pity-sex
EROTIC COUPLINGS

Pity Sex

Pity Sex

by Jbedwards
17 min read
4.4 (5500 views)
pity fucseductionmercy fuccollegeyale
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Pity Sex

Joanie's major fantasy is pity sex

Another big thank you to my editor Ken, whose patience and kind editing are a legend in my mind. Thank you, Ken!

It was Friday night, and I had nothing to do, except to study for my biology test. Tomorrow night I would again have nothing to do. Meanwhile my roommate Melissa had left town to visit her illicit lover, over in Stamford. "If Blake calls, tell him I went home to see my mother. Remind him she is very sick." She was, too. She had stage four something.

So there I was, all alone in my double dorm room with its attached toilet and shower, listening to music and desultorily studying biology. It was a section on mammalian reproduction, a subject I thought I knew all about. You know, from personal experience. To my chagrin, I knew only a small fraction of what was being covered. For example, who knew there was a debate on the theory of the obstetrical dilemma? My former instructor in intimate biology, Tony Mazzioto, (may he go to hell) was now with that slut Marybeth. We had broken up two weeks ago. I was pushed back to reality by a knock on my dorm room door.

Dammit, I was not expecting visitors. I still had makeup on from when I had thought about crashing a party somewhere, but I wasn't dressed to receive visitors. I was wearing only a T shirt and high waisted yoga booty shorts, with no bra or panties. All my underwear was dirty. I had to do my laundry, but it was just too pathetic to do laundry on a Friday night.

Yielding to this train wreck of a Friday night, I answered the door. It was Blake. Oh, great. Melissa's boyfriend is making a surprise visit from Storrs. Storrs is around 90 minutes away. He walked in like he owned the dorm room.

"Mellissa's not here, Blake. She's out of town visiting her mother. You should have called before your surprise visit." I'm proud of my ability to lie with ease.

Blake was crestfallen. Major puppy dog face. I'm empathetic, so I brought him a glass of bourbon. Bourbon straight up is his favorite drink. I prefer it on the rocks. I didn't know what to do with this disappointed boyfriend of my roommate, who is out fucking her illicit lover. When in doubt, make small talk. I spoke.

"How's life at UConn?" I asked.

"Not as nice as life at Yale," he replied. Talk about a chip on a shoulder.

"Look, I know it's hard to get into Yale. I only got in because I'm from Idaho and I speak in complete sentences," I said. "Don't hate me for my being here."

"You're from Idaho? You look normal enough," Blake teased. "Does your family farm potatoes?"

"Very funny."

"Hey, what happened to your boyfriend? On Friday night, shouldn't you be out with ... what's his name? John? Jack? Josiah?"

"It's Tony. He's no more. Irreconcilable differences," I said. "I'm the one whose name begins with the letter J," raising only one eyebrow, as only I can.

"I know that, Joanie. Why'd you break up? What were the irreconcilable differences?"

"The slut's name is Marybeth."

"Oh. I'm sorry. Let me kiss you and make it better."

I started to back away, but Blake caught me and kissed me. Melissa had always raved about Blake's kisses, and now I saw why. Christ almighty, that man can kiss. What else can he do, I wondered. Remembering he was Melissa's boyfriend, I suppressed that thought.

In the middle of Blake's erotic kiss, his hands went under my T shirt and found my boobs. They weren't hiding so it wasn't hard to find them, but he seemed inordinately proud of his discovery. I could feel his smile right through his kiss.

"Melissa told me playing with your boobs turns you on something fierce," he said. "I see it's true."

"You could have just trusted her. You didn't need to verify. What else did she tell you about me?" I was mad at Melissa for sharing things I had told her in confidence.

"That you're bad at lying, for one."

"That's not true. My lying skills are unsurpassed."

"You did a poor job of lying about where Melissa is. I know she is off somewhere visiting a lover. She's probably in Stamford with what's-his-name. I wonder if she's naked with him yet." He knew more than I thought.

"Are you upset?"

"Yes, of course I am. Now I'll have to break up with her." Blake was on the verge of crying. I could see tears welling up. I felt bad for him, got him another bourbon, and a glass for me. We could cry together for our lost loves. Bourbon is the best drink to cry in, although Scotch is a close second.

