Difficult Choices Ch. 02

But Wendy had to ask, "Any guys there you wish you could have another chance with?"

Forcing her mind to conceive an answer that would not give anything away, Samantha answered, "I can't say that there was." That was a very deceptive answer that could be interpreted as, there was, but I can't say it. Samantha simply was not ready to discuss it. To quickly change the subject, making it sound casual, she asked, "So, what did you do?"

"I worked in the Urgent Care Clinic yesterday," Wendy reported. "The powers that be like us to do that occasionally so we don't become lazy and complacent."

"Sounds like fun," Samantha remarked with a facetious grin.

"It can be."

Topping off each of their wine glasses, Samantha said, "Go make yourself comfortable while I clean up." She watched Wendy rise from the table and head off to the bathroom. Undoubtedly, her friend probably wanted sex. When she had called this afternoon Samantha had thought she'd wanted some transition time, but upon reconsideration, perhaps it might be good to see if she would still enjoy doing it with a woman.

A few minutes later when she finished cleaning up the kitchen, Wendy had not reappeared in the living room. Heading down the short hallway, the bathroom door was open, so she moved on to her bedroom. She wasn't surprised to see her friend in her bed leaning against pillows propped against the headboard. Fortunately, Samantha had washed the sheets and made the bed, so all evidence of the night before had been eradicated.

Looking up, Wendy spread her legs and patted the space between them.

Not sure what her friend wanted, Samantha complied, easing into the offered spot, but with her back to Wendy and leaning against her. The doctor pulled her friend's hair back and placed her hands on the woman's shoulders.

"So, do you miss having a penis?"

"I never had one in the first place," Samantha quipped.

"You know what I mean," Wendy said, with a polite giggle.

Frowning because she knew Wendy couldn't see, Samantha pointed out, "You already asked me that."

"No, I asked if you reconnected with any guys you wanted a second chance with."

"Well, I guess my answer would be the same. Why? Are you worried?"

With a shake of her head, Wendy explained, "I was just thinking that if the wedding had stirred something in you, we could get a strap-on."

"A strap-on?"

"Yes. It's a—"

"I know what it is." This wasn't where Samantha had thought the conversation was going. "Why? Do you want to get one? Have you ever used one?"

"I was with a girl one time who had one and used it on me."

"Did you like it?"

"It was a different way to have an orgasm." Wendy had been massaging Samantha's shoulders.

"It seems to be that if you want penetration, you might as well have a real cock."

"A real cock is attached to a real man," Wendy noted. "I rarely have use for one of those. Besides, a strap-on stays hard."

"Not even just to get off?" Samantha wanted to know.

"Like I said, very rarely. Besides, guys just have to make it complicated."

"Maybe you just haven't come across the right one," Samantha suggested, becoming very relaxed. "Maybe there's a guy out there like you who just wants simple sex with no strings or complications."

Wendy softly ran her hands down Samantha's arms. "A guy is just not important to me. If I want penetration, I have dildos."

"I tried those after my husband and I split," Samantha admitted. "Didn't really care for it. Just hard metal or plastic." She felt as though she could fall asleep cradled in Wendy's arms, and in fact, hadn't realized her eyes were closed when she felt her friend kiss her forehead. With effort, she tilted her head further up and smiled.

Wendy kissed her again as her hands traveled over Samantha's chest and on to caress her breasts. Samantha tilted her head up more and their lips met. Undoing a couple of buttons on Samantha's pajama top, Wendy was able to cup bare tits, eliciting a satisfied moan. The doctor then undid all of the buttons and spread the flaps apart to completely expose Samantha's breasts.

Samantha pulled herself up so their heads were at the same level, and so they could kiss better. Wendy also massaged Samantha's breasts a while longer, finally completely removing her pajama top. Wendy's hand then found its way to the drawstring of her friend's pajama bottom. She tugged on it to loosen it thus allowing her hand to slide under the elastic waistband where she found a moistening pussy.

After only a few seconds, it felt so good that Samantha loosened the string even more to remove her pajama pants entirely. Despite whatever thoughts she'd had about Tim and being with a man, one fact she could not deny: Wendy knew how to make her horny—even as tired as she was. Wendy slid out from behind her pushing her down onto her back so the doctor could tug the pajama pants down and off.

