behind her and grabbed my hair, holding my face in her ass until she stopped cumming. Then she tossed my head aside like she was throwing out the trash.
“Now be a good bitch and go away Alejandro.” She started to get up from the chair. I pushed her back, holding her with one hand between her shoulder blades. I dropped my scrubs with the other hand and began to stroke my cock. “Ow, what are you doing, bitch? Get out of here!” But I had Emma pinned.
“In a minute. I have something for youuuu! Damn!” Just then my cock erupted, spewing my seed across Emma’s still pink ass. Cum ran across her ass cheeks and rolled down her ass crack. Emma squirmed to get loose.
“Bitch! Lick that up if you ever want to put that little thing in my holes!” I ignored her, let her loose and pulled up my pants.
“We have a plane to catch tomorrow,” I said matter of factly as I tied the drawstring of my pants. “See you at breakfast.” I headed for the door. A shoe flew by my head and hit the mirror on the door.
“Get lost you little bitch!” Emma called after me as the door shut behind me.
Chapter 4. Emma
I laughed to myself as Alejandro left. He thought he took control of the situation by cumming on my ass. Little did he know he was playing into my hands. I actually expected him to go farther than that and make me suck his cock or try to fuck my ass. I would have swallowed his load, but he will have to wait awhile before he gets to cum in my ass. I was turning him from a shy nerdy guy into my obedient fuckboy. By the time I let him cum inside me, he will be my personal sex toy.
While Alejandro made me cum by licking my asshole, now I was aroused. I needed cock, I needed it rough and I needed it now. And...I wanted to get further into Alejandro’s head.
I remembered the bartender Arturo, who had that Brad Pitt look.
I called the hotel operator and asked her to connect me to the bar.
“Thank you for calling Harbor Bar. My name is Arturo. How may I help you?”
“Hi Arturo, this Emma. We were there with my boss today, who you thought was my dad.”
“Yes, ma’am, how may I help you?”
“Well, Arturo, I am looking for someone to give me a back rub, and I thought you would be good at it”
There was a silence on the phone, then Arturo said “OK, ma’am, I am sorry room service messed up your order, I myself will bring you the cocktail you ordered right away!”
I turned on some lights in the bedroom and opened the curtains facing Alejandro’s room about six inches. Couldn’t be too obvious.
After 5 minutes, the door knocked, I opened the door wearing only a pink silk kimono accentuating my curves and hard nipples. Arturo was at the door with a cocktail.
“Please set it at this table, Arturo!” I said, pointing at the table by the window.
As he put the drink on the table, and turned back, I closed the door, untied the belt of my kimono, and let it fall on the floor, like uncovering a gift, completely exposing myself to him.
His eyes sparkled with excitement and his cock was pushing his pants from his crotch extending down to the knee level. “Wow, you have a flashlight in your pants pocket, I see” I giggled.
“Oh, yes!” he smiled.
“Arturo, could you give me a back rub please?” I said and jumped on the bed, face down, pointing at my lower back and butt, “this area hurts, I was standing up all day!” I said.
Arturo didn’t say anything and got to work. He caressed my shoulders, neck, arms in circular motions, kneading me like dough, then he moved down, rubbing my lower back and butt.
“Harder, knead me hard!” I said, and Arturo started going more aggressive on my butt. He grabbed and squeezed vigorously all over.
Then he grabbed my butt cheeks, pulled them apart, causing my ass hole and pussy to become visible, then smashed them together, and he started doing this repeatedly, really fast. I really liked it and started to get wet.
“Stop!” I said and turned on my back. “Massage my front too, start from my face to my boob and arms, then belly and legs.”
Arturo started massaging my temples with his skillful fingers, then caressed my face, shoulders, arms, boobs. Next, he rubbed my nipples between his fingers. He then continued caressing my belly and legs in slow circular motions.
As his hands were going between my legs and approaching my wet pussy, “That’s enough!” I said.
“What?” Arturo replied.
“ Good job Arturo!” I said, “you can go now!”
Arturo was frustrated. Probably he was thinking I was going to have him fuck me. He pointed to his cock, pushing his pants, “how about this?” he said.
“You go take care of that yourself,” I said as I put my kimono on.
Arturo was outraged and also aroused. He grabbed me from my arms and started kissing my neck.
“No, Arturo! Go away!” I said, but in reality, I wanted him to force fuck me, realizing a fantasy of mine.
Arturo was out of control. He lifted me and bent me over the bed, holding my body with his strong arms.
He then unzipped his pants and pulled his cock.
“I will show you go away, bitch! I will give you a taste of my fat cock before I go away!” he said, pulling my kimono up, exposing my ass.
“No! No! Nooo!” I said with a fake cry. I was resisting and keeping my legs together.
“I will show you no, I will make you my whore!” he shouted, pushing his legs between my legs, exposing my pussy.
He then rubbed his cock on my already wet pussy, “you are already wet. You want my cock, right, bitch! You want this!” he said, and shoved his thick long cock in one long push, burying it completely deep inside my love canal. I felt the mushroom head of his cock pushing on my womb and his long shaft elongating and stretching my love canal.
