Deirdre to the Rescue Ch. 01

I showered and curled my long red hair just the way I like it and applied more makeup than I usually wear but not too much. I didn't want to look like a hooker even though I felt like one. I decided to wear a backless halter little black slip dress with a deep V-neck. The satin fabric clung tightly to my body and showed off every curve. I had it loosely tied to reveal even more cleavage. I put on a black lace thong, and black stockings, along with five-inch pump heels, a pearl necklace, and a small black purse. I usually wear this dress for Ralph on special occasions or when we're on vacation. He knows he going to get lucky when I wear it because I feel so sexy wearing it.

While I was waiting for Vinny to arrive, I felt like I did on prom night just before leaving with my date. I was nervous, double-checking my dress and makeup. Vinny pulled up in a black SUV with a driver promptly at 6:30 but I decided to make him wait a few minutes. I did it to show him I was in control of at least part of the evening. I was going to make him come to the door to get me also. Ralph let him in and I saw them sitting together in the living room when I came out.

Vinny immediately stood up and said, "You look absolutely gorgeous, Deirdre."

"Thank you, Vinny."

Ralph looked like a lost puppy dog, not knowing what to do or say as Vinny escorted me out of the house.

Vinny turned to Ralph and said, "Don't worry, buddy, I'll take good care of your sexy wife."

To me, that statement showed Vinny's control and dominance over the situation. He was rubbing it in that he was dating Ralph's wife. He was telling my husband in a roundabout way that he was going to fuck me and there was nothing he could do about it. I felt bad for Ralph but he was the one that got into trouble and I was doing this at his encouragement. There was no turning back now.

Vinny led me out to the SUV where the driver was waiting with the door to the backseat open. Both men watched as I climbed into the backseat. It's very difficult to be lady-like when getting in and out of an SUV and I'm sure both of them got a great view of my stocking-covered legs and black thong. I didn't mind because I was going to be doing a lot more later than letting a couple of guys see my underwear.

I sat nervously in the backseat as we drove to the restaurant. My dress had ridden so far up my legs, my bare thighs above my stockings were exposed. I saw the driver adjust his mirror and I figured he was peeking up my dress. I tried to pull my dress down to cover up as much as I could but I probably gave him a better view in the process.

Vinny noticed me adjusting my dress and said, "Oh, don't cover them up, Deirdre, you've got great legs."

He tried to make small talk as we drove but I only gave him short, curt answers while looking straight ahead at the road. There was no way I could hide my discomfort with this situation. I didn't want to be there but Vinny had control over our immediate futures and I was a hesitant participant in this charade of a dinner date.

When we got to the restaurant, Vinny and the driver helped me out of the backseat and there was no way to hide my thong from their view. I may have flashed a couple of other patrons too. Vinny put his arm around my waist as he escorted me into the restaurant. It was a five-star Italian restaurant that I always wanted to try but was too expensive for Ralph and me.

Vinny suggested we have a drink at the bar before sitting down for dinner and I replied, "It's your dime. I'm just along for the ride."

He smiled at me probably wondering how to break down the wall I put between us. He held my hand to assist me onto the barstool and once again, I couldn't help but flash him. I crossed my legs as he sat down next to me and ordered a couple of glasses of fine wine for us.

Vinny took a sip of his wine and said, "You are such a beautiful lady, Deirdre. Ralph is one lucky man."

"Thank you, Vinny. My husband thinks I'm beautiful too."

"I know you don't particularly care for me, Deirdre but your husband is responsible for getting you into this situation that you both agreed to. I could have easily fired him on the spot and you wouldn't be here right now."

Vinny had a point. Ralph and I didn't have to agree to this arrangement even though it felt like he had a gun pointed at my head. I remembered what Ralph had advised about acting sexy so it would be over with sooner and I decided to swallow my pride and do what I came to do.

"You're right, Vinny. Thank you for letting Ralph keep his job. This is more difficult for me than you realize."

"I understand. If you relax a little, you just might find that I'm not as bad as you think I am."

I wanted to tell him, "No, I'm still going to think you're an asshole," but I bit my tongue and replied, "Alright, I'll try to relax as much as I can given the circumstances."

