After dressing, we grabbed a cab and went into Baltimore.
It was still extremely hot and humid, so we opted to do lunch first at an air conditioned, harbor side restaurant. The Aquarium, a short walk from the restaurant, and also air conditioned, was our next stop.
We considered a boat tour of the harbor, but dark clouds had moved in and we thought it best to hail a cab and go back to the hotel. On the way it started to rain; a hot, humid, torrential downpour.
It was 3:30 in the afternoon, back in the hotel room, and Gail and I were faced with the wonderful problem of what to do. We had pretty much completed Gail’s “wish” list.
We looked at the photographs we had taken, and eliminated those photos that were not that good. We watched the video of Gail’s wonderful orgasm with the hair brush. In fact, we watched it three times. And, we went down to the pub and had an early dinner, sharing ideas for photos and video and other things that Gail wanted to try again.
By the end of dinner we were both “in the mood” and headed back to the room, stopping only for a bucket of ice.
I sat on the sofa chair and watched as Gail took off her clothes. She was learning to be a very good tease: the way she slowly removed her clothes; how she showed me her body; the look on her face; telling me how we had the whole night to do whatever we wanted; and playing with her nipples for me.
She knelt between my legs and undid my pants, sliding them down to my ankles and off. As she did, she suggested things that she wanted me to do to her, making me very hard.
When my manhood was released, she commented again how very intimidating it was. She ran her soft hands lightly over my cock and balls, tickling, as my cock swelled even further. She held my balls in one hand and began to lick all around the head, teasing me.
“Does that feel good?” she asked.
“Yes” I said. “You’re getting very good at this.”
“Am I a good cock sucker?”
“Better than good,” I said
“I love the feel of your cock in my mouth.”
She wrapped both hands around my shaft and slowly stroked up and down.
In fact, she was very good at teasing and playing with my cock. She started to slowly suck on just the head, gradually taking more and more of my shaft into her warm mouth. She gagged a little when the tip hit the back of her throat, but still wanted to take in more.
She increased the tempo, licking, sucking and stroking, and soon had me at that point where I knew if I didn’t stop her, or at least slow her down, I would shoot my load.
I stopped her just before it was too late, and rubbed my cock all over her face, depositing thin streams of pre-cum across her cheeks, lips and chin.
We exchanged places, giving me the opportunity to play with her. Pushing her legs back so her knees were by her ears, I licked around her slit and lightly over her lips. I teased her with my tongue and fingers, getting closer to her clit.
Then I stopped.
“What do you want me to do,” I asked.
“You know what I want,” was her reply.
“Tell me,” I said, as I slid two fingers into her sopping love hole.
“Fuck me in the ass!” she said with a little tone of pleading in her voice.
“What?” I said.
“You know what I want. Fuck me in the ass!”
“Are you sure you’re ready to have your ass played with again?” I asked. “I fucked you in the ass last night.”
“Yes,” she answered, but go slow and make it last a long time”.
“You like it in your ass,” I said, part statement, part question.
“I like you in my ass, “she said. “I like your cock in my ass!”
I walked over to the bureau and retrieved the blindfold, the little vibrator, her vibrator, the hair brush, one of the knit gloves and the lube. I took my time, letting her see each toy and giving her time to think about how I was going to use each.
I retrieved a towel from the bathroom and spread it out on the hotel room desk, moving a light and the telephone out of the way.
“Let’s do something a little different,” I said, holding out my hand and leading her to the desk.
I positioned her sitting on the desk so that she could lean back against the wall and tuck her legs up, and handed her the blindfold.
“Put it on and lean back”, I instructed.
“Mmmmm,” she said, “This is interesting.”
Taking my time, I ran an ice cube over her nipples, making them hard and ready for my attention.
I used the rougher material of one of the knit gloves to brush over her tits and nipples, just enough to give her a different feeling of pleasure. With the glove on I pinched and twisted her nipples until they were red and swollen. Gail moaned little whispers of pleasure.
“That feels wonderful.”
Still with the glove on, I spread her legs, teasing and tickling her around her inner thighs over her pussy lips, until her moans got louder and she became noticeably wet. I inserted on finger into her wet love hole and fingered her pussy until the glove material was soaked.
