This happened in college. One night my girlfriend Jen and I were making out in my bedroom. I had one hand inside her blouse and another up her skirt, and it was just getting really good when my roommate Ricky walked in. "Whoa, sorry," he said seeing us. "Don't worry, I'll sl**p on the couch." I felt bad because I knew he'd get no sl**p outside in the dorm common room, so I pulled a blanket over me and Jen and told him to stay a while. I figured the least we could do is drink a beer with him before kicking him out. I could tell Jen was embarrassed, and I felt her buttoning up her blouse and pulling her skirt down under the blanket.
One beer led to another, and Jen and I had already had some before Ricky got there, so we were getting pretty buzzed. Then Ricky rolled a joint, so soon we were high on beer and grass. I started kissing and fondling Jen. The blanket got pushed off and my hands were inside her blouse and up her skirt again. It got so hot we both forgot about Ricky. When I remembered, I looked over to him and expected to see him asl**p (or politely pretending to be asl**p), but he wasn't. Instead, he was intently watching as I kissed and fondled my girlfriend.
Surprisingly, being watched by Ricky turned me on, so I didn't stop or tell him to look away. Instead, I unbuttoned Jen's blouse so he had a clear view of her lacy bra. Right around then Jen remembered that Ricky was in the room, and I felt her body tense. Maybe it was the beer and pot talking, but I whispered "Let's give Ricky a show."
Jen's eyes grew wide. "Are you serious?"
I nodded. Ricky heard us whispering, and must have thought we were trying to figure out how to get rid of him, because he said, "I guess I'll hit the sack outside."
Again, maybe it was the beer and pot talking, but I said "Hey buddy, don't leave on our account." I started kissing Jen again, and she didn't stop me when I pulled off her blouse. I reached behind her and unsnapped her bra, then pulled it off her arms and tossed it on the floor, leaving Jen topless before Ricky's eyes.
Jen pressed her palms on her skirt when I tried pushing it up, stopping me momentarily, but I moved her hands and pushed it up around her waist. I quickly pulled off her panties (it joined her bra on the floor), then moved in between her legs. Jen was embarrassed being topless with her skirt around her waist, and me between her spread legs, so she covered her eyes with her arm. But that didn't stop her from moaning when I licked between her folds and flicked my tongue across her clit.
Ricky looked totally turned on. He motioned to a chair next to my bed and raised an inquiring eyebrow. I nodded, and he moved over to the chair. Jen's arm still covered her eyes, but I think she sensed Ricky sitting next to the bed. Now he was within arm's reach of Jen's naked breasts, her flat stomach, her long shapely legs. I knew he thought she was super-hot. To his credit he controlled himself from reaching out and groping her. But that didn't stop him from unzipping his fly and pulling out his dick. He was big, which bothered me, especially when he gave me a "I know you're impressed" look. He started stroking his meat and if anything he got even bigger. All of a sudden I felt jealous, with him getting hot looking at my girlfriend.
Usually I'd get Jen off with my tongue and then fuck her, but I didn't want to wait. I wanted to show Mr. Big Dick what he'd never be able to do, so I pulled on a condom and positioned my cock between her pussy lips and pushed in. Jen grunted as I did so, and I smiled at Ricky, my message clear: you can look, but she's mine. I cupped her breasts and rubbed her nipples as I fucked her, then kissed her. She finally moved her arm away from her face, but kept her eyes closed. I leaned back and put her long legs over my shoulders and then started to really pound her.
My hard fucking caused her to open her eyes, and she looked at me at first, and then turned her head slightly and looked at Ricky. Well, not at Ricky's face, but his hard cock, which was just inches from her face since he was sitting right next to us. I didn't fault her for what she did next. By that time we were all lost in lust, and it seemed like the natural thing to do. But when Jen's lips formed an O, my head practically exploded. Without any hesitation, Ricky leaned forward off the chair and then, just like that, his cock was in my girlfriend's mouth. He pushed in and, to stop herself from gagging, Jen reflexively wrapped her hand around his rod to keep him from pushing further into her mouth. Jen's hand around his cock kind of gave him permission to touch her, so one of his hands went behind her head, his fingers grasping her soft blonde hair, and his other hand went down to her tits. He'd seen how I'd fondled her breasts and rubbed her nipples, the way I'd learned she liked it, and the bastard did it the same way, causing Jen to moan even with his cock in her mouth.
Despite my feelings, the sight of Jen blowing Ricky was too much and I came immediately. Now though, with my lust sated, the sight of Ricky inside my girlfriend's mouth caused my heart to ache. I leaned back disheartened, and my soft cock slid out of Jen's pussy. The condom fell off my dick and onto the floor. I got off the bed intending to get Ricky to stop, but he misinterpreted my actions. Before I could react he'd moved around me and onto the bed, between Jen's legs. Then he pushed in, and just like that he was fucking my girlfriend. Again I didn't fault Jen. She hadn't cum yet, so she was still lost in lust. She wrapped her legs around Ricky's legs and met every one of his thrusts. To make it even worst, the bastard leaned down and started kissing her while he fucked her. My heart sank as Jen wrapped her arms around his neck and kissed him back. Moments later, Jen's toes curled into the mattress and her body shook in orgasm, moaning into Ricky's mouth as he French kissed her through her orgasm.
Ricky had incredible staying power. He put her shapely legs over his shoulders as I'd done, and then pounded her so hard he practically shoved her into the headboard. It was like watching a porno flick, and I couldn't help getting aroused again. Despite the fact it was my girlfriend getting pounded -- or maybe because it was my girlfriend -- I got rock hard again, and I sat in the chair next to the bed and stroked myself as Ricky fucked the brains out of my girlfriend. At one point Jen looked at me in the chair playing with myself as she got fucked by Ricky. The next time she looked a few moments later, I was spurting all over my hand.
