This story is about two roommates I used to know and one of their sexual adventures I shared in. There are many more stories to tell about these Joan and Cory, especially Joan. The roommates could be a female version of the "Odd Couple", especially in how they portray their sexuality.
I met Cory first. She is a somewhat petite blonde with a tomboy personality. Cory portrays a sense of innocence in both her dress and social interactions, although her sense of style augments her body well and her "innocence" is a turn-on for many of her male and female pursuers. However, as you get to know her suspicion builds she is not as innocent as she portrays. For example, you notice how snuggly her dress hugs her hips, her skirts are just high enough and her choice in swimwear somewhat revealing.
Cory likes to talk about sex. However, it usually involves her roommate Joan's antics or something she has heard about. I believed her until this night and to this day do not know if this was an awakening wild side or the real Cory showing through. She grew up in Bakersfield, California and picked up a certain amount of toughness and ability to interact with guys on their terms through her youth. She attended Chico State University for the "academics" and not the partying, she says. However, I should have known someone that new birth control pills would give her a rash in high school probably had other things on her mind.
I had heard about Joan through Cory's stories long before I met her. The sexual tramp I thought she was did indeed turn out to be real, as I will tell you about now and in other stories. However, Joan turned out to be much more. An orphaned child Joan was not as much a tramp. Rather, she is much more sexually free than most people you meet in the corporate world are. Something I learned to appreciate.
I met Joan when I transferred to her site. A cute brunette her two most stunning features are her face and her breasts. Specifically she has a smile that can knock you over and eyes that communicate an inner strength yet show vulnerability at the same time. Her breasts are simply spectacular. They are the nicest set of 34D's you will ever lay eyes upon. Joan also carries herself with a good posture, which only accents her assets.
I had known Joan for several months and already had several exciting sexual adventures with her before the night I am going to tell you about. The night started somewhat innocently with a get together at the local microbrew pub with a mixed group of acquaintances from work, the gym and mutual friends. Around 11 p.m. a group of ten to fifteen adjourned to the apartment I shared with two roommates. The margaritas were flowing and eventually the party drifted down to about five people.
The group consisted of three single women and two single guys so the conversation eventually turned to sex. Specifically the orgasmic difference between guys and girls. Cory and Carol, another friend from work, both expressed sorrow for guys only being able to orgasm once while women were multi-orgasmic. My roommate and I nodded our head in recognition of this but did our male best at boasting how we each could cum many times in a session (although neither of us had had the opportunity).
Joan had been quite up to this point but did have a devious smile on her face. "I can make a guy cum twice in a row!" She looked up and exclaimed.
"No you can't. Your always bragging but I don't think you can get a guy to cum twice in a row." Cory challenges back.
"Maybe you can't but I can." Joan teases her roommate.
"You can not. And just because he spurts twice that's not the same as cumming." Carol adds.
"OK, if you ladies can't I bet you I can." Joan responds, not being dragged into further discussion.
"How much do you want to bet?" Cory chides back. "A hundred dollars?"
"OK, and winner gets the master bedroom suite. Obviously they'll make better use of it." Joan responds.
"Deal" replies Cory.
"That's all good ladies, but how are you going to settle this bet?" Carol asks, somewhat oblivious to the little tents the guys are growing.
"We'll use him" Joan mentions pointing at me. "In fact, to make it even better I'll bet Cory that I can make him cum quicker the second time around than she can the first time. Proving a guy can cum twice and I'm better!"
"I'll take that bet." Cory replies.
"Are you game?" The women look over at me. I was hesitant. But, the sexually wanton stares of the women, the alcohol enabled weakening of the inhibition and my building horniness made me agree.
The women set the rules. Cory did not want to perform in public so it was agreed that we would use my bedroom. The time was to start when we entered the bedroom and would stop once the woman exited with clear evidence I had cum. Cory was set that she did not want to have intercourse so the contest would be limited to hands and oral pleasures.
I thought the night was going to be good enough when Joan leaned over and whispered in my ear, "I really, really want to win tonight. You try and hold out really long with Cory and I'll make it worth your while. I'll treat you right and you'll get to fuck Cory tonight in addition to cumming twice." With a wink she moved away.
"Hey, no cheating" Cory responded seeing us talking.
"How could I cheat?" Joan shrugged. "And you get to go first. How much more of an advantage do you want.
Cory took me by the hand and we went to my room. She shut the door behind us as I sat on the edge of the bed. Her look was focused as she knelt in front of me and quickly unzipped my pants. As her hands pulled my semi-flaccid member out I saw it was 12:30 in the morning.