It was then that Samantha noticed that Wendy had apparently removed her own pants before making herself—or as part of making herself—comfortable. As she pulled her own top off, she had either come braless, or had removed it and put her shirt back on.

Wendy spread her friend's legs and gently inserted a couple of fingers in Samantha's wet pussy. But the latter only allowed her friend to finger fuck her for a minute or so before sitting up and pulling Wendy's panties down. The doctor quickly assisted in removing them completely. Both on their knees, their lips again came together in a tender kiss.

There was so much to be said for being bisexual, Samantha thought: intense fucking with a man and tender loving with a woman. If she could get Tim and Wendy together for a threesome, life would be complete. As Samantha bent to suck one of Wendy's nipples, she wondered what Tim's reaction would be if he knew of this relationship with another woman. Somehow, she felt he'd react better than Wendy would.

Now Wendy became the aggressor again and forced Samantha supine once more. She licked her fingers, and Samantha anticipated more finger fucking. Instead, Wendy rubbed the other's pussy with the saliva and then did the same to her own snatch. She then straddled one of Samantha's legs and positioned herself to rub their pussies together. This was one exercise Samantha had come to really enjoy. The saliva wasn't necessary; they were both wet enough. And it was definitely something she couldn't do with a man. The soft bed made the tribbing all the more effective. It didn't take much for them to come together in deeply satisfying orgasms.

But Wendy couldn't wait too long afterward to taste the fruit of their climax. And after a few licks, Samantha wanted her sample. When she looked up with her face smeared with their cum cocktail, Wendy grinned and pulled her up. She licked the goo off before mashing their lips together. They were in a missionary-like position, and Samantha could feel Wendy's pussy pressing against hers so she naturally started rubbing, and within seconds, the two were grinding their vaginas again, and as before, they each had a fulfilling orgasm.

Once their heavy breathing subsided, they lay next to each other facing each other.

"That was so good," Wendy purred. "I really needed that."

"Yes, it was. You really know how to light my fire."

"I'm glad. I like being with you."

"I like being with you, too." Samantha had to caution herself not to become too committal what with a Tim lurking in the shadows.

"But," Wendy said, slipping out of bed, "tomorrow is a workday."

"You're leaving?"

"Yeah," Wendy grimaced. "Big staff meeting early in the morning before we start seeing patients." Once dressed, she bent over and kissed Samantha passionately. "Call you tomorrow."

Basking in the afterglow of what turned out to be an enjoyable evening, which was actually the culmination of a spectacular weekend, Samantha drifted off to sleep somewhat confused that she had experienced fantastic coitus with a man for the first time in months and was also extremely satisfied by the unexpected pleasure of sex with a woman. Her confusion arose out of the notion that she should enjoy one more than the other, and that the one should be hetero-sex since that is what she had grown up with. But she found that she would be hard-pressed to choose one over the other.

On the other hand, Samantha wondered why she couldn't just be happy enjoying it both ways.

* * *

Her phone rang and she scooped it up like she always did expecting it to be an employee with a human resources issue. Samantha was pleasantly surprised by the familiar baritone voice.

"Hi, Samantha," Tim nervously greeted.

Hi, yourself," she responded in a suddenly satiny tone.

"I hope I'm not calling too soon."

Samantha frowned. "Too soon? What do you mean?"

"Well, we were just together Saturday night—"

"And Sunday morning," she added with a devilish grin.

That seemed to unnerve him. "Yes. Well, I haven't been able to stop thinking about you and, well, I, I would like, that is, I was wondering if we could get together again." He quickly cleared his throat.

Trying not to sound too eager herself, Samantha said, "I think I'd like that. When did you have in mind?"

"I'm completely open. How's your schedule?"

"The same."

"Oh, well, good." Tim paused for a second, thinking. "Well, uh, is tonight too soon?"

"Tonight would be just fine."

"Shall we make another attempt at Russo's?"

With a grimace, Samantha said, "Actually, a girlfriend of mine brought take-out from there last night, so I'm game for anything but Italian."

"I understand. How about seafood? Portofino is on the waterfront. It's got an Italian name, but it's really not Italian."

"Sounds perfect."

"What time would you like me to pick you up?"

Samantha thought for a second. "I'll need to run home first."