I think she came at least once more. Finally, Ricky tensed up and then he violently slammed into her, again and again. Finally he pulled out, and I realized in horror he hadn't worn a condom. The evidence of what he'd done was apparent as his milky cum leaked out of Jen's pussy as soon as he pulled out. Thank god she was on the pill on I'm sure he would have impregnated her.
Ricky had the good graces to quickly get off my girlfriend and get into his own bed. I got into bed next to Jen and we both passed out.
The next morning, we woke up snuggled against each other. Ricky must have gotten up earlier, and he had the good graces to not stick around. I mean, I'd told him I intended to marry Jen, so he knew she and I would have a lot to talk about. It was awkward at first, but soon we were giggling and laughing at how wild things had gotten. I mean, neither of us were prudes, and even though we hadn't planned it, we were young and open to new things as long as no one got hurt. When I asked how it was to have Ricky, her eyes got kind of dreamy, and she said, "Well, I never really thought of him that way, but, well, wow!" Then she saw the insecure look on my face and quickly added, "but of course he's nothing like you." I guess she thought I needed more reassurance, because she got on top of me and we had a long slow fuck.
At first I was pissed at Ricky, feeling he took advantage of the situation. Part of it was my insecurity after seeing Ricky fuck Jen. He's more muscular than me and has a bigger dick, and Jen seemed to enjoy both. But he apologized, so eventually things returned to normal. In some ways we grew closer. We were roommates, but not great friends. But now Ricky often complimented me how hot a girlfriend I had, and how lucky I was.
It was awkward though when the 3 of us were in the same room. Jen avoided talking about him, but sometimes I'd catch her looking at him. I saw Ricky stealing glances at Jen too, even more than he used to. I started going over to Jen's place more to avoid seeing Ricky, but that didn't give us much privacy because Jen's roommates were home a lot more than Ricky.
About a month after it happened, Jen and I were in my room making out. I had Jen's blouse unbuttoned and my hand inside her bra when Ricky walked in. WTF! Didn't he see the hanger on the door? We pulled away from each other. Ricky muttered apologies, his eyes on Jen's open blouse. I looked at Jen and her eyes were on Ricky's crotch. He wore sweat pants and his dick made a huge tent in the fleece material. The attraction between them was unmistakable. The sexual tension was so thick you could cut it with a knife.
I don't know what took hold of me. But instead of kicking Ricky out, I pulled Jen to me and started kissing her again. I put my hand back inside her bra and rubbed her nipple.
For a while we made out like that, pretending like Ricky wasn't there. I moved down Jen's body and pushed up her short skirt. I pulled her panties down her long legs. They were soaking, and her pussy lips glistened with excitement. I opened her legs and went down on her.
I purposely avoided looking at Ricky. After eating her for a little while, Jen's moans and writhing became more intense. I looked up, not surprised to see Ricky all over her. They were kissing, and Ricky's hands had replaced mine on her breasts. He finished taking off her blouse and bra, and expertly rubbed and fondled her tits and nipples.
"Wait, wait," she panted, out of breath and her chest heaving. She pushed Ricky away. "Mike, come here."
I moved to her. She took out my dick and stroked me, and then took me into her mouth. I groaned and my head rolled back with the pleasure.
"That's so hot!" Ricky said watching my girlfriend give me head. I saw a smile cross Jen's face (even with my cock in her mouth). Ricky moved between Jen's legs, and raised an eyebrow at me. Jen looked at me too, but her face didn't reveal what she wanted. My lust definitely controlled me, all good sense gone. I nodded at Ricky, and he gave me a big eager smile.
He pulled out his big cock and moved up between Jen's thighs. Jen grunted as he entered her. "Oh god!" she groaned.
She took me back into her mouth, but she clearly had trouble concentrating on blowing me with Ricky impaling her with his long thick monster. She gave up altogether on sucking me when he put her legs over her shoulder and began pounding her.
Panting, I moved over to Ricky's bed (just a few feet away), and sat on the edge of the bed. Ricky was more muscular than me and he was an impressive sight with his body all tensed up as he pounded Jen's pussy. He leaned into Jen, pressing her legs against her chest, and she clutched the sheets as if holding on for dear life.
From my vantage point, I had a clear view of how Jen's bare pussy lips (she kept herself hairless except for a tiny landing strip above her clit) strained to accommodate Ricky's girth. His cock was incredibly long, it was like a python moving in and out of her. It amazed me seeing him fucking her. His cock was so long it seemed to take forever to slide in and out of her as he slow stroked her. He definitely had an effect on her by her pants and the ecstasy on her face. It was gut wrenching knowing I couldn't fuck her the same way as him.
To make it even worse, I realized Ricky wasn't wearing a condom. Jen was on birth control, but the pill isn't fool proof. I always wore a condom because she was freaked about getting pregnant. Her older s****r had gotten pregnant and they were catholic, so she dropped out of college, married the father and had the baby. Fortunately her s****r loved her husband, but Jen didn't want that to happen to her. It surprised me that Jen let Ricky into her again bareback (this was the second time), but then she was so caught up in lust (just like me) she didn't realize it. I could stop him of course but then the memory came to me of the last time, how his thick baby making seed oozed out of her pussy. I got lightheaded with excitement and I knew I didn't have the willpower to stop Ricky from shooting his fertile sperm into my girlfriend's womb.
