Dating Lindsey Chapter 2

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Chapter 2

The first thing I did when I woke up was reach down to see if I was still wearing it. Unfortunately for me, it hadn’t been a dream, and my cock was indeed trapped in a cage with my full balls underneath. Now if that’s bad, imagine being brought to the edge of orgasm over and over by a cute girl and then locked away before I could cum. I definitely had a serious case of blueballs from the night before.

Did I mention this all happened in front of, and in fact, by her mom?

I got up and threw on a towel to take a shower down the hall. Walking only seemed to make my sore balls worse, and the morning wood I usually have every morning was in full spirit, pushing against the confines of the cage.

The cold water helped a bit, and by the time I got back to my room and dressed, I was already getting used to wearing this thing. Were all girls like this? Was this what I was missing out on for my teenage years? Before I could do anything else, I checked my phone to see that both Lindsey and Tina had texted me. I sat in my desk chair and flipped open my phone.

The first one was from Tina, my good friend, from the night before. “Hey stud, hope you’re getting lucky right now. I know I am!” I sighed. As usual, Tina was getting plenty more action than I was on a Saturday night. The next one was this morning. “Hey, I’m coming over in an hour, cya.” I looked at the clock at the top of my phone and startled as my door flew open.

“Hey Jake,” Tina said, rubberbanding her hair behind her head, wearing a school zip-down and sweat pants. Even so, they hugged her body, showing off what I could only assume was a perfect body under there. It had to be with the amount of guys she went through in a Saturday night. She sat next to me, and I pulled up the text from Lindsey.

“Thanks for a fun first date. Talk to you soon,” the text from Lindsey said.

“You guys are so cute,” Tina said, reading over my shoulder. “Tell me all of the details!”

Where would I begin?  “Well, her mom was there,” I said plainly.

“Her mom?”

“Yeah. For the entire date. I got to the door and she answered it and we talked. And then she basically stuck around for the whole thing. She was like, bent on making sure I was the gentlemen and stuff.”

“Wait, seriously? Her mom was there like, making sure you opened doors and stuff?”

I gulped. “Yeah, a little more than that.”

“What do you mean?”

I sighed. I knew I shouldn’t tell her this, but I did. I couldn’t just keep it to myself. “She uh…well, put me in this thing, like a cage…”

Tina gave me a blank stare.

“You know…” I said looking down at my crotch.

“You’re joking. She did not put you in a cock cage.”

“You know what it is!?”

“You were stuck in one of those all last night and you haven’t told me yet! God how awful. I can’t even imagine how frustrating that is. Why didn’t you tell me?”

“Yeah, I uh…I’m still wearing it,” I said bashfully, blushing.

Tina’s jaw dropped. “No! Shut up!” She reached over immediately to feel for it and squealed. “Oh my god! You’re still locked up. Lindsey is such a bitch!” She said, snickering. “So you didn’t even…” she said, trailing off, jerking off the air.

“No…”

She giggled. “Ouch! Major blueballs huh? I’ve let some jerks go home with those, but never a nice guy like you. What was she thinking?”

“Well it wasn’t Lindsey so much as her mom. Her mom locked me up.”

“Oh my. I had no idea. I can’t believe you had to hang out with her mom on a first date and then she made sure you didn’t whack off to her daughter when you got home. Too funny!”

“It’s not funny. How am I supposed to get out of this thing?”

“Hmmm,” Tina pondered, looking over at me.  “Looks like you’re stuck. Got you by the balls huh?” Tina said, covering her mouth to stop from laughing.

“Tina…”

“Ok, ok,” Tina said, composing herself. “Well, I guess the only way to get out of it is to ask her out on another date!”

Tina convinced me it was bad form to ask her on a date over Facebook, even though technically Lindsey and I were already dating. So I got into some real clothes and headed over to her place, knocking on her door.

Lindsey wore a loose tshirt and a pair of sweatpants, apparently still lounging around her place. “Oh, Jake, hey. I didn’t expect you so soon,” she said, seeming a little embarrassed. “Um, come on in. Sorry the place is still messy from last night. My mom stayed over and left a few hours ago.”

I came in and sat on her couch, where less than a day before, Lindsey was stroking my cock up and down. Lindsey spoke before I could.

“Hey, I’m really glad you’re here. I was worried my mom scared you off. I’m totally sorry about her.  I know she can be a little crazy.”

An understatement if I’d ever heard one. I shifted my legs uncomfortably. Despite her in just a loose tshirt and sweats, Lindsey looked hot. She had her thick glasses on, and her hair tied up. It was clear that even her large breasts weren’t to be concealed by the shirt either.

“It’s ok,” I said, understandingly. “Parents…”

“Right?” Lindsey said, rolling her eyes. She came over to sit next to me and put my hand in hers. The feeling was electric and I could feel my cock stir in my cage already. She got closer to me, and I could feel her body against mine. I felt her hand land on my thigh, and she rubbed it up and down. “I did have a really nice night with you last night. Out to dinner and then a movie…and you know…other stuff,” she said giggling. I grew in my cage thinking about how much attention she spent on my cock.

I smiled back to her. “Yeah, it was really nice.”

“You’re still wearing it aren’t you?” she asked, reaching up and touching my crotch, feeling it underneath, keeping me locked up. “I guess you can’t really take it off though,” she said with a smirk.

I nodded. “It’s uncomfortable,” I said, biting my lip.