"No problem. Say six?"

"See you then."

When she hung up, Samantha felt a rush of excitement. And then the phone rang again, but this time it was her cell. The caller ID revealed it was Wendy. On a high because she was going to see Tim after work, she decided not to answer.

* * *

An employee matter arose late in the afternoon causing Samantha to barely beat Tim home. Seeing that she was a bit frazzled and hearing the reason for her delay, he assured her that time was of no importance. However, upon greeting him at the door, Samantha was at once smitten by his dazzling appearance and plotted in her mind that they would be each other's appetizer.

She excused herself to quickly change, and again, he told her to take her time. She closed the door to her bedroom, although she wasn't sure why. They had obviously been intimate enough for it to be unnecessary.

"How's the computer working?" she heard him ask through the door from down the short hallway.

"Haven't used it since you fixed it," Samantha shouted back having stripped down to her lacy white bra and string panties. She considered what to change into; something sexy, but as she shuffled through the clothes in her closet, standing in her underclothes only served to heighten her arousal, but didn't produce any appealing apparel. For good measure, she rummaged through a couple of drawers; however, it wasn't until she came across a pair of sheer white thigh-high stockings that naughty thoughts filled her head.

Without further thought, Samantha slipped them on and studied herself in the full-length mirror. She liked what she saw.

"You don't have to get all dressed up," Tim said through the door. "You looked just fine."

With a devilish grin, Samantha asked, "Are you sure?"

"Positive. I'll take you any way you are."

Climbing on the bed, she stood on her knees. "Is this overdressed?"

"May I come in?" She could tell he was right outside the door.

"Of course."

When Tim entered, Samantha was running her finger up and down her bra strap. If he was shocked, he didn't show it, and instead, sat on the foot board. "Well, it certainly is seductive. I particularly like the stockings. Never understood why women stopped wearing them."

"I'll wear them for you any time you like," she purred seductively.

Tim walked around to the side of the bed. Samantha reached out and slipped her four fingers into the slat between two buttons on his shirt and pulled him closer. He knelt on the bed facing her.

"So, I guess we won't be dining out again tonight," Tim surmised.

"Not necessarily. Maybe this is just an appetizer. Would you like a taste?"

He leaned in and kissed her. "Yum."

As she had Saturday night, she liked the firmness of his kiss in contrast to the delicate method of Wendy's. Strangely, she realized at the moment, she felt no guilt about her "girlfriend." It was as though—how did the old song go?—she loved the one she was with.

Tim cupped her breasts in each of his hands while kissing her neck and back up to her lips. This time it was more passionate. He let his hands travel down her sides where he palmed each of her ass cheeks before slowly moving up her back until he encountered the clasp of her bra. Samantha giggled as he deftly unhooked it and removed it. He then sucked each nipple lovingly, manly.

"You have such beautiful breasts," Tim commented. "And tasty, too. Good choice of appetizer!"

With a giggle, Samantha said, "Then indulge yourself." She fumbled with the buttons on his shirt.

His mouth never left one of her nipples as he lowered her to a supine position. By now, she had managed to undo all of his buttons. He removed his shirt before pressing his chest to hers. Kissing again, Samantha deftly undid his belt, pants and zipper. Rolling him onto his back, she slid down. She fished out his magnificent cock to enjoy her own appetizer. But with only the shaft poking out of his underpants, she wanted more, so he assisted her by pushing his pants and underwear down to his knees.

Now, she became aggressive in sucking his dick. As she concentrated on what she was doing, Samantha's mind wondered what it was about Tim's penis that made her so enjoy mouthing it.

"You're good," Tim couldn't help telling her. "But I can't wait to be inside you."

"And I can't wait to have you inside me. So, let's just skip on down."

Tim didn't wait for her to take further action. He quickly turned her on to her back and yanked what there was of her panties off, but left her stockings on. He'd never fucked a woman in just stockings and it was a real turn-on. As soon as her panties were off, she spread her legs, and a second later he was sliding his cock in. They moaned together in two-part harmony. But as urgent as they seemed to be he pumped slowly wanting to feel every part of her. Leaning down, he kissed her lips, and then sucked her nipples before she urged him to go quicker.