"Oh god oh god oh god," Jen panted as Ricky long stroked her with his cock. Ricky leaned down and kissed her. Jen didn't resist, instead she threw her arms around his neck and kissed him back. I could tell from their cheeks that their tongues were down each other's throat.
Jen's toes curled, and I knew she was cumming. She groaned her orgasm into his mouth, her back arching with the pleasure. Moments later, Ricky's body tensed. He pushed deep into Jen and stayed there, and from his convulsions I could tell he was cumming too, ejaculating his seed into her. I wondered if he had just gotten my girlfriend pregnant (I knew this was her most fertile time of the month), and with that thought I came too, without even touching myself, my sperm shooting onto my thighs and chest.
Ricky again had the good graces to leave and give us some privacy. As soon as he left we started giggling and laughing, just like last time. We were in awe at ourselves, how wild we'd been, not just once but for the second time. We weren't prudes, but normal college students (even hot bl**ded ones) didn't do this type of thing, did they?
"I can't believe you actually gave Ricky permission to fuck me," Jen said.
I hid my embarrassment with a shrug. "I don't know what it is, seeing another guy fucking you really turns me on," I said truthfully.
Jen looked wide-eyed at me, and then gave me an excited smile. "Oh my god, that's so hot!" she said excitedly. She got on top of me -- by that time I was hard again -- and we fucked like rabbits.
The next day reality hit. What would we do if Ricky had knocked up Jen? Due to her religious beliefs, getting a morning after pill wasn't an option, nor was an abortion if it came to that. We were so scared we did some research on the internet about putting a baby up for adoption, but Jen got so upset by the concept that she started crying. So I knew if she was pregnant that not only would she have the baby, but she wouldn't give it up. Honestly I didn't know what I'd do. We loved each other and we'd even talked about getting married, but we were both young. I was 24 (a grad student) and she 21 (a senior). Would I want to father another man's c***d?
But thankfully Jen got her period (thank god for the pill!). To celebrate, I got us a bottle of bubbly, and she gave me an incredible blowjob.
Our relationship with Ricky changed. Jen's awkwardness with him was gone. They k**ded and joked around like buddies. It made me jealous, but whenever I saw them together acting so familiar, my cock stirred. So I guess it was inevitable we'd have another threesome.
It started innocently enough. We all decided to watch a movie on cable. But the movie was boring so soon we were laughing and making fun of the storyline and corny lines. We were all sitting on the sofa, and as we joked around there was a lot of touching and rubbing. At first we weren't aware of all the touching, but then all at the same time we realized we were bunched together on the sofa, with Jen squished between me and Ricky. The sexual tension immediately went through the roof. Before I knew it Ricky and I were kissing and feeling up Jen. She switched back and forth, first kissing me, then turning and kissing Ricky. As she kissed me I buttoned her blouse, and Ricky pulled it off her. Then, when she turned to kiss Ricky, I unsnapped her bra and Ricky's hands immediately went into her loosen bra cups to cup and fondle her breasts.
It was like me and Ricky were in sync. He undid her jeans, and then I pulled them down her long legs. He pulled off her panties, and then I dived between her legs to eat her out as he kissed her and fondled her tits and rubbed her nipples.
As they continued to kiss and grope each other, I put on a condom and plunged my rock hard cock into her pussy. God she was so wet. I wanted to see Ricky fuck her, so after a while I pulled out. "Your turn," I said to him.
He eagerly switched places with me, and as he took off his jeans I kissed and fondled my girlfriend. "Ricky's gonna fuck you real good now babe," I hissed into her ear, and she moaned. I looked over at Ricky. He had his monster cock out. I should have told him to put on a condom, but I didn't. She's on the pill, I reasoned to myself.
As he mounted her, Jen hugged me hard and groaned into my mouth. "Oh god!" she moaned, "He's so fucking big!"
Ricky reached down to squeeze her tits, and there wasn't enough room for both of us, so I took a step back to watch. He grinned at me, like that's what he wanted, to have my girlfriend all to himself. He fucked her good and hard and sent to her an amazing orgasm, just like the other times. Then he came hard shooting his seed into her young fertile womb.
He kissed her as they came down from their orgasms. "Come on, get off!" I said annoyed, hitting him on the arm. He pulled out and I got between my girlfriend's legs. Her pussy gaped open and milky cream oozed from her lips. The sight got me so hot I felt like I was going to faint. I took off the condom -- it didn't matter at that point -- and plunged into her pussy. She felt incredible loose, but knowing how she got that way turned me on. I fucked her hard, but I noticed she wasn't responding as passionately with me as with Ricky. I told myself it was because she'd just cum. I came hard, adding my sperm to Ricky's.
Afterwards, Ricky didn't leave like the other times. Instead, relieved of the sexual tension, we all laughed and joked around. It was still early so we decided to watch a different movie. Jen wrapped a blanket around herself. Both Ricky and I put on our boxers (I put on my t-shirt too). Jen sat between us as before, naked under the blanket.
As we watched the movie, I noticed Jen stealing glances at Ricky, at his muscular arms and six pack. I got involved in the movie. Then I felt Jen moving under her blanket, and heard her moan softly. I looked over, and saw the blanket moving. Ricky was fingering her!
Jen saw me looking, then we locked eyes. She wore a desperate, aroused look. I got hard, and leaned over and kissed her, pulling the blanket away. Now that she had my permission, she reached over and slid a hand into Ricky's shorts. I heard him groan as she wrapped her fingers around his cock.
So here we were, me kissing Jen, and she and Ricky playing with each other. Ricky leaned over and swallowed one of Jen's nipples, making her gasp. She turned to Ricky and they kissed, their passion hot and urgent.