She sighed. “I know, I know. My mom is just so paranoid and stuff. Trust me, if she weren’t in the picture I wouldn’t have you wearing one. But…” she said trailing off for awhile. “It is kind of nice knowing that you’ll save yourself. I mean I know you’re not one of those guys who like…jerks off and stuff,” she said, looking at me directly now, her hand still touching my cage and balls through my pants. “It’s just nice to know it absolutely won’t happen.”

“Oh…” I said, unsure.

“You’re like…not one of those guys are you?” she asked, seeking reassurance. I swallowed hard.

“No…not in a relationship. I mean we are dating right?” I asked for my own behalf.

“Of course! I mean I couldn’t be with a guy who, like, does that, right?” she said, sighing. “I mean guys in high school were like that and it was good my mom caged them. But I definitely know you wouldn’t.”

“Not me,” I said, blushing hard.

“I just want to stroke it more,” she said softly, rubbing the cage up and down. “You were so big and hard last night, mmmm.”

“Please Lindsey, unlock me,” I begged.

She giggled. “You’ve probably got blueballs huh? You were all worked up and had to go to bed without cumming. Ouch,” she said rubbing my thigh.

“Lindsey…”

“Jake, I really want to unlock you but my mom has the key. Probably a good thing because right now I would just lean over and suck on it!” she said laughing. I groaned in frustration at the idea of her lips wrapped around my cock.

“Your mom has it?” I asked meekly. I couldn’t believe I was locked in this thing and the only way out was my girlfriend’s mom’s permission. Here I had this cute girl touching me through my pants, ready to practically give me a blowjob, and there was nothing I could do about it.

“Yeah. Sorry, she can be such a bitch sometimes,” she said, rolling her eyes. “I tried to argue with her, but she just pulled the same stuff.”

“Well when, you know…”

I felt Lindsey give my balls a tap through my jeans. “Jake! I’m surprised. Is this all you came over for, just to get unlocked? I thought you weren’t like one of those guys.”

I gulped. “No, no, sorry.” I took a deep breath. The slight pain from her hand on my balls making me squirm a little. “I just…well I’ve never been in this kind of thing before.”

Lindsey gave me a cool look. “Well, you said it wasn’t a big deal. I mean, it’s not like if I let you out you’d get to…you know.” She moved her hand from my cage to my thigh.

“Oh, sure, of course,” I said, playing it off. “I’m just not used to it, I guess.”

She patted my thigh. “That’s ok Jake. I think it’s cute. Don’t worry, I’ll get my mom to unlock you as soon as I can, ok? Honestly, I’m pretty excited to see this thing blow,” she said with an embarrassed giggle, covering her mouth. She knew the effect it was having on me. “Now, come on, don’t pout. Why don’t we do something fun?”

Lindsey found a thick marker and held it up at my crotch, wagging it back and forth. “Don’t worry, I know you’re bigger than this. Here let me show you what I’d do if you were out of your cage,” she said mischievously. She leaned in, and I could feel my balls tense. She started rubbing the marker up and down with her hand, just like she had the night before to give me a handjob. I moaned out uncontrollably.

“Wow, someone’s enjoying this. I’m not even touching the real thing.” I blushed in embarrassment. Her hand stroked the marker quickly, twisting her hand with a flourish.  I bit my lip in frustration as she mimicked a wonderful handjob.

I gripped the futon and watched as she pleasantly jerked off the marker. She giggled. “I think it’d shoot about now huh? When you blow, it’s gonna be huge,” she said with a smile and then she leaned in and pretended to lick the marker. “Allll over,” she said laughing. I could only squirm with need, feeling my balls feel the most sore they had been in 24 hours. She put her hand down to cup my balls and feel them through my pants. “Hmmm, we better quit this or else it’ll just get even worse!”

I groaned and I felt her slide closer to me, getting into my lap. “Let’s watch some tv,” she said, “get your mind off of naughty thoughts.”

In a few minutes I was sitting against the corner of her futon while she sat in my lap. I would have been rock hard at the view I was getting down her shirt. I had never seen her in anything but conservative, plain clothing. She was one of those girls who you knew had big breasts, but always hid them. Yet, holding her gave me an excellent view down her neckline, and I could tell she had a fantastic rack.

I didn’t know if she was aware of what she was doing to me, but the feeling of her in my arms, her butt pressing into my crotch, and that magnificent view down her shirt was making it difficult to stay in my cage. However, I didn’t truly get excited until I felt her turn her head and kiss me, which led to another kiss, and soon she was turned around, on top of me, making out.

I moved my hands along her shirt, soft and warm. It turned me on so much to feel her body against me, her hands running along my chest and through my hair. Her full, firm breasts pressed into me, tempting to me put a hand on them. I don’t know if it was the days of blueballs, or if I felt like I didn’t have much to lose, but I reached for one, and cupped it, feeling its full shape in my hand. She purred, enjoying it, giving me a much-desired positive response as I squeezed.

“Oh Jake,” she moaned, guiding my other hand to her left breast as she sat up more and let me fondle both. My first pair of breasts were probably the envy of every guy, once I got to feel them. Big, firm, filling my hands. Best yet, she was enjoying it, too.