“How do you like my cock, huh!” he said and started going in and out like he was sexless for years. He was ramming my ass with his whole body at a breakneck pace like dogs mating, making rhythmic slapping sounds echoing the walls.
“You are really tight. I never fucked a woman with such tight, wet, and burning hot pussy before! You are something, huh, bitch!” he exclaimed as he grabbed my waist with both hands and sped up his tempo.
“Ahh, shit, I can’t control myself, I will come inside of you,” he shouted, going faster and faster while squeezing my butts as if he wanted to rip them out and take them away as a souvenir. I had my first orgasm, radiating from my clit and womb to all over my body, making me lose control of my arm and legs, and I squirted.
He then slowed down his tempo, burying his cock entirely in my love canal, his balls pushing my clit, and his entire body weight on my ass. I came a second time, and my body started convulsing and shaking. Arturo was still holding on to my butt, not letting me go.
“Ahhhh,” he said, as he shot his first string of hot sweet cum directly to my cervix, which caused my vagina and womb to make the swallow spasm to get the cum carried into my womb, and I had my third orgasm.
“Ahhh,” I felt the second wave cum flooding me, “ahhh,” and the third cum wave, now making me feel filled up completely.
He was still pulsating and pumping his hot, sweet cum deep inside of me, with pulse strength weakening with every pulse. I counted ten pulses.
He was spent. He collapsed on my back and kissed my neck.
“Shit, bitch! I normally last half an hour, with you I came in two minutes!” he said, as his cock still in me, going limp. Finally, he let me go. I didn’t move, stayed in my face down position on the bed with my legs on the floor, his cum oozing from my pussy down my long white legs. My legs were still shaking from the excitement of my fantasy realized, the adrenaline, and the multiple orgasms I just had.
“You are now mine, bitch!” he said, pulled out his phone, and took several photos of my ass with cum dripping. “I will come fuck you every night, or else I would post your pics on the Internet! Now I will lick you clean, don’t move!”
Arturo then buried his head between my legs and started licking his own cum mixed with my pussy juices, first from my pussy, then from my legs.
Once he licked me clean, he took some more pictures of my ass. After that, he opened my purse, got my lipstick out, wrote something on my back, took some more photos, and left without saying anything.
I stood up, legs shaking, and looked at my back in the mirror. He wrote, “I am a slut! Fuck my holes!” on my back, with an arrow pointing to my holes between my legs.
I fingered myself, scooping Arturo’s leftover cum from my pussy and tasting it. It tasted pretty good.
I had an upscale shower in my room that drops the water like rain from the shower stall ceiling. I set the water temperature to warm tropical rain temperature, then soaped and scrubbed my pussy, ass, legs to get all the cum and saliva cleaned up, fingering my pussy and ass with my shampooed fingers to get myself all spanky clean. Then I shampooed the rest of my smooth white skin and hair.
I then filled the jacuzzi tub by the fireplace with warm water, throw some bath salts in it. I had dozens of red roses sent to my room by the people I met earlier. I took the rose petals off and put them in my bath. Then I proceeded to add some milk I found in the mini-fridge,
I wondered whether Alejandro saw us from my window, I thought, with a mischievous smile. But, of course, I wanted him to be jealous, building up the sexual tension even further.
I rested in the Jacuzzi bath for half an hour, used my waterproof dildo to come four more times. We women are so lucky, I thought, we can come as many times as we want, one after the other, and men can’t do that.
That was enough orgasms and playing with the boys for the day, so I went to bed.
As I was falling asleep, I amused myself, with a big smile on my face, because what Arturo and Alejandro didn’t know was that I was video recording the whole thing with three hidden cameras in my room, from different angles, for my own enjoyment later.
Chapter 5. Professor Peterson
I was feeling pretty proud of myself when I got back to my room. Emma the tease thought she was demeaning me and controlling me by making me lick her asshole. Little did she know I have been dreaming of tonguefucking her perfect hole since the first day I saw her ass as she walked away. And when she tried to dismiss me, I turned the tables on her by jacking off on that perfect pink bum. I should have just held her down and fucked her in the ass. Then I would be in charge. Ah well, I thought, next time.
I shut the lights, took off my pants and went back out on the patio. It was pretty hot to pop a load of cum across the rooftops. Even though I’d just cum a few minutes before, my dick was still hard from licking Emma’s ass. I thought I could rub out one more.
I saw the lights come on in Emma’s room. Kind of bright for this time of night. Plus, she was naked except for my semen on her ass. I could see her silhouette on the sheer curtains. It looked like she was talking on the phone. I sat in the chair, hard dick in hand, seeing what Emma was up to. The curtains parted a bit, showing the foot of the bed. Emma was cleaning my cum from her ass with a washcloth and putting on a tiny robe.
Soon there was another shadow in the room, a bigger person, a guy. What the…? Emma enters the bedroom, no robe now and lays down on the foot of the bed, her perfect ass in full view through the gap in the curtains. Now the guy comes into view, he is still dressed. Can’t tell what he’s doing, but she is naked and not resisting. Now he is...damn! Pulling his cock out.
For a minute I thought Emma was being raped, but I saw her smiling a couple times while being impaled on this guy’s dick. He finishes, he’s not happy, but Emma is smiling and gets in the hot tub after he’s gone. Damn, she’ll fuck anyone but me.
