I knew I was hooked. It wasn’t that I was a stranger to sex or the enjoyment of many orgasms in my life, This was something different. A treat. A way to let myself go and, at least for now, not have intercourse. That was the part I was trying to convince myself of. How much different was this from getting a massage at a spa? Well, I don’t think they get you off like this or meet like this, but who was I to rationalize more than I needed to.
I knew he was working the rest of the week some time (at least an hour or so) away from my area so I didn’t think we’d meet again. I asked for another story from him, if he could.
On Wednesday I got another erotic tale of massage that was different in three ways. The first was that instead of being nude and lying down on the bed it entailed wearing a short dress with no underwear and he would do the massage first over the dress as we sat together, then under the dress. The second part was that for the entire message I would be facing a mirror and not see him, but see myself and his roaming hands pleasing me as he wanted. The last that there was an omission. It alluded to some type of massage that required some intimate probing that was not intercourse. He colored coded the area to let me know that if I was so inclined he thought this surprise would really enhance my experience, but I needed to trust him since he would not divulge the information. He said there would be no penetration of my pussy with his cock….but that he would be slightly undressed and feel him. To give me some added safety and security he would wear a condom from the start, even before I arrived, so that there was more trust.
I was intrigued and apprehensive. But I was still hooked. I asked when he traveled here next and he didn’t know. But, if I agreed to trust him and if I was available, he would change hotels for the night so I could experience this. It meant a lot of driving but he said it would be worth it to him to feel me orgasm this way. Reading that I think I just started to get a little wet. I agreed.
Late on Thursday I got the e-mail that he had arrived and checked in at the same hotel we met earlier in the week. Flush with excitement I made some excuses and drove to the hotel. I felt like all eyes were on me as I wrangled out of my panties and bra under me dress in the parking lot. I know I was in my car but it felt so decadent.
I made my way up to his room and knocked cautiously…as normal. He opened the door with a smile and led me in. He was wearing a t-shirt and shorts and I could tell he had just showered. He led me to the edge of the bed and had me sit on a corner facing the mirror. He jumped up on the bed and scooted behind me and started a gentle shoulder massage. It was eerily quiet except for the slight moans that escaped my lips from time to time. He progressed to my neck and I really started to relax, almost forgetting that I was here for much. much more.
I felt some shifting and soon he had one leg on either side of me. I had my legs straight and closed and since he is about 8 inches taller than me it was a rather comfortable fit as he started massaging down from my neck to my shoulders. I had worn a loose dress with no collar and he took advantage of this to reach in to touch the bare skin, one shoulder at a time for a few minutes each. Much more of this and I could drift off to sleep.
Timing was perfect for him as I was unaware when he stopped on my right shoulder and traced down my right arm to my hand and led it back to his muscular right thigh. It crept up his leg until I met his shorts then easily pulled back the material to feel a semi-erect cock certainly encased in a condom….and it felt like maybe it was lubricated (as they sell them or he had applied something to it). He whispered, “I just wanted you to be comfortable as I am keeping my word.” And he led my hand back.
Now he asked me to stand up for a moment. I did and I soon felt both his warm hand cupping my supple ass checks from behind. He rubbed them lightly then caressed my hips through my dress for a moment before he drew up the sides and let his hands touch my bare skin. It was electric. I was giving in and he was taking me and I liked it. I almost wanted to feel him at that exact moment spin me around and plunge into what must be a warm and wet pussy that I had freshly cleaned for this occasion. But he didn’t do that. He did ask me to bend over and reach for the desk that was in front of me, just in front of the mirror. I did.
I felt the dress continue up my back about half way exhibiting far too much of me that I wanted but knew he needed to see. He gently rubbed my lower back and from his position I’m sure he could see all the details of my pussy and ass without any hindrance. I wasn’t sure what to expect next but I felt him pull me back a bit and realized his nose was right by the bud of my ass as he gently, with very faint strokes, licked my slit with his hot tongue. He did this for a minute or so and just as I was getting weak kneed I was further shocked. His tongue traced its way from my slit upwards…to my rosy bud. He toyed with it with his tongue…danced with it may be a better metaphor. My head was spinning. He asked if I could hold myself on the desk again. As I reach for the desk he pulled back and reached with one hand under my dress and played with each breast, one at a time.
“I love the way they look from this view,” he said. “I will think of this later while I pleasure myself.”
I was happy. For all the giving he does, it rarely seemed like he had any outward appearances of having his own fun and I rarely, up to this point, even considered it.