She put her arms on either side of me and kissed me again, letting me feel all I wanted. It was bittersweet, as it went on. My cock grew uncomfortably hard in my cage, hurting as it struggled to escape and reach a full erection. Lindsey slowed and rested next to me. Her hand reached down to cup the cage in her hand. “How are you feeling? Sometimes I forget that it might get a little stuffy in there when we do this…not to brag or anything.”

“Yeah. It’s kind of uncomfortable,” I admitted. As much as I wanted to keep going, my cock was throbbing against the plastic. Her hand rubbing the area wasn’t helping.

“Blueballs?” she asked simply.

I nodded. My balls were really starting to ache. I could feel her fingers search for them through my jeans, find them, and massage them.

“Aww, I’m sorry. I do take it as a compliment though,” she said with a big smile. “I always know a guy likes me when he has to go home with a bad case of the blueballs,” she said with a smirk. I could only smile back awkwardly, nervously. Her attitude wasn’t very comforting. I didn’t know how much longer I could go without getting some kind of release. What would I have to do, if it came down to it? Go to a locksmith I suppose, like I could ever get the courage to do that.

“Don’t worry. You will get your reward,” she said with a big smile, and licked her lips. She took her hand and skillfully unbuttoned my pants, unzipping them slowly and pushing her hand in to find my cage, and then cup my balls. “Wow, they feel full. I bet there’s so much in them,” she said, focused, her head on my chest now. She felt them, pushed them around in her fingers. “These are definitely blueballs if I’ve ever felt them,” she said with a smile, looking up at me for my reaction. I could only force a smile.

“Hey, watch it,” I said, as I felt her squeeze my balls together.

“It’s fun, relax,” she said, squeezing them harder.

“Oww, oww, Lindsey…” I pleaded, squirming a little.

“What. You can take it. If you’re going to be dating me you better get used to it. I can be quite the ballbuster,” she said with mirth and I couldn’t tell how serious she was. She gave them one hard squeeze and let them go. “I heard my mom gave you the same treatment.”

“Oh…she told you?”

“Yeah. Hope that wasn’t too embarrassing for you.”

“Well…no…”

“Not at all? My mom squeezing your balls?”

I gulped. “Well yeah. I mean I wouldn’t tell my friends necessarily.”

“It’s ok. I mean every guy has the same reaction you do.”

“What do you mean?”

“Well, it’s like my mom says. You get a guy by his balls,” she emphasized, squeezing mine again. “And he’ll do anything you want.” She gave me a frightening look of arrogance and I could only swallow hard. She squeezed harder, until I was begging her to stop.

“Do my math homework for me,” she said, squeezing just one now, between her fingers. I grimaced and gave in. “Ok, ok Lindsey please. It hurts.”

She laughed at me. “See what I mean? You’ll do anything if I squeeze ‘em.”

I had a worried look on my face as I felt her rub them between her fingers again softly.

“Don’t worry. I won’t really make you do my math homework,” she said, like it was all a big joke. “But I bet you would have if I kept squeezing,” she said with that same “I win” look on her face.

“Haha, yeah…” I said, trying to play along with the joke. “Maybe we could get back to the movie?” I said, hoping to get her hand out of my pants. I never thought I’d be saying that.

“Oh sure,” she said pleasantly. She gave me a kiss and scooted back up so her head lay on my chest with my arm around her, her breasts squished together on top of me.

Towards the end of the movie, I guess she hadn’t gotten enough making out before. My balls were really starting to ache, both from lack of release as well as her hand squeezing them before. We kissed and she was more aggressive rubbing my crotch this time. I too got a little more aggressive with her breasts, which only seemed to push her to be more aggressive with me in kind.

“You know, maybe you should get going before we take this too far,” she suggested to me. “I hope you’re ok with that. I really think you’re a cute guy and I don’t want to mess it up.”

“I understand,” I said to her.

“And um, Jake?”

“Yeah?”

“Thanks for understanding about the cock cage. I know it’s kind of different but you’ll get used to it. All my other boyfriends did. Trust me, get a good night’s sleep and they’ll feel better tomorrow morning,” she said with a light pat on my balls.

“Ok…” I said reluctantly.

“They really hurt don’t they?” she asked with a pouty look on her face. “Ok, ok. I shouldn’t do this but hold on,” she said and sat up, taking her phone off of the end table.

I sat there patiently as I listened to her. She called her mom. “Hey mom, it’s me, Lindsey. Yes everything’s going fine. Hey I was wondering when um, you know, Jake could get his…no Jake didn’t MAKE me call you. Mom stop…mom listen,” she looked over at me and rolled her eyes. She put her fingers to her lips to shush me. “No he’s not here with me. Mom I am not a hormonal teenager. I just wanted to know when he can get unlocked.” She looked over at me and rolled her eyes. “That’s too long. This isn’t high school anymore. How about this weekend? He can use the spare bedroom.” There was a small pause as she listened. “Ok, ok. I’ll let him know. Thanks. Yes I love you too.” She hung up the phone and set it down.

“Ugh, she can be so frustrating sometimes. Do you have everything you need? You’re not drinking are you, blah blah,” Lindsey said, imitating her mom.

“Um…”

“Right right. So you’re coming over for dinner this weekend. It’s not far. It’s like a 30min drive home and then you can stay the night ok?”

“Oh, uh, sure,” I said, trying to digest all of this information. I would be visiting her house, and her mom, right away? I guess the normal flow of things was already out of hand.

“Great. You don’t have any plans right. I mean we could wait till the weekend afterwards but that would mean you wouldn’t get unlocked till then.”