“Do you like that?”
“Mmmmmmm. Yes!” was her response. “It feels very different. It makes me shiver. Rub my clit.”
I ran my gloved finger over her clit and she let out a loud grunt and jerked her body.
“Ooooh. Too much. That’s a little too much for my clit. It feels good but it also hurts. Maybe we can come back to that.”
I moved down to her ass, rubbing the tip of the wet gloved finger around her asshole and then twisting my finger into her hole.
“Mmmmmm. That feels good. That feels very good.”
She contorted her body and arched her head back.
“Whatever you’re doing, I like it” she said.
“You like things in your ass. I’ll have to remember that!”
I continued massaging her hole with my gloved finger. When I stopped she let me know how disappointed she was.
“Can I have more of that?” she asked, hopefully. “I liked what you were doing. Can you do more?”
“Maybe,” I said.
I sat down on the desk chair and worked the soft bristles of the hairbrush over her shaved mound and inner thighs. As we have learned this weekend, a soft-bristled hairbrush is a wonderful, often overlooked toy, as I’m sure Gail would now attest.
While the bristles may be soft, they provided more of a sensuous, even tickling sensation to the skin than the knit glove. The soft bristles, lightly dragged over her pussy lips brought more moans and groans.
Turning the brush around, I slid the plastic handle up and down her slit and then inside her pussy. Maybe a little bigger than two fingers, but a lot smoother, the handle, as we have learned, provides yet another, different feeling for her to enjoy.
I dripped some KY lube on Gail’s asshole and my fingers, and inserted first one finger and then two into her hole.
Now Gail began to breathe faster and heavier, and as I finger fucked her asshole, she develop beads of sweat on her forehead.
“Yeah! Oh Yeah! Yeah!” she said over and over.
I knew then that we had progressed to another level of her pleasure.
I slid the hair brush handle into Gail’s asshole. Moving it in and out and around her hole not only brought out “ooohs” and “aaaahhs” of pleasure, but helped to loosen her hole for what she knew was coming.
Gail’s vibrator was next, sliding into her hole with the vibrator on. Sitting on the desk chair gave me the perfect view and opportunity to not only slide the purple vibrator in and out of Gail’s pucker hole, but to also use my fingers on her glistening pussy and swollen clit.
Now we were in rhythm, and that dangerous, sensual territory of the edge. She was breathing heavier, moaning louder, wanting more in each hole. Her face was red, and the little beads of sweat on her forehead now ran down her cheeks. Her mouth was open as she grunted, moaned and groaned. She fixed her stare on my hands with a vibrator in one hole and my fingers in the other hole.
She could cum at any time. I could feel it. But, I wasn’t going to let that happen.
“Fuck me! Fuck me in the ass! Please, please”, she pleaded.
“Not yet” I told her.
With my fingers working in and around her pussy and clit, and the purple vibrator working in her hole, I brought Gail as close to the edge as I dare, but did not let her cum.
“Please! Please! Fuck me! Fuck me in the ass!” she said, wildly.
I ignored her and completely stopped.
“Oh my God. Why did you stop?” she said angrily
I took her by the hand and walked her over to the sofa chair and had her kneel on the seat, facing the back of the chair.
I had her arch her back, inserted my swollen cock into her wet pussy, and pulled her body close into mine. I twisted and pinched her nipples while I whispered in her ear and slowly fucked her cunt.
“Want me to fuck you in the ass?” I whispered.
“Yes, Yes!” she said with desperation in her voice.
“Do you like being fucked in the ass?”
“Yes! Yes! ”
“Tell me how much you want it”
“I want you in my ass. Fuck me in my ass”
“I know you want me to fuck you in the ass, but tell me how much you want it”
“I need it! Fuck me in the ass now. I need it!”
“Will you cum for me if I fuck you in the ass?”
“God, yes! I’m going to cum all over your cock.”
“Will you scream for me if I fuck you in the ass?”
“Yes! Yes! I’ll do whatever you want,” was her pleading response.
“Will you tell me how good it feels?”
“Yes.”
“Do you want me to cum in your ass?”
“Yes! Yes!”
Gail was wild now, ready to cum at this point, and I wasn’t far behind.
