My girlfriend Jessica and I have been dating for six years and sharing an apartment for two. We plan to get married, but first we are putting away money for a down payment on a house. Jessica is a petite, mousy brunette. Her face is cute, although not really beautiful, but she has a smoking hot body. We started dating in college. Back then, Jessica she was shy and extremely self-conscious about the size of her breasts, which are firm but incredibly large for a woman so small. On her slender frame they are impossible to ignore. Her nipples are small, perfectly round nubs, and they are seemingly always hard, making them completely obvious through any kind of light clothing. For years, Jessica wore baggy, loose-fitting tops and was always complaining that they didn't do enough to hide her enormous chest. It didn't help that her bras were always too small. It is nearly impossible to shop for bras in size 32EE, so Jessica was often forced to wear a DD, which would struggle to contain her huge jugs. Of course, I've always loved her tits. The great thing about them is that, in addition to their size, they are incredibly sensitive. When I play with her nipples, her legs start to tremble and she whimpers with lust. It's like her nipples are directly connected to her pussy. Jessica can have an orgasm just from having her tits played with—especially if I am a little rough with her nipples. That makes her crazy.
These days, however, that has been happening less and less frequently. Jessica has grown restless and unsatisfied with our small apartment. She wants to buy a house. I mean, we both do, but Jessica is especially determined that we move into a house of our own as soon as we possibly can. Her mind is so preoccupied with thoughts of getting out of our apartment that she seldom seems relaxed and in the mood for sex. In order to save for a down payment, I've taken on as many overtime shifts as I can get. By the time I get home from my job as a security guard at a mid-sized, family-owned bank, I'm usually too tired to woo her into a more receptive mood. Besides, I have never felt completely adequate in bed with Jessica. She never complains, but she never really compliments my performance either. My penis is average or maybe even a bit smaller and, on the rare occasions when Jessica wants to have sex, I don't last too long.
I've known for a few years that Jessica has unfulfilled sexual fantasies, but she doesn't share them with me. I only found out by mistake. Two summers ago, she happened to leave her cell phone lying around on the table when a text popped up from her best friend, Lauren. Lauren is a sultry-looking redhead whose breasts, while not as large as Jessica's, were plump and enticing in their own right. Jessica had gone out with Lauren the night before, telling me they were going to have a low-key evening, staying in to drink wine and maybe watch a movie together. Well, apparently the movie they chose was a porn film because Lauren's text was very dirty. She texted my girlfriend to say that she couldn't stop thinking about that one guy with the huge cock. Her use of the word "cock" is what caught my eye. Picking up Jessica's phone, I quickly read the exchange that led up to this. I was shocked by what I saw. It seems Lauren wasn't the only one who was transfixed with this big dick. My little Jessica's texts weren't as explicit, but what they implied left me reeling. She wrote two words that I'll never forget: "I wish."
I asked Jessica about her night with Lauren, but she never gave me any hint that it involved watching porn and fantasizing about some well-hung stud. We did have some hot sex after that—but I knew from then on that my cock would never satisfy her. She wanted more.
Jessica, now in her late twenties, has become more confident. She's stopped hiding her figure and has started wearing clothing that actually shows off her big breasts. Jessica works out a lot, so she's always prancing around in a pair of yoga pants that makes her tiny ass look amazing, with a tank top stretched to the limit by her amazing rack. She is so short that the deep cleavage bursting out of her tank tops is on display to nearly everyone who sees her. I find this exciting, but it also worries me because of all the male attention she now gets.
It all came to a head at a large pool party my boss Jeff recently threw at his house for our entire company. Jeff is divorced, about forty-six years old, and lives in an imposing mansion on several expertly landscaped acres. He has an Olympic-sized pool, a hot tub, and a patio with an outdoor bar. Jeff's house sits up on a big hill, with a three-hundred-yard driveway leading to it that keeps the place secluded. Jeff inherited the house, and the bank, from his father, and he really loves to throw his money around. Jeff played lacrosse in college and is still in peak shape, standing about six and a half feet tall and carrying about two hundred pounds of solid muscle.
I suppose it all began with the bathing suit Jessica bought for the party. It was a tiny bikini that barely hid anything. Her tits are so big and full that the bikini top only covered about half of each breast. From the side, in fact, you could see nearly her entire breast. The bikini bottom left most her little ass exposed too—it wasn't quite a thong, but it didn't leave much to the imagination. I told her that there would be over fifty people that I work with at this party and that she would probably be more comfortable in a modest bathing suit or a cover-all. The truth was that I would feel more comfortable if she wore something less revealing, but I wanted Jessica to think it was her idea to leave the string bikini at home. It didn't work. Jessica just laughed a little and told me that her new suit was in style this summer and that I was being ridiculous, whereas I should've been proud to be with such a confident woman.
