Hi, I'm Jade. You may have heard about me from Becky, who is the wife of my best friend Sam [In her story: A Pantyhose Wrestling Spectator]. But now I'm going to tell you a story of my own.
My dating life over the last few years has been little short of disastrous. And no one that I know understands how I'm still so completely single -- as honestly, I'm cute as a button...haha. I mean, I'm 5'7" and around 120 pounds, with a pretty face and a killer bod (so I'm told!), and I have short auburn hair and green eyes.
I've been single now for a few years, and apart from a few flings (including a couple of dalliances with Sam and Becky) I've been not only single but also pretty starved of company, if you know what I mean. And in that time, every man that I've dated has been a complete and utter loser. Most of them haven't even made it to a second date! That's why I've decided to broaden the field. Having had so much, very unexpected, fun with Sam and Becky in the bedroom and having seen how happy being with a woman has made my best friend, I've made the decision to try dating women.
I joined a dating website for women looking for women. And, if I say so myself, I've had quite a lot of interest. I've been exchanging messages with one woman, Erika, for a couple of weeks and we seem to have hit it off, so tonight we have our first date.
* * *
Here I am sitting alone, waiting for Erika to show. She's not late, but I have a habit of always being early for important meetings. I've dressed to impress, as you might expect for a first date in a stylish restaurant (her choice of venue). I'm wearing a slightly sheer, platinum colored blouse, over a black, full cup lacy bra, with a short, black pleated skirt, sheer, seamless black pantyhose, and black heels. An outfit I had deliberated over for hours; walking that fine between classy and enticing.
Erika has just walked in. She's an attractive 'older' woman (around 40), shoulder length brown hair and hazel eyes, around 5'5" and 130 pounds, with a shapely but obviously well looked after 'bod'. As I look at her, I am struck by how similar she is in age, looks and physique to Sam's wife Becky and I start to wonder if subconsciously I'm looking for an exact copy of what Sam has!?!? But before my mind starts to wander too far, back to the beautiful Erika. She's looking stunning, wearing a short, cobalt blue cocktail dress, sheer nude pantyhose and blue, satin pumps. Wow, she looks good. Not good for her age. Just good.
Erika finds me, we politely introduce ourselves (as even though we've exchange loads of online messages, this is still our first meeting) and she sits.
We make small talk for a while, as we study the menu. She seems really nice, and I'm at ease as we chat. The waitress comes and takes our order, as Erika and I continue to get to know each other. We eat, we drink and we talk. This date is going great. The most comfortable I've felt on any date in years, never mind a first date!
Things turn a little more intimate, as I ask Erika about herself in more personal detail. She tells me that she first came out in high school, first to her mom, then to her best friend who she had a crush on. And whilst nothing happened with her friend, they remained close and Erika started to date another girl from school. Then at my urging, she tells me about the two long-term relationships she's been in as an adult. The most recent, which lasted for 10 years, only ended a few months ago, and this is her return to the dating scene.
She then turns the focus onto me. I tell her about my disastrous dating history with men. I tell her about my best friend, Sam and her wife Becky, effusing over how great their relationship is and how it makes me want what they have. And in a moment's indiscretion, I tell her about my little dalliance with them both (though not nearly to the extent of what actually happened).
As I tell my story, I start to think about Sam telling me about her seduction of Becky, on what became their first date. And the inspired by Sam's success and by how well the date is going so far, I decide to take a leaf out of Sam's book. I slip off my shoe and start to play footsie with Erika, and whilst she doesn't outwardly acknowledge it, she seems fairly receptive. Taking encouragement, I decide to take a bold step and replicate Sam's actions from the story she'd told me, and I slide my foot up my dates' leg and under her dress.
With that, Erika surprised me as she pulled away. Scooting her chair back and then standing.
"Look. You seem like a really nice girl but I'm looking for something more than being someone's lesbian fantasy fling. So sorry Jade, but I'm going to say goodnight." Erika informs me.
"I'm sorry. I went too far. Please sit down and we can wind the clock back 5 minutes and go back to our lovely date." I plead. Feeling rather displeased with myself.
"Sorry. I think this is for the best. I hope you find what you're looking for." Erika replies firmly.
Throwing money on the table. More than enough to cover dinner.
"Dinner is on me." She adds.
I feel distraught and more than a little embarrassed. I try to discreetly look around me, avoiding eye contact at all costs, to see if anyone had noticed. No one is staring, so either no-one noticed (to be fair to Erika, she didn't make a big show of her departure) or people are being sensitive to my situation.
And whilst I may have the cash in front of me, I still haven't paid the bill. So I signal the waitress and gesture for the check. She smiles, goes to the till, and then makes her way over to me.
"Here's your check. I hope everything was to your satisfaction." She says chirpily.
"It was fine." I reply, concisely. Placing the cash on her tray before she's even had time to place it on the table, in my haste to get out of here.
"May I say something?" the waitress asks.
"Sure." I answer, being polite. Though I'm not really in the mood for conversation.
"Don't worry about her." The waitress gestures, with a nod toward the empty chair. "Believe me, if a beautiful woman like you wanted to give me a footjob, I wouldn't be running away."
I blush. I mean, I really blush. If I was embarrassed before, I am truly mortified now. But then thinking of what had just been said, I regather myself and my boldness returns.
"What time does your shift finish? Maybe we could put that to the test." I tease.
"Actually, I'm off duty in about 30 minutes. There's a bar around the corner, you could go there and wait for me." The waitress suggests.
"I'll see you there." I say, as I stand and walk away from her.
Before I leave the restaurant, I turn to take in the sight of my second date of the evening walking away from me. She's so the opposite of Erika. Young, like 21 young. And petite, probably only about 5'1" and I'd say under 100 pounds. She has short raven-black hair, and such a tight but curvy, killer body. Oh my goodness, how the hell didn't I notice her earlier. I was so focussed on my date, I hadn't even seen that ass walking away from our table. Just WOW!
* * *
Here I am, sitting in a bar, on my own, waiting for my second 'first date' of the evening. And it was only after I ordered a drink, and found a seat in a secluded booth in the corner of the bar (somewhere that a lady drinking alone, doesn't feel too self-conscious), that I realised that I don't even know the name of this young woman that proposed this liaison. Nevertheless, I wait.
It's been around 45 minutes and I'm starting to feel that I may have been stood up. Maybe she was just teasing me. Maybe she got a better offer. As these dark thoughts are racing through my mind, they are suddenly halted by a picture of pure sex. My date has arrived, and she has changed her outfit, she wearing a tight white top, a red mini skirt, sheer black pantyhose and black, knee-high stilettoed boots. She's slicked back her black hair and applied just a little make-up to her flawless, young skin. She makes her way over to me, making a pitstop at the bar to pick up two drinks, which she carries over to our table.
"I hope the tip I gave you for dinner, covers you bringing drinks to me here too." I laugh as she arrives in front of me.
"I'm afraid not. And my off-duty rate is more than money can buy." She teases. With that she leans forward to greet me with a kiss. Not a long kiss, but more alluring, than a welcome to a stranger.
"I think I may be able to cover that service charge." I giggle. "But before we go on. Can I get your name?"
