Cassie's Coital Conundrum

Sarah was a bit morose for the duration of her punishment, which was not surprising since she had alienated all her friends who weren't in federal custody, and she didn't have much to do beside mope, work, and play video games. Her mother was a bit freaked out about the FBI coming by, but she thought they were just 'making sure Sarah is ok' after a bunch of her friends got 'caught up' in some bad business. With nothing else to do, Sarah distracted herself by actually trying to do the jobs given to her at work (instead of trying to get out of them), so something good came of this. According to Valley, Sarah actually had quite the knack for accounting when she actually tried, which she told me between moans as I fucked her over her desk in the middle of the accounting department. Sarah was also there, but I made her not notice I had her boss bent over the table and speared on my hard thrusting cock as she moaned and screamed loudly, just like everyone else in the room. I'm not so mean as to rub her face in it.

There were only 3 weeks left before college started (2.5 for Sarah, since she had to leave on the Wednesday before to have time to drive up to Washington). Only low level prep was being done so far; we had a big 3 family shopping trip planned for the next weekend to equip Elizabeth, Thomas, Melissa, and Sarah for dorm life.

Cassie had been almost a ghost since the honeymoon, spending all her time at school and work or out with friends, particularly with Linda, whom she didn't stop talking about in the rare instance we did see her. Elizabeth teased her about being in love, which brought on horribly unconvincing denials and **** blushing. That being said, it was clear nothing romantic was going on so far; they were just hanging out as friends. At least until Thursday night, when Cassie came home very early, crying, and ran into her room, shutting the door. Sharon wanted to go find out what was wrong, but I held her back, telling her in hushed tones what I thought might have happened. Having mommy or Tom (Cassie still addressed me by my name most of the time; not surprising since she was so old when I joined the family) intervene without being asked would probably not help matters. I watched remotely, so as not to interfere.

It was Elizabeth who finally knocked on the door before dinner. When she got no response, she quietly entered, finding Cassie curled up on her bed. Elizabeth sat next to her on the bed, reaching out to lightly stroke her older sister's hair. "What's wrong, sis?" Elizabeth asked gently. Cassie sniffled, then manged to **** out a response. "She doesn't want me!" Cassie cried, burying her head in Elizabeth's shoulder and starting to cry again. "I finally got the nerve to ask Linda to go out with me for real and she doesn't want me!!!" I pointedly ignored how this smashed their clothed boobs together nicely.

"It's ok sis," Elizabeth said. "You told me you really like this girl, but you had to know there was a chance she isn't in to girls. Didn't you say that was why you were taking so long to talk to her?" Cassie pulled back. "Why do you think that's what happened?" she asked. "Well I can't think of any other reason someone would turn down a hot topic like my big sister," Elizabeth replied, getting small smile from Cassie. "It's weird though," Cassie put in. "She didn't look disgusted or angry or anything, not that I thought she would. She looked sad when I told her," Cassie said. "What did she actually say?" Elizabeth asked. "Maybe you misunderstood it..."

"I wish I could. Someone running away saying you can't be together is pretty clear message," Cassie replied. "Did she say anything else? Maybe she already has a boyfriend or something?" Cassie thought for a moment, clearly not really wanting to relive it but going over it in her head anyway. "She said she couldn't. She said she tried before and it wouldn't work. That she needed someone with a dick..." Elizabeth raised an eyebrow at that. "Yeah I know that sounded weird but it's what she said right as she ran off," Cassie said shrugging.

I was curious at this point, so I paused things to actually take a look at what had happened. I saw Cassie and Linda walking together, having come from a department coffee. Linda was tall, even taller than Cassie, with dark chocolate skin and positively enormous boobs. Her neon blue and green dyed curly hair framed a cute face, and her walk had a natural sway to it, which emphasized her ass in her tight jeans. They were chatting amicably about grabbing some food after work. Cassie had been laughing at a joke , but her hands had been working open and closed thought the conversation as she steeled herself, and finally, she stopped. Linda kept going for a second, then realized and turned back.