I was pretty agitated when I went to bed, but I decided there was nothing to be gained by bringing it up with Emma. She is not my wife or girlfriend. She likes cock. Lucky guys. End of story.
We met for breakfast like nothing happened. Kind of. Emma was cold and all business, those blue eyes glaring at me. I tried to keep to business, going over the upcoming schedule in Chicago, but the tension was killing me.
“Emma, do you want to talk about it?”
“Hmmm? Talk about what?”
“Last night…”
“Nothing to discuss. I invited you to lick my asshole and obey some rules, and you couldn’t do it. So you will be punished.”
“By watching you fuck some random guy after I left?”
“It wasn’t some random guy. It was Arturo the waiter and he was wonderful. A nice cock and he knew how to play rough. I liked it. Maybe that will be your punishment. I will make you watch men fuck me.”
“I’m sorry I broke the rules but you don’t need to punish me.”
“Oh but I do. Starting now.” Emma motioned to the nearest waiter. “Hi, do you know Arturo? He was working here last night.” The waiter nodded. “Did he text you any pictures last night?” The waiter--Eric his nametag said--froze. Emma reassured him. “It’s okay, that was me in the pictures.” Eric grinned. “Do you have a storeroom in the back?” Eric nodded again. Emma looked around. “Grab one of your buddies and take us back to the storeroom. Which of the waiters has the biggest dick? Get him.”
A few minutes later Eric came to our table. “Follow me.” We went in the back and were joined by a large man, not sure about his job or background, but he was grinning widely. “This is Ahmad,” Eric said simply. He opened the door and turned on the light. A few rows of shelves, filled with bags and boxes of food. The room smelled of flour and oil.
Emma walked up to Eric, got close and opened his pants and pulled out his cock. She turned and did the same to Ahmad. She smiled when she saw Ahmad’s cock. Nine inches easily and very thick. Without a word Emma lifted her tight dress and slid her panties off. She threw them at me.
“Here, be useful Alejandro.” Her panties were very wet. She got on her knees and began sucking the two cocks, first Eric, then Ahmad. She throated Eric easily, and gagged trying to swallow Ahmad’s monster dick. After working the two cocks to their full potential, she rose off the floor. Her panties were gone and her dress was about her waist. She grabbed their cocks and pulled them closer.
“Eric, lift me up. You’re going to fuck my pussy. Ahmad, I want your cock in my ass. Alejandro, you watch how it is done.” Emma weighs next to nothing, so Eric picked her up with ease. Emma reached between her legs and guided Eric’s cock into her pussy. Ahmad needed no assistance to put the head of his massive dick against Emma’s back hole and begin to force his way in. Emma grimaced, but said nothing as she tried to gape and let him in. I was amazed at how much of his cock Ahmad buried in Emma’s ass. Emma leveraged herself against Eric’s shoulders and rode his cock hard. Ahmad was slamming his member into Emma’s rectum with increasing fury.
“Buh! Buh! Buh!” was the only sound Emma made as the two cocks slammed Emma’s holes harder and faster. Emma managed a forced smile as the men were no match for Emma’s tight holes.
“I’m gonna cum,” Eric grunted.
“Ooofff,” was Ahmad’s response as I could see his balls and cock pulse a stream of cum into Emma’s stretched ass. Emma’s eyes widened a little as her rectum filled with Ahmad’s hot load. Ahmad was still reaming Emma’s ass when his cum started oozing out around his massive tool. Meanwhile, Eric was looking a bit weak in the knees as he shot his seed into Emma’s tight twat. Me, I had meanwhile pulled out my cock and was spewing cum on the storeroom floor.
“Nice Alejandro. Don’t you wish you’d dropped that load in my pussy or ass or mouth? You may never get the chance if you don’t learn to follow the rules. My rules. Thank you Eric and Ahmad,” she said as Eric put her feet back on the floor and Ahmad’s spent dick got squeezed out of Emma’s sweet asshole. Emma found an open pack of cotton dish towels and handed them out to the boys before using at least two to clean the loads of cum dripping from her pussy and ass.
“Come on, Alejandro,” Emma said matter-of-factly as she slipped her underwear back on. “We have a plane to catch.”
“Can I get your number?” Ahmad was folding his tool back into his underwear. “I want to see you again.”
“Of course you do,” Emma replied airily. “But that’s not happening. Thanks again boys!” Emma headed out of the storeroom and through the kitchen like nothing had happened. She was already ordering an Uber to the airport on her phone.
Chapter 6. Emma
“Jim?” I asked the Uber driver, “Emma,” he confirmed, and I jumped into the Uber Black SUV I called earlier.
“Jim, those two pink suitcases on the sidewalk are mine. Could you please put them in the back? Alejandro! Come on in! We are getting late!”
As we were on our way to the airport, I checked my social media, and Alejandro was looking at me. “What are you looking at?!” I asked.
“You are pretty. I wish I was those guys!” Alejandro replied with a sad puppy face.
“You wish!” I laughed, “but you never know, you might get lucky one day!” baiting him and keeping him on the hook. He didn’t know I already had plans to fuck his brains off.
