Deciding to take a walk around town, Doug locked the truck back up and they strolled hand in hand out of the garage and back into the sunlight. Working their way down Market Street they passed the restaurant and window shopped at all the little stores that lined the street. Portsmouth was a coastal town and Tracy made sure to take him down Wharf Street, overlooking the ocean. Seagulls flew overhead and cried out as they watched the boats bustle by along the coastline. She couldn’t remember ever having as good a day as this one. But late afternoon had arrived and because it was Sunday, she knew they both had to get back home to get ready for work the following day. Like a true gentleman, Doug walked her back to the garage and to her car. She didn’t want to go and she could tell he didn’t want to either. But for right now, there was no choice.
Putting her arms around his neck she asked, “Will you come to my house next weekend? The back of your truck was nice, but I have some other things in mind for you that I just can’t pull off in a truck!”
Amused by her sense of humor and by what she potentially had in mind, Doug replied, “Yes I’ll come see you next weekend. But be warned, you may never be able to get rid of me if you keep going the way you have been!”
Giving him one final long, wet kiss Tracy said as she got into her car, “I’m counting on it cowboy! See you next Saturday.”
Chapter Four - Portland
It was 11 am Saturday morning and Tracy was pacing the living room waiting for Doug to arrive. She knew he was due any minute and she was so excited to see him again. Although it had been fun having sex with him last weekend in the back of his truck, she was looking forward to actually having a lot of room to do whatever they wanted. Not only did she have a king-sized bed, but there were many other creative places to have her way with him besides the bedroom. Her house was small, but very cozy. She had a big garden out back and it was a beautiful spot to sit and gaze at all the plants and flowers. She loved to listen to the gentle lapping of the water fountain sitting in the middle of the garden and the delicate tinkling of the chimes that hung on her back deck. Her back yard was fenced in which gave her not only privacy, but also a structure for her climbing vines to grow on. It was a beautiful, serene space and she spent as much time there as she could. She couldn’t wait to show it to Doug.
Minutes later, she saw him pull into the driveway and heard his truck door shut. Racing to the front door, she ran outside to meet him. He looked absolutely fabulous in his faded jeans, black cowboy boots and black corduroy shirt. Unable to hold back, she threw herself into his arms and wrapped him in a big bear hug. She was so glad he was here and she was really looking forward to spending the whole weekend with him. Grabbing her ass in his hands he gave her a big squeeze and planted a long, wet kiss on her lips.
Finally releasing her lips from his he praised, “Now that’s quite a welcome!”
Smiling up at him she replied, “Oh, there’s a whole lot more where that came from. Just you wait!” Tracy loved teasing him. Not only did it turn him on but it aroused her as well. It was the best kind of foreplay.
Taking his hand in hers, she pulled him inside and gave him a tour of her house. Doug took his time looking around each room and drinking up the little details that taught him more about her personality and lifestyle. As he picked up each of the picture frames that were scattered around the living room Tracy explained who the people were in the photos and gave a short story about each one. He remembered that her parents had passed away but it was nice to see photos of them along with some of her extended family and friends. He could see the love in her eyes as she spoke tenderly about each of them. Not able to wait any longer to show him the garden, she pulled on his arm and directed him into the kitchen and out the back door. Looking around the beautiful space she had created Doug couldn’t help but joke, “So, this is where you were getting so dirty when we took that shower together!” Tracy burst out laughing remembering the Sunday night when she had Skyped him from the bathroom while she took a shower with him watching.
Teasing him in return she said in a suggestive tone, “Yes, this is the place. Maybe this weekend you can do more than just watch!”
Nodding his head in agreement he replied, “Oh you can count on that, little lady. I’m going to do a whole lot more than just watch. I plan to be a very active participant!”
Giggling, Tracy continued, “Well that’s good to know. After driving all this way, I certainly can’t let you go home…empty handed!” Once again, Doug found himself loving her sexy banter and sense of humor. As they walked back inside Tracy informed him of her plans for this afternoon. “I am all yours this weekend, cowboy. But first I want to take you to The Old Port for lunch and show you around.”