"Is something wrong Cas?" Linda asked. "Did you forget something at the mixer again? I swear Dr. Valentine will kill if you left work at the mixer again." Cassie hesitated, but clenched her hands and went on. "No Lin, it's not that. I... I... Look I... Argh. Linda do you maybe want to go somewhere more fancy tonight for dinner as a... as... Will you go out with me?" Cassie finally got out, glowing bright red. Linda looked shocked, then... it was hard to say, not disappointed but... sad. Cassie was shifting from foot to foot, trying not to look down. "Cassie, I thought you might ask me that at some point. I really like you, as a friend..." Cassie's face was visibly falling at that, but as a neutral observer I could see Linda's doing it too. "I enjoy hanging out with you but that... that... I can't Cassie I'm sorry. I just can't. I tried before and it doesn't work... I'm sorry," she continued, turning around. Cassie couldn't see it but she was tearing up. "I... I'm sorry I just... I just... I need someone with a dick," she finally said (yeah it really did sound weird), as she began walking away quickly, struggling not to run. She didn't turn around to look at Cassie, which meant Cassie never saw her crying profusely. Cassie stood their in the path, tearing up, before she turned and took off for the parking lot and her car. Linda rounded a building and then collapsed against it, bauling her eyes out just as Cassie had been doing when she got home. "Oh Cas I'm so sorry," she kept mumbling. It certainly didn't seem like Linda didn't want Cassie. It looked more like she was forcing herself to say no.

Turning back to the frozen scene in the bedroom, I tweaked the girls' reactions, taking a shot. I figured if I was wrong, I could always erase the change later. "Yeah that is weird. But sis, why didn't you tell her you could have a dick if you wanted?" Elizabeth asked. Cassie blushed, not looking at her like this was a weird statement. "The girl I wanted to date just said she can't and needs dick and is running away from me (she had been walking away calmly and deliberately, but that's not how it felt to Cassie). My first thought is not to yell after her 'Hey wait, I can sprout a dick any time I want if you need that'." Cassie replied. "I'm sorry I didn't think to just blurt out something private like that in the middle of getting shot down!"

"Ok ok," Elizabeth held up her hands in defeat. "What are you gonna do though?" she asked, seeing Cassie had calmed down a bit. "You are going to have to see her at the lab tomorrow, you know. You have two weeks left before your summer job is over."

" I guess I just have to ignore her. Just 'act professional' for two weeks. It's gonna be awkward but I don't really have a choice. We work on the same project; just not speaking to her at all isn't an option," Cassie replied, shrugging. "Or, you could tell her," Elizabeth pointed out. Cassie blushed, and used her pillow to hit Elizabeth. "I just got shot down and you want me to walk into work tomorrow and say 'hey if you need a dicking I can provide it' and what, pull down my pants so she can watch my clit go erect!!! That's not gonna get me a date, it's gonna get me a sexual harassment charge!!!"

"Well no obviously," Elizabeth replied, pulling the pillow away from Cassie. "But maybe try talking to her. You sprung it really fast and never followed up. Look, maybe she isn't interested, but maybe there is more to it. Do you really not want to know?" She asked, getting up and leaving the room, throwing the pillow back as she left. Cassie took the pillow in the face and made to throw it back, but her sister was already gone. She was left to spend the night pondering.

I kept watching the following day as Cassie went to work. All morning things were visibly tense between them, and they interacted only as much as required to work, mostly in short clipped sentences. Everyone in the lab could see something was up but was pointedly staying out of it. Linda was constantly thinking about all her failed relationships and trying to convince herself this was for the best, no one would get hurt, and maybe just maybe she could stay friends with Cassie if she could just somehow untangle the situation. The both of them were a ball of tension when lunch came around. They had been sitting together for months at lunch, but when Cassie got the cafeteria and saw Linda sitting at their usual table, she hesitated, then steeled herself and went over. Linda looked up from her plate, surprised Cassie was still joining her. She made a few sounds as if to begin speaking, but then just ended up looking at her plate, swirling her salad around.