As they kissed and fondled, I began feeling like a third wheel. Ricky got between her legs and pulled down his shorts. Almost as an after-thought, he said to me "let me go first this time, okay Mike?" He said it like a question but he was already positioning his cock between Jen's pussy lips. With a huge lurch he impaled her on his shaft, Jen grunting and pushing back to meet his thrust. Pretty soon they were going at it, their fucking desperate and fervent. It was like I wasn't even there. I moved to a chair across from them, and watched as Ricky brought my girlfriend to another massive orgasm.
You might think these threesomes with Ricky would hurt my relationship with Jen, but instead we grew closer. Jen was giddy all the time. She had a normal upbringing, if maybe a little conservative because of her religion, so her hookups with a guy not her boyfriend were exciting "break the rules" kind of things for her. From her point of view, yes, she was acting sluttish, but she had her boyfriend's permission so it was okay. For me, it was so exciting to see my girlfriend taken by another guy. I can't explain it, but just thinking about it made me dizzy with excitement. Yes, it was gut wrenching, but so thrilling.
I didn't like the way Ricky and Jen acted around each other (outside the bedroom). Their actions were a little more intimate, touchy-feely than before -- not like boyfriend/girlfriend, but more than platonic friends. My friends noticed it, and some of them even told me I better watch out for Ricky because he was making moves on Jen.
I tried telling Jen my concerns, but talking about it got me excited and hard (despite the anguish), so it always ended up with us having amazing sex. My reaction got Jen believing it excited me when she flirted with Ricky in front of our friends -- which it did -- so she started doing it more, delighted by how kinky and demented I was.
To celebrate my birthday, Jen threw me a party with about 30 of our friends. She looked amazing. I guess maybe I should describe her. She's a head shorter than me at 5-3, with a petite slim body. She's got soft blonde hair that goes passed her shoulders, and a girl-next-door pretty face with freckles across her cheeks that match her bubbly, happy-go-lucky personality. Her breasts are small (she wears a 32 a/b cup) but perky, and she's got amazing long legs with slim pretty feet. See danced a lot in high school and college, and is kind of tom-boyish, and prefers jeans and flats over skirts and heels.
Jen hates wearing pantyhose, feeling they're too constricting. So it surprised me that not only did she wear a dress to my birthday party (a little black number), but also sheer nude pantyhose, and spiky high heels. I didn't know where she got the high heels, I didn't know she even owned any. But she looked incredible! The dress was low cut so it showed the soft swell of her bosom (I think she wore a push up bra as her boobs looked bigger than normal), and it end way higher than her knees so it showed off most of her legs. And her legs looked even more amazing than usual in the silky nylons and high heels.
Even though it was my birthday party, Jen spent as much time with Ricky as with me. I think our friends thought it was because she was tipsy from beer, but given how touchy-feely the two of them had been lately, I'm sure all my friends thought Jen was cheating on me with Ricky. More than once when the three of us were clustered in a group with other people, Jen ignored me completely, her eyes and attention solely on Ricky.
One time Jen came up to me and whispered into my ear, "Doesn't Ricky look so hot tonight?" She giggled seeing the flash of excitement on my face, then walked away.
Around midnight I looked around for Jen but couldn't find her anywhere. Ricky wasn't around either. They'd been all over each other all night, so I was pretty sure I knew what they were doing. Most of the people were still there so their absence wasn't noticeable, but soon it would be if they didn't show up soon. Just as I was about to have an anxiety attack, they walked in ... together! WTF, couldn't they have at least come in separately?!
Ricky said something about going out for a smoke, but Jen's hair was disheveled, her cheeks flushed, and her dress creased. In other words, she looked freshly fucked! I could tell, and so could all are friends. Many of my friends looked at me questioningly, wondering why I wasn't taking a slug at Ricky. My gut wrenched with jealousy and insecurity, and at the same time my cock was hard as a rock.
After I didn't do anything, the party got back to normal, although there was a lot of whispering and gossiping going on. I tried to catch Jen's eye but she ignored me, still giving Ricky all her attention. Finally when I thought I couldn't take it anymore she came over and pulled me aside. We had a few moments of privacy, and she kissed me open mouth. "Can you taste Ricky, he was in my mouth not long ago," she whispered into my ear. Then she pushed my hand up her dress. The upper thighs of her pantyhose were soaked. "That's Ricky, his cum, spilling out of me."
It was too much, I lurched and came in my pants. Jen smiled delightfully. "I guess you're having a good birthday," she giggled.
"Jen, wait," I pleaded. "Everyone knows you fucked Ricky just now. They all think you're cheating on me."
She shook her head and gave me a knowing look. "They might suspect something, but they don't know." I wasn't so sure about that. I cleaned myself up and we re-entered the party holding hands.
Later that night back at my apartment, I pushed Jen's dress up around her waist. Her black thong panties were visible through the sheer tan nylon of her pantyhose, and the pantyhose from her crotch to mid-thighs were soaked. "Ricky cums a lot," she giggled.
"Where did he fuck you?" I asked hoarsely, my fingers tracing the wet area of her pantyhose.
"Outside, in the back. He fucked me against the fence."
"Weren't you worried someone would go outside and see you? A lot of people already think you're cheating on me." I pulled off her pantyhose and panties and pushed my cock into her. She felt loose and extremely wet. One good thing about this thing with Ricky, she no longer insisted I wear a condom, finally deciding the pill was safe enough.
She shrugged, but I caught a flash of excitement in her eye. The excitement wasn't from my cock though, she barely reacted to my being inside her, but then Ricky was a lot bigger than me. No, her excitement had to do with people thinking she was cheating on me. She'd been raised Catholic, and had always had the reputation of being a pristine, goody-two-shoes girl. Maybe she liked people thinking she had a bad girl streak.