When we arrived, Jessica had on a short terry-cloth robe that she wore over her skimpy suit. Looking around, I realized to my dismay that most of the other bank employees hadn't brought their wives or girlfriends. They were scurrying around the party, tending bar, keeping the food stocked and so on. Jessica sauntered over to the hot tub and slipped off her robe, putting her deep creamy cleavage on display in the process. She looked stunning. She began rubbing tanning oil on her body, and those huge, firm tits of hers were just jiggling and bouncing around. In a matter of minutes a small crowd of guys had silently taken up strategic positions around her just to leer at her body.
Just then, I got pulled aside by a co-worker who wanted to talk about last night's Orioles game. As he chatted my ear off about double plays and innings in relief, Jessica wandered in the direction of some chaise lounge chairs arranged between the hot tub and the pool.
Jessica was sprawled out, drink in hand, with her knees slightly up, when I walked over and realized that, in this position, her fetching little bikini bottom was completely inadequate: there were small tufts of pubic hair visible for everyone to see. Jessica keeps her pussy neatly trimmed, but with a suit this size, there just wasn't enough coverage. So imagine me standing there, asking her if she'd like me to get her a drink, knowing that about ten guys I work with were staring at her nearly naked body all afternoon long, and I couldn't do a thing about it. I just tried to enjoy the party, but it was tough.
After we'd all been drinking and catching rays for about two hours, my boss Jeff came up to me and told me it was my turn to be bartender—he needed me for a two hour shift. As I moped off to my bar tending duties, Jeff put his arm around Jessica's waist and said, "Don't worry. I'll keep your girlfriend entertained." She'd already had a few drinks, and I could see by the glazed look in her eyes that she thought Jeff was hot.
I manned the bar, about thirty feet from the hot tub, and did my best to keep the guests supplied with drinks. I could see Jessica moving through the party on Jeff's arm, laughing and whispering to each other and schmoozing as if they were a couple. All I could think is that her bathing suit was way too small. Her breasts and ass were only minimally covered by a bikini whose strings danced seductively as she let Jeff lead her around the party.
While I was bartending, someone turned up the music playing on the outdoor speakers so people could dance on the patio. Only a handful of ladies joined in because so few of my colleagues had brought a date, but as I scanned the swaying couples, I spied Jeff and Jessica in a dark corner beyond the hot tub, locked in a slow dance. Instead of keeping a polite distance, that asshole Jeff pressed her so close that her breasts were flattened against his stomach. I could tell from the way that she danced that she'd had too much to drink, which always makes her horny. As they danced in small circles in the far corner, Jessica kicked off her shoes and stood with her bare feet on top of Jeff's expensive-looking leather shoes. Jeff took her small hands in his giant mitts and slow danced her around the patio, periodically leaning in to whisper in her ear. I couldn't bear to watch.
About that time, we ran out of white wine at the bar. Someone directed me to the basement, where there was supposedly a large supply of wine and liquor. I went downstairs and gazed in awe at Jeff's expansive wine cellar. It had elegant built in bottle holders that put each bottle on exquisite display. I was rummaging lazily in the back, half staring at my rich surroundings and half looking for white wine, when I heard my girlfriend's voice. "Jeff, where are you taking me?" Jessica giggled.
Jeff told her he wanted them to cool off for a minute out of the hot sun, and thought she might enjoy seeing his wine collection. I crouched down behind the farthest wine rack—I was only about fifteen feet away from them.
Jessica replied with a exaggerated little girl voice, cooing that she didn't know anything about wine, except that she liked to drink it. She punctuated her innocent act with a giggle. Jeff responded to her playfulness by swooping behind her and grabbing her at the hips, where the strings of her bikini bottoms beckoned, and he began subtly grinding his crotch against her adorable little ass.
"You have a tight little body, don't you?" he said. "Do you know you've been driving all the men at this party crazy?"
My girlfriend giggled again, but quietly this time, her voice soft and feminine. She stood still and wide eyed while Jeff's grinding became more obvious. Instead of pushing him away, Jessica leaned back into him, fluttering her eyelids as she slurred, "My boyfriend is really mad at me. He thinks my bathing suit is too small."