Alejandros face lit up with a joy of positive expectation. He probably running all kinds of things he would do with me in his mind.
“Aww, my poor Alejandro!” I said, squeezing his arm. He seemed electrocuted with my touch and probably came in his pants at that moment. I always get a kick when men lost themselves around me, which happens almost all the time, and this was one of those usual tease moments for me. I smiled with a satisfied face.
We checked in, and boarded the plane, and settled in our upgraded first-class seats.
“What did you say to the gate agent, pointing at me, to get us upgraded?” I asked Alejandro.
“I told him you are a model who has a huge social media fan base, and if he upgrades us, you might make a post thanking him and the airline for the upgrade!” he laughed.
“Really!” I laughed, “maybe I should do that!”
The plane took off, and we both connected to wifi, checking our emails, Instagram, and browsing the Internet.
I headed to the lavatory to refresh my makeup and realized we were in one of those bigger airplanes, with two spacious restrooms by the pilot door. All attendants out on the aisles were serving food I was blocked from view.
I entered, locked the door, and texted Alejandro, “you have two minutes to join the mile-high club! Meet me in the second toilet by the pilot door! Knock the door twice, pause, then knock three more times, so I know it is you! If you don’t show up in two minutes, I am coming back to my seat!”
Chapter 7. Professor Peterson
I had my hands in my lap as I checked my emails. I was trying to conceal the throbbing boner I was getting thinking about Emma fucking two strangers at once, totally chill, even though the two men left limping no doubt after dropping their loads in Emma’s tight holes. I know how tight Emma’s back hole was--my tongue had been inside it. She took Ahmad’s brown mamba dick up her ass like it was nothing. She is so tiny, and he was so huge. That had to hurt. If it did, Emma never showed it. I wondered how many times a day Emma came. And using how many dicks…
My phone buzzed, stirring me out of my reverie. I had been idly stroking my cock through my pants with the back of my hand as I thought of those two cocks slamming tiny Emma not two hours before. Emma’s avatar popped up and my eyes widened as I read the message. “You have two minutes to join the mile-high club…” My cock hardened even more and my hands trembled as I fumbled to release my seat belt.
Then I started thinking. Not the first time thinking too much had denied me a major fuck, but that’s how I rolled as the expression goes. This is probably another Emma tease. She could be doing the pilot in the rest room for all I know, and wants me to come in and watch again. I settled back in the seat, mad at myself for letting Emma jerk me around like this. My phone buzzed again.
“Well?” was the single word text under Emma’s avatar. I was miffed, if not pissed, when I responded to Emma.
“You’re just fucking with me again Emma. I don’t appreciate being dragged around by the nose like this.”
“I might be fucking with you. Or I might be fucking you. You’re not going to know unless you knock on the goddamn door. If I drag you around at all it will be by your tiny Chap Stik cock rather than your nose. Or do I have to pick a total stranger to fill my holes for me?”
Her threat stiffened my resolve, among other things. I headed for the lavatory door. I passed a flight attendant who gave me a knowing grin. How does she know what is going on? I gave the coded knock on the door and the locking bolt slid from “Occupied” to “Vacant.” I nearly fainted when I saw Emma, naked but for her bra and heels, touching up her makeup in the mirror. Her dress hung neatly from the hanger thoughtfully supplied to first class passengers.
“Don’t just stand there, nimrod. Get your jaw off the floor and shut the door. I tipped the flight attendant so we wouldn’t be bothered.” I must have looked confused. “It’s not like this is the first time I’ve done this, Alejandro. Open your pants. I want to see your cock close up.” Emma was completely unflappable. A woman who was accustomed, and expected, to control every situation she found herself in.
I unzipped and pulled my aching member from its prison. I was rock hard, maybe even got to 7” that day. My cock danced along with my pulse, which was beating rapidly. Emma wrapped her slender fingers around my shaft as she gave me the very best kiss of my life.
“Rules, Alejandro. Remember rules? I want you to fuck me however you want, whenever you want and use me in any way you want. But, you have to earn that right. We have about two hours to Chicago. You have two hours to file each of my holes with cum. I don’t mean little dribbles of tired sperm. I mean money shots. I want my holes dripping with big loads of cum. Extra points if you can finish by cumming on my tits. No facials, you’ll mess my makeup.” She cupped my aching balls and squeezed. “Mmmmm...feels like you might just have the goods here, Alejandro. Can you stay hard that long?”
“My dick has been hard since the day we met, Emma,” I said, with very little exaggeration. Emma laughed.
“Okay then.” She kissed me again while rubbing my precum around the head of my cock. “But remember--if you don’t give me what I want, you will never see this pussy again. But before I let you inside me, I have a couple jobs for you.” She turned her back to me and bent over the vanity. She reached behind her and spread her ridiculously tight and taut ass checks. Her pretty little butt hole had recovered from the morning’s pounding. But rivulets of Ahmad’s semen were still oozing from her anus whenever she flexed. The other dude’s cum was drying on the inside of Emma’s thigh, having seeped from her tight pussy.