Blake saw my biology textbook. He opened it at random to a diagram of the intestines. "How is your large intestine?" he asked, presumably inspired by the diagram on the page.

"I don't do anal," I replied, jumping a few steps ahead in the conversation.

"I like vaginal, myself," Blake said.

"My kind of guy," I replied getting nervous about where this conversation was going. I pushed Blake's hands down and out of my T shirt (they had returned to my boobs. The man is persistent.) "How about some more bourbon?"

I again poured us each a glass. This was dumb. I knew I'd soon be drunk.

"I'm drunk," I said, when I had downed my second glass. I giggled. Blake's hands were back under my T shirt.

"Melissa says you're easy when you're drunk," Blake said.

"She and I are going to have a little talk when she gets back," I replied.

"Are you?"

"Am I what?"

"Easy."

"No, of course not. Sex for me is a special thing. I have to really like the guy, for one thing."

Blake gave me another of his erotic kisses, while still skillfully fondling my boobs. Unlike his many predecessors, he had not yet touched my nipples. I was impressed with his restraint. God, that man can kiss!

"Blake, this has to stop. I'm not a girl of convenience you can seduce because Melissa is visiting her mom and not here," I said, breaking the kiss from Venus and removing his talented hands from under my T shirt for the umpteenth time that evening. Put that way, I became disgusted with myself. I was annoyed at Blake, too. "You need to go. Where will you sleep? You're too drunk to drive somewhere."

"I had been planning to sleep with Melissa."

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"Obviously that's not an option. Do you have a friend you can crash with?" I wasn't sure why where Blake was to sleep was my problem. There's a couple of hotels walking distance from campus. This time of a Friday night they're usually full, but maybe he'd get lucky. He checked them both on his phone, but they were both full. I could ask Jackson, but I was sure he had Suzanne visiting this weekend, so that was not an option for Blake.

There were no options. I broke down. I blame it on too much empathy. Blake looked so sad and abandoned. "Look Joanie; if I go buy some more bourbon, can I sleep tonight in Melissa's bed? There's a liquor store right on Chapel Street."

Bad idea. Though we did need more bourbon, and I for one needed another drink. "You're not 21, and they card."

"I have a convincing fake ID. I bought it on the Internet and it's top quality. I had to pay for it using Bitcoin. So no worries, Joanie."

I sighed. "I could use a drink. Get the bourbon and you can sleep here," I said. Stupid! Why did I say that? I'd already had two stiff bourbons. Maybe I wanted to drink myself to oblivion. He was going to get me drunk and seduce me. He probably no longer cared about Melissa and how she'd view it. He didn't have to share a room with her and live daily suffering her wrath.

Besides, Melissa had never harmed me, so how could I sleep with her boyfriend? She'd never forgive me. Okay so she's off bonking Stuart in Stamford, but relationships don't always make sense. In fact, in my experience, they never make sense. She'll blame me for her and Blake breaking up.

I'd better put my diaphragm in. Just in case, you know? I'm not going to do anything with Blake, but if he returns with bourbon and starts kissing me, my resolve might weaken. No! I must be resolute. No sex with Blake. Not tonight, not ever.

He returned. "I got 1792 Bourbon. Melissa told me that's your favorite."

"Is there anything about me Melissa hasn't told you?"

"Probably. For example, she never said why you don't eat squid."

"She told you I don't like squid?"

"Why are you alarmed? Is it a secret?"

"No, it's just ...What do you do, spend all your spare time with Melissa talking about me?" I was freaked out, but also a little flattered.

"No, not all. Sometimes we -- you know -- make love."

"Yeah, I know," I said. "Melissa is a noisy fuck."

"She sure is. Especially when she's pretending to be you."

"She pretends to be me while you're fucking? I don't believe you."

"Don't get mad at her. She does it to please me."

"That's creepy. I hope I'm not understanding all this."

"It's simple. Melissa's my girlfriend, but you're my object of desire. You're the one I want. You're the girl I love," Blake said, showing off his mastery of bullshit.

"I need a drink."