That made him feel better and I guess I did too. We finished our glass of wine and went to our table to have dinner. Vinny ordered a bottle of the best wine I've ever had in my life and the food lived up to its five-star rating. We had a chance to talk as we ate and drank. It was the longest conversation I've ever had with Vinny. He told me how he started the software company as a young man and built a decent business. He was then offered a substantial amount of money to sell it to an international software company and remained with them as a V.P. along with a small share of the business. It was quite obvious he had done well for himself.

Vinny confessed that although he was well off financially, his personal life suffered. He was once married but his wife divorced him because he was rarely home. He admitted that he was lonely at times but that was the price he paid for being successful in business. Vinny was showing a human side to him that I didn't know existed and it made me feel better about being with him.

I told him how I met Ralph, got married, how we saved up money to buy a house, and hoped to start a family soon. We were talking like old friends catching up after not seeing one another for a long time but there was that cloud of the expected sex after dinner that still hung over me. The closer we got to finishing our meal, the more nervous I got. I ordered dessert in order to stall the inevitable even though I wasn't hungry anymore. The only thing that kept me from being a total nervous wreck was the wine I had consumed.

I think Vinny knew I was stalling and gave me some time before he asked, "Well, do you want to get out of here? I took the liberty of renting a hotel suite for the night. We can go there for a nightcap."

I knew a nightcap was more than a drink and I wanted to say, "Let's go and get this over with," but I politely replied, "Yes, I'd like that."

As we were walking to the SUV, Vinny said to me, "That is a very sexy dress you're wearing tonight. You look fabulous in it."

"Thank you, Vinny. I'm glad you like it."

I felt more comfortable with Vinny leaving the restaurant than I did when we first got there. I was still nervous about going back to his place to have sex with him but I didn't hate him anymore. There was no doubt he was taking advantage of me but I didn't have any other choice. My heart started racing when we pulled up in front of the classiest hotel in town. The doorman helped me out of the SUV and I inadvertently flashed him too. As I walked through the lobby with Vinny, who was much older than me, I wondered if people thought I was a paid escort. In reality, I guess I was in a way.

Vinny noticed my nervousness when we were in the elevator and told me, "Try to relax. You just might have more fun than you think."

"I'm trying my best but you have to admit, this is a very awkward situation for me."

The moment of truth was getting closer as the elevator stopped and the doors opened. We walked down the hallway toward the hotel room and when he opened the door, I wanted to run away but knew that wasn't an option. Vinny held the door open for me as I entered the room. It looked like a small apartment with a kitchenette, a living room with a sofa, what looked like a fully stocked bar, and a bedroom.

Vinny offered me another glass of wine which I immediately accepted. I was even more nervous than before so Vinny put on some soft music as we sat on the sofa and began to talk again. I was thankful he didn't try to rush me into anything. The odd thing for me was that we both knew why I was there and I could feel my pussy getting damp. If I had a choice, I wouldn't be there but I found myself getting sexually excited at the prospect of sleeping with another man.

I tried to calm my nerves by telling myself, "You need to take Ralph's advice and make Vinny cum as soon as you can and get out of here. Get over your nervousness and act like the sexy woman you know you are."

I felt better after my little pep talk and as Vinny was getting our second glass of wine, I said to him, "Let's dance. Ralph hardly ever dances with me but I know you liked it that time at the party."

Vinny got a huge smile on his face and replied, "Sure darling, anything for you."

I stood up as he brought me my wine, took a sip, and placed the glass down on the coffee table. Vinny held out his hand and led me to the middle of the living room and took me in his arms and held me close. He was a perfect gentleman as we started to dance holding one of my hands in his and the other around my waist. I felt a little shy seeing I hadn't been on a date with another man since before I met Ralph in college. Vinny recognized my shyness and thankfully, didn't rush things.

During the second song, Vinny held me closer, so close that I could feel his manhood pressing against my thigh. I couldn't help but think that at some point I was going to feel it inside me which made my pussy wetter. Vinny was looking at me and when I looked up at him, our eyes met and he leaned in to kiss me. As our lips met, I felt awkward but that didn't stop me from returning his kiss. We kissed for a few moments and when the song ended, I backed off to take a sip of my wine. Things were progressing and we both knew where this was quickly leading.