“Before you can fuck me, Alejandro, you have to clean me up. Those boys made quite a mess.” I reached for the paper towel dispenser. Emma slapped my hand away. “With your tongue, moron. Clean my pussy and ass with your tongue and let me hear you swallow all of it.”
I hesitated. “Yeah, I don’t eat other guys’ jizz. Pass.” I reached for the towel dispenser again. Emma slapped my hand again, harder this time.
“Excuse me?” Emma said, anger flaring in her amazing eyes. “What part of ‘Lick my asshole’ isn’t clear to you, loser? Time’s wasting while you are arguing with me and that cock won’t go anywhere until my holes are sqeaky fucking clean. Capisce?”
I sighed to myself as I got on my knees and Emma bent over again.
Chapter 8. Emma
“Lick here!” I said, pointing to dried cum on my leg, “and go up from there, lick my pussy clean while you poke the tip of your nose in my asshole”
Alejandro started to lick my legs, first hesitantly, then he started to lick more rigorously once he got the taste of my baby soft smooth legs.
“Mmmmm, I can lick you all day long” he mumbled, caressing my long legs.
“Here, not there, here” I pointed to Alejandro, as he was vacuuming and licking my cum covered legs like a pleco fish in an aquarium. I was getting hot and wet from his soft warm wet tongue sliding on my skin, exploring my crevices and holes.
“OK, now lip and tongue fuck my pussy and shove your nose in my ass hole, I want your face completely buried between my butt cheeks” I said. Alejandro didn’t hesitate and buried his head, started licking me from clit to ass in long smooth strokes.
“Nice, keep going, ahhh” I moaned as I started to squeeze my nipples. “Masturbate as you lick me” I instructed. He unzipped his pants and his cock sprung out.
“Here, hand lotion for you,” I gave him the bottle by the lavatory, “masturbate with this, you don’t want to scuff your cock” I laughed.
Alejandro started to stroke his cock. “Good boy!” I said, “now lick me harder, put some lotion in my ass and finger my ass as you lick my pussy and jack yourself off”. I raised one leg on the toilet seat, exposing my ass and pussy further.
He complied and started slurping my pussy in circles, fingering my ass first with one finger, then two, then three, and jacking off. He looked funny and cute at the same time. “Faster” I said, and he started fingering me rigorously, causing my whole butt shake as he go in and out.
“Ahhhh,” I moaned, “I am coming!” and my pussy and anus started spasming with my orgasm, squirting Alejandro’s face. “Ahhh, ahhh,keep licking and fingering, ahhh,ahhh” I continued moaning and rubbing my clit until I completely lost myself and my knees got weak from repetitive orgasms..
Someone knocked at the door. We heard the flight attendant “Sir, our captain needs to use the restroom, hurry up please!”
“You go Alejandro” I whispered, “I will come out after you.” He pulled up his pants in a panic, opened the door to get out and immediately closed it.
“Thanks sir!” I heard the captain, and the door opened, and the captain winked at me and entered inside.
“But, but” I heard Alejandro outside. “Please have a seat sir, seatbelt sign is still on, and you cannot be in the galley when the crew is using the lavatory” I heard the flight attendant.
I was laughing thinking about poor Alejandro.
What he didn’t know is that I already chatted with the captain in the galley and set up this whole scene, before I called Alejandro.
“Hmmm, you are all wet and ready” the captain said, as he unzipped his pants, grabbed his hard cock and shoved it in my pussy from behind, “ohhhh, you are so tight, I will come fast!” he said, as he started ramming my ass and grabbing my hair with one hand and waist with the other.
Slapping sounds were echoing in the small toilet, as I hear Alejandro’s and the flight attendant’s voices getting fainter and farther, “but, but, I left something in the lavatory, I have to go back there”, “Sir, please go back to your seat or I have to call the air marshall!”
“Ahhh, ahhhh, ahhhh” groaned the captain, squirting strings over strings of hot sweet cum deep inside of my pussy, and I came too, my vagina spasming on his pulsating cock. Captain locked his body on my ass, as if he didn’t want to come out of me, squeezing my ass and boobs with his strong hands, as he continued moving his cock in and out of me.
I was feeling his hot cum covering my womb entrance, which felt amazing, and some of it was leaking down my legs, dripping on the floor.
“I’ve never come this much and this strong, wow, you are something!” he said.
“Well, if I join the club, better do it with the captain, right?!” I winked, as I put my dress on, and exited the lavatory.
Chapter 9 Professor Peterson
“I’m sorry,” I whispered sheepishly. “You know what we were doing in there, right? My friend made sure we wouldn’t be interrupted.” The flight attendant nodded nervously. “Well, the bitch blue balled me again. Captain there is her third cock of the day and it isn’t even noon!” I hissed. I couldn’t contain my frustration. The flight attendant pulled me into the galley, out of sight of the other passengers who were getting a little nervous at the agitated man in the front of the plane.
“Shh, sir. Keep your voice down. You’re going to get me in trouble. Yes I did agree to keep people away from that lav, but I didn’t know that was what she was going to do. I’m sorry.” She glanced down at my stretched pants as I absent-mindedly adjusted my aching cock in my trousers. “Hmm…” she stifled a giggle. She did leave you with a hard problem, didn’t she?”