As I moved inside her, she said, "In the middle of fucking me, we heard Sam on the other side of the fence, talking on the phone. We had to stop until he left." She flushed excitedly. Sam was my best friend, we'd been best friends since grade school. "God Mike, Sam wasn't two feet from us, on the other side of the fence, and Ricky was inside me. What if he had opened the gate and saw us. How would you like that? Sam seeing your girlfriend fucking another guy. Would you like that? Or maybe you'd want me to suck him off so he wouldn't tell anyone. Would you like that? If I sucked Sam off and let him cum in my mouth?"
It was too much, I grunted and lurched and came. I collapsed onto Jen, physically and emotionally spent. We lay in the darkness, our bodies entwined. "I'm not sure how much longer I can do this," I said. "I mean, it's exciting, but, I mean, it's almost too exciting."
We talked a long time after that. It was exciting for both of us, but it had drawbacks too. Jen admitted it wasn't the best thing for her if everyone thought she was cheating on me. I was nervous throughout the conversation, because I thought she might break up with me, deciding she'd rather be with the more hunky Ricky. I knew Ricky would take her in a second, he'd always thought she was hot, and even more so now that he'd seen her naked and knew how great she was in bed. But to my relief she never even broached breaking up. Finally we decided to stop it with Ricky.
Ricky wasn't too happy with this. He hit on Jen a few times, and when that didn't work he threatened to tell everyone that Jen was a slut and I a cuckold. He screwed himself with that one, because that got Jen mad at him so if he ever had a chance with her, that was gone now. We told Ricky it would be as bad for him as us if this ever got out -- like, what if a potential employer ever heard about this? That finally convinced Ricky because all of us were about to graduate and we were all looking for jobs.
He moved out and I didn't see him again until graduation. I was graduating from the grad school and Jen and Ricky from the undergrad main campus. After my ceremony, I walked across campus to meet up with Jen. When I got there I saw Jen across the lawn talking to Ricky. It was pretty far away, but it looked like he was doing most of the talking. She shook her head as he spoke. He kept talking. She looked nervously around, then she said something to him. That seemed to satisfy him because he smiled and walked off. When I caught up with her I asked, "What was that with Ricky? I saw you talking to him."
"Oh, um, nothing," she said. "He got a job in California, so he said goodbye." Then she hurriedly added, "Have you seen our parents yet?" I frowned. It seemed they talked longer than it took to say goodbye. But our parents were taking us out to dinner to celebrate, so I forgot about it as we went in search for them.
After graduation, both Jen and I searched for jobs in New York City. We both loved NYC, and we wanted to stay together. Jen was ecstatic when she landed a job in a big advertising firm as an assistant account executive, and I got a job with a big Wall Street firm. Jen's job didn't pay much but it was a good start, and anyway my job paid enough to make up for it. We rented a loft in SoHo and moved in together.
We didn't talk about Ricky, or what we'd done with him. It's not that we were ashamed by it, or regretted anything. We were just too busy with our jobs and it was exciting to live in a big city like New York.
We went out all the time. There are too many great bars and restaurants in NYC to cook at home! I admit I gained some weight with all the eating out, but Jen managed to keep her slim figure by enrolling in modern dance and yoga classes with others from her office.
Jen really blossomed in New York, shedding her tom-boyishness. In advertising, you had to be stylish so she started wearing designer dresses all the time. I think she spent all her paychecks on clothes, but that was okay with me. I made enough for both of us to live on, and with her great legs I loved the way she looked in dresses and skirts, and now she even wore high heels all the time. Her company was old-school, where it was a no-no for women to go bare legged. I thought that would be a problem for Jen, because she hated wearing pantyhose. To my surprise, one morning I found her putting on thigh high stockings. It looked like she'd worn them before; one had the start of a run. That further surprised me. I didn't know she even owned any, and I'd never seen her in them. I asked her about it. She shrugged and said, "I've had these for a while. Maybe they'll be more comfortable at work." Seeing her roll the thigh highs up her long sexy legs made me crazy, and I attacked her. "Maybe I should wear them more often," she giggled. Needless to say, we both ended up getting to work late that day.
I felt proud and so lucky to have a girlfriend as good looking as Jen. She'd always been one of the prettiest girls in the room, but she really blossomed in NYC, and with her new clothes, she looked better than ever, a real head turner everywhere we went. It gave me a charge seeing other guys look at her, and men were so confident in New York that they'd hit on her, even with me standing right next to her. Jen noticed how this aroused me, and she started flirting with other men right in front of me. Nothing as outrageous as with Ricky, but still it was a charge for both of us, and it always led to great sex. Sometimes during sex she'd whisper into my ear how hot she thought a guy was, making our fucking even more exciting.
After 2 years in NYC I asked Jen to marry me. We were young (she was 23 and I was 26) but we'd been going out for years by that time, so we were both already committed by that point. But Jen didn't immediately say yes. She took my hands, looking nervous and serious. "I want to say yes, but first I have to tell you something. You remember Ricky?" I nodded and she paused, as if steeling herself. "After we agreed to stop with him ... well, one time after that, I had sex with him."
My mouth went dry. "When?" I managed to say.
She looked away from me, like she was too ashamed to look into my eyes. "At graduation," she answered. "He sat next to me and hit on me the entire time. So, well ... I went home with him."