When I returned to Vinny, I was expecting to continue dancing but he kissed me again and we started to make out. His hands firmly grasped my ass and we started grinding against one another. Vinny's hands began to feel my breasts through my dress before he reached around to untie the halter top. He slowly peeled off the top of my dress to expose my bare breasts.

As he gently cupped my tits, Vinny told me, "You have such lovely breasts," and leaned forward to begin to alternately suck on my nipples.

I moaned at the feeling of another man's lips on my breasts and I felt him slide his hand up my dress. He began to gently massage my pussy through my thong. Finding no resistance from me, Vinny pushed my thong aside and inserted his finger into me. Even I could hear how sloppy wet my pussy became as he finger fucked me. That fact wasn't lost on Vinny either.

"See Deirdre, I knew once you relaxed you'd enjoy this evening."

I didn't need to hear an, "I told you so," from him but I couldn't dispute that fact either.

My hand instinctively reached for his cock and I began to stroke him through his pants. He was erect and we were both breathing heavier by then.

Vinny then suggested, "Do you want to continue this in the bedroom?"

"Yes, Vinny, I'd like that."

Vinny smiled broadly, grabbed the bottle of wine and our glasses and we went into the bedroom. He quickly undressed as I kicked off my heels and peeled off the rest of my dress. It was now my turn to scan Vinny's body. I hadn't seen a naked man other than my husband in years and I hate to admit that it was kind of exciting. Vinny is a handsome man and he keeps himself in great shape. He has broad shoulders, tight chest muscles, and nice biceps. He has a nice hairy chest so, in short, he was the complete opposite of Ralph. My husband was never athletic and doesn't have a hair on his chest. Vinny's dick was slightly larger than Ralph's too.

I felt like a virgin on her wedding night as Vinny approached. We kissed some more as our hands explored each other's bodies. He then removed my thong so we were both naked. Vinny seemed surprised by my trimmed hairy bush surrounding my pussy seeing most women are closely shaven now. I explained that Ralph likes me this way.

We began to kiss again while I stroked him and he finger fucked me. We did this for a few minutes before he led me over to the bed and sat down on the edge. Vinny then instructed me to get down on my knees and it was pretty obvious what was expected of me.

Vinny told me, "It's time to show me what a good little cocksucker you are, Deirdre."

I dutifully got down between his legs and began to stroke him. I had to gather the courage to put my mouth on his dick and tried to stall so I could jerk his cock for as long as I could rather than suck it.

Vinny got impatient and said, "Are you going to suck it or play with it?"

I stalled as long as I could so I lowered my head and took his dick between my lips and let it slide along my tongue into my mouth. As my head started to bob on Vinny's dick, I decided it wasn't so bad sucking another man's cock. He was bigger than Ralph so he felt meatier in my mouth. I was kind of horny by that time and was getting into it.

"That's it, Deirdre, give my cock a good sucking. Oh, I've dreamed of having your lips wrapped around my cock for a long time, baby. That's it, suck it just like that."

Vinny then told me, "Tell me how much you love sucking my dick. Come on, tell me."

I played along with him and stopped blowing him long enough to tell him, "Oh Vinny, I love sucking your cock. I love the taste of it. I love the feel of it in my mouth."

Before I continued blowing him, he took his dick and slapped it across both my cheeks and forehead. His words and actions were showing his dominance over me. He wanted me to accept his total control. It's not like I had a choice so I continued to play along.

I returned to sucking his dick, taking it deep into my throat. I would stop at times to tell him how much I liked blowing him which he seemed to enjoy. I kept sucking him and playing to his ego hoping I could make him cum so I could go home. I knew he was close to cumming when he firmly held my head still and began to forcefully thrust himself into my throat. I gagged a couple of times and he would slow down to let me catch my breath before continuing to throat fuck me again.

"I hope you like the taste of cum Deirdre because I've been saving a load just for you."

I managed to mumble, "I want to taste your cum," while he was fucking my mouth.

He then began to shoot his cum into my mouth. He let loose a couple of big wads then pulled out and shot a few more over my face and into my hair before stuffing his cock back into my mouth. I never liked having a man cum on my face and still didn't but if that's what I had to do for my husband to keep his job, I was glad to take it. When Vinny was done cumming, he pulled out of my mouth and rubbed his cock all over my face, gathering up more cum on it and making me lick it off.