"I'm sorry I sprung that on you suddenly," Cassie said. "No no no it's my fault. You didn't do anything wrong. It's me," Linda replied, waving her hands in denial. "I... I really wanted to say yes but it just won't work," she declared. "What do you mean it won't work? If you want to, why won't you give us a chance?" Cassie answered. "I've tried before and it just won't. I'm so sorry," Linda said again, gathering her stuff as if to leave. Cassie put her hand on Linda's lightly. "What do you mean? Can you at least give me a proper explanation? I really don't want my memories of you to be focused on you telling me you 'need the D'," she replied, making both of the smile a bit. Linda thought for a second and then turned back to Cassie, and explained.

In High School, Linda had had a girlfriend, and she had tried to go all the way with her. As her girlfriend rubbed her clit and licked her, Linda was lying on her bed waiting for the magic to happen. Linda could feel Barbara's hands and tongue on her crotch, but like she was touching her hand, not the rush of pleasure she expected. Over the next fifteen minutes, her girlfriend got increasingly frustrated at Linda's lack of response. Linda turned around and they tried 69, and her girlfriend sure enjoyed it, but Linda got nothing. Finally Barbara had pulled back, getting of the bed and angrily grabbing her clothes. "Barbara what's wrong?" she asked, as the other girl stomped over to the bedroom door. "You clearly don't actually want me. What was I your 'experiment' to see if you like girls? Well news flash: you don't!!!" she yelled, throwing the door open. "No wait, Barb..." Linda called after her. Barbara marched out of the house in a huff (fortunately Linda's parents were out), not stopping as Linda chased after her naked. "I am not interested in being your test case!" Barbara cried, slamming the door behind her, leaving a crying Linda in naked in her living room. Linda tried a few more times but the same thing happened. Linda would get with a girl, but when they got to sex, nothing happened for her.

In her freshman year in college, she was stupid and got a bit drunk and a party and ended up in a room with a guy she barely knew (fortunately everyone was at least sober enough to make sure he had a condom on). Being a drunken hookup, the guy went straight in with no grace, hilting into her almost immediately, and she went ballistic, screaming and moaning so loud he had to cover her mouth. The experience was like nothing she ever felt before. She used her legs to hold him in, noticing it didn't feel as good if he withdrew too far, and he rode her hard as she orgasmed over and over, the first she had ever felt, as her attempts at masturbation hadn't gone better then her attempts with other girls. She was passed out drooling on the bed when he left, after cumming too many times and too hard. In the morning, not drunk enough to forget, she cursed and screamed in frustration, as she tried to get the feeling back with her hands, but nothing she did worked. Finally, she went to a doctor, and after some tests received a horrible diagnosis: her nerves were unusual. She could only feel sexual pleasure from far inside her vagina; her clit and outer lips just weren't 'wired up'. And it was deep enough that hands and tongues couldn't do it, she could only get off on insertion. She tried dildos, but they were too cold; they hurt. She tired a few boyfriends but, aside from the sex, nothing really clicked. But she was scared to have any more girlfriends, even if she wanted to. She was convinced they would all leave again.

"So that's what you meant," Cassie finally said when Linda had talked herself out. This had taken long enough that lunch was long over, but I had them not care and no one notice, so they were now alone in the vacant cafeteria. "That's why we can't be together," Linda said. "It just won't work. I... I do like you. But I just can't do it because my body is stupid!" she yelled, more angry than sad now. "Do you trust me?" Cassie asked Linda. "Of course I do. I still want to be friends, but we just can't what are you doing!!!!" Linda said, that last bit because Cassie had stood up and dropped her pants and panties, leaving Linda staring directly at her naked crotch. "Cassie what we are in the lun...." Linda trailed off as, before her eyes, Cassie's clit erected, then erected further, growing longer and thicker, the tip forming a mushroom shape until, standing out hard, proud, and bouncing with her heartbeat (which was quite accelerated) was a huge think penis coming from above Cassie's vagina. Linda stared at the pulsing member. "I think I can accommodate your needs," Cassie quipped. Well shit I never expected her to actually follow through on Elizabeth's suggestion.