"Are you sure? You've already had three tall bourbons. That's a lot for a small woman to process."

"Tell me about it. I'm as drunk as a skunk."

"Do skunks get drunk?" Blake asked, as he fixed us both yet another glass of bourbon. Where did he get the ice cubes?

**

Life was a bit surreal during my adolescent years. I used to eavesdrop a lot, and I heard some fascinating things. Well, at least at the time I thought they were fascinating. I was 16, young, naΓ―ve, and innocent.

One time my older sister Beth and her friend Marsha were talking in Beth's bedroom. The walls are thin, and my bedroom was next door to hers, so I could hear well. They were talking about sex so of course my ears were wide open to hear everything.

"How did Bob take it when you broke up with him?" Beth asked Marsha.

"Not well," Marsha replied. "It's disturbing to see a guy cry. I knew he no longer loved me; he just loves having sex with me, you know? If he loved me for me, he never would have made a play for Katrina. He only came back to me because Katrina wouldn't fuck him. Good for her!"

"I always thought Bob was a bit of a creep. What's with the crying?"

"He was really sobbing in the bathroom. I was getting upset. He sounded suicidal," Marsha said. I knew she knew all about suicides, since her cousin committed suicide and then Marsha worked for the suicide crisis hot line for several years.

"You must have been getting upset."

"No shit, Sherlock."

"Did he hurt himself?"

"I enticed him to come out of the bathroom. I tried to comfort him, with us sitting on the couch, next to each other. I held him close to my breast. My blouse was soaked from his tears. He gradually calmed down. I knew what would get him out of his funk. We had done it so many times before, what's one more time, I figured."

"So, you gave him a pity fuck."

"Bingo. It worked, too. He left mollified and once again feeling like a man, I suppose. Sex is powerful, you know?"

"It sure is," Beth agreed. "Was it gross, giving a pity fuck?"

"

Au contraire

. It was the hottest sex we'd ever had. Best fuck of my life. It was like he was trying to punish me with his cock."

"It sounds like you enjoyed it. I didn't know he had it in him."

"Neither did I. What a way to say goodbye to a guy. You should try it sometime."

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So that's how I came across the concept of a pity fuck. The whole idea intrigued me, and I filed it away for when I was old enough to start having sex.

**

It was time for bed, I kept dozing off and almost spilling my bourbon. I have a nightgown I wear when I'm sleeping with a man. It's hopelessly sexy, and it works almost every time. This time however I was most definitely not going to sleep with Blake. I went to the bathroom and exchanged my yoga shorts for quite modest panties. I removed my facial makeup and emerged with clean teeth wearing a T shirt and panties. I guess I still looked sexy dressed like that, but I was too drunk to worry too much about it.

The two beds were at opposite ends of the large bedroom. I got some masking tape and put a strip down the middle of the floor, between the two twin beds. "This is my side and that is your side," I announced. "Think of this as the green line of Beirut. Thou shalt not cross the line. You are not going to try to seduce me. That's the condition for sleeping here. Got it?"

"What's the green line of Beirut? The tape is beige, not green," Blake replied. Was he teasing me or just ignorant?

"Okay, think of it as the Maginot line," I said.

"What's the Maginot line?" Jesus -- is he really that clueless?

"Think of it then as the Rubicon."

"Same question."

"It's a river in Italy. You cross it, and you'll start a civil war, just like Julius Caesar did in Rome in 49 B.C." I guess they don't teach much history at UConn, or Blake is a bad student, or he's teasing me. Teasing me seems the most likely. "Just don't cross it. If you do, you'll have to go somewhere else to sleep. Agreed?"

"Agreed."

"Good. Good night, Blake. Pleasant dreams."

During the night I heard Blake quietly crying. At times it seemed like he was sobbing. He was also playing with his penis. I hope he didn't make a mess in Melissa's bed, but her sheets often had semen stains. Not my problem. I did feel sorry for him, though. He was a nice guy, and he was hurting. I began to get mad at Melissa. He didn't sleep well, and neither did I.

"Are you awake?" Blake whispered at morning's early light.

"Yeah. Want to take a girl out to breakfast? I could use some coffee for my hangover."