Feigning a look of disappointment, he let out an exaggerated loud sigh and said with a kidding tone, “Just like a woman to keep a man waiting.”
The Old Port — Portland’s waterfront area — is rich in history and atmosphere. Tracy loved the old brick buildings that lined the streets. Back in the day, this part of Portland was exclusively inhabited by commercial fishermen. It was dirty, run down and had only seedy bars. Over the years the city of Portland turned The Old Port into an upscale tourist destination noted for its eclectic mix of bars, restaurants and interesting shops. Tracy loved The Old Port and the harbor was still actively used by commercial fishermen as well as pleasure boaters. Commercial Street, one of the major streets running through The Old Port is still cobblestone. The sidewalks as well as the buildings are brick and you can’t walk through the waterfront area without hearing the deafening cries of seagulls flying overhead competing for fish scraps thrown out by the fishermen.
Tracy was especially excited to take Doug to one of her favorite restaurants called DiMillo’s Floating Restaurant. Tracy explained, “What’s most unique about this restaurant is that it’s actually a 206 foot ferry boat that was retired to what it is now today. This wharf that we’re walking across now is called Long Wharf and you can see that the restaurant is situated along with about 120 boat slips.” As they walked toward the restaurant, Tracy told him that the ferry has been docked here since 1954 as a restaurant and that it’s the only floating restaurant on the upper east coast. She further explained that it was originally turned into a restaurant by Tony DiMillo and is still run by the DiMillo family. Doug was impressed with her knowledge of the boat’s history and was excited to see the inside, enjoy the view of Casco Bay and sample the menu.
As they were shown to their table, Tracy was delighted that they got the perfect window seat. It was a beautiful September afternoon and the sun sparkled on the water as the boats rocked lazily in their slips. She couldn’t have asked for a better day to bring him to The Old Port and looked forward to showing him around. There was one store in particular that she was going to take him to and she couldn’t wait to see the expression on his face when they got there.
As usual, lunch was delicious. They both ordered lobster, clam chowder and corn on the cob. It was the perfect Maine feast and she knew the lobster was most likely caught that morning. Feeling stuffed and satiated, they left the restaurant hand in hand and spent an hour exploring the little streets that wound around the beautiful waterfront town.
With only Fore Street left to see, Tracy guided Doug in the direction of the store she was secretly waiting to take him into. Stopping in front of the store she looked at him and said nonchalantly, “Let’s poke in here. I have a feeling you might want to buy something!” Giving her a questioning look, he glanced up at the sign and saw that the store was called Condom Sense. All at once Doug realized what kind of store they were about to enter and was intrigued. Sure enough, the moment they walked in, Doug’s suspicions were affirmed. It was a small shop specializing in just about everything to do with sex. As they walked around Tracy giggled nervously as she watched Doug’s expression while they browsed through everything from skimpy outfits to whips and dildos.
Because she and Doug were still new sexual partners, she wanted to get a
better idea of whether he liked sex toys or not. And if so, which items turned him on. Taking a deep breath, she asked him as much. Arching his eyebrows in surprise to her direct question, he took hold of her hand and began to shop. Walking over to the section of nipple clamps, he grabbed a package that had pretty beads attached. Now it was Tracy’s turn to raise her eyebrows and started to wonder what she was getting herself into! His next stop was over to the floggers. He knew how much she wanted ass play and he was going to give it to her. He picked out a two foot black flogger with a leather flap at the end. Tracy instantly flushed seeing it in his hand and she could feel herself becoming seriously aroused. Walking over to the section of vibrators, he chose a waterproof one and finished off by grabbing a vibrating butt plug. Speaking to himself like she wasn’t even there he muttered, “That should do it, for now.” Tracy’s face flushed with embarrassment as they stood at the checkout counter making the purchases. She noticed how Doug chatted with the female owner as easily as if he were buying a package of gum. Although she was excited by what he bought, she was ready to high tail it out of there, and fast!