Linda, who had been unconsciously licking her lips, pulled her eyes away and blushed hard. "We are in the cafeteria!!! Put your pants back on! I get it, I get it!!" she cried, standing up to block any view of Cassie's exposed body with her own while frantically looking around to see if anyone else had seen anything. In the course of this, she tried to cover Cassie with her hands in a panic, which only resulted in her accidentally feeling up Cassie's dick, causing her to grunt. "Can I take that as interest?" she asked, as Linda pulled her hands away in embarrassment. Cassie leaned down and picked up her pants, her cock shrinking back into a clit as she pulled them up (they would have been far too tight for her dick). "Sorry I embarrassed you, but I figured you wouldn't let me get you back to your room to show you."

"My room?" Linda replied, not sure what to say. She was flexing the hand that had touched Cassie's dick, as if to remember the feel. "Well, you seem really concerned about this," Cassie replied. She grabbed Linda and pulled her close. "I'm not like those other girls, but I figure if you're are so worried maybe we should just try it first so you won't have to." Linda blushed. "um ah I mean..." Cassie chuckled. "Sorry, I was trying to be the cool one. But really we've basically been on a bunch of unofficial dates already, so if you want to..." Linda cut her off by leaning in and kissing her. They stood there embracing for a minute. "I'm sorry I'm such a nervous wreck," Linda finally said when they broke apart. "I thought I would just have to spend my life alone. I mean, even if you can do that, are you sure you want someone like me?" Cassie didn't answer, but just kissed her again. Linda pulled back, grabbing Cassie's hand and leading her toward the exit and across campus to the dorms.

The pair ran across campus and up to Linda's dorm room (she didn't have a roommate for the summer). Upon entering, Cassie turned around and slammed Linda into the door, kissing her hard again. She reached up between then and fondled Linda's huge tits, getting a nice feel through her blouse, while Linda did the same through Cassie T-shirt. Linda pulled up Cassie's T-shirt and bra, bunching them around her neck, so she could feel Cassie directly. Cassie moaned into Linda's mouth and gripped the blouses, ripping it apart, buttons flying everywhere, then pulled the front clasp of Linda's bra free, letting her huge tits drop. Linda's tits were huge, and Cassie broke the kiss and leaned down, taking a dark chocolate nipple in her mouth and sucking. Linda moaned and pushed back, grasping the back of Cassie's head and pulling her in harder. Cassie pulled off Linda's breast. "Looks like these work just fine," she commented, pinching Linda's nipples. She reached up and quickly threw her shirt and bra away, leaving them both in only jeans.

Linda pushed Cassie backwards toward her bed, reaching down to unbutton her jeans. Cassie made to do the same while walking backward, but then found herself being caught by Linda as she feel over. "Sorry, I'm not the neatest person ever," Linda quipped as she pulled Cassie back up, kicking the magazine Cassie had slipped on out of the way. "I'm m just gonna look where I'm going," Cassie replied, turning ground and pulling Linda toward the bed. They both worked down their tight jeans, giving each other a nice show as their boobs swayed from the shimying, and then as Cassie sat on the bed they both took a look at each other. Linda kneeled in front of the bed, running her hands over Cassie's thighs. "You don't have to..." Cassie began, but she was interpreted by a gasp as Linda went right for her clit, rubbing it. "Just because it doesn't work for me doesn't mean you have to hold back," Linda replied, fingering Cassie. "I don't want you to feel like you can't have fun just because my body is messed up." Cassie reached down to place a finger on Linda's mouth, shushing her. "Your body is perfect," she replied. Linda smiled and dived in, licking Cassie, who lay back on the bed and enjoyed as she was licked to orgasm.

As Cassie's shuddering stopped, Linda got up on the bed and kissed her. "For someone who thought they would never have a girlfriend you sure know what to do," Cassie commented. "That part, I got some practice with," Linda replied. "It's the next bit that always ended badly," she continued, looking super nervous. Cassie kissed her again, guiding one hand down to her clit. As they kissed, Linda's hand gradually filled with first a little, then a lot of cock, Linda beginning to stroke Cassie as she grew. Cassie stopped her hand, nudging Linda to move over her. "If you don;'t want me to go off too soon you better get your own fun too," she said, and Linda's cunt rubbed against Cassie's head. Linda was quite wet already, and Cassie played with her boobs to help. "You don't have to **** yourself for my sake. I already got off, it's your turn," Cassie added, when Linda rubbed her cock back and forth across her numb lips. "Are you sure?" Linda asked. "I want you too feel good too," Cassie replied, thrusting her hips a bit but missing.