He pulled back again and I felt a finger now tracing my pussy like his tongue had previously. He felt up further and felt the small patch of fur that I leave behind. He ran his fingers through it and told me someday he hopes to bury his face there and feel it on his nose as I ride his tongue to an orgasm. I was dripping wet now.
He returned to rubbing one finger along my slit, ignoring my clit. It felt odd like he was trying to capture my juices on that one finger. I thought he might want to taste me further. Then, it happened. I felt that finger trace to my rose bud and he twirled it around and around, alternating pressure and no pressure on my anal region. Without much warning that one finger easily penetrated my bud. I let out a small gasp. He slowly worked that finger in and out but also managed to touch my pussy with what I suspect was his thumb on that hand. Slow, methodical but mostly pleasurable feelings emanated through me.
After a bit of this he pulled me back to him away from the desk. “Just look into the mirror.” he said. “Trust that I won’t hurt you and that if you are uncomfortable please give it a second. But if it’s too much just stand up once and I’ll continue differently.”
Somehow I knew and I grew apprehensive. He pulled me back onto the bed slowly and I felt it. His cock was at the entrance of my bud. I started to objected but he said, “I’m not going to fuck you this way, if you trust me and give it a moment all will be clear.”
I did. I felt pressure in my bud. It wasn’t painful and it wasn’t too uncomfortable. He has a rather thick cock so I did gasp and wince a little when it first passed my outer anal ring. That was the moment he was waiting for.
His hands left my hips and proceeded to fondle me. His left hand went up my dress to my left breast and his right hand worked it’s way to my inner thighs. I parted my legs a little instinctively and sunk down slightly further on his cock. He did not trust. He just let me accept it. He said, “Look into the mirror and let the feelings grow. You control if you go any further on me. But here is what I wanted you to feel.”
With that his right hand slid up my right inner thigh and made contact with my swollen pussy. It felt like it was protruding out. He could touch my lips and my clit….oh my god, my clit was being forced forward from it’s sheath and his fingers where easily having it’s way with it. I started bucking back and forth a bit and felt myself sinking even lower on his cock. He reached for my wetness and found my honeypot, which must have been dripping by now. It felt very different. I know I felt full from his cock invading my ass, but I felt my pussy was more open than it had ever been before. Then I finally took his advice. I looked in the mirror.
Who was this person. I was panting heavily. I could see his left hand trying to reach my right breast so I moved a bit and he got it. He pulled slightly on my nipple like he did the other breast. And then he also lightly spanked my lips, I jumped a few times and I had forgotten I was sitting on his cock. One emotion, one feeling, one tweak, one twinge all coming from different directions. I started bucking on his cock. I don’t know why. He was fondling my pussy with one, no three fingers trying to reach the elusive g-spot. My head was spinning.
I heard him through a few compliments about me, about the fragrance of my hair, my sex, my skin, but I was lost in the feelings in my pussy. He said, “Let me know if you think you’re ready to cum.” I couldn’t answer. I just pushed my pussy forward to get more of his fingers in me. He stopped for a moment and pulled both of my legs back so that I was resting fully on him and his legs were keeping me from inadvertently closing them. I started to have short shallow breaths and he reminded me to look in the mirror. I did. I saw a sweating mess of sexual lust. I wanted…no needed to get off.
I started shaking and he pulled his fingers out and started a feverish back and forth rubbing on my pronounced clit. It couldn’t hide. I was going to cum and I was going to watch myself cum. I started to scream. I don’t know the words or if they were words. But they were a bit loud and I didn’t care. Waves of contractions hit me and for awhile I tried to close my legs to enjoy it, but was having no luck. He was extending my pleasure, my agony, my joyous ride by continuing to rub my pussy raw. I was rocking back and forth now and he started to lose his grip on my legs with his. I’d been coming for much of the past minute and now he chose to shove his fingers back into my pussy just as my legs closed. His cock slide painlessly out of my ass but his fingers were holding tight in my hole. He was rocking them back and forth as much as he could and I was alternately riding them and trying to push them away. I was to the brink of possibly passing out when he slowed down.
A few moments later he was able to get out of the grip my legs had on his hands but I don’t remember that. I only remember rolling up into a ball on the side of the bed and him holding me while I came down off this high. I shook for another minute or two slowly coming down from this latest carnal pleasure. He covered me up with the bedspread a bit partially for modesty sake I suppose. I felt like whimpering but didn’t. I looked up at him and he was just smiling.
“Thanks for trusting me, I hope it was worth it.”
I couldn’t immediately reply. I just knew that someday I would have to do this again.