Wednesday -
I woke up at Debbie's, still wrapped up in Mickey. That boy was sweet. That was the thing. He wasn't harmless, or weak, or soft, but he just tasted good. From his gaze, to his skin, to his soft hair, to that delicious dick of his, he was sweet. I couldn't get enough of him. We fucked a couple more times, then Roger had to leave, and Mickey was being nice - he left with Roger. I didn't like the fact Mickey found out about jail, but it was going to happen anyway.
Debbie and I spoke after that. Roger was an asshole, but a 9 inch dick that's hard on command is not something you play with. You grip it firmly. Roger's endowment (and his financial contributions) bought him attention every now and again. I think Debbie just liked him because he had some nerve.
I got Mickey's number, and agreed to call him. I still feel his dick now. Or I guess I should say my pussy is sore.
I went to the Y on 64th street with Debbie to work out. There were a couple of pickup games, and I've always loved the honest sweat of basketball. I could always make sense of the lines and the angles, and after thirty minutes I wasn't thinking about bills, or credit, or relationships, or jail, or anything really.
I just played good defense, made sure I was getting a sweat, and looked around me. The beauty of co-ed is that you get these young college boys. Tall, fit, and firm.
I spent most of the game marking this tall African boy, Kevin. He was dark, tall, hard as a brick to touch, and quick too. I had to box him hard, otherwise he had a decent hook shot and was dangerous when free. I know how to use my ass, and by the time I tapped his nuts a few times, we were playing a different game. He looked at me like he was surprised I knew how to hoop. I played at Texas, four years in varsity, and I just didn't graduate for my own reasons. I could ball, I knew that.
After the game I went over with Debbie to chat near the water fountain. Kevin came by with a female friend of his. Heather was her name. He didn't believe I was a nun, and I didn't press. He said he was an engineer with some phone company. So he was smart. Paid his own bills. Said he had a kid but his son didn't live in Chicago, and he was "broadly single".
So he fucked whoever he wanted, like most people. Well. I got his number. His little friend looked me up and down. I was in grey sweatpants and a grey top. Short hair, no makeup. I guess she didn't understand why Kevin checked for me.
I know something simple about men. Men want to be sure you will leave. They love to chase, love to catch, but really dread being stuck with you. They need to know you will leave. If they are sure of that, you will never have a problem with them. I never wanted to stay. I was always ready to leave, and that didn't change. Once that became clear, most men were happy with me. A lot of women say they will leave, but they don't mean it. I figure whatever most men give me I can easily get elsewhere, and I don't want to be possessed. Not by anyone. My style had worked for me so far.
I stayed once. Three years ago. I ended up with Jasmine. My lovely daughter. She was a real reminder of the true costs of a careless life. I had wanted her, she was welcome, and I loved her. She just wasn't free, and her father John was not a big part of my life, but every now and again he would show up.
After I had her I was taken care of by the Sisters of Mercy, a Catholic religious order. It was a long year, and by the end of it I figured out that nuns had free rein in the Midwest, and that I could figure out how to wear their gear. Uniforms were cheaper, more efficient, and let you think about other stuff anyway. I just never actually joined the order, but it was easy to get money from people. Shamefully the police didn't like that, and I ended up spending a few months in jail for fraud.
I hadn't been sucked that morning, so when we got to Debbie's I had a hot hot shower and had her massage my breasts. Basically breaking up the knots of milk, and helping me squeeze them out to make them more bearable. I loved having milk. It was a real turn-on being so alive in my breasts, and it turned out some men and women really loved to drink from me. I loved it.
My kid didn't even drink milk anymore, but my partners often did. They also kept my boobs firm, which mattered to me. Debbie didn't really like to drink the milk, but some men...wow...seemed like childhood never ended. She did like the stimulation. I think she just liked playing with my body. I always got wet when I expressed, but no matter. We had a deadline, and I was seeing Kevin later. I got dressed. I wore the habit this time, and then we got into Debbie's car.
Debbie dropped me off at my Mum's place, and I got to see Jasmine. She was growing. I missed her. We played for a bit, and I cried. I missed her. The thing was I wasn't really maternal. I loved her, but I felt better with her being in a safe place. The books, the school, the reading, I really didn't care for it. I never did. I still don't.
My Mum made fun of me for my nun's outfit. As she always does. We talked money, and I gave her the money I had scrambled together.
Debbie came by to pick me up to Kevin's place.
It was a North Shore high rise. Lots of windows, with a view of the lake. I know someone got fucked against those windows every now and again. Unless the windows broke. So maybe they didn't actually touch the glass. But that view was something.
He looked good dressed up, and he seemed surprised to see me in my habit. We chatted about basketball, he was a Baptist, and we talked about something else. Anything else. I asked about the young girl. She was a friend, he said, and yes she was jealous, and yes he was fucking her.
He offered me weed. I passed. I don't need excuses to get up. I don't need excuses to be happy or seek pleasure. He took a hit from the pipe, and leaned back.
He passed out. I did too. It had been a long day.