I pulled my cock out of her pussy, applied more lube to her ass and my shaft, and put the tip up to her hole. When I pushed this time, my cock slid straight into her hole right up to my balls.
Gail let out a long groan of pleasure.
“Oh my God! That feels so good” So fucking good!”
It’s wrong, but I showed little mercy to her asshole, slamming every bit of my manhood into her ass as fast and as hard as I could. I held a clump of her hair in my hand and pulled her head back so I could whisper dirty words into her ear. I twisted, pinched and pulled on her nipple.
She moaned loudly and continuously, her mouth wide open, the sweat dripping off of her and running down her back to the crack in her ass, and her tits swayed side to side against the fabric of the chair. I whispered into her ear.
“I love fucking you!”
“You like my cock in your ass!”
“You’re taking all of my cock in your ass!”
“I want your ass. Then I want your cunt!”
“You like to be fucked hard and fast, don’t you?”
“I’m going to cum all over you.”
Sometimes she was able to say “Yes.”; other times, she just made noises.
Her hole was warm and wet, and my cock slid in and out with little effort. She shook head side to side; trembled and shook; gave me her ass; and drooled and sweated. She was completely gone; in her own world. I pinched and twisted her nipple hard; I twisted her clit hard; pain did not matter. All that mattered was my cock in her ass and that I didn’t stop.
Who was going to cum first?
Gail pushed against the back of the chair, arching her back and begged, pleaded and cried.
“Don’t stop! Oh please God, don’t stop! I’m going to cum! I’m going to cum”, a mantra she repeated over and over.
“Do you like my cock in your ass?”
“Fuck yes!”
“Are you going to cum for me?”
“I’m going to cum! I’m going to cum! Please don’t stop! Fuck my ass!”
“Cum for me! Cum all over my cock.”
She did cum; she grunted and screamed loudly, continuously. With my arm tightly around her waist, I could feel her cum. With my cock buried deep in her ass, I could feel it. With the loud, wonderful noises and sounds she made, I could feel it.
Every time she had cum during the weekend, it was better, louder, and more intense. This time was the best.
The look on her face, hearing her scream, and feeling her cum, sent me over the edge and I exploded, spurting my white goo into her asshole. Stream after stream of cum poured out of me filling her ass with my liquid.
I fell back onto the floor. Gail stayed on her knees on the chair, clinging to the back of the chair, sobbing, groaning, and continuing to shake and tremble with each wave of pleasure flowing through her body.
Cum oozed out of her hole, running down her pussy lips and the inside of her thighs, down to her knees and onto the chair.
I turned Gail around in the chair, sat her down, pulled her ass towards me and spread her legs. She was still cuming, or at least still dazed by her orgasm, and cum continued to leak out of her ass. The look on her face, a little pleasure, a little quizzical, told me that she was not sure what I doing, or what I was going to do.
Her pussy was swollen and wet, and her thighs down to her knees were wet with cum and her juices.
I buried my mouth on her pussy and started to lick up and down the slit, stopping at her clit every once in a while to flick her love bud back and forth with my tongue.
Was Gail capable of multiple orgasms? We were going to find out; and it didn’t take long. Gail grabbed the back of my head and pulled my face into her cunt. She pushed her pussy up to meet my mouth and tongue.
I was pretty sure that Gail was getting ready to cum again. She was shaking, tremors of pleasure rippled through her body, the sounds, the noises, the moans and groans were getting louder and were signs of her impending release; her pussy was sopping wet; and white cum still dripped from her asshole.
It was mean, but it was time to slow down; to keep her in that realm of pleasure; to tease her and make her beg for another release.
“Please. Please let me cum again. Please. I need to cum again.”
I sucked her clit into my mouth and worked it back and forth with my tongue.
She arched her back up sharply, and yelled out “Oh fuck! Oh fuck!” and then exploded, shaking and jerking, moaning, pulling my face into her pussy.
“I’m cumming! I’m fucking cumming! Yes! Yes! Yes!” she screamed.
As she settled back into the chair, part lying and part sitting, she slowly released her grip on my head.
My face was covered with her sticky, sweet juices. She was trying to catch her breath; her hair was matted to her face with sweat; her nose was running; her body trembled and jerked as each wave of pleasure coursed through her body; and cum dribbled out of her asshole. She lay there, limp, out of breath.