I try to remember Joan's whispered promise as I feel Cory's mouth enclose my cock. I focus on other non-sexual thoughts as much as I can as Cory's head bobs in my lap. She is not bad and I can not stop myself from becoming fully erect and moving closer to orgasm. I watch her head bopping up and down as I feel myself disappearing into her warm, wet mouth. I had daydreamed exactly this event at work many times as I sat through meetings with Cory.
I held back as Cory's inexperience showed. She continued to only mouth my cock and with the same rhythm. Fifteen minutes passed before an exasperated Cory pulled back. Her hand was still on my cock as she looked up at me. She looked frustrated and I encouraged her to try again but with variety. Her tongue licked the underside of my cock as her hand started to masturbate me. She sensed my stimulation and stroked harder and deeper as her mouth worked only the head of my cock. This was too much for me and I came.
Cory had little warning and most of it struck her in the face and front of her shirt. She bounced up from her knees and headed towards the door. As her head poked out she called time. Twenty-two minutes had passed. I zipped up my pants and headed back out to the living room thinking I had never seen a woman that happy with me spooging on her face.
"Ok, your turn." Cory stammered at Joan. "And no waiting around, this is suppose to be back to back orgasms!"
"I think I can beat twenty-two minutes." Joan answered as she handed Cory a towel. "Hopefully you can clean the sperm off you before I get back."
I had reached the living room and met Joan getting up for her turn. She surprises everyone as she removes her shirt and bra. My eyes are fixed on the motion of her naked breasts jiggling with her stride. I do not take notice of Cory complaining. "No fair."
"It's fair, we're on our way to the bedroom." Joan responds. At the same time she guides my hands to her breasts. I cup and them and feel her nipples tightening as she turns to continue to the bedroom. She has me hug her from behind, my hands still fondling her glorious mounds as she whispers in my ear. "I want you to lick my pussy good, finger me, do whatever you want to me. As an added treat just do we one favor. If I get you to cum four or more times or a chance to do Cory and me at the same time I want a promise from you. Tomorrow, I want you to promise to eat me out and lick my hot cunt for an hour!" I nod my head in agreement as we close the door.
Quickly Joan has my clothes off and has me flat on the bed. She gives me a big deep french kiss before smothering my face in her breasts. I suckle for all I am worth not noticing she has dropped her dress. Seductively she turns her back to me and lowers her panties. Her nice pussy stares at me as she bends fully at the waist and pushes her panties to the floor.
"Remember, my tits and my pussy are yours honey!" Joan whispers as her knees straddle my head. I stare at her pussy hovering enticingly above me. My hands instinctively reach for her breasts. My hands play with her soft breasts as they dangle from her chests. My fingers flicking over her nipples while my hands knead that special flesh. Her mouth sucks my cock in aggressively.
"Don't worry about cumming, remember the deal. You cum now and you will see a lot more of my pussy tonight." Joan says as her hand masterfully strokes me. Her hips edge towards me and I accept her invitation. I feel her hand fondling my balls as her mouth sucks me. The smell of her pussy enticing my tongue reaches for her and starts to lick. I bury myself in her as she sucks and strokes me expertly.
The tension is already building in my balls when Joan's fingers rake across the skin under my balls and around my asshole. My head falls back on the pillow as my orgasm starts. Joan senses it as she strokes harder and sucks much more firmly on my cock's head. My hands grip her breasts firmly as I tell her I'm going to cum. My balls squeeze and release their fluid as Joan lowers her tits to my cock to receive my load. I spray her tits with my first bursts. She uses her hand to milk the rest out of me and into her other hand.
"How much time?" she asks.
"Five minutes or so, we came in at about 1 am." I respond.
"Good, no hurry." She replies. "Help me with my clothes will you." She requests as she unwinds herself from our sexual position and gets her feet on the floor. I start to pick up her panties and other clothes and she corrects me, "no just the skirt."
I kneel on the floor and open the top of her skirt so she can step in. Her pussy is inches from my face and I can not help but lick it. "That's a good boy…you'll get lot's of chances to do that!" She smirks. I pull her skirt back over her hips and reach for her shirt but she is already out the door.
"Five minutes!" She screams as she bounds into the living room. Carol, Cory and my roommate stare at her in wonder. Is it the five minutes or is it that she is topless with cum dripping from her tits. "Looks like I win!"
"Yeah, wonderful." Cory responds, pouting about her loss.