"It's a deal. May I give you a good morning kiss?"

"You behaved last night. Thank you. Sure, let's have a good morning kiss."

A few minutes later I added, "A kiss does not include your hands under my T shirt."

"Your boobs are wonderful. I can't resist. Can I see them, pretty woman?"

I let Blake remove my T shirt. My excuse is that I was still drunk from the night before. Blake still resisted touching my nipples. The anticipation of when he would touch them was driving me nuts. My breathing became ragged, which I suppose is a universal tell that a woman is aroused.

I was wearing only panties. Blake nevertheless focused exclusively on my boobs. When he finally, finally, decided to play with my nipples, I exploded. "Oh God, Blake, you are so good!" I cried out, almost involuntarily. As I got more and more aroused, I began to moan softly. When his hand breached the Maginot line of the elastic waist of my panties, I made no protest. Indeed, I moaned louder, and my hips began to rise and fall.

"You're hard wired for sex, Joanie," Blake said. I had to agree.

"And you are hard," I said.

"You noticed."

"It's fairly obvious: You keep poking my thigh with it."

"Melissa told me you love being fingered," Blake said, as his hand -- still inside my panties -- found my pussy. Blake was quite the explorer. "I wonder if Stuart is fingering Melissa this morning?" he added, choking up a bit as he spoke.

So Blake knows all about Stuart. Blake was a good man, and he was still upset about Melissa's insignificant tryst with some Stamford stud. It was cruel. And here was I, a sweet, innocent roommate almost naked with fingers in my pussy. I had the power to help Blake recover his manhood. The power lay where his fingers were that very moment. The power was mine. I flashed on the memory of Marsha pity fucking that Bob guy.

"Melissa should not have told you such things, oooh," I said as he found my clitoris. Then Blake began to kiss me. I was worried I had morning breath, but if I did, Blake didn't seem to mind. Blake's kisses combined with his fingering were my undoing. I forgot he was my roommate's boyfriend and when he went to remove my panties, still while kissing me, I simply raised my hips to make it easier.

My legs spread easily at his slightest push, and he climbed into position.

"May I?" he asked.

"What do you think?" I said as I grabbed his nice, hard cock and positioned it at my introitis.

Blake pushed in, and I groaned softly in welcome. "You're so wet," he said. He wasn't the first man to comment on the welcome my pussy gives to invading cocks. He may not know the significance of Crossing the Rubicon, but boy-oh-boy does he know how to fuck

After the fuck, Blake lay on top of me gently kissing my neck. It felt lovely. However I'm a small girl and Blake is a big guy, and his weight was pushing on my bladder. "I have to pee, Blake," I said, and he rolled off me. I walked, naked, to the bathroom. After my pee, I returned to find a naked man in my bed. "It's still early. Want to fuck again before breakfast?" I asked, in my sultry voice. It seemed appropriate at the time. For the first time since he showed up yesterday, Blake smiled. I sent a private thank you to Beth and Marsha for inadvertently teaching me the concept of a pity fuck.

We had another wonderful fuck. I climaxed twice. We showered together, dressed, and went to Olivia's, a nearby greasy spoon. During breakfast I explained that we betrayed Melissa's trust, and it must never happen again. Blake said, "We crossed the Rubicon, but we have to keep it a secret? Plutarch's

Life of Caesar

didn't mention that part."

"Yes."

"Okay. I'll always remember breaking through the Maginot line with you, Joanie. You're quite a woman. Melissa is lucky to have you as a roommate. She said you'd come through and give me a pity fuck if I played my cards right. I guess I did."

I saw red.

"You're going to tell her all about our time together, aren't you?" I asked.

"It was her idea. She set it up. So of course I will."

"Does Stuart in Stamford even exist?" I asked, not hiding my anger.

"Melissa and I tricked you into giving me a pity fuck. We gave you your fantasy, and I really enjoyed it," Blake replied.

"There is no Stuart in Stamford. Melissa is visiting her mother this weekend. She's very sick. Be nice to her when she returns. I'll be back in Storrs remembering this wonderful weekend. Are you going to finish your hashbrowns?"

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