"That day?" I asked, confused. I remembered them talking after the ceremony. But after that we were together the entire day. We found our parents and then went out to dinner. Then I remembered that after we found our parents, Jen said she had to run back to her apartment because she forgot to pack her contacts. I offered to go with her, but she told me to stay to keep our parents company. I remember she was gone a long time; when she got back she'd said she ran into some friends and they insisted she have a quick drink with them. I looked at her. "It was when you said you had to get your contacts."
She nodded, tears welling up in her eyes. "I'm so sorry," she said, clutching my hand. I thought back to that day. Jen had rushed into the restaurant, apologizing for being so late. She'd looked frazzled. I'd assumed it was because she'd had to run across campus and back. Now I realized it was because she'd been freshly fucked by Ricky. And at dinner, as she sat next to me and as we excitedly talked to our parents about our future together, she'd been full of his sperm.
I loved Jen though. I hugged her and told her it was okay, and said I still wanted to marry her. She told me she wanted to marry me too, and just like that, we were engaged. We hugged some more, and I'm sure she could feel my hard-on against her belly, but she didn't mention it.
We celebrated our engagement that night, going to an expensive restaurant and drinking too much champagne. After diner we continued to celebrate at a nightclub down the street. We drank more and we both were way passed tipsy. I took her onto the dance floor. Jen is a great dancer, she really knows how to move her body. As she gyrated I pulled her against me, my hands on her ass.
Clutching her skirt I lifted it as we grinded on the dance floor. It was already a short skirt, barely passed mid-thigh, but now I had it just below her ass, revealing her lacy stocking tops to anyone who looked. Jen didn't stop me, she just looked into my face as I kept raising her skirt as we swayed to the music. I had her skirt so high, my palms were on her skirt while my fingers were on the bare flesh of her ass.
Finally she reached back and held my hands, preventing me from raising her skirt any higher. She pulled my head down to her. "You like showing me off?" she whispered into my ear, sounding half d***k. "It turns you on when other men see my body?"
I didn't say anything, but she could tell my answer by how hard my cock was. She smiled at me, emboldened by the alcohol. "It turned you on hearing how I cheated on you with Ricky, didn't it?" she asked me, her smile half inquisitive and half challenging. The she leaned up against me, pressing her body against mine, and snaking a hand between our bodies to cup my crotch. "If he was here right now, would you want him to fuck me? Fuck your new fiancée?" God, I felt like I was going to burst! I dragged her out of the bar and into a taxi, and practically took her right there as we drove home. Luckily it was only a 5 minute drive. Upstairs in our loft we had the best sex we'd had in a long time.
Jen and her mom spent a year planning our wedding. During that time we talked about Ricky again, and how exciting it had been when he fucked her and I watched. It turned out Jen hadn't spoken of him over guilt at having cheated, but now with that behind us we both reveled in remembering the excitement of our last year in college. He became a big part of our pillow talk, and we fantasized about him when we had sex. It was mostly me coming up with the fantasies, but Jen was definitely excited by them. Probably the most demented fantasy I came up with was inviting Ricky to our wedding, and then letting him fuck Jen, so he would be the first man to have my new bride instead of me.
These fantasies lead into our real life, with Jen becoming more flirtatious with other men. She'd flirt with other guys right in front of me. It was gut wrenching when she did it, but so incredibly exciting. It was even more exciting watching guys hit on her, now that she was my fiancée and wore an engagement ring. The diamond on her finger didn't deter guys from hitting on her, in fact if anything she got hit on more now than before. I guess guys liked the idea of taking another man's girl.
Sometimes we'd go into a bar separately, and I'd watch as Jen got hit on. We went to bars where it was unlikely we'd run into anyone we knew, but the thought of Jen being seen by our friends flirting with other men (and our friends thinking she was cheating on me) excited me. We always had great sex afterwards.
Our fantasies stayed fantasies, though. Sometimes I wanted to say to her, "Baby, I really want to see another guy fucking you, for real," but I held back. I still remembered how intense it got with Ricky, and I wasn't sure I could survive that again. Jen held back too, I think because she was basically a normal American girl, and normal girls don't have sex with other men. The thing with Ricky had been wild and taboo, but now we were out of college and had to grow up.
Jen even got less anal about birth control. She was still on the pill, but if she forgot to take it one day she didn't have a heart attack like before. After all, we were getting married and we eventually wanted k**s, so if she got pregnant a little earlier than later, it was all good.
Things changed about a month before our wedding. We were in a Starbucks when guess who walks in? Yep, you guessed it -- Ricky.
He saw us, and we invited him to join us for coffee. He'd joined the marines because he couldn't get a job in California. He'd been in Afghanistan and taken a bullet to his side. He was still in the marines (in fact he was dressed in fatigues), but he was assigned stateside in NYC while his wound completely healed.
Later that night in bed, I said, "So what did you think of Ricky?"
Jen gave me a smile. "He looked really good," she gushed. I have to admit he did look good. Ricky had always had a ruggedly handsome look, but with the military short hair and fatigues, he looked even more so. Also, his body looked even more ripped than before, no doubt because of the physical demands of the military.
I gave her a lecherous smile. "I saw you looking him up and down."
"I couldn't help it!" she said, and we both laughed, then we had great sex.
I couldn't stop thinking about Ricky, how he'd fucked Jen, how he got her to cheat on me. We'd gone "soft core" the last 3 year, playing around and fantasizing but not actually bringing another man to our bedroom. I had the urge to do something demented, one last time to sow our wild oats before we got married.
About a week before our wedding, I called Ricky and invited him to dinner. He seemed surprised, but immediately agreed. That evening at our apartment, the bell chimed and Jen opened the door.
"Ricky!" she said surprised.
"Sorry babe I forgot tell you, I invited Ricky over for dinner," I quickly said.
