The following story is true, expect for the parts that aren't true. The names of the people in this story have been changed to protect the innocent and/or guilty, depending on your point of view. Thank you for taking the time to read my story, and I hope you enjoy!
<<Present day, part 1>>
The rain was coming down at a steady pace as Emma made her way into the café. Emma was definitely attractive, in her late 20's, standing taller than most women at around 5' 9" with an athletic figure and dressed very smart as a young urban professional, with her black umbrella, black leather jacket over top of a blue male-style dress shirt, a black skirt, black leggings showing a touch of ankle as they didn't quite reach down that far, some brown leather boots that went up just past her ankles, and a large leather purse on her left shoulder. Her hair was long and brown, and she let it flow back and a bit over her right shoulder. She was damp but not too bad off, the umbrella keeping the worst of the rain off her as it continued to fall.
She walked in the cafe; the place was almost empty, save for a couple in one corner and a young lady by herself in a booth by the window. Emma headed over to the counter, got herself a beverage, and walked over to the booth with the solitary young woman. The woman had noticed Emma by this point, and, smiling, she got up and gave Emma a big hug. Emma smiled lightly and gave her a big hug back with one arm, the other protecting her drink and purse, and the two ladies gave themselves a quick peck on the cheek before going to the booth. Emma closed and hung up her umbrella and coat; the coat was still wet so she took a moment to wipe off some of the excess water before placing her purse on her side of the table and taking a seat.
Across from Emma sat her friend Lorraine. Emma and Lorraine were about the same age, with Lorraine a touch shorter, blonde hair to Emma's brown, not quite as fit but with a nice body, and much bigger boobs, something that had always vexed Emma, who was quite flat-chested. Lorraine had her hair done up in a double-dutch braid ponytail and was dressed in a white blouse and blue blazer, with blue dress pants and a pair of expensive black pumps to match the outfit. Her Prada purse, which itself probably cost more than everything Emma was wearing, lay on its side on the table beside her muffin and away from her drink. The two shared pleasantries and Lorraine gave Emma an overview of how her recent conference had gone.
Lorraine talked for a while, telling Emma everything that happened; the people she met, the talks she heard, and the restaurants she'd gone to. Lorraine mentioned how there was some excellent places to shop and showed Emma her new shoes she was wearing. She said she picked up a couple of outfits but they were with the tailor getting sized. Lorraine promised her friend she would show her them as soon as she could. Lorraine pulled out a little box from her purse and passed it to Emma; Emma opened the box and saw a pair of beautiful golden dragonfly earrings. After thanking Lorraine for the gift, Emma looked her friend in the eyes and said to her with heavy eyes in an ominous way, "Lorraine, I need to tell you something..."
<<Three months ago, part 1>>
Emma walked out of her friend Lorraine's bedroom, having changed into a pair of her comfy warm fleece pajama's. Emma and Lorraine first met about ten years ago in their final year of high school; Emma's parents had transferred to the area, and Lorraine, a somewhat recent transplant herself, welcomed Emma, and they became fast friends. They went to the same College for the next four years, but afterwards were separated as Lorraine went out of state to get her law degree while Emma stayed in the city, doing some media work with a local ad agency. They met up again two years ago, when Lorraine was offered a position at a local law firm; she immediately looked up her old friend, and they've been inseparable ever since.
Lorraine, who was sitting on the couch, feet up on the other spot and eating popcorn from a bowl, turned her head slightly and said, "Can you get the wine from the fridge? Middle shelf, right hand side; the red, not the blush," holding up an empty glass to show her friend and waving it gently from side to side as if to say that something was wrong with this picture. Emma wasn't much of a drinker but she made an exception when she was with Lorraine. She would limit herself to one glass though, even though Lorraine would likely insist that Emma have another because 'this was good stuff'. Emma grabbed herself a wine glass and the bottle from the fridge. She went into the drawer to grab the bottle opener; after a hard-fought minute, the bottle was forced to relinquish its coveted seal with a light 'pop' and a fragrant aroma.