“Yeah, not funny.” I stopped trying to be subtle and just put my hand in my pants to straighten my cock against my stomach. The full length and girth of my dick was outlined on my pants. The flight attendant--Kara, her name tag said--bit her lower lip but said nothing. Any sense of decorum was gone from me. “I can’t sit another two hours like this. I am going to use the other lavatory and get some relief.” I never talk like that, but Emma had me so frustrated all my mental filters were off.
“Uh...need a hand?” Kara blurted out, then turned bright red.
“No, I’m fine, I can...wait, what?” Having 90% of my blood in my cock made me slow on the uptake. Kara pushed me up against the emergency exit and grabbed my cock through my pants.
“Just a tug job, mind you, but thinking of what you two were doing…”
“Supposed to be doing.” I corrected her.
“...got me aroused.” Kara slid her hand the length of my shaft. “And seeing this didn’t help relieve my problem so…?” Kara was already pulling the curtain closing off the passenger compartment from the cockpit and galley area. She pointed at the left side lavatory. As I opened the door, I heard a rhythmic banging from the other lavatory.
“Ahhhhhh! Ahhhhhh! You are so fucking tight! Ahhhh!”
“Oooooh yeah Captain! Harder Captain! Fuck me harder!”
Get some, Captain I thought, as Kara latched the door. Kara was probably about 30, some Asian in her heritage, petite, but with tits disproportionately large for her small body. I wondered if they were real.
“Yeah. They’re real.” Kara was seated on the closed commode, yanking on my zipper. She caught me staring at her ample cleavage, focusing on the freckle between her breasts. “American grandma was a 44DD. I’m tiny by comparison.”
“Well thank you grand...MA!” I startled as Kara wrapped her lips around my engorged cock and ran her warm tongue around the head. She got a little squirt of cum as a reward.
“You do have it bad, don’t you? Your balls are going to explode…” Without letting go of my cock, Kara stood and got behind me. “Just a handjob, remember. I want to watch you cum in the mirror. I can’t let you cum on my face, it will fuck up my makeup.” Kara was yanking my cock with one hand and tugging on my balls with the other. From across the hall came the unmistakable sound of the Captain dropping his load inside Emma.
“Ohhhhh...fuccckk! Damn!” Having watched Emma getting DP’s that morning and now listening to the captain nutting somewhere inside Emma’s tight body got me even more aroused.
“That was quick, Captain,” Kara muttered.
“Emma is fucking tight, nobody lasts long with her.”
“Voice of experience?” Kara said, with a bit of dejection in her voice.
“Nope never. She won’t let me. But I’ve watched her fuck three guys in the last 12 hours and none of them went the distance.” Kara took a finger and swirled a wad of cum around the head of my cock. This was going to be a lot when I finally came. Suddenly Kara stopped.
“Nope, can’t do it. I tried to be good, but I can’t. A tugger is not going to do it for me. I need your cock.” Kara had already unzipped the side of her uniform skirt, dropped it, caught it on her pump and was hanging it on the hook. She pulled her pantyhose to her knees and put her elbows on the sink.
“You do anal, right?” Kara asked innocently. “You can’t fuck my pussy. I’m married and we’re trying to have babies so when I’m working I can only get assfucked. My husband’s okay with it, as long as there’s no pussy. You didn’t answer. Do you like ass?”
I was already on my knees, spreading Kara’s tiny ass. Her asshole was light brown and well taken care of. I wiggled my tongue against her anus and she gaped for me, letting my tongue slide inside her.
“Aaaaahhh! That’s a yes, I guess. Fuck my ass, we don’t have a lot of time.” I stood, placed my cock on her asshole and pushed. “Ohhhhh fuck yeah...balls deep...go balls deep.” Kara’s tiny brown asshole gaped and swallowed my cock without resistance. When my balls slapped against her pussy, though, she tightened around my cock. It felt amazing. Sweet looking Kara takes it in the butt a lot, I thought to myself. I grabbed a handful of her dark hair and slammed my cock in her ass again, even harder. “Yeah, like that,” Kara whispered. She was rubbing her clit with her fingers. “Fuck me hard. Fuck me as hard as you want to fuck that Emma bitch. She can’t take it in the ass like this. Cum in my ass. C’mon, cum in my ass like you want her ass.”
My balls were slapping Kara’s pussy with each stroke. I had her hair in both hands and was pulling hard as I slid completely out of her ass before slamming all the way back inside. She was amazing. After talking shit about the Captain, I was about to cum. Nothing I could do against such a sweet asshole.
“Kara, I’m gonna cum!”
“Me too...keep fucking me..a bit morrrreeeee...YESSSSS!” As her body shook with her orgasm, Kara’s asshole gripped my cock tighter and I exploded deep in her rectum.
“Oh fuck yeaahh…” was all I could manage as my cock pulsed repeatedly, sending thick streams of cum inside her tiny ass. Cum was already oozing out around my cock as I continued to spray seed inside Kara’s ass.