Having finished roaming around and shopping for the afternoon, Tracy and Doug walked back to her house, up Congress Street on Munjoy Hill. Her house overlooked Casco Bay down at the bottom of the hill and she loved sitting on her front porch watching the boats and smelling the salty air as much as she loved being out back in her garden. One of the things she liked best about her neighborhood is that it’s within walking distance to The Old Port. She rarely had to use her car except to get to work. Handing Doug a beer, she invited him to sit out in the garden on the comfy lounge chairs. It was late afternoon but the sun was still shining and the temperature was blissfully warm.
After chatting easily for a half hour Doug suddenly stood up and said, “I’ll be right back. I need to get something.” As she watched him stride into the house, she couldn’t help but feel a shiver run down her spine. Somehow she knew instinctively that he was not getting another beer.
A minute later, Doug returned holding something in his hand. As he got closer she could see it was the vibrator he had purchased that afternoon. Curious as to what he had up his sleeve, she sat quietly and didn’t take her eyes off him. Stopping right next to her chair he said quietly, “Stand up.” Still not sure what was coming next, she obeyed him and stood. Taking a step away from her he continued in a directive tone, “Take off your clothes.” At first she wondered if he was kidding. They were outside in broad daylight! Seeing her hesitation, Doug said in a deep voice, “Don’t make me go back inside and get that flogger.” Just thinking of him spanking her bare bottom outside in the garden instantly made her quiver and throb down below.
Deciding they had enough privacy, she teased him and made him put his money where his mouth was. Giving Doug a defiant look she challenged, “I have been known to be very disobedient. Perhaps you had better do just that.” Tossing the vibrator down on the chair, Doug turned around and proceeded purposefully back into the house. Tracy couldn’t have been more excited about what was to come. Sure enough, a moment later he returned through the back door with the leather flogger in his hand. Walking right up to her he said, “I’m going to ask you again. Take off your clothes. You need to be punished first before I pleasure you.”
Tracy loved the game they were playing and as she started to take off her clothes, she answered obediently, “Yes, Sir.”
Without another word, Tracy stripped down until she was standing before him completely naked. She could feel the light breeze off the bay caress her body and the rays from the sun warm her skin. Lifting the flogger up to her breasts, Doug started to slap each of them with it. At first all she could do was gasp. But with each slap of the leather against the sides of her breasts she could feel her nipples growing larger and harder. Doug was also instantly aroused by spanking her breasts with the flogger and by seeing how excited it was making her. After every couple of slaps, he would gently run the flogger over her nipples which made her moan out his name. For torturous minutes, Doug took his time slapping the underside, tops and sides her breasts, loving the sound of leather meeting flesh. Tracy could feel her lower lips aching and she knew she was soaking wet. Desperately needing to take things to the next level, she climbed onto the lounge chair and positioned herself on all fours. Doug needed no explanation about what she wanted. Standing to the side of the chair, he placed one hand on her back and began to flog her backside. In a steady rhythm, the leather cracked down again and again on her bare, defenseless bottom. Tracy was so sexually charged up that she called out desperately, “Harder, hit me harder. I know I need to be disciplined!”
Answering her in a voice laced with desire Doug said, “You’re darn right I’m gonna give it to you harder, for being so bad earlier.” As he wielded the flogger harder against her reddened bottom he could feel his cock pressing hard against his jeans as he peaked to a full erection. As Tracy moaned out with each contact of leather to flesh, he wondered if he was going to cum inside his pants.
Needing to slow the pace down because of his threatening ejaculation, Doug threw the flogger to the ground and told her to lay down on her back. Picking up the vibrator from the other lounge chair, he then knelt down on the lawn beside her chair. As she turned her head sideways to face him, she saw a smile creep across his face as he looked into her eyes and said softly, “Now I’m going to really pleasure you. Spread your legs wide open for me baby.” Spreading her legs wide apart, she felt comfortable and safe in his hands. Her body was on fire from what he had just been doing to her and she needed sweet release more than anything else in the world. Closing her eyes she relaxed and went completely limp. Just seconds after he turned on the vibrator, she could feel the smooth rubber tip vibrating on her wet, aching clit. All she could do was moan softly as Doug slowly guided it in a circular motion over her hardened sweet spot. The combination of her ass stinging and her clit being stimulated was more erotic than she could have ever imagined. He was taking her to sexual places she had never been before and her body was reacting hungrily. Feeling the familiar tension rocket through her sex, she arched her head back, placed her hand on his and let the orgasm crash over her.