“No, no this weekend is fine,” I said quickly.

“Ok, cool. I’ll let my mom know then. Thanks for doing this with me. It’s really important you get to know my family. My aunt will be there too. I hope that’s ok. It’ll be nice, you can sleep in the guest room and hang out with me. It’s a really nice place, pretty rural. We have a few horses and stuff.”

I smiled, but really all I could think about was getting a chance to get out of my cage. “Great Lindsey.”

She kissed me. “Ok, so pick me up on Friday and you can drive us there. Pack some clothes and stuff um…I guess that’s it.”

And just like that Lindsey led me to her door, blueballed another night, looking forward to a weekend where I would hopefully be unlocked.

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Dating Lindsey Chapter 1

Dating Lindsey Chapter 1

By Begger

If you'd like to read more like this, please visit my Amazon Page

I've never been great with women. In High School, I never had a date to the prom, I’ve never had a girlfriend, and it seemed like no matter what I did, I could never find a girl interested in me. It always seemed like the cute girls went for the jerks, and the nice guys always get left behind. I guess you could say I got friendzoned early and never got out of it.

In college, I was hoping things would be different. It was my freshman year when I figured I’d have a blank slate. I was 18, and no one knew who I was, and better yet, there were plenty of other 18yr old girls breaking it off with their high school boyfriends.

Things weren’t so simple. It had been a few months and it seemed like I had found myself right back with being “just friends” with every girl I met. Even Tina, the kind of girl that bounced around in a low-cut top and sat in the front row so professors could get a view, didn’t want anything to do with me. She and I became good friends, because, as she has said, she feels like she can trust me and I’m not just hanging out with her for her looks. Though honestly, I’m not even sure I would know what to do with her if I had the chance.

“Listen, I’m sorry Jenny gave you cold shoulder last night,” she said to me one day, sitting next to me in the cafeteria on Sunday morning.

“It’s fine,” I said. For once she was in a modest pair of sweatpants and sweatshirt, though I had seen her last night. She had her regular Saturday clothes on. Lots of cleavage up top, and a crazy short skirt over her legs. “Just one more rejection, right? I don’t get it. I’m really nice, I’m not bad looking. I just keep striking out.”

She gave me a look like she wanted to say something she shouldn’t, but held it back. She thought for a second while she chewed on her low-grade college food. “Sorry, I’m so hung over. Ended up blowing these two guys after doing those everclear shots. Remind me never to do that again,” she said, rolling her eyes. I gulped, imagining the situation. She looked at me defensively “don’t worry, I didn’t swallow,” she said with a sigh.

I exhaled, only getting frustrated with hearing her Saturday night hijinks. “Well, that’s a relief,” I said, sarcastically.

“Ok, ok. You know what? I met this really cute girl at the party and she will be great for you!” she said excitedly.

“You’re just telling me now?”

“I had a lot to drink last night. What was her name? Oh right, Lindsey. She was saying all night how she hates going out with those annoying jocks. I think you guys will be perfect.”

I was just desperate enough that some girl Tina met at the party drunkenly was starting to sound like a great idea. Plus, that little bit about her wanting the nice guy instead of the jock-type was music to my ears. “Well…hook us up,” I said, pressing it.

“Ok, you know, I think I will,” Tina said with a smile. “Friend her on Facebook. Lindsey. She’s really cute. Brunette. Big boobs. D cup I’m guessing. I know how you like big boobs,” Tina said with a wink, eliciting a red face from me. “And I’ll put in a good word, ok?”

I nodded, thinking, staring down at my plate. “That’s great Tina. Thanks, I mean…really thanks.”

Tina smiled. “Oh hang on, it’s that guy I slept with last night. Don’t let him see me” she said, hiding her face.

I friended Lindsey just as she advised, and she was indeed very cute. Tall, thin, brown hair. I was paging through a few of her photos after she accepted my request, and she was definitely hiding a nice rack under her shirt. Fortunately, she didn’t seem to be the flashy type. Talking to Tina more, Lindsey wasn’t as “engaged” as Tina was with most of the guys at the party. I surmised that she had been dragged along by her friend, much as I had been to these obnoxious frat parties.

One day she messaged me back. I had asked her out on a date, and to my surprise she gave an enthusiastic yes. We were set for Saturday night.

I went wide-eyed when Tina stopped by my room Saturday afternoon, about an hour before I had to leave for my date with Lindsey. “That’s not what you’re wearing, is it?” she asked, hands on her hips in my doorway.

“That’s not what you’re wearing is it?” I said back to her, looking her up and down. She had a v-neck sweater on, and her boobs pushed together in between it. Long black boots and a tight micro-skirt. The look made me salivate, even though by this time you’d think I’d have gotten used to it. I just knew she was in for trouble tonight.

“Ok, ok, comeon. Clothes off. Let’s get you into something decent,” she said, coming over, undoing my shirt.

“I can do it. You’re not my mom. Just give me some privacy. Turn around.”

“Grow up. It’s college. And trust me I’ve seen it all before,” she said, helping me slip my shirt off. She looked my chest over and made a face. “You’ve got to start working out. No offense…anyway let’s get these pants off,” she added, reaching down to start undoing my belt.

“Hey! Let go,” I said, startled.

“Hush, you cannot wear pleated khakis on a first date. What is this, your first recital?”