“Yeah baby,” she whimpered. “Give it to me...give me all your jizz.” If I had ever cum that much I don’t remember when. My cum was dripping down my balls and onto the lav floor. “Damn. You have to help me clean up,” Kara said dreamily, still recovering from her orgasm. “I can’t go back on duty dripping jizz from my asshole.” She reached for paper towels, but I was already on my knees licking up the stream of cum running down her thighs. “Damn. And he eats creampie too. Forget the legs. Clean up around my asshole.”
Anal creampie is a personal favorite, but this was a lot of cum. I had been saving up, not jacking off, hoping to fuck Emma. But she blew me off and this random flight attendant just gave me a weapons grade assfuck. Of course I am going to clean up. I stick out my tongue and Kara’s tight butt hole pushes my cum onto my tongue. I swallow and lick up some more.
“You button up and get back to your seat. I have to get back to work. I hear the chimes, they are looking for me.” I push my spent cock back into my underwear, zip up, fix my hair and kiss Kara’s ass. Then I take a deep breath and open the door. I go through the curtain into the passenger compartment. No one is paying any attention. Except Emma. She is glaring at me as I sit down next to her.
“And where were you?” she asked curtly.
“I was in the lavatory, where do you think?”
“You were eavesdropping on me?”
“Not at all. You blew me off. So I found some relief elsewhere.”
“Ewwww…” Emma whispered. “You rubbed one out in the airplane bathroom? Gross.”
“No. I didn’t.” Just then the curtains opened and Kara came out, all servile professional flight attendant. She was taking drink orders from the other first class passengers. At one point, she stood, looked my way and smiled broadly. Emma bristled.
“Wait. Did you fuck her while I was away?” I said nothing, scrolling through email on my phone. Emma looked from me to Kara. Kara caught her eye and nodded yes.
“You asshole. I can’t believe you fucked that stewardess. Gave her my cum.”
“Your cum? You had first dibs on my cock and decided to fuck Captain Lightning instead. I was free after that.”
Don’t talk to me,” Emma said indignantly. She didn’t say a word the rest of the flight except to ask Kara for a double Tito’s.
After we landed, Kara was greeting passengers as we deplaned. Emma ignored her, but Kara wished me a nice day and tucked a note into my shirt pocket. We got our ramp check bags and entered the terminal. I stopped and opened the note.
“3-way? LaQuinta O’Hare. Call me.” Along with her number. I noticed it was a Boston area code.
I caught up with Emma. “The flight attendant offered us a three way at the airport LaQuinta. Interested?” Emma stopped and wheeled on me.
“Two things. First, this pussy doesn’t do LaQuinta. I wouldn’t fuck there with someone else’s pussy; Second, why do you think I need her tiny ass help to fuck you? I can make you beg for mercy all on my own.”
“We’re at the Mandarin downtown. Let’s get her down there. She’s good.”
“She’s good? You have been drooling over me since the day we met. I have been holding you off so when you finally cum it would be epic. And you fuck her? Shoot my cum in her tiny ass?”
I was taken aback with her ardor, and other people were noticing. “Let’s get to the hotel Emma.”
“One last thing Alejandro. When I fuck you--I’m sorry--IF I fuck you, you won’t be able to walk for a week. Decide what you want.”
Chapter 10. Emma
“Alejandro, come to my room, 2301. I will leave the door open. Undress completely in the living room, then come to the bedroom.”
“Be right there!” Alejandro replied with excitement.
Five minutes later, Alejandro showed up, knocking at the door, “Emma, are you there?” he said.
“Door is open. Come on in! We are in the bedroom,” I replied.
“We?” Alejandro was puzzled. “Yes, hurry up,” I said.
“OK, OK, just a minute,” Alejandro replied.
I saw the bedroom door opening, with Alejandro in his birth outfit.
“Oh, shit,” Alejandro shouted.
I was standing up wearing my strap on, and the flight attendant was next to me, wearing her strap on.
“I told you I would fuck you, Alejandro! Now my flight attendant friend Lucy and I will make you our bitch and fuck boy,” I exclaimed.
Alejandro didn’t know that Lucy and I planned the whole plane scenario, including her inviting Alejandro to her hotel and me refusing it asking her to come to our hotel.
“OK, Alejandro, first, we will need to cuff your hands and feet, then we will fuck your ass and use your cock to pleasure ourselves,” I said, dangling the velvet-covered red handcuffs in the air.
“We will also gag you, your safe word is “stop met Mijn kont te neuken,” which is in dutch. If you cannot pronounce it right, that’s your problem, not ours,” I added, with a laugh.
I could have seen the excitement and horror in his face and adrenaline rushing through his veins.
“First, sign this release that you agree to whatever we do to you, Alejandro,” I said, “we have meetings in the afternoon, and we have two hours of playtime here, hurry up!” I added.
Alejandro signed the release. “What was the safe word again?” he asked in excitement. “I only say it once. If you don’t get it the first time, it’s your problem,” I replied as I put a gag with a big red ball on him.
“Climb onto the bed on all fours!” I commanded, winking at Lucy, and we tied his feet to each corner so he could not close his legs. Then we proceeded to put a collar on his neck, put his head down and ass up, and run the collar chain between his legs, tying to the bed so his ass is always up and he cannot move his body forward.