After letting Tracy catch her breath for a few minutes Doug stood up, undressed and pulled her down onto the ground. After a few minutes of laughing, kissing and rolling around in the grass, Tracy pushed him onto his back and climbed up on top of him. Looking straight at him she said in a matter of fact voice, “That dick of yours is mine and I want it now. And I want to ride it hard.” Positioning her hips up over his cock, she sat down on him as he let out a deep sigh. She was so wet that he slid easily inside her. Grabbing her tits with both hands, he fondled them while watching her ride him up and down and grind her pussy back and forth. It was sheer ecstasy watching her beautiful big breasts bouncing while feeling her tight walls caressing his heat. The grass felt cool against his skin and as he looked up at her face he noticed that the sky was still a brilliant blue. Placing her hands on his stomach for balance and leverage, she continued pumping up and down on his cock while whispering dirty things to him. Doug knew in that moment that he couldn’t hold it back any longer and he didn’t try to. As his climax came on hard and fast he gasped, “I’m cumming baby,” and then exploded inside her.
Sweaty and spent, they picked up their clothes and went inside. While Doug went to the master bath to shower, Tracy poured some wine and started making dinner. She was going to make homemade lasagna, garlic bread and mixed salad. She knew he loved Italian food and this was one of her specialties. By the time Doug returned to the kitchen, dinner was well underway and handing him a glass of wine, she excused herself to shower too. When she came back to the living room, her heart fluttered seeing him on the couch drinking wine and listening to music. He was so handsome she sometimes had to blink to make sure she wasn’t dreaming. He had changed into a pair of sweatpants and T-shirt and his feet were bare. After their busy day, they were looking forward to hanging o
ut together at her house and relaxing tonight. Dinner turned out as great as she had hoped and she could tell Doug genuinely enjoyed it. She had been a bit nervous cooking for him for the first time, but she had made this recipe so many times she was confident she wouldn’t screw it up. After he helped her finish the dishes, they decided to sit on the couch on the front porch. On their way to the porch, Tracy grabbed a blanket because she knew the September night air would be cool. Snuggling up under the blanket, Tracy leaned against his chest as they talked more about where he lived, his job and some of his goals. It was a beautiful night and the stars were sparkling in the sky as the waves of Casco Bay lapped along the shoreline. When they both started to yawn they knew it was time to turn in. She was looking forward to falling asleep against his warm body and as they said goodnight to each other, she curled up along side of him and instantly fell asleep.
The next morning as she was beginning to wake up, Tracy was absolutely delighted to feel her ass being caressed. She had been sleeping on her stomach and Doug, having woken up first, was lying on his side very gently and tenderly rubbing her bottom. For her, there was no better way to start the day and she quietly moaned, letting him know how much she liked what he was doing to her. Still a bit groggy, she continued to let him rub his warm hand all over her cheeks and very quickly, sleep turned to arousal. It was amazing to her that he knew exactly how to please her. They had gone to sleep naked the night before and she was glad, because the way her body was responding to his touch, she knew they weren’t going to be getting out of bed anytime soon. His hand continued to rub her soft mounds, and then he glided it up the length of her back. His soft touch felt so good that she relinquished herself to him and let him continue pleasing her. Finally turning her head to face his side of the bed she whispered, “I want you to do something to me.” She couldn’t believe what she was about to say, but there was something about the early hour and her defenses being down that allowed her to take the plunge. She asked, “How would you feel about having anal sex?” Inwardly, Doug was delighted that she was brave enough to ask what was very likely an embarrassing question for her. He was also delighted that she wanted him to go there. Caressing her face he replied in a tender voice, “Baby, if that’s what you want there’s nothing I won’t do for you, or to you. But we need to take it nice and easy.” Nodding her head in agreement, she watched as he got out of bed and disappeared for a few minutes.
Longing Page 4