When he was finished, I started to get up and asked, "So, are we done?"

Vinny laughed out loud at me and said, "I'm just getting started, Deirdre. We have all night. What's your hurry?"

I was a bit stunned and my plan to make him cum and go home was thrown out the window. I figured as long as we're going to be here for a while, I might as well make the best of a bad situation. Besides, I was annoyed at Ralph for putting me in this situation and if he wanted me to fuck another man, well then, I was going to enjoy it and quit feeling anxious and annoyed. It was sort of like getting my revenge on Ralph.

"I guess there's no hurry, Vinny. I didn't know what to expect."

"It's my turn to take care of you now, baby. I've been wanting to taste that sweet pussy of yours for a long time. Get up on the bed so we can keep this party going."

"Can I wash this cum off my face first?"

"No, leave it on for a while. You look so pretty with my cum splashed all over you."

He was in charge so I sat on the bed like he wanted me to. We drank more wine before he started to kiss and nibble on my neck. I love when Ralph does that and it always makes me melt. Vinny laid me down on the bed as he kissed, licked, sucked, and nibbled his way down my body. He took his time, he didn't rush at all. He spent plenty of time playing with and sucking on my breasts.

Vinny even left a couple of hickeys on my breasts telling me, "I want Ralph to know I was having fun with your naked body."

It was as though he was a wild animal marking his territory. For the next several days, each time I looked at myself in the mirror or when Ralph saw me naked, we would be reminded that I had sex with his boss. It was another power move by Vinny and his way of showing his dominance over both my husband and me.

He spent a lot of time playing with my breasts and told me, "You've got the best titties. Not too big, not too small but just right."

As Vinny kissed his way down my torso, he tickled me when he tongued my navel and continued kissing my stomach. He was running his hands up and down my stocking-covered legs but not touching my pussy. I didn't want to say anything but I was hoping he would touch me between my legs.

When Vinny got down to my lower abdomen, I thought he was going to make his way down to my pussy but he had me turn over. He began to fondle and play with my butt, even giving me a couple of playful spankings. He started to kiss and nibble on my cheeks while telling me what a nice ass I had. I hate to admit it, but I was enjoying Vinny taking his time and worshipping every inch of my naked body.

I was more than a little surprised when Vinny spread my ass cheeks and began to tongue my anus. No one had ever done that before. I clenched up at first but once I decided I liked it, I relaxed. He gave my ass a good tonguing before going back to my cheeks. As he was giving me hickey's on both cheeks, Vinny was fingering my asshole. Ralph and I have experimented with anal but I wasn't prepared to go that far with his boss.

Vinny continued kissing me down the back of my legs, rubbing them, and saying how much he liked my slender legs and how good they looked and felt in stockings. When he got down to my feet he had me turn over again. My face was flush and my pussy was dripping wet from the long, soft, and sensual way Vinny was playing with and caressing my body. It didn't matter that I was coerced into this situation, I wanted to be there at that point.

Even though I was naked for a while now, somehow laying there made me feel more exposed. Maybe it was because my pubic hair kept me partially covered while I was standing but now, my pussy lips were visible as Vinny lifted my leg and began to suck on my toes while rubbing my calves. He spread my legs wider too as he took the other foot into his mouth. He then took both my feet and placed his dick between them which began to make him hard again.

I gave him a foot job until he was fully erect and he began to kiss and stroke his way up my legs from my feet up to my calves and past my knees to my thighs. Vinny then spread my legs wide as he stared down at my slick pussy.

"Your pussy looks so delicious, Deirdre. I love the red pubic hair too. I've wanted to get a taste of you for a long, long time."

I felt so naughty with my legs spread wide open offering another man a view of my pussy and knowing it was going to lead to more. Vinny began to kiss my inner thighs. I was getting hotter by the second and he knew it. No one had ever taken that much time to seduce me before and I loved it. He kissed me all around my pussy and didn't touch me even though I wanted him to. Vinny gave me hickey's on both of my inner thighs to once again let Ralph know his face was between my legs.