“Are you comfortable, Alejandro?” Lucy giggled, slapping his ass with the small whip that looked like a leather mosquito swat. “Mmmm-mm-mh,” Alejandro replied, unable to speak with the big red ball in his mouth.
“I didn’t say you can answer my question! Alejandro!” Lucy screamed, whipping Alejandro’s butt cheeks forcefully and repeatedly, “bad boy!”. I saw Alejandro get aroused and cock getting harder. It was time to give a little nudge from inside.
I lubed and inserted the tip of the giant strap-on cock in his butt hole, watching his whipped red butt cheeks, “I want every drop of your cum out of you. Let’s milk your prostate!” I exclaimed, “Lucy, milk him as I fuck him, milk him in a cup, and he will drink his own cum afterward!”.
“Oh, yeah!” Lucy cheered as she was milking his cock into the disposable cup in the hotel room.
I leaned forward, reached out, and squeezed Alejandro’s nipple as I bit his ear lobe and whispered, “ready?”, he nodded in agreement, and I slowly started inserting my 10-inch veined dildo in his ass. I stopped when it was all the way in and turned on the vibration to the max.
“Oh, yeah!” I cheered as I started to pump the giant vibrator in and out of Alejandro’s ass, and Alejandro began to moan.
Lucy stopped stroking him, grabbed some clamps attached to his nipples and ear lobes, and then rubbed his cock.
Alejandro was making moaning noises that went up in intensity. He has a long muffled noise and shot his first cum into the cup, then second and third, I kept pumping his ass, “more, Alejandro, more, I want all your cum in your balls and prostate,” with my every push, some more cum was coming out, less and less each time.
“I think nothing left,” Lucy commented, “Squeeze his balls. There may be some left there!” I shouted. Lucy grabbed his balled and squeezed like a lemon, “ahhhhh-mmmmm,” Alejandro muffled, his head shaking no no.
“Yeah, I think that’s all he has,” I chuckled, “ungag him and let him drink it.”
Lucy took the gag off Alejandro and squeezed his nostrils, forcing him to open his mouth to breathe,” Drink!” she commanded, and Alejandro obeyed. “Now, swallow, I want to see your mouth empty!”
Alejandro resisted at. First, I grabbed his balls and squeezed hard, “swallow,” I said, and he swallowed it all, “good boy!” I said, “you now deserve a reward!”
I removed the giant strap-on vibrator from his ass and put a mid-sized butt plug into his gaping hole.
We rolled him on his back and tied his hands and legs into the corners of the bed. He looked like the Da Vinci drawing sent to space.
His cock was limp, but that was not a problem. I stood up on the bed, his head between my feet, and I slowly lowered myself, sitting on his face, grabbing his head by the hair pushing his face into my pussy “lick!” I commanded as I rubbed his face up and down my pussy with my hip’s back and forth moves and positioned his head using my hands to the right spot. I was using him as a live vibrator, I thought to myself.
Meanwhile, Lucy applied first aid to his cock, sucking his balls and limp cock, which came to life after ten minutes. Lucy pushed his cock to his belly and started rubbing his shaft and head between her wet pussy lips, lubing his cock with her pussy juices.
I started cumming and squirting on Alejandro’s face and made sure my juices were not wasted by shooting my squirts into Alejandro’s expectant open mouth like a bit of bird waiting to be fed by the mother bird.
Lucy started cumming from rubbing his cock on her clit and pussy lips. She leaned forward, grabbed his cock shining from all the juices from Lucy, positioned the head into her vagina, and sat on it with a long “aaaahhhhhh” all the way in. She started to push her hips back and forth, in circles, clockwise, counterclockwise, going more and more intense. She came over and over again, her vagina pulsating on his cock.
Alejandro couldn’t come because we milked him all.
“Now you sit on his face, and I will amazon fuck him!” I said. I folded Alejandro’s legs on his shoulders and took them on my shoulders, folding him with his butt hole and cock dangling out. I inserted his cock into my pussy wet with my juices and his saliva and started pounding his ass with my hips, with each push inserting his cock into my tight warm vagina, hitting my womb. I was getting faster and faster, and with each pound, I was smashing his balls between my body and his ass.
I stopped and turned on the dildo in his ass to the max setting, “let’s see whether you produced any more cum in the past 20 minutes, huh?” I said, and I started pounding his cock with my pussy harder and harder, as Lucy suffocated him with her pussy juices and let him gasp for air just before he passed out. I continued inserting his cock inside of me, deeper and deeper, as I gripped and turned his nipples to cause him pain and pleasure at the same time.
I started cumming again, my vagina spasming around Alejandro’s cock, sheathing and caressing his cock with wet, warm, textured goodness, and he began shooting strings and strings of cum inside of me. “Yessss,” I moaned, “ahhhhh” as I pushed myself into him, making sure his cock head was pressing against my cervix, showering with his hot, sweet fertile cum. I waited until his pulsations stopped and cock went limp.
I left the butt plug vibrating in his ass and moved Lucy over, “clean up time!” I exclaimed and sat on his mouth, “wipe me clean, Alejandro, wipe me clean,” I moaned as I pushed my pussy lips into his suckling mouth.
Chapter 11. Prof Peterson
TBC
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