Was she capable of more?
I whispered in her ear, “Do you want more?” She did not answer.
“I want to make you cum again,” I said.
Between breaths she whispered, “Yes.”
I moved her limp body down onto the carpet.
I was getting hard again, but my cock had been in her ass. I couldn’t fuck her.
I grabbed two pillows, had Gail lay face down on the floor, and placed the pillows under her hips, raising her ass up in the air.
I grabbed the hair brush and the purple vibrator and the lube.
With more lube on her asshole and some on the hair brush handle, I slid the handle into her ass. At the same time, I slid the vibrator into her pussy. In an alternating rhythm, I fucked her ass with the hair brush and her pussy with the vibrator.
For several minutes Gail took both toys in her holes. Then she managed to pull herself up on her hands and knees and reach back with one of her hands to rub her clit.
I know that the brush handle and vibrator felt good. The sounds she was making made that clear. But it was her own brisk massaging of her love nub that made her go over the edge once again.
She arched her head and back in an exaggerated fashion, and told me to do it harder and faster. She and I were now moving furiously, her fingers rubbing her clit and each of my hands stabbing her holes with the two hard objects.
“Oh, fuck yes! Yes! Yes! Yes!”
A little smile appeared on her face; her lips trembled; her eyes were half closed; and sweat was dripping off of her nose and chin. She knew she was going to cum again.
It was beautiful to see and watch.
“Are you going to cum for me?” I asked.
An emphatic “Oh yeah!” was her emphatic answer.
The arm she was using to support herself gave way, and her head and chest dropped to the floor. Her orgasm was not the explosive kind that she had had earlier, but it was good. The whole time her body shook, Gail had a smile on her face and repeated over and over, “Yes! Yes! Yes!”
I let go of the vibrator and brush handle. Gail stayed on her knees, gasping for air, her ass up in the air, her tits and face against the carpet, the hair brush sticking out of her asshole and the vibrator imbedded in her slit.
The hair brush and vibrator eventually slid out on their own, falling to the floor. Gail rolled over onto her back, still breathing heavily.
There is a certain beauty in a woman who has just cum, her hair mussed up, face red, sweaty, lips bruised, nipples hard, red and bruised and a look of peaceful pleasure on her face.
I got up to go take a shower.
“Don’t go,” she said. “I want your cock.”
“My cock’s been in your ass and needs to be washed,” I reminded her. “Then you can have it.”
I showered and cleaned all of the sweat and cum off, and was making sure that my manhood was squeaky clean, when Gail joined me. I washed her face, tits, pussy and ass, and then dried us both off.
It was almost 11:00 p.m., and we were both exhausted, especially Gail.
I removed the wet bath robe from the chair and replaced it with the cleaner robe, and sat down, my limp cock listing to one side.
Gail pulled the video camera out of the bureau draw and handed it to me. “Here, record this,” she said.
I turned the camera on and began to record. She looked into the camera and said, “This is Mike. He’s just given me the best sex of my life. Now I’m going to make him cum”.
With that, she made love to my cock, sucking on the head, licking all around it and stroking the shaft with both hands. With all that had gone on, I wasn’t going to last long, and Gail didn’t have the strength left to spend a lot of time teasing me.
This was straight sucking, licking and stroking my cock, and recording it for her friends.
I held the camera as steady as I could until I was ready to cum. I put the camera on the arm of the chair, moved the view finder so I could see what was being recorded, focused the camera on Gail’s face and my cock, and let her do her thing.
This time she didn’t swallow, wanting her friends to see me cum.
While she didn’t intend on getting any of my load on her face, the first stream went high above her head, landing on her hair and forehead. The second spurt also went way up in the air, but fell along her hands and arm and my cock. Then there were a number of smaller spurts, which ran down my shaft and over her hands.
Gail smiled for the camera, waited a few seconds so her friends could take it all in, and then slid her hands up my shaft removing most of my load onto her hands. She licked her fingers while staring into the camera. Then she sucked on my slowly fading member until I was soft. “The end!” she said to the camera.
She cleaned up. We got into bed. I called room service for a 10:00 a.m. breakfast, and we were both asleep in minutes.