After Emma made her way to the couch and threw her friend's feet to the foot with an audible pout, the two shared some wine and talked. As girl talk is want to do, eventually the subject migrated just about everywhere, from nail polish to parents to work, and then eventually to men. Emma knew a lot of the details but not all of them; Lorraine had met a new guy about three ago, Michael, and they'd gone on some dates. Last time she had any intel the courting wasn't serious but Lorraine was still with this guy at least as far as she knew, so Emma figured Lorraine liked him. Emma had never met Michael though but not for lack of trying; Emma was single so a double date wouldn't quite work, and Michael worked odd hours, which didn't help.
"Emma, I really need your advice. My relationship with Michael is going fine, it is, but it's just that, fine, and it's all my fault," Lorraine said, her eyes dropping a touch and her cheeks starting to flush, as she continued, "I'm attracted to him and he's attracted to me I think. The problem is we tried to have sex...and I just couldn't".
Trying her best to help Emma offered, "Couldn't? Were you nervous? That happens to me sometimes, I've..."
Lorraine cut her off, "Nono, it's not that. I don't know how to put this; I'm scared it wouldn't fit, and then I was scared it would fit. He's a lot bigger than any other guys I've been with."
Emma's eyes perked up and she asked a little excitedly, "Well, how big is he? Can I see it?" with a smirk starting to form on her face.
Lorraine grabber her couch pillow and whacked Emma on the arm with it, getting a responsive 'Oh, what was that for?!?!' from Emma before they both made sure no wine was accidentally spilled, as Emma was still holding her wine glass in the other hand. Satisfied that no wine has been lost, Lorraine continued, "I'm being serious. We tried to have sex, and I wanted to go on top so I could control him a bit. I was ready, that wasn't a problem, and I tried to have sex. I had the tip right there, but I was struggling, and then all of a sudden I got flooded with emotions. I started to cry, and then I rolled off him, and then I got embarrassed because I was starting to cry, and then I started to cry because I got embarrassed; God I hope he doesn't hate me!"
And with that Lorraine started to get a little misty in her eyes. Emma reached over and gave her friend a big hug. She hadn't been with a guy that, at least as far as she knew, would make it difficult for her to have sex. Emma had not been with a lot of guys, having been busy with softball and track in high school and College, and trying to start her career the last few years, that she's not really had much experience in the ways of dating. She'd been on dates before, and she'd been with guys before, but for the most part Emma admitted to herself she had no clue. Thinking of a way to help, Emma gave Lorraine a squeeze, pusher her back but still held her shoulders, and said, "I know, let me paint your nails; that helps me to relax."
<<A few days ago, day 1>>
Emma drove up to Lorraine's house. The neighbourhood was still asleep; the sun was just starting to come up over the horizon, a nice old man walked down the street for his daily walk, birds singing morning songs in the trees. Lorraine's BMW was in the driveway, the trunk open and a couple pieces of luggage already in it. Beside her car was a black Ford F-150, which was Michael's truck. Michael was an electrician, and as it wasn't even 6:00 am, she figured he had helped pack before work. Emma parked her Honda Civic behind the pick-up, figuring Michael was going to be here for a while longer than Lorraine was. She got out of her car and went to the front door, which she found was slightly ajar, so she walked in and looked for Lorraine.
The wait wasn't long; Lorraine was walking around, looking for something. She was wearing a business suit, pencil skirt, and nude nylons in her stocking feet. Lorraine was walking up the stairs, and Emma took the opportunity to check out Lorraine's legs and ass. Emma was straight, but she wasn't against taking the odd peek at a woman. She couldn't say for 100% sure that she wouldn't sleep with woman, but even if she did it probably wouldn't be with Lorraine as that would be weird. In the hallway right in front of her stood Michael; he stood around 6' 2", with broad, powerful shoulders and calloused hands. He was wearing a pair of work coveralls, which complimented his 'handy man' look nicely. Emma smiled, waved, and gave him a quick hello.
Emma had met Michael a few times in the three months since her sleepover with Lorraine so she knew him a bit, but she hadn't had a chance to get to get to know him. Emma was still single, something that vexed her Mother as being single wasn't likely to produce Grandchildren how she preferred, and Lorraine, as it made double dating tricky. Emma walked past Michael and looked for Bruno, Lorraine's Rottweiler. His was in the kitchen, pacing around the room and trying to bring Emma's attention to his food and water bowl. His bowls were empty and he was looking at Emma with hope in his eyes; Emma made a goofy face at Bruno, rubbed him under his chin, and filled his bowls with food and water before heading back to the stairway.