"Oh," Jen said. We got Ricky settled in with a beer in front of the TV and then Jen pulled me aside. "What are you doing?" she said accusingly.
I shrugged innocently. "Just catching up with an old college friend."
She narrowed her eyes at me. "Mike, that better be all this is, we're not k**s in college anymore," she threatened.
"Relax babe, it's all good," I said kissing her. Then I picked up the phone to order some delivery pizza.
Within an hour we were laughing and joking, drinking beer and telling funny stories about college and gossiping about people we knew. Looking Jen up and down, Ricky said, "Jen, you've really changed!"
She had changed too. In college she wore her blonde hair long and straight back. Now her hair was shorter, just passed her shoulders, but layered so it was full and lush while still silky. She never wore makeup in college, but now she did. She'd already been very pretty, but now she was a drop dead knockout, like a model out of the cover of Vogue. She hadn't changed out of her work clothes, so she still wore a Fendi designer dress that hugged her curves and ended mid-thigh showing off a lot of her fantastic legs.
"Well, I hope in a good way!" Jen said, giving Ricky a smile. She made it sound like a joke, but I could tell she was pleased by Ricky's compliment.
"Hell yeah, you look fantastic!" Ricky gushed.
"Well ... it's painful to look good," she said. She flexed her feet grimaced -- she still had on high heels. "My feet always hurt after wearing high heels all day."
"I've been known to give great foot massages," Ricky said with a glint in his eye.
Without thinking, I blurted out, "You should take him up on his offer babe."
Both Jen and Ricky looked at me. I regretted saying it. They'd been joking around, but now I was turning things serious.
Finally Jen said in an annoyed tone, "Sure, why not." She turned on the sofa and laid her feet on Ricky's lap. "Okay, do your magic," she said to him, shooting me a glare.
Ricky took off one shiny black high heel, and then the other, letting them drop onto the floor. He took a moment to look at Jen's pretty feet. They were petite and slim with an elegant arch, smooth and unblemished. The seam of her nylons ran across her cute toes.
Ricky began working her feet, digging his thumb into her arch. "Oh, that feels good," Jen said at the sudden pleasure. Ricky worked Jen's toes back and forth, rubbing this thumb over every ache in her soles. "You ARE good at this," Jen purred, closing her eyes.
Ricky massaged Jen's feet for a long time. She kept her closed, enjoying every second. Ricky slowly and subtlety changed from massaging to caressing, his fingers running lightly over the top of her feet, and around her slim ankles. Jen didn't react -- her eyes still closed -- but her cheeks blushed with growing arousal.
I watched with a growing erection as Ricky's fingers lightly caressed her stockinged feet. Ricky looked at me inquiringly, with a raised eyebrow. I nodded, even without knowing exactly what he intended. At my nod, Ricky grinned confidently at me, like he knew that would be my answer. Then his caresses ventured up Jen's legs, up her shapely calves. Jen still had her eyes closed, but she was definitely breathing harder. His fingertips lightly drew circles behind her knees and she gave a shudder. I followed Jen's legs from her knees to her feet. Her feet rested on his crotch, on the huge tent his erection formed in his pants. She wasn't moving her feet, but there was no way she couldn't recognize his hard-on for what it was.
I moved onto the sofa and shifted Jen so her back rested against my chest. She instinctively turned her head to me and we kissed. I reached to her front and cupped and fondled her breasts. She turned her body completely to me, pulling her legs away from Ricky's hands, and we made out passionately.
I found her zipper and pulled it down, but she reached back to stop me just as I passed her bra strap. She moved her lips to my ear. "Are you sure about this?" she whispered into my ear, so low Ricky couldn't hear. "My god Mike we're getting married in a week."
My lust was controlling me by then, not any good sense. I answered her question by tugging the zipper the rest of the way down. She looked into her eyes. She hesitated, although I saw arousal in her face too, unbridled excitement in her pretty blue eyes. "Fuck it," she finally said. She moved back to Ricky, straddling his lap. She put her arms around his neck and they kissed.
Seeing them like that made me lightheaded with excitement, their arms around each other, their lips locked together. Ricky pulled her dress down, Jen helping him by pulling away so it could fall off her arms. Jen's choice in lingerie had changed too over the last 3 years. In college it had all been simple cotton bras and panties. Now she always wore heavily laced push up bras from Victoria Secrets, and matching lacy thongs. The push up bra pushed her small, girlish breasts together in an enticing way.
Ricky definitely liked the changes, his eyes eating her up. He cupped her tits, rolling her nipples between his thumbs and index fingers. Her head rolled back as she moaned, and Ricky took the opportunity to kiss her neck, targeting one of her most erogenous zones just below her ear, and she moaned and writhed under his touch. I had to hand it to Ricky, he knew exactly where and how Jen liked to be touched.
They kissed and fondled each other for a long time. Finally they paused, pulling apart slightly, both of them panting. They looked deep into the other's eyes, and I got the feeling they'd forgotten about me. It was gut wrenching but delicious at the same time, something I'd dreaded but also longed for.
"Let's get this off of you," Ricky said, trying to push Jen's dress down her legs. She stood up to help him, and the dress fell to her feet. He grinned appreciatively when he saw her thigh high stockings, his fingers caressing the lacy stocking tops.
"I wear them all the time now," she said returning his smile, clearly pleased by his reaction. I felt like I was coming into the middle of a conversation, and their familiarity made my gut wrench with jealousy.