I don't know how long I was asleep, but I woke to that boy eating my pussy. My skirt was up over my chest. I started. He looked up at me, said he didn't know how to raise the point. I couldn't say anything. It didn't feel bad. He kept at it, and I stopped him. My breasts were really full. I took all my clothes off, and asked him to go get a wet hot flannel. He looked confused. He walked away.
The body on that boy. The legs, the back, the shoulders, the little waist. He was like a teak carving. Just amazing. Then he turned. His cock, I hadn't noticed before, was all magnificence and brutal glory. Thick, veiny, not too long, but substantial. If he stayed hard tonight could be good.
He brought the flannel to me. I told him if he had a thirsty mouth and strong hands, to start expressing me. I explained how it worked. He was an avid learner, and he had massive, hard hands. His strokes were long and firm, and pretty soon I was squirting milk everywhere, then he was drinking me.
He squatted next to the couch as I lay there and sucked me, his dick hanging between his legs, then sticking between them as it hardened and extended. I just needed the relief, and he sucked as If he had never breastfed as a child. When I get sucked I get wet, and really turned on. The only thing is I need a lot of pressure, and people usually suck too delicately to have an impact. Kevin was a real brute. I loved it.
He was merciless, and I came twice. Usually they sucked until they could jump on me, but this one sucked as if the breast was all he needed. When he was done I needed him in me. But he smiled, picked me up, and took me to his room. The bed in there was a huge four poster. He laid me on my back. It was plush. Comfortable. I closed my eyes for a nap.
Before I opened them, Kevin had tied up my left wrist to one corner with a silk scarf. He crossed my body, to tie my right wrist. Then my feet. I was so wet. I had no control of anything. I struggled. Motherfucker must have been a boy scout to tie so tight. There was no give. I was spread-eagled, face up, in this strange boy's bed.
His little friend walked in. Slender girl, little titties, perky though, with thick, long nipples. Fine features, hairy pussy. Naked. Long hair, in braids. She was carrying a bowl of ice. She wordlessly started rubbing ice all over my breasts. It was a lot to bear. They had just been sucked dry, and now she was playing with my nipples, my boobs, my armpits, then my pussy, then Kevin joined in.
I couldn't free myself. Then Kevin pulled out a metal plug. He warmed it with his hands, put some lube on it, and then put it in my ass. I almost blacked out. I felt full. I felt alive. I was on fire. The ice, this girls tongue, the restraint, I screamed.
This play continued, but I really needed to be fucked at this point. I was so wet. Kevin started playing with my clit with the ice. I almost burst out of my ties. It was agony. I started getting numb. Then he started sucking it hard. As soon as I was happy getting hard he would start with the ice again.
He did this 15 times. I was starting to get annoyed, when I felt his finger go into me. Slowly, slowly, he pushed it in, rubbing my g spot, torturing me, sucking my clit. Then I felt a blindfold go over my eyes. I smelt it, then my mouth was fully of pussy. Heather was smothering me with her pussy. I shoved my tongue into her. She was wet, and hairy, and fragrant.
I didn't like to eat strange women, but this felt somehow familiar, and besides, my hands were tied...She was leaning forward, playing with my breasts as I sucked her, and she started to breathe heavier. She ground against my mouth, filling my mouth with pussy. She started squirting my milk out. All over my body, and into the air.
Kevin released my left ankle. He got between my legs, and raised that ankle, kneeling between my legs, balancing my ass on his thigh. He worked the head of his cock into my engorged pussy. He was so hard. So fat. So keen. He pressed into me, and as he pushed in he released my other leg.
I tried to wrap my feet around his waist, but he held each ankle and refused. He pushed in deeper into my pussy, and then I was full of Kevin. His ropy, veiny, thick cock was stretching my pussy, with each stroke slamming its massive head into the back of my pussy.
I could feel him, but I was still overwhelmed by the pussy in my mouth, and the hands squeezing my breasts. I was gushing. He started slamming harder into me, hitting the same spot at the back. Then he moved, standing in my pussy, with his feet at the base of the bed, and using his feet to push his cock deeper into me. I shuddered, softly then harder. I grunted, tensed up, and then I came.
It was like a furnace down there, and then it exploded with each stroke. I squirted all over him. He fucked me harder, fucked me through the orgasm, and then through the second that followed it, and through the third orgasm where I started crying. I was so overwhelmed with sensation. I thought I couldn't take more.
But this bastard kept fucking me. I felt like I was going to pass out. It was incredible. I felt like I was high. I tried not to bite Heather's pussy. She bucked and came. She whimpered, and her pressure on my nipples eased. She got off my face.
I could see Kevin then, holding my ankles up, putting pressure on me, fucking me wet and then dry and then wet again. I saw him inhale, trying not to come, and then I saw him give up, and release a shower of come into me. I could feel the hot blasts of semen fill my pussy. He seemed to get bigger and harder with each blast.
When he was finished he kissed me. He was such gentle kisser for being such a heartless fuck. He stroked my hair, and kissed my neck, my shoulders, my breasts.