I was about to interject when I thought to myself that these pants might have indeed been worn to a recital or two. But I was interrupted by her tugging my pants down quickly. “Hey!” I said again, suddenly just in my boxers in front of her.

“Now lets’ see,” she said, looking through my clothes, clearly displeased with the selection. Finally, she found a button-down plaid shirt she liked and a pair of jeans. I wasn’t in any position to disagree with the choice.

“Wait...why aren’t you wearing these?” Tina asked, finding a pair of boxer-briefs I had.

“Oh I just wear those for working out,” I explained.

“And you thought a pair of gray boxers were better?” she said, almost scolding me.

“Well…I don’t know. Plus what does it matter?”

She gave me a look. “I can’t believe this is what I have to work with. Get those off! Trust me, she’s going to want to see your package squeezed into these.”

“I thought you said she wasn’t one of those girls,” I said.

“Well, no but, you never know when you’re going to get lucky. You don’t want her stopping at these,” she said.

I blushed and even got a little aroused at her attitude, talking about and looking down at my crotch. I looked down and looked back up to her. She got a mischievous look on her face and went over to pull my boxers down.

“Shit…hey!” I said, covering myself a little late.

Tina giggled. “Wow…not too bad. Where were you last week? You would have put those guys to shame.”

“Stoppit,” I said, embarrassed, obviously showing on my face.

“Chill out. Now comeon, get these one, I won’t look…too much,” she said with mirth, covering up her eyes half-way cartoonishly. I gave in and put my boxers on quickly, covering myself up. She handed me my jeans and shirt, and finally I was dressed.

“There we go. Much, much better. Now you’re meeting her in her dorm right? Wow, at least take her to dinner first.”

“I am,” I said sternly, trying to regain back some dignity. “It’s dinner and then she said we could watch a movie.”

“Yeah a movie and what else?” she asked, pantomiming a handjob in the air.

“It’s just a first date…” I repeated with some hesitancy, swallow hard watching her hand. I was excited at the idea that maybe her joke would come to life.

“Well, don’t get too many ideas. She’s a nice girl from a nice family. Real conservative. I was over there and her mom was on the phone with her like bitching her out. Anyway, I need to get going. Good luck tonight,” she said smiling and waving.

“Yeah you too,” I said back to her, trying to find my cologne.

“Looking for this?” she asked, holding up a bottle of Axe. “Yeah right. I’m doing you a favor,” she said, tossing it out in the garbage on her way out.

I was beyond nervous walking up to her door. To make matters worse, I was the only guy in an all-girls dorm, passing by women giving me looks. I suppose they all had an idea of why I was there.

I found her room and knocked after a deep breath. Though I expected Lindsey, I instead found an older woman, dark hair, opening the door. “Are you Jake?” she asked, sounding pushy.

I swallowed hard. If I wasn’t so surprised by her forwardness I might have noticed that she was pretty attractive, for someone my mom’s age. “Uh, yeah,” I said, swallowing hard.

She looked me over, making a face. “I’m Lindsey’s mother. You can call me Mrs. Oran,” she said, extending her hand. I shook it awkwardly and she let me inside. “Lindsey’s in the shower, which is good because I wanted to have some one on one time with you. You’re dating my daughter, is that correct?”

I tried to put on my best face. Totally taken back by this discussion, I nodded. “Yeah. We’re uh, going to dinner.” Part of me wanted to run right then and there. I had no idea what was going on.

She smiled, and I got a better look at her now that my mind had been cleared a little from the initial shock. She wore a business outfit, or at least something formal. It was a black skirt down to her knees and a black jacket over a white blouse. I could see the family resemblance, especially in the chest region. “Now listen” she said to me, engaging my eyes. “Lindsey is a nice girl and I want only the best for her.”

“Yes…yes ma’am,” I said nodding. She reached over and touched my arm, squeezing it. “I take it you don’t play football,” she said condescendingly. “You at least better be getting good grades. I won’t have a party-boy dating my daughter!” she insisted.

“No…no of course not,” I responded.

“Let’s see what we have to work with down here,” she said reaching down and undoing my pants.

“Hey! Hey…what are you doing!” I demanded. Jeez eighteen years of getting nothing and two women were getting my pants off.

“Get your hands away from there,” she said sharply, slapping my wrists away. “Boxer briefs, good choice,” she said with an approving look before she tugged the elastic. I let out a yelp as she let the elastic snap against my balls, and she tucked it underneath them. I swallowed hard, and got that feeling that you get when you dream you forgot your clothes in the middle of class.

“Hmmm, not too bad at all,” she said approvingly, hands wrapped around my cock, running her fingers over it, grazing over my balls. “Not the best, but it will do. It’s a lot better than her last boyfriend that’s for sure,” she said, snickering. I could only force a smile.

“Oh my…I see. You really aren’t a party boy are you.” She said giving me a knowing look as her hands now grasped a hard cock. “Stiff already. And when was the last time?”

“Last time…what?”

“You know,” she said, jerking my cock up and down.

“Ohhh…ohh…” I said first in surprise then in pleasure. “Oh uh…I dunno.”

“Comeon, don’t be shy. We’ve gotten to know each other well. When was the last time you gave yourself release?”

“Um…two nights ago.”

She smiled. “Good. I won’t have my girl going out with a chronic masturbator as well. In fact, I’m actually a little worried about this right now,” she said, squeezing my erection. I was completely hard, despite my nervousness. She cupped my balls and let her other fingers tickle my cock a little. “We can’t have this happening all night can we?”

“Um…no,” I conceded. “Sorry…”

“Now now, that’s ok. I remember being your age. And the guys were even worse. Trust me, the 70s was not a good time to be a woman.”

“Oh…”

“Anyway, I have just the thing for this guy,” she said tapping my cock. She reached back into her purse, and fished around, pulling out an odd looking contraption.

My face went a little blank as I looked at her hold it.

“This will take care of your little…issue” she said, and reached down, cupping my balls. “Now just relax,” she said soothingly as I felt her fingers grip my balls and squeeze.

“Oh…oh ouch” I said, squirming as I felt her hand compress my balls. I was too shy to do anything and I sat there feeling her squeeze me until I went soft.

“That’s it. Perfect” she said, happy with herself as she took the contraption and put it around my cock, slipping me down inside of it, and tucking my balls behind. “That’s it…don’t worry.”

“What…what is this thing?”

She waited until I looked up at her and said slowly, seriously. “This is just a device to make sure you don’t get any of those pesky…erections during your date with my Lindsey.” I heard a snap, but was locked with her eyes. “There we go.” She rubbed my balls in her hands. “Feel that? Getting a little snug huh? Don’t worry, this will curb your young hormones a little,” she informed, and indeed I could feel my cock expanding but pushing against the sides of what felt like a plastic tube. I looked down and indeed my cock was trapped inside, a ring around my balls. On top was a lock, which gave me a nervous feeling in my stomach. I saw Lindsey’s mom slide a key around a necklace across her neck, clasping it behind her.  I could put two and two together.

She smiled. “Don’t be nervous. You just be well behaved tonight and you won’t have anything to worry about.”

I gulped hard and my natural shyness kept me from saying much. She helped me zip my pants back up and I sat there afraid as she turned the tv on, acting as if nothing strange had happened.

Finally, Lindsey came out of the bathroom with a towel around herself, her breasts pushing out the top. “Oh! Jake you’re here…sorry,” she said, embarrassed. “Mom, I’m in my towel, jeez, could have warned me.” she said. I averted my eyes and I heard her sneaking back into her bathroom to get her clothes on.

“Nice huh?” Her mother asked, looking at me for a response. “I was like that at her age.”

“Oh yeah…I guess.”

“Well don’t get any ideas. Remember,” she said, dangling the key around her neck. “If you ever want to masturbate again, you’ll treat her with respect.”

“Yes ma’am,” I said assuredly and Lindsey came out wearing a cute shirt with a cardigan over it, and jeans. I could see that Tina was right and she definitely hid a nice pair of breasts underneath. Plus, she was fit, like every 18 year old college girl was. I could already feel myself tight in the tube again.

I stood up and faced her. She smiled. “Thanks for coming over. I hope my mom wasn’t too annoying,” she said, looking over and giving her mom a look. She stood close to me and I felt butterflies in my stomach.

“I normally don’t do this, but Tina said such nice things about you. It’s nice to meet a guy that’s like, not drunk at a party” she said with an appreciative smile.

“Yeah, you too,” I said sincerely.

“Ok, mom, I think we can take it from here,” she said, giving her a look. “Wait…mom what are you wearing around your neck!”

“Oh, dear, don’t take that tone with me. You know I care about you.”

“Mom!!!” she whined. “You can’t just lock up my boyfriends.”

“Darling. You know how men are. It’s for their own good. Now you can look forward to a well-behaved gentleman on your date,” she said with a confident smile, not compromising at all in her tone.

She looked down and put a hand at my crotch, squeezing, feeling me in my tube. “Oh my gosh…you are wearing one! Mom this is so stupid. I’m eighteen and in college. I’m an adult, you can’t cage my boyfriends anymore.”

“Lindsey. Now don’t you take that tone with me or else you are not going on this date. I’ve been in college before and I know men. Your father was like this too. Getting…erect…all of the sudden. Now it’s nothing to be ashamed of. It’s just for your first date. I don’t want anything inappropriate happening.”

Lindsey sighed and I could see her bend under her mother’s will. “Ok, mom, just…can you leave us alone?”

“Yes, dear, it’ll be like I’m not even here. You two just carry on and you will have a nice evening. I’ll stay completely out of it.”

I bit my lip. She was going to dinner with us? Lindsey didn’t seem surprised. “Oh…well, I guess that’s not that bad.” Her mother came up and patted her arm. “See? You’re right. You are an adult Lindsey. Now why don’t we get going? Jake don’t sweat it, remember, it’s like I’m not even here!”

We ended up heading to a local place, Finnigan’s, while Lindsey and I sat in the back seat together awkwardly. I would say that it reminded me of High School, or that it had been one of the most awkward dates in my life. In reality, this was really one of the only dates I had been on barring a few get-togethers with girls. Yet, I don’t think anyone would call my evening normal, though at the time I was a little too wrapped up in my date with Lindsey to really grasp the situation that I was locked up in my date’s mother’s cage.

Dinner was fairly uneventful.  I gave the usual talk about my school plans, and struggled to keep up the small talk with Lindsey. It was challenging trying to act like her mom wasn’t there, who chimed into the conversation every now and then. The most embarrassing part was fortunately the time Lindsey had gone to the bathroom. I was stuck there with her mom while she teased me about being locked up and her holding the key. She was two wine glasses in by that point and dangled the key around her neck. She asked me if it was getting snug, and I said yes. She smiled and said “You’ve certainly been well-behaved this evening, but I guess that’s because I’ve got you by the balls, huh?” she said, laughing, touching the key around her neck. I could only bashfully look down at myself after that.