Ricky abruptly pulled Jen back into his lap, making her giggle. They kissed again, and their kisses got more and more passionate. Ricky laid her on the sofa, on her back. He pulled down her lacy thong panties, pausing to admire her bare pussy and run a finger along her trimmed landing strip. She pushed her pelvis up towards him. "Come on!" she urged him impatiently.
He smiled, somewhat smugly. He took off his shirt. I heard an intake of Jen's breath at looking at his bare chest. He was even more ripped than before, his pecs and biceps even more well defined, practically an 8 pack instead of 6. He took off his pants. Taking his cock in his hands, he rubbed the big head between her glistening pussy lips, making Jen groan. "Come on!" she said again, this time the words coming out like a plea.
I saw his muscular thighs tense, and then he mounted my fiancée, ramming his cock into her pussy. "Oh god," she groaned.
"You missed me babe?" he taunted her with a smile, pushing more of his thick cock into her.
"Oh my god, you're so big," she moaned breathlessly, "So -- fucking -- big!"
Ricky impaled her on his cock, burying more of his thick shaft inside her. Once he was balls deep, he put her stockinged legs on his shoulders and began pounding her. "Oh god oh god oh god oh god," she chanted over and over again as he rammed in and out of her pussy.
It didn't take long at all, pretty soon I saw her stockinged toes curl and I knew she was about to cum. Ricky sensed it too. He let her legs fall, and leaned forward and kissed her. Her back arched as her orgasm hit. He kept his mouth on hers, kissing her through her orgasm, and in fact she threw her arms around his neck, pulling him close to her. Moments later, Ricky's ass and thighs tensed, and on an inward lurch he kept his cock buried deep in Jen's pussy. He paused there, staying deep in Jen, as his back arched and his head rolled back, and then his body convulsed, his hips jerking over and over, his cock remaining all the time deep inside Jen, and I knew he was shooting his fertile seed as deep as possible into my fiancee's womb.
They lay entwined holding each other as they caught their breath, panting into each other's face. Jen wore a contented post orgasmic face. By chance she looked my way, and her eyes grew wide as if startled, like she had forgotten I was there. "Um, Mike, come here baby," she quickly said. Ricky pulled out of her. I got between her legs. Ricky's milky sperm spilled out of her pussy and streamed down her ass. It was the hottest thing I'd ever seen. I took my cock and plunged into her pussy, and within moments I was adding my cum to Ricky's.
Afterwards it was awkward with Ricky. As Jen had said, we weren't in college anymore. We all got dressed and had another beer. We talked about anything but what we'd just done, which meant we struggled to find anything to talk about. Ricky left as soon as he finished his beer.
The silence continued between me and Jen after Ricky left. Finally she said, "You're mad at me aren't you? I can tell, you're mad. I'm sorry, things got out of control."
I hugged her. "Honey, I'm not mad. Are you k**ding, you were fantastic! That was the most exciting thing I've ever seen!"
She looked relieved. "Ugh!" she suddenly groaned, dabbing at her jeans. They were moist below her crotch. "I've got to change," she said hurrying into the bedroom.
I followed her, and watched her peel off her jeans. Underneath she still wore the thigh high stockings, having dressed in a hurry before. Her upper thighs were moist, as were the tops of her stockings. I knew most of it was because of Ricky. I ejaculated a normal amount, but he always came gallons. Seeing all his cum on her thighs -- and knowing how much more must still be inside her -- got me hard.
Jen moved to peel off her stockings, but I stopped her. I pushed her on the bed and got between her thighs. "Already, so soon?" she giggled. I took off my pants and she saw my erection. "I guess so," she giggled again.
"God you look good!" I gushed, looking at her messy thighs. I opened her blouse. She still wore the push up bra. I ran my hands underneath the cups, pushing the bra above her breasts. I cupped her breasts, rubbing her nipples with my thumbs and index fingers.
She writhed at my touch, pushing her pelvis towards me. "Fuck me baby," she cooed.
I pushed into her. Having just cum less than an hour ago, I knew I'd last longer this time. I caressed her cheeks as I fucked her, looking deep into her eyes. "It looked so good watching Ricky fuck you. Did he fuck you good baby?"
Certain now I wasn't upset or mad at her, she nodded enthusiastically. "You saw him baby! He's sooooo big, he fills me up so good! And his body, oh my god, thinking about him makes me tingle!"
"Is he bigger than me baby?" I asked, slowly moving in and out of her. "Does he fuck you better than me?"
This is something we'd added to our pillow talk since college, her telling me how her fantasy lovers were better equipped than me, how they fucked her better than me. The humiliation angle turned both of us on. But this was reality now, not fantasy, and she hesitated.
"Come on baby," I urged her, kissing her lips and cheeks. "Tell me, you know I love it. Tell me the truth, come one, tell me."
"You want the truth, huh?" she said with a crooked smile, her look part excitement, part taunting. "You want to hear how much bigger he is than you? How he hits places in me you can't? I love fucking you baby, you know I do. But you don't even compare to him. Ricky's soooo good. I practically pass out when he makes me cum. You've never done that to me."
I stopped moving, wanting to make it last. Her words hurt and titillated at the same time. So delicious. Soooo delicious. And I knew she was telling the truth, too, by how passionate she'd been with him, by the pure ecstasy on her face when he'd made her cum.
She could tell I was loving it, eating up all her words. She gave me a crooked smile, and with a twinkle in her eye, she pulled my head close to hers. "You want to know something else?" she whispered into my ear. "Right now, I can barely feel you in me. That's how much Ricky stretched me out."
That pushed me over the edge. I grunted and lurched and came. Afterwards she started taking off the stockings, but I begged her to leave them on. "God you're so kinky!" she said laughing. Twice that night I woke her up and fucked her.