As charged up as she was, the faster pace had her coming in seconds. The thrill of making her achieve a quick orgasm also served as additional stimulus for Tim. He had to hurriedly pull out and spend himself on her abdomen in a copious amount.

Though Samantha's eyes were closed as she enjoyed the last sparks of her own orgasm, she was smiling happily that they had both come so rapidly. She could feel his shaft still pressed against her vagina, so she pumped her hips against it. He got the message and held it there for her use.

"Stick it back in," she commanded.

Tim complied, pleased with himself that he was maintaining his erection after climaxing. But he quickly pulled out and lay on his side. He turned her so he could enter her from behind. Again, she thrust slowly, leisurely. Since they had both orgasmed, there was no more urgency. Now, the relaxed pace was actually more enjoyable. Samantha reached out to touch Tim wherever she could; arms, chest, abdomen. He then reached out and held her hand, a simple gesture, but in these conditions, it was a huge stimulus, and she could feel herself building again.

Samantha's second orgasm was gentle, relaxed and as enjoyable as any other she'd had, and it was surprising that she was able to come again so quickly. But what was even more surprising was when Tim pulled out and rubbed his cock against her stockinged leg and oozed out a small stream of semen.

"I'm sorry," he quickly offered. "I'll buy you a new pair, but that's never happened to me before."

"Coming on a woman's stocking?" A perplexed Samantha asked.

"No. Coming twice! And it was fantastic!"

"Yes, it was. For me, also."

"Wow! That was exciting."

Samantha and Tim turned sharply toward the door to her bedroom to find Wendy standing there, her stern expression a stark contrast to her comment.

"Wendy, what are you doing here?" Samantha asked, attempting to cover up.

"You seemed to really enjoy my surprise visit last night, so I thought you might like it again tonight." There was no pleasantry in her voice. "And really? After all we've done, you're going to cover yourself?"

"What's going on here?" Tim asked, his cock rapidly shriveling up.

With a deep breath, Samantha explained, "This is my friend, Wendy."

"The one who brought you Russo's last night?"

"You know about me?" a surprised Wendy asked. "'Cause I don't know anything about you."

"That's all I know," Tim answered. "Samantha, I have a feeling there's more here than it seems."

"Way more," Wendy added. "And you are?"

Stunned, Samantha finally forced herself to speak. "This is Tim Lawrence. We dated in high school and reconnected at the wedding."

"And yet, you said that there wasn't any guy there you wanted a second chance with."

"That was true at the time I said it," Samantha said, stretching the truth.

Fighting back a tear, Wendy said, "You know, Sam, there was never anyone I really wanted to have a steady relationship with before you came along. And recently, I thought, with you, I did. But I hesitated to mention that because I didn't think you were committed to the lifestyle. Guess I was right. See ya." She turned to leave.

"Wendy, wait!" Samantha called out, slithering out of bed, now unconcerned about her nudity. But she couldn't catch up with Wendy before the doctor made it out of the apartment, and Samantha obviously couldn't go after her.

When she returned to the bedroom, Tim was sitting on the edge with the sheet pulled over his groin.

He could see that the scene had upset her, but he didn't like what he had heard and the implication of it. "So, I think you owe me an explanation."

Looking dejected, Samantha took a deep breath and sat on the bed, but not close to Tim. "For a year after my divorce, I lived this mundane life. Didn't go anywhere, date anyone, nothing. My mother forced me into counseling where I was encouraged to start living my own life again. To begin that, I was urged to go have a nice dinner out. But I didn't want to do that alone, so I just went to a lounge for a drink. I was hit on by a bunch of sleazy guys, so I took a seat at the bar next to a woman who was also alone. Wendy. We got to talking and took a liking to one another."

With another deep breath, Samantha went on. "Turns out she's a lesbian, and after a few drinks, my resistance was low and I succumbed to her advances. I hadn't had sex in over a year, and so, subconsciously, I guess I was desperate for any kind. And it was different in a gentle sort of way, and I guess it was what I needed. I didn't want to become a lesbian, but Wendy hates labels and convinced me to think of it as an alternative way of having sex. We became good friends and—"

"Continued having sex," Tim filled in.

"Yes. And then I saw you at the wedding and remembered high school and how I felt about you. And you asked me to dinner. And we came here and . . . and—"