I hadn’t really considered the gravity of the situation until the end of the meal, when it was clear Lindsey’s mom wanted me to take care of the check. I had my credit card, but I knew the bill would be near sixty dollars, and I wasn’t expecting to have to cover everyone’s meal.

I blushed when Lindsey’s mom just gave me a look and put a few fingers on the key and slid the check over to me. I looked over to Lindsey and she just smiled, clearly accustomed to this. I just put my credit card on top of the bill and tried not to notice Mrs. Oran’s arrogant look over me. I guess she really did have me by the balls.

We finally got back to Lindsey’s room and I was surprised at how comfortable the device on me was getting. Even though the implications of the lock made my stomach churn, I was getting regrettably used to the idea.

Lindsey and I sat on her futon, while her mom found a chair off to the side. Then, Lindsey put in a movie, and smiled at me while she moved closer, urging me to put my arm around her. At that point, all the worries of the night went away a little as I felt her body under my arm, holding her. It felt good to be at that point. Lindsey was certainly cute, and for the first time I had been close to a girl without just being friends.

It was probably the best half hour of the evening, holding Lindsey and watching the movie, but I heard her mom, about halfway through the movie say “Well aren’t you going to kiss her?”

“Mom, stoppit. You said you wouldn’t say anything.”

“I’m just saying, you guys are holding hands and his arm is around you. You might as well move in for a kiss, dear,” she said to me. I looked to Lindsey and it was clear she agreed. Under pressure, I moved in for a kiss on her cheek, and a cute smile from Lindsey as she turned her body to mine and moved in to kiss me more, this time on the lips.

We made out, my hands rubbing her arms and legs, her hands over my chest. It was easy to forget her mom was sitting there watching as I felt her soft lips on mine and the electrifying feel of her hands running over my chest. I hoped I wasn’t too awkward, and also I hoped I was doing everything right. However, the incredibly enjoyable experience of making out with this cute girl was having its effect on me, and I could feel myself hardening inside the device. I shifted uncomfortably, as I felt Lindsey’s hands roam over my thighs, and the passion increasing.

She put her hand over my crotch and felt the contours of it through my pants. She whispered to me, “Is it getting uncomfortable?” to which I could only groan and nod my head. She kissed my neck and said “Mom, can we take his cage off now? He’s got to be getting snug in there,” she said, giggling.

“Maybe on your next date, Lindsey,”

“Mom! Comeon,” she whined.

“I didn’t raise you to slut yourself about in college, dear,” she said plainly.

“I’m not in High School anymore, mom, he doesn’t have to stay in the cage the whole time. I don’t want to have to wait for the second date just to see it.”

Her mother sighed loudly. “I guess they all grow up,” she said, giving in. “Fine Lindsey, but don’t come crying to me when he dumps you for being a slut.”

Lindsey rolled her eyes to me, and stood up. “I’ll be in the bathroom.”

I awkwardly walked over to her mom when she beckoned me and she started taking off my pants. “Listen, you better not get any ideas.” She stripped my boxer-briefs down and instantly held my balls firmly, almost painfully in her fingers. “You might not be in that cage but I’ve still got you by the balls!” she said firmly, squeezing to make her point.

“Ohh, yes ma’am” was all I could say. She took her hand back and gave my balls a slap, eliciting a yelp from me.

“Hush,” she instructed and slapped me again. “That’s just a little taste of what you get if you even think of going too far with my Lindsey,” she said giving me a serious look. I could only nod my head, feeling another slap hit my balls. I stood there, in pain, my balls throbbing as she leaned in to unlock the cage and slide it off of me. She gave my cock a look, watching as it hung half-hard in front of her. “Now pull your pants up and go sit down.”

Lindsey came back and got even closer this time, putting a hand on my thigh and eagerly moving in for more making out. I put my hand behind her back and held her close as we kissed and I could feel her hand wander down over my crotch, feeling the bump in my pants back and forth. I moaned out, unable to help it and I could practically hear her mom’s discomfort as her daughter rubbed my cock back and forth through my pants. She giggled, giving me a bashful look and whispered “it’s big,” and went in for another kiss. The words only made me stiffer, as I felt her squeeze my shaft, her fingers touching my balls through my jeans.

At this point I was getting very turned on, almost worried about losing control and making a mess as she rubbed me with much focus, enjoying the feel of my hardon under my pants.  I was shocked as I felt her hand go under my shirt and then down into my jeans. I almost lost it then, as I felt her hand grasp and hold my cock. Her hand warm and soft, touching it, letting her fingers move gently along my sensitive skin. I groaned, feeling her fingers slide along it. She smiled bashfully, clearly enjoying how it felt and she gave me a look as she started sliding her hand up and down the shaft.

I squirmed and moaned. The pleasure of her hand awkwardly moving back and forth inside my pants was overwhelming. I had never been more aroused in my life and it was obvious she could feel it. She smiled at her own work, getting me worked up, making me need it. She bit her lip as she unzipped my pants, and tugged them and my boxer-briefs down a bit, revealing a very hard cock, standing straight up.