Linda lined her up and sat back, and Cassie began to move into her. At first there was nothing, Linda just pressing down on her, but then as Cassie got deeper Linda started to hum, then moan, and then scream as Cassie bottom out. "It's so big! Oh god it's so deep I don't think anything has ever been so deep!" Linda cried, arching backwards, her tits thrust upwards and her cunt spread wide around Cassie's bug cock. I had made it the perfect size for Linda, which apparently meant very long and very thick. Linda ground herself on Cassie, swirling her rod around inside herself, every motion bringing a new moan or shriek. Suddenly she seized up, clamping on Cassie hard. "Oh go oh god oh godddd!!!" she yelled, as Cassie grunted beneath her as she was squeezed so tightly. Linda panted hard as she relaxed, falling forward onto Cassie, which due to their height different meant Cassie had to crane her neck a bit to avoid having her breathing cut off by Linda's boobs. "Bit of a hair trigger their," Cassie quipped, nipping lightly at a boob. "That's what my boyfriends always said too," Linda replied, picking herself up and bending a bit so they could kiss. She did some fondling of her own, enjoying the feel of Cassie's tits in her hands, brochure sitting back up, moaning in pleasure from the change in angle, still fully impaled. She gently began to pick herself up. "Let me know when," Cassie put in. Linda came up about halfway, then slowed down. Cassie took this as a signal and thrust upward, getting another scream out of Linda. She rolled Linda over, not coming out and then began to pound into Linda from above, minding just how far she came out. Linda was incoherent under her, screaming and moaning so loud the police definitely would have been called without my intervention. Linda was cumming like a firecracker, every few thrusts, writhing under Cassie and clamping her hard enough to make thrusting her. Linda still had just enough will to reach behind and grab Cassie's ass, getting several fingers into Cassie's cunt and frigging her as she was fucked. Cassie came hard, shooting into Linda and clamping hard on her invading fingers, but did not relent, continuing to thrust through her orgasm and pounding Linda through many more.

"Stop stop I can't take anymore!!" Linda finally cried sometime and an uncountable number of orgasms later. They had rolled over again and were now side by side. Linda pulled herself off Cassie, whose cock still stood up hard and proud. Had I not given them my usual cleanup bit, there would have been a huge puddle of pussy juice on the bed and an even larger puddle of cum would have dripped out of Linda's well work cunt. Cassie groaned a little in disappointment, as she had been working to another orgasm, but Linda slid down and swallowed her cock before she could say thing, going up and down ion it as she took two fingers and thrust them straight and deep into Cassie's cunt, far deeper than she had bee n able to while riding her, and thrust in and out as fast as she could. Cassie had been pretty close before and couldn't take much, and she came hard from both ends, pussy juice flooding around Linda's finger as she came into her mount. Linda didn't have practice and couldn't take it, so she came off Cassie's spurting cock, taking it all over her chest. Cassie pulsed several more times, thoroughly coating even Linda's large breasts. Linda reached down and scooped a little into her mouth. "Do I taste good?" Cassie asked breathlessly, as her cock deflated back into a clit. "Why don't you try it?" Linda replied, scooping off a little more and holding her finger out for Cassie. She hesitated for a second, then tentatively licked. The she pulled in the fingers and licked all over, making Linda giggle. "Someone if full of them self. Should I leave you alone?" Linda quipped. "Oh no you don't," Cassie replied, diving into Linda's chest, making her moan as Cassie cleaned her own mess off of her. "Hey, leave some for me!" Linda complained. In response, Cassie gathered up globs of cum on her fingers and let Linda lick her off, which she proceeded to do while making sure to be as sensual about it as possible.

"So, do you still think we are doomed?" Cassie asked a bit later, after both were clean and they lay there cuddling. Linda didn't respond, but just kissed her again.