“Wow…” she muttered, putting a hand on my thigh, watching it throb and pulse against my stomach. “He’s so hard mom, look,” she said, giggling, poking me.

“Well you’ve been putting out for him like a common harlot.”

Lindsey just laughed and smiled at me, grasping my cock again, squeezing it, rubbing it up and down a few more times. “You like that don’t you?” she asked, running a finger down my shaft. I groan and shifted my weight, very aroused at this point.

“I won’t say it isn’t an impressive one, Lindsey. Certainly better than your last boyfriend.”

“I know, like, half this, right?” she said with a snicker, bracketing her fingers halfway up my cock to show her.

“I’m so glad you let him go. I told you that you would find a better suitor. This one’s nice, he’s gentlemanly, and well…well endowed,” she said, and I could see her blush as she looked over at me, obviously eyeing me up and down. Lindsey leaned in and whispered so her mother couldn’t hear “I can’t on a first date, but I just want to suck on it,” she said and giggled softly, cupping my balls and rubbing the head of my cock, feeling it all over. Her mom only gave me a look, and I wondered if she knew what Lindsey had implied.

Lindsey’s attention to my cock kept me hard and very close to the edge. She ran her hands over it, kissing me, sometimes paying attention to the movie, but she never stopped paying attention to my needy cock, throbbing and frustrated now. My head swam as I saw her take notice every time my cock showed signs of going down, and she would quickly stroke me back to full strength, a process that she repeated several times, each one making me more and more needy for it.

I gripped the futon cover as I felt her stop right at the brink of orgasm, taking her hand away casually to keep me from blowing. I groaned, frustrated.

“Careful Lindsey,” her mother warned.

“I am…” Lindsey said defensively. “He’s not even close.”

“Oh honey, he is very close,” her mom said, eyeing my throbbing cock. “Just look at those full balls. He is primed and loaded,” she said covering her mouth at her off-color joke.

I swallowed hard, embarrassed at these two women talking about my cock and balls. Lindsey cupped my nuts, and felt them, squeezing and moving them around. “Wow, these are getting full,” she said with a  smile to me. “Been enjoying yourself?”

I could only nod, precum coating my cock. She stroked me a few more times and I squirmed, wanting it so bad. “Oh…” I moaned out, feeling my balls tense, my cock aroused.

“Lindsey…” her mom said, in a scolding tone.

Lindsey sighed and looked down at me, hard and throbbing. She ran her hand over it a few times. “Well I guess the movie is almost over,” she said, trailing off, feeling me throb against her fingers. “I guess we can put it away.”

I gulped. “What…what do you mean?” I asked.

“Well, it’s late, the movie is over. I had a really nice time with you tonight. I hope…I hope you ask me out again,” Lindsey said with a smile.

“Oh, yeah definitely. I want to go out with you again, too,” I said holding her hand.

“How darling,” her mother said in what I wasn’t sure was sarcasm or not. “Time to lock him back up, Lindsey,” she said coming over.

“Wait…but…” I said, unsure, as her mom sat next to me. Lindsey looked at me curiously.

“You didn’t think you were getting a…well you know…on the first date did you?” her mom said, giving me a cold stare.

“Well no…but. I mean of course not, but we don’t need to put me back in it. I was just about to leave,” I said, worried as I saw her mom getting the cage out and opening it up for me.

“And that’s exactly why we’re caging you. We can’t have you going home and doing…what all college boys do when they get home. I’m amazed they don’t have to clean out the pipes daily,” she said, shaking her head.

“Wait…but you can’t send me home in that thing,” I said, looking to Lindsey.

Lindsey just smiled at me. “Don’t worry. It’s not like you’re the kind of guy that does that anyway,” she said, putting a hand on my thigh.

“No you’re not, are you,” her mom said, with a knowing look to me. “You’re a nice boy who would never jerk off after dating a nice girl like Lindsey huh?”

“Um…no…I guess not,” I said sullenly, only making her mom smile more.

“Good for you,” her mom said, and cupped my balls. “Now just relax big boy and I’ll use an old trick to get you into this cage.”

Lindsey only smiled, naïve surely as her mom squeezed and crushed my balls in her hands. I squirmed and yelped but Lindsey just comforted me as I felt my balls compressed with almost machine-like strength. Her mom squeezed until I went soft, or at least soft enough and then I felt her slide the cage back onto me.

Lindsey kissed my cheek and touched my chest as her mom locked me in place, with a little too much arrogance for my liking, but there was nothing I could do. I wanted another date with Lindsey, and I didn’t want to mess up the first opportunity I’d had to get with a girl in a serious relationship. So I let them pull my pants back up, my balls aching a lot more than I’d ever been used to. I don’t know if I’d ever had blueballs before, but you certainly know when you have them. After so much teasing, I could barely walk they ached so much.

I tried to be as polite as I could, and kiss Lindsey goodbye. Now locked up, her mom let us outside of the room alone. I kissed Lindsey a few more times.

“I had such a good night you with you, Jake. Will you really take me out again?”

“Yeah, definitely,” I said to her, butterflies in my stomach.

“Ok, good!” she said, with a big smile. “Um, Facebook me or text me or something ok? I can’t wait to see you again.”

I smiled and gave her a parting kiss. I watched her head back to her room and could only wonder what Lindsey and her mom would talk about. I walked back home with a painful set of blueballs, and it wasn’t till I got back in my room, and into the bed, when I truly realized how